Information on EC 1.3.3.4 - protoporphyrinogen oxidase

New: Word Map on EC 1.3.3.4
Please wait a moment until all data is loaded. This message will disappear when all data is loaded.
Specify your search results
Mark a special word or phrase in this record:
Select one or more organisms in this record:
Show additional data
Do not include text mining results
Include (text mining) results (more...)
Include results (AMENDA + additional results, but less precise; more...)


The expected taxonomic range for this enzyme is: Eukaryota, Bacteria

EC NUMBER
COMMENTARY
1.3.3.4
-
RECOMMENDED NAME
GeneOntology No.
protoporphyrinogen oxidase
REACTION
REACTION DIAGRAM
COMMENTARY
ORGANISM
UNIPROT
LITERATURE
protoporphyrinogen IX + 3 O2 = protoporphyrin IX + 3 H2O2
show the reaction diagram
-
-
-
-
protoporphyrinogen IX + 3 O2 = protoporphyrin IX + 3 H2O2
show the reaction diagram
reaction mechanism and active site structure
O24164
protoporphyrinogen IX + 3 O2 = protoporphyrin IX + 3 H2O2
show the reaction diagram
residues G40, L85, G232, H281, V282, L295, V335, S350, L444, G453, L15, R38, L73, V84, D143, R152, L154, V158, R168, A172, V290, and G453 are essential for enzyme activity
-
REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
oxidation
-
-
-
-
redox reaction
-
-
-
-
reduction
-
-
-
-
PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
Biosynthesis of secondary metabolites
-
-
chlorophyllide a biosynthesis I (aerobic, light-dependent)
-
-
chlorophyllide a biosynthesis II (anaerobic)
-
-
chlorophyllide a biosynthesis III (aerobic, light independent)
-
-
heme biosynthesis I (aerobic)
-
-
heme metabolism
-
-
Metabolic pathways
-
-
Porphyrin and chlorophyll metabolism
-
-
superpathway of heme biosynthesis from uroporphyrinogen-III
-
-
SYSTEMATIC NAME
IUBMB Comments
protoporphyrinogen-IX:oxygen oxidoreductase
This is the last common enzyme in the biosynthesis of chlorophylls and heme [8]. Two isoenzymes exist in plants: one in plastids and the other in mitochondria. This is the target enzyme of phthalimide-type and diphenylether-type herbicides [8]. The enzyme from oxygen-dependent species contains FAD [9]. Also slowly oxidizes mesoporphyrinogen IX.
SYNONYMS
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
PPO
-
-
-
-
protoporphyrinogen IX oxidase
-
-
-
-
protoporphyrinogen oxidase
-
-
-
-
protoporphyrinogenase
-
-
-
-
protox
-
-
-
-
CAS REGISTRY NUMBER
COMMENTARY
53986-32-6
-
ORGANISM
COMMENTARY
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
Gly210 deletion PPO mutant
UniProt
Manually annotated by BRENDA team
PPO wild-type
UniProt
Manually annotated by BRENDA team
propagated in HeLa cells, gene hemG
-
-
Manually annotated by BRENDA team
Chlamydia trachomatis LGV-L2 434/Bu
propagated in HeLa cells, gene hemG
-
-
Manually annotated by BRENDA team
anaerobic, 2,6-dichlorophenolindophenol as electron acceptor
-
-
Manually annotated by BRENDA team
healthy persons and finnish variegate porphyria patients
UniProt
Manually annotated by BRENDA team
cv. Samsun NN, 2 isozymes in chloroplasts and mitochondria
-
-
Manually annotated by BRENDA team
isozyme PPO1 and PPO2
Uniprot
Manually annotated by BRENDA team
cv. LCP 85-384
-
-
Manually annotated by BRENDA team
gene hemY or slr1790
UniProt
Manually annotated by BRENDA team
Synechocystis sp. PCC6803
gene hemY or slr1790
UniProt
Manually annotated by BRENDA team
synthetic construct
-
AY916795
GenBank
Manually annotated by BRENDA team
GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
malfunction
-
partial PPO deficiency in humans causes an inherited disease known as variegated porphyria characterized by cutaneous photosensitivity and the propensity to develop acute neurovisceral crisis
malfunction
-
when PPO is inhibited, protoporphyrin IX accumulates to cause light-dependent membrane damage
malfunction
-
inhibition or functional loss of PPO results in the accumulation of protogen, which can be spontaneously oxidized to proto by oxygen. As a photosensitizer, in the presence of light, proto can further induce the production of singlet oxygen, causing lipid peroxidation and cell death
malfunction
-
mutation G58S in hemG suppresses the reduced infectivity caused by treatment with IS-INP0341, an iron-saturated salicylidene acylhydrazide SAH INP0341, which specifically affects Chlamydia trachomatis infectivity with reduced generation of infectious elementary body progeny
malfunction
Chlamydia trachomatis LGV-L2 434/Bu
-
mutation G58S in hemG suppresses the reduced infectivity caused by treatment with IS-INP0341, an iron-saturated salicylidene acylhydrazide SAH INP0341, which specifically affects Chlamydia trachomatis infectivity with reduced generation of infectious elementary body progeny
-
metabolism
-
protoporphyrinogen IX oxidase is the last common enzyme of heme and chlorophyll biosynthesis
metabolism
-
protoporphyrinogen oxidase acts in the tetrapyrrole biosynthetic pathway that leads to the formation of both heme and chlorophylls
metabolism
-
protoporphyrinogen oxidase is the last common enzyme in the biosynthetic pathway leading to heme synthesis
metabolism
-
the enzyme catalyzes the penultimate step in the heme biosynthesis
metabolism
-
the flavin-dependent protoporphyrinogen IX oxidase catalyzes the six-electron oxidation of protoporphyrinogen IX to form protoporphyrin IX in heme and chlorophyll biosynthesis. In the following step, iron is inserted into protoporphyrin IX by ferrochelatase. The two enzymes are organized in an enzyme complex, overview
metabolism
-
PPO plays an important part in the heme/chlorophyll biosynthetic pathway
metabolism
-
protoporphyrinogen IX oxidase is an essential enzyme catalyzing the last common step in the pathway leading to heme and chlorophyll biosynthesis
metabolism
-
protoporphyrinogen IX oxidase is an essential enzyme catalyzing the last common step in the pathway leading to heme biosynthesis
metabolism
-
the enzyme catalyzes the aromatization of protoporphyrinogen IX to protoporphyrin IX, a central step in heme biosynthesis
physiological function
-
protoporphyrinogen oxidase is one of the most important action targets of commercial herbicides
physiological function
-
protoporphyrinogen oxidase (HemG) and heme metabolism are important for Chlamydia trachomatis infectivity
physiological function
-
YfeX effectively decolorizes the dyes alizarin red and Cibacron blue F3GA and has peroxidase activity with pyrogallal but not guiacol. YfeX oxidizes protoporphyrinogen to protoporphyrin in vitro. But it shows no dechelation of heme to free porphyrin as purified enzyme or in cellular extracts of Escherichia coli overexpressing YfeX. YfeX is a typical dye-decolorizing peroxidase (or DyP) and not a dechelatase
physiological function
Chlamydia trachomatis LGV-L2 434/Bu
-
protoporphyrinogen oxidase (HemG) and heme metabolism are important for Chlamydia trachomatis infectivity
-
metabolism
Chlamydia trachomatis LGV-L2 434/Bu
-
the enzyme catalyzes the aromatization of protoporphyrinogen IX to protoporphyrin IX, a central step in heme biosynthesis
-
additional information
Q0NZW5, Q0NZW6
Gly210 plays a key role in the alphaL helix-capping motif at the C-terminus of the alpha-8 helix which helps to stabilize the helix, protein homology modelling, three-dimensional model, and molecular dynamics simulations of the mutant enzymes, overview
additional information
Q0NZW5, Q0NZW6
Gly210 plays a key role in the alphaL helix-capping motif at the C-terminus of the alpha-8 helix which helps to stabilize the helix, protein homology modelling, three-dimensional model, and molecular dynamics simulations of the wild-type enzyme, overview
additional information
-
substrate binding model, molecular docking studies, overview. The protogen is surrounded by R97, L166, R168, G169, V170, F331, L334, M368, and FAD in hPPO. Ring A of protogen interacts with R168 and is kept in position by hydrophobic interaction with M368. Ring B of protogen is sandwiched between hPPO residue V170 and FAD
additional information
-
substrate binding model, molecular docking studies, overview. The protogen is surrounded by R98, F172, A174, G175, T176, F353, L356, F392, and FAD in tobacco mtPPO. Possible role of R98 during the substrate recognition mechanism,
additional information
-
Vibrio fischeri, an organism that can utilize heme as an iron source when grown under iron limitation, is able to grow with heme as the sole source of iron when its YfeX homolog is absent. Plasmid-driven expression of Escherichia coli YfeX in Vibrio fischeri grown with heme does not result in accumulation of protoporphyrin
SUBSTRATE
PRODUCT                      
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate)
LITERATURE
(Substrate)
COMMENTARY
(Product)
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
coproporphyrinogen-I + 3 O2
coproporphyrin-I + 3 H2O2
show the reaction diagram
-
oxidized at less than 11% of the rate of protoporphyrinogen-IX
-
-
?
coproporphyrinogen-III + 3 O2
coproporphyrin-III + 3 H2O2
show the reaction diagram
-
-
-
-
?
hematoporphyrinogen-IX + 3 O2
hematoporphyrin-IX + 3 H2O2
show the reaction diagram
-
-
-
-
?
mesoporphyrinogen-IX + 3 O2
mesoporphyrin-IX + 3 H2O2
show the reaction diagram
-
-
-
-
-
mesoporphyrinogen-IX + 3 O2
mesoporphyrin-IX + 3 H2O2
show the reaction diagram
-
-
-
-
?
mesoporphyrinogen-IX + 3 O2
mesoporphyrin-IX + 3 H2O2
show the reaction diagram
-
-
-
-
?
mesoporphyrinogen-IX + 3 O2
mesoporphyrin-IX + 3 H2O2
show the reaction diagram
-
-
-
?
mesoporphyrinogen-IX + 3 O2
mesoporphyrin-IX + 3 H2O2
show the reaction diagram
-
-
-
-
?
mesoporphyrinogen-IX + 3 O2
mesoporphyrin-IX + 3 H2O2
show the reaction diagram
-
100times lower activity
-
-
-
mesoporphyrinogen-IX + 3 O2
mesoporphyrin-IX + 3 H2O2
show the reaction diagram
-
20% of the rate of protoporphyrinogen-IX
-
-
?
mesoporphyrinogen-IX + 3 O2
mesoporphyrin-IX + 3 H2O2
show the reaction diagram
-
oxidized at the same rate as protoporphyrinogen-IX
-
-
?
protoporphyrinogen IX + 3 O2
protoporphyrin + 3 H2O2
show the reaction diagram
-
-
-
-
?
protoporphyrinogen IX + 3 O2
protoporphyrin + 3 H2O2
show the reaction diagram
-
-
-
-
?
protoporphyrinogen IX + 3 O2
protoporphyrin + 3 H2O2
show the reaction diagram
-
-
-
-
?
protoporphyrinogen IX + 3 O2
protoporphyrin + 3 H2O2
show the reaction diagram
-
-
-
-
?
protoporphyrinogen IX + 3 O2
protoporphyrin + 3 H2O2
show the reaction diagram
-
-
-
-
?
protoporphyrinogen IX + 3 O2
protoporphyrin + 3 H2O2
show the reaction diagram
-
-
-
-
?
protoporphyrinogen IX + 3 O2
protoporphyrin + 3 H2O2
show the reaction diagram
-
during heme and chlorophyll biosynthesis, the flavin-dependent protoporphyrinogen IX oxidase catalyzes the six-electron oxidation of protoporphyrinogen IX to form protoporphyrin IX. In the following step, iron is inserted into protoporphyrin IX by ferrochelatase. The two enzymes are organized in an enzyme complex, overview
-
-
?
protoporphyrinogen IX + 3 O2
protoporphyrin + 3 H2O2
show the reaction diagram
-
Bacillus subtilis PPO shows a broad substrate specificity involving residue Y366 at a site adjacent to substrate and FAD cofactor, modeling and docking studies and structure-function relationship, overview
-
-
?
protoporphyrinogen IX + 3 O2
protoporphyrin + 3 H2O2
show the reaction diagram
-
i.e. protogen IX
-
-
?
protoporphyrinogen IX + 3 O2
protoporphyrin + 3 H2O2
show the reaction diagram
-
PPO catalyzes the oxygen-dependent six-electron oxidation of protoporphyrinogen IX, i.e. protogen IX, to the fully conjugated macrocycle of protoporphyrin IX, i.e. proto IX
-
-
?
protoporphyrinogen IX + 3 O2
protoporphyrin IX + 3 H2O2
show the reaction diagram
-
-
-
-
?
protoporphyrinogen IX + 3 O2
protoporphyrin IX + 3 H2O2
show the reaction diagram
-
-
-
-
?
protoporphyrinogen IX + 3 O2
protoporphyrin IX + 3 H2O2
show the reaction diagram
-
-
-
-
?
protoporphyrinogen IX + 3 O2
protoporphyrin IX + 3 H2O2
show the reaction diagram
-
-
-
-
?
protoporphyrinogen IX + 3 O2
protoporphyrin IX + 3 H2O2
show the reaction diagram
-
-
-
-
?
protoporphyrinogen IX + 3 O2
protoporphyrin IX + 3 H2O2
show the reaction diagram
Q0NZW5, Q0NZW6
-
-
-
?
protoporphyrinogen IX + 3 O2
protoporphyrin IX + 3 H2O2
show the reaction diagram
Synechocystis sp., Synechocystis sp. PCC6803
P72793
-
-
-
?
protoporphyrinogen IX + 3 O2
protoporphyrin IX + 3 H2O2
show the reaction diagram
Chlamydia trachomatis LGV-L2 434/Bu
-
-
-
-
?
protoporphyrinogen-IX + 3 2,6-dichlorophenolindophenol
protoporphyrin-IX + 3 reduced 2,6-dichlorophenolindophenol
show the reaction diagram
-
anaerobic bacterium, electron acceptor other than O2 required, does not utilize NAD(P)+, FAD or FMN
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
-
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
-
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
-
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
-
-
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
-
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
-
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
-
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
-
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
-
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
-
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
-
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
-
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
-
-
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
-
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
-
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
-
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
-
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
-
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
-
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
-
-
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
P50336
-
-
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
-
-
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
-
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
-
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
-
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
-
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
-
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
-
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
-
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
-
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
-
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
-
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
-
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
-
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
-
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
-
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
-
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
-
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
-
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
-
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
-
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
-
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
-
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
-
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
-
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
-
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
-
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
-
-
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
O24164
-
-
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
-
-
-
?, ir
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
-
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
-
-
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
-
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
-
-
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
P32397
-
-
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
O24163
-
-
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
P56601
-
-
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
synthetic construct
AY916795
-
-
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
similar enzyme from Desulfovibrio gigas does not use O2 as electron acceptor, but 2,6-dichlorophenol-indophenol
-
-
-
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
does not utilize O2 but 2,6-dichlorophenolindophenol as electron acceptor
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
penultimate step of heme and chlorophyll biosynthesis
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
penultimate step of heme and chlorophyll biosynthesis
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
penultimate step of heme and chlorophyll biosynthesis
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
penultimate step of heme and chlorophyll biosynthesis
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
penultimate step of heme and chlorophyll biosynthesis
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
penultimate step of heme and chlorophyll biosynthesis
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
penultimate step of heme and chlorophyll biosynthesis
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
penultimate step of heme and chlorophyll biosynthesis
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
penultimate step of heme and chlorophyll biosynthesis
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
penultimate step of heme and chlorophyll biosynthesis
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
penultimate step of heme and chlorophyll biosynthesis
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
penultimate step of heme and chlorophyll biosynthesis
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
penultimate step of heme and chlorophyll biosynthesis
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
penultimate step of heme and chlorophyll biosynthesis
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
penultimate step of heme and chlorophyll biosynthesis
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
penultimate step of heme and chlorophyll biosynthesis
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
penultimate step of heme and chlorophyll biosynthesis
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
penultimate step of heme and chlorophyll biosynthesis
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
penultimate step of heme and chlorophyll biosynthesis
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
penultimate step of heme and chlorophyll biosynthesis
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
penultimate step of heme and chlorophyll biosynthesis
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
penultimate step of heme and chlorophyll biosynthesis
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
penultimate step of heme and chlorophyll biosynthesis
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
penultimate step of heme and chlorophyll biosynthesis
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
penultimate step of heme and chlorophyll biosynthesis
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
penultimate step of heme and chlorophyll biosynthesis
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
penultimate step of heme and chlorophyll biosynthesis
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
penultimate step of heme and chlorophyll biosynthesis
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
penultimate step of heme and chlorophyll biosynthesis
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
penultimate step of heme and chlorophyll biosynthesis
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
penultimate step of heme and chlorophyll biosynthesis
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
penultimate step of heme and chlorophyll biosynthesis
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
penultimate step of heme and chlorophyll biosynthesis
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
penultimate step of heme and chlorophyll biosynthesis
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
penultimate step of heme and chlorophyll biosynthesis
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
penultimate step of heme and chlorophyll biosynthesis
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
penultimate step of heme and chlorophyll biosynthesis
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
penultimate step of heme and chlorophyll biosynthesis
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
penultimate step of heme and chlorophyll biosynthesis
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
penultimate step of heme and chlorophyll biosynthesis
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
penultimate step of heme and chlorophyll biosynthesis
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
penultimate step of heme and chlorophyll biosynthesis
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
penultimate step of heme and chlorophyll biosynthesis
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
penultimate step of heme and chlorophyll biosynthesis
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
penultimate step of heme and chlorophyll biosynthesis
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
O24164
enzyme deficiency causes variegate porphyria, bringing about e.g. light-sensitivity of human skin
-
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
penultimate enzyme in the heme biosynthesis, several mutations of the enzyme encoding gene are responsible for variegate porphyria
-
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
penultimate step before the chlorophyl and heme synthesis diverge in plants
-
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
P50336
the penultimate step in the heme biosynthesis, enzyme deficiency causes variegate porphyria
-
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
roles of 59 arginine residues and glycine residues in the flavin binding site in catalysis and cofactor binding
-
-
?
uroporphyrinogen-I + 3 O2
uroporphyrin-I + 3 H2O2
show the reaction diagram
-
oxidized at less than 11% of the rate of protoporphyrinogen-IX
-
-
?
mesoporphyrinogen-IX + 3 O2
mesoporphyrin-IX + 3 H2O2
show the reaction diagram
-
10% of the rate of protoporphyrinogen-IX
-
-
?
additional information
?
-
-
mutations of enzyme-encoding gene PPOX are involved in variegate porphyria, an acute hepatic porphyria, which is characterized by skin lesions and acute neuropsychatric/cisceral attacks due to enzyme deficiency
-
-
-
additional information
?
-
O24164
the enzyme might be complexed in vivo with the ferrochelatase for substrate channeling
-
-
-
additional information
?
-
-
cytochrome c is found to enhance the catalytic rate of Drosophila melanogaster protoporphyrinogen oxidase under reduced oxygen conditions, and cytochrome c becomes reduced during protoporphyrinogen oxidase catalysis
-
-
-
additional information
?
-
-
bsPPO has a broader substrate specificity compared to other PPOs, substrate binding structure comparison of wild-type and mutant enzymes, overview
-
-
-
additional information
?
-
-
holo-YfeX effectively oxidizes both protoporphyrinogen IX and coproporphyrinogen III, see for EC 1.3.3.3, to their corresponding porphyrins
-
-
-
NATURAL SUBSTRATES
NATURAL PRODUCTS
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate)
LITERATURE
(Substrate)
COMMENTARY
(Product)
LITERATURE
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
protoporphyrinogen IX + 3 O2
protoporphyrin + 3 H2O2
show the reaction diagram
-
-
-
-
?
protoporphyrinogen IX + 3 O2
protoporphyrin + 3 H2O2
show the reaction diagram
-
-
-
-
?
protoporphyrinogen IX + 3 O2
protoporphyrin + 3 H2O2
show the reaction diagram
-
-
-
-
?
protoporphyrinogen IX + 3 O2
protoporphyrin + 3 H2O2
show the reaction diagram
-
-
-
-
?
protoporphyrinogen IX + 3 O2
protoporphyrin + 3 H2O2
show the reaction diagram
-
-
-
-
?
protoporphyrinogen IX + 3 O2
protoporphyrin + 3 H2O2
show the reaction diagram
-
during heme and chlorophyll biosynthesis, the flavin-dependent protoporphyrinogen IX oxidase catalyzes the six-electron oxidation of protoporphyrinogen IX to form protoporphyrin IX. In the following step, iron is inserted into protoporphyrin IX by ferrochelatase. The two enzymes are organized in an enzyme complex, overview
-
-
?
protoporphyrinogen IX + 3 O2
protoporphyrin IX + 3 H2O2
show the reaction diagram
-
-
-
-
?
protoporphyrinogen IX + 3 O2
protoporphyrin IX + 3 H2O2
show the reaction diagram
-
-
-
-
?
protoporphyrinogen IX + 3 O2
protoporphyrin IX + 3 H2O2
show the reaction diagram
-
-
-
-
?
protoporphyrinogen IX + 3 O2
protoporphyrin IX + 3 H2O2
show the reaction diagram
-
-
-
-
?
protoporphyrinogen IX + 3 O2
protoporphyrin IX + 3 H2O2
show the reaction diagram
Q0NZW5, Q0NZW6
-
-
-
?
protoporphyrinogen IX + 3 O2
protoporphyrin IX + 3 H2O2
show the reaction diagram
Synechocystis sp., Synechocystis sp. PCC6803
P72793
-
-
-
?
protoporphyrinogen IX + 3 O2
protoporphyrin IX + 3 H2O2
show the reaction diagram
Chlamydia trachomatis LGV-L2 434/Bu
-
-
-
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
-
-
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
-
-
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
P32397
-
-
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
does not utilize O2 but 2,6-dichlorophenolindophenol as electron acceptor
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
penultimate step of heme and chlorophyll biosynthesis
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
penultimate step of heme and chlorophyll biosynthesis
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
penultimate step of heme and chlorophyll biosynthesis
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
penultimate step of heme and chlorophyll biosynthesis
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
penultimate step of heme and chlorophyll biosynthesis
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
penultimate step of heme and chlorophyll biosynthesis
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
penultimate step of heme and chlorophyll biosynthesis
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
penultimate step of heme and chlorophyll biosynthesis
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
penultimate step of heme and chlorophyll biosynthesis
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
penultimate step of heme and chlorophyll biosynthesis
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
penultimate step of heme and chlorophyll biosynthesis
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
penultimate step of heme and chlorophyll biosynthesis
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
penultimate step of heme and chlorophyll biosynthesis
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
penultimate step of heme and chlorophyll biosynthesis
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
penultimate step of heme and chlorophyll biosynthesis
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
penultimate step of heme and chlorophyll biosynthesis
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
penultimate step of heme and chlorophyll biosynthesis
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
penultimate step of heme and chlorophyll biosynthesis
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
penultimate step of heme and chlorophyll biosynthesis
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
penultimate step of heme and chlorophyll biosynthesis
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
penultimate step of heme and chlorophyll biosynthesis
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
penultimate step of heme and chlorophyll biosynthesis
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
penultimate step of heme and chlorophyll biosynthesis
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
penultimate step of heme and chlorophyll biosynthesis
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
penultimate step of heme and chlorophyll biosynthesis
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
penultimate step of heme and chlorophyll biosynthesis
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
penultimate step of heme and chlorophyll biosynthesis
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
penultimate step of heme and chlorophyll biosynthesis
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
penultimate step of heme and chlorophyll biosynthesis
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
penultimate step of heme and chlorophyll biosynthesis
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
penultimate step of heme and chlorophyll biosynthesis
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
penultimate step of heme and chlorophyll biosynthesis
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
penultimate step of heme and chlorophyll biosynthesis
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
penultimate step of heme and chlorophyll biosynthesis
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
penultimate step of heme and chlorophyll biosynthesis
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
penultimate step of heme and chlorophyll biosynthesis
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
penultimate step of heme and chlorophyll biosynthesis
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
penultimate step of heme and chlorophyll biosynthesis
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
penultimate step of heme and chlorophyll biosynthesis
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
penultimate step of heme and chlorophyll biosynthesis
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
penultimate step of heme and chlorophyll biosynthesis
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
penultimate step of heme and chlorophyll biosynthesis
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
penultimate step of heme and chlorophyll biosynthesis
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
penultimate step of heme and chlorophyll biosynthesis
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
penultimate step of heme and chlorophyll biosynthesis
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
O24164
enzyme deficiency causes variegate porphyria, bringing about e.g. light-sensitivity of human skin
-
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
penultimate enzyme in the heme biosynthesis, several mutations of the enzyme encoding gene are responsible for variegate porphyria
-
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
-
penultimate step before the chlorophyl and heme synthesis diverge in plants
-
-
?
protoporphyrinogen-IX + 3 O2
protoporphyrin-IX + 3 H2O2
show the reaction diagram
P50336
the penultimate step in the heme biosynthesis, enzyme deficiency causes variegate porphyria
-
-
?
additional information
?
-
-
mutations of enzyme-encoding gene PPOX are involved in variegate porphyria, an acute hepatic porphyria, which is characterized by skin lesions and acute neuropsychatric/cisceral attacks due to enzyme deficiency
-
-
-
additional information
?
-
O24164
the enzyme might be complexed in vivo with the ferrochelatase for substrate channeling
-
-
-
COFACTOR
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
FAD
-
prosthetic group postulated
FAD
-
no flavins detected
FAD
-
essential cofactor
FAD
-
one noncovalently bound FAD per dimer
FAD
-
noncovalently bound
FAD
-
one noncovalently bound FAD per dimer
FAD
-
required, binding site, structure, and mechanism, roles of 59 arginine residues and glycine residues in the flavin binding site in catalysis and cofactor binding
FAD
-
1 molecule per subunit
FAD
-
protoporphyrinogen oxidase is a FAD-containing enzyme
FAD
Q0NZW5, Q0NZW6
;
FAD
-
a FAD molecule is non-covalently bound to domain I, binding structure, overview
FAD
-
enzyme interaction structure, overview
flavin
-
postulated
flavin
-
dependent
METALS and IONS
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
Iron
-
cofactor
additional information
-
no metal ions required
additional information
-
no stimulation or inhibition by divalent cations
INHIBITORS
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
(2,4-dichlorophenyl)hydrazine
-
-
(2-bromo-4-fluorophenyl)hydrazine
-
-
(4-chloro-2-fluorophenyl)hydrazine
-
-
1-(2-chloro-5-(1,3-dioxo-4,5,6,7-tetrahydro-1H-isoindol-2(3H)-yl)-4-fluorophenyl)-3-(3-(trifluoromethyl)phenyl)urea
-
-
1-(2-chloro-5-(1,3-dioxo-4,5,6,7-tetrahydro-1H-isoindol-2(3H)-yl)-4-fluorophenyl)-3-(4-chlorophenyl)urea
-
-
1-(2-chloro-5-(1,3-dioxo-4,5,6,7-tetrahydro-1H-isoindol-2(3H)-yl)-4-fluorophenyl)-3-methylurea
-
-
1-(4-chlorophenyl)-3-[2,4-dichloro-5-[4-(difluoromethyl)-3-methyl-5-oxo-4,5-dihydro-1H-1,2,4-triazol-1-yl]phenyl]urea
-
-
1-[2,4-dichloro-5-[4-(difluoromethyl)-3-methyl-5-oxo-4,5-dihydro-1H-1,2,4-triazol-1-yl]phenyl]-3-phenylurea
-
-
1-[2-(allylthio)-6-bromobenzothiazol-5-yl]-3-methyl-4-difluoromethyl-1H-1,2,4-triazol-5(4H)-one
-
-
1-[2-(allylthio)-6-bromobenzothiazol-5-yl]-3-methyl-4-difluoromethyl-1H-1,2,4-triazol-5(4H)-onesulfentrazone
-
-
-
1-[2-(allylthio)-6-chlorobenzothiazol-5-yl]-3-methyl-4-difluoromethyl-1H-1,2,4-triazol-5(4H)-one
-
-
1-[2-(allylthio)-6-fluorobenzothiazol-5-yl]-3-methyl-4-difluoromethyl-1H-1,2,4-triazol-5(4H)-one
-
-
1-[2-(butylthio)-6-chlorobenzothiazol-5-yl]-3-methyl-4-difluoromethyl-1H-1,2,4-triazol-5(4H)-one
-
-
1-[2-(butylthio)-6-fluorobenzothiazol-5-yl]-3-methyl-4-difluoromethyl-1H-1,2,4-triazol-5(4H)-one
-
-
1-[2-bromo-5-[4-(difluoromethyl)-3-methyl-5-oxo-4,5-dihydro-1H-1,2,4-triazol-1-yl]-4-fluorophenyl]-3-(4-chlorophenyl)urea
-
-
1-[2-bromo-5-[4-(difluoromethyl)-3-methyl-5-oxo-4,5-dihydro-1H-1,2,4-triazol-1-yl]-4-fluorophenyl]-3-phenylurea
-
-
1-[4-bromo-5-[4-(difluoromethyl)-3-methyl-5-oxo-4,5-dihydro-1H-1,2,4-triazol-1-yl]-2-fluorophenyl]-3-(4-chlorophenyl)urea
-
-
1-[4-bromo-5-[4-(difluoromethyl)-3-methyl-5-oxo-4,5-dihydro-1H-1,2,4-triazol-1-yl]-2-fluorophenyl]-3-phenylurea
-
-
1-[4-chloro-3-[4-(difluoromethyl)-3-methyl-5-oxo-4,5-dihydro-1H-1,2,4-triazol-1-yl]phenyl]-3-(4-chlorophenyl)urea
-
-
1-[4-chloro-3-[4-(difluoromethyl)-3-methyl-5-oxo-4,5-dihydro-1H-1,2,4-triazol-1-yl]phenyl]-3-phenylurea
-
-
1-[6-chloro-2-(methylthio)benzothiazol-5-yl]-3-methyl-4-difluoromethyl-1H-1,2,4-triazol-5(4H)-one
-
-
1-[6-chloro-2-(propylthio)benzothiazol-5-yl]-3-methyl-4-difluoromethyl-1H-1,2,4-triazol-5(4H)-one
-
-
1-[6-fluoro-2-(methylthio)benzothiazol-5-yl]-3-methyl-4-difluoromethyl-1H-1,2,4-triazol-5(4H)-one
-
-
1-[6-fluoro-2-(propylthio)benzothiazol-5-yl]-3-methyl-4-difluoromethyl-1H-1,2,4-triazol-5(4H)-one
-
-
2,2'-[[4-(5,7-dimethyl-4-oxo-4,7-dihydro-3H-pyrazolo[3,4-d][1,2,3]triazin-3-yl)-5-fluorobenzene-1,2-diyl]bis(oxy)]bis(N-prop-2-en-1-ylacetamide)
-
-
2,2'-[[4-(5,7-dimethyl-4-oxo-4,7-dihydro-3H-pyrazolo[3,4-d][1,2,3]triazin-3-yl)-5-fluorobenzene-1,2-diyl]bis(oxy)]bis(N-prop-2-en-1-ylacetamide)
-
-
2,2'-[[4-(5,7-dimethyl-4-oxo-4,7-dihydro-3H-pyrazolo[3,4-d][1,2,3]triazin-3-yl)-5-fluorobenzene-1,2-diyl]bis(oxy)]bis(N-prop-2-en-1-ylacetamide)
-
-
2,2'-[[4-(5,7-dimethyl-4-oxo-4,7-dihydro-3H-pyrazolo[3,4-d][1,2,3]triazin-3-yl)-5-fluorobenzene-1,2-diyl]bis(oxy)]bis(N-prop-2-yn-1-ylacetamide)
-
-
2,2'-[[4-(5,7-dimethyl-4-oxo-4,7-dihydro-3H-pyrazolo[3,4-d][1,2,3]triazin-3-yl)-5-fluorobenzene-1,2-diyl]bis(oxy)]bis(N-prop-2-yn-1-ylacetamide)
-
-
2,2'-[[4-(5,7-dimethyl-4-oxo-4,7-dihydro-3H-pyrazolo[3,4-d][1,2,3]triazin-3-yl)-5-fluorobenzene-1,2-diyl]bis(oxy)]bis(N-prop-2-yn-1-ylacetamide)
-
-
2,2'-[[4-fluoro-5-(4-oxo-6-prop-2-en-1-yl-4,6-dihydro-3H-pyrazolo[3,4-d][1,2,3]triazin-3-yl)benzene-1,2-diyl]bis(oxy)]bis(N-prop-2-en-1-ylacetamide)
-
-
2,2'-[[4-fluoro-5-(4-oxo-6-prop-2-en-1-yl-4,6-dihydro-3H-pyrazolo[3,4-d][1,2,3]triazin-3-yl)benzene-1,2-diyl]bis(oxy)]bis(N-prop-2-en-1-ylacetamide)
-
-
2,2'-[[4-fluoro-5-(4-oxo-6-prop-2-en-1-yl-4,6-dihydro-3H-pyrazolo[3,4-d][1,2,3]triazin-3-yl)benzene-1,2-diyl]bis(oxy)]bis(N-prop-2-en-1-ylacetamide)
-
-
2,2'-[[4-fluoro-5-(4-oxo-6-prop-2-en-1-yl-4,6-dihydro-3H-pyrazolo[3,4-d][1,2,3]triazin-3-yl)benzene-1,2-diyl]bis(oxy)]bis(N-prop-2-yn-1-ylacetamide)
-
-
2,2'-[[4-fluoro-5-(4-oxo-6-prop-2-en-1-yl-4,6-dihydro-3H-pyrazolo[3,4-d][1,2,3]triazin-3-yl)benzene-1,2-diyl]bis(oxy)]bis(N-prop-2-yn-1-ylacetamide)
-
-
2,2'-[[4-fluoro-5-(4-oxo-6-prop-2-en-1-yl-4,6-dihydro-3H-pyrazolo[3,4-d][1,2,3]triazin-3-yl)benzene-1,2-diyl]bis(oxy)]bis(N-prop-2-yn-1-ylacetamide)
-
-
2,2'-[[4-fluoro-5-(4-oxo-6-propyl-4,6-dihydro-3H-pyrazolo[3,4-d][1,2,3]triazin-3-yl)benzene-1,2-diyl]bis(oxy)]bis(N-prop-2-en-1-ylacetamide)
-
-
2,2'-[[4-fluoro-5-(4-oxo-6-propyl-4,6-dihydro-3H-pyrazolo[3,4-d][1,2,3]triazin-3-yl)benzene-1,2-diyl]bis(oxy)]bis(N-prop-2-en-1-ylacetamide)
-
-
2,2'-[[4-fluoro-5-(4-oxo-6-propyl-4,6-dihydro-3H-pyrazolo[3,4-d][1,2,3]triazin-3-yl)benzene-1,2-diyl]bis(oxy)]bis(N-prop-2-en-1-ylacetamide)
-
-
2,2'-[[4-fluoro-5-(4-oxo-6-propyl-4,6-dihydro-3H-pyrazolo[3,4-d][1,2,3]triazin-3-yl)benzene-1,2-diyl]bis(oxy)]bis(N-prop-2-yn-1-ylacetamide)
-
-
2,2'-[[4-fluoro-5-(4-oxo-6-propyl-4,6-dihydro-3H-pyrazolo[3,4-d][1,2,3]triazin-3-yl)benzene-1,2-diyl]bis(oxy)]bis(N-prop-2-yn-1-ylacetamide)
-
-
2,2'-[[4-fluoro-5-(4-oxo-6-propyl-4,6-dihydro-3H-pyrazolo[3,4-d][1,2,3]triazin-3-yl)benzene-1,2-diyl]bis(oxy)]bis(N-prop-2-yn-1-ylacetamide)
-
-
2,2'-[[4-fluoro-5-(4-oxo-7-prop-2-en-1-yl-4,7-dihydro-3H-pyrazolo[3,4-d][1,2,3]triazin-3-yl)benzene-1,2-diyl]bis(oxy)]bis(N-prop-2-en-1-ylacetamide)
-
-
2,2'-[[4-fluoro-5-(4-oxo-7-prop-2-en-1-yl-4,7-dihydro-3H-pyrazolo[3,4-d][1,2,3]triazin-3-yl)benzene-1,2-diyl]bis(oxy)]bis(N-prop-2-en-1-ylacetamide)
-
-
2,2'-[[4-fluoro-5-(4-oxo-7-prop-2-en-1-yl-4,7-dihydro-3H-pyrazolo[3,4-d][1,2,3]triazin-3-yl)benzene-1,2-diyl]bis(oxy)]bis(N-prop-2-en-1-ylacetamide)
-
-
2,2'-[[4-fluoro-5-(4-oxo-7-prop-2-en-1-yl-4,7-dihydro-3H-pyrazolo[3,4-d][1,2,3]triazin-3-yl)benzene-1,2-diyl]bis(oxy)]bis(N-prop-2-yn-1-ylacetamide)
-
-
2,2'-[[4-fluoro-5-(4-oxo-7-prop-2-en-1-yl-4,7-dihydro-3H-pyrazolo[3,4-d][1,2,3]triazin-3-yl)benzene-1,2-diyl]bis(oxy)]bis(N-prop-2-yn-1-ylacetamide)
-
-
2,2'-[[4-fluoro-5-(4-oxo-7-prop-2-en-1-yl-4,7-dihydro-3H-pyrazolo[3,4-d][1,2,3]triazin-3-yl)benzene-1,2-diyl]bis(oxy)]bis(N-prop-2-yn-1-ylacetamide)
-
-
2,2'-[[4-fluoro-5-(4-oxo-7-propyl-4,7-dihydro-3H-pyrazolo[3,4-d][1,2,3]triazin-3-yl)benzene-1,2-diyl]bis(oxy)]bis(N-prop-2-en-1-ylacetamide)
-
-
2,2'-[[4-fluoro-5-(4-oxo-7-propyl-4,7-dihydro-3H-pyrazolo[3,4-d][1,2,3]triazin-3-yl)benzene-1,2-diyl]bis(oxy)]bis(N-prop-2-en-1-ylacetamide)
-
-
2,2'-[[4-fluoro-5-(4-oxo-7-propyl-4,7-dihydro-3H-pyrazolo[3,4-d][1,2,3]triazin-3-yl)benzene-1,2-diyl]bis(oxy)]bis(N-prop-2-en-1-ylacetamide)
-
-
2,2'-[[4-fluoro-5-(4-oxo-7-propyl-4,7-dihydro-3H-pyrazolo[3,4-d][1,2,3]triazin-3-yl)benzene-1,2-diyl]bis(oxy)]bis(N-prop-2-yn-1-ylacetamide)
-
-
2,2'-[[4-fluoro-5-(4-oxo-7-propyl-4,7-dihydro-3H-pyrazolo[3,4-d][1,2,3]triazin-3-yl)benzene-1,2-diyl]bis(oxy)]bis(N-prop-2-yn-1-ylacetamide)
-
-
2,2'-[[4-fluoro-5-(4-oxo-7-propyl-4,7-dihydro-3H-pyrazolo[3,4-d][1,2,3]triazin-3-yl)benzene-1,2-diyl]bis(oxy)]bis(N-prop-2-yn-1-ylacetamide)
-
-
2,2'-[[4-fluoro-5-(7-methyl-4-oxo-4,7-dihydro-3H-pyrazolo[3,4-d][1,2,3]triazin-3-yl)benzene-1,2-diyl]bis(oxy)]bis(N-prop-2-en-1-ylacetamide)
-
-
2,2'-[[4-fluoro-5-(7-methyl-4-oxo-4,7-dihydro-3H-pyrazolo[3,4-d][1,2,3]triazin-3-yl)benzene-1,2-diyl]bis(oxy)]bis(N-prop-2-en-1-ylacetamide)
-
-
2,2'-[[4-fluoro-5-(7-methyl-4-oxo-4,7-dihydro-3H-pyrazolo[3,4-d][1,2,3]triazin-3-yl)benzene-1,2-diyl]bis(oxy)]bis(N-prop-2-en-1-ylacetamide)
-
-
2,2'-[[4-fluoro-5-(7-methyl-4-oxo-4,7-dihydro-3H-pyrazolo[3,4-d][1,2,3]triazin-3-yl)benzene-1,2-diyl]bis(oxy)]bis(N-prop-2-yn-1-ylacetamide)
-
-
2,2'-[[4-fluoro-5-(7-methyl-4-oxo-4,7-dihydro-3H-pyrazolo[3,4-d][1,2,3]triazin-3-yl)benzene-1,2-diyl]bis(oxy)]bis(N-prop-2-yn-1-ylacetamide)
-
-
2,2'-[[4-fluoro-5-(7-methyl-4-oxo-4,7-dihydro-3H-pyrazolo[3,4-d][1,2,3]triazin-3-yl)benzene-1,2-diyl]bis(oxy)]bis(N-prop-2-yn-1-ylacetamide)
-
-
2,2'-[[4-fluoro-5-(7-methyl-4-oxo-4,7-dihydro-3H-pyrazolo[3,4-d][1,2,3]triazin-3-yl)benzene-1,2-diyl]bis(oxy)]bis(N-propylacetamide)
-
-
2,2'-[[4-fluoro-5-(7-methyl-4-oxo-4,7-dihydro-3H-pyrazolo[3,4-d][1,2,3]triazin-3-yl)benzene-1,2-diyl]bis(oxy)]bis(N-propylacetamide)
-
-
2,2'-[[4-fluoro-5-[7-methyl-4-oxo-5-(trifluoromethyl)-4,7-dihydro-3H-pyrazolo[3,4-d][1,2,3]triazin-3-yl]benzene-1,2-diyl]bis(oxy)]bis(N-prop-2-en-1-ylacetamide)
-
-
2,2'-[[4-fluoro-5-[7-methyl-4-oxo-5-(trifluoromethyl)-4,7-dihydro-3H-pyrazolo[3,4-d][1,2,3]triazin-3-yl]benzene-1,2-diyl]bis(oxy)]bis(N-prop-2-en-1-ylacetamide)
-
-
2,2'-[[4-fluoro-5-[7-methyl-4-oxo-5-(trifluoromethyl)-4,7-dihydro-3H-pyrazolo[3,4-d][1,2,3]triazin-3-yl]benzene-1,2-diyl]bis(oxy)]bis(N-prop-2-en-1-ylacetamide)
-
-
2,2'-[[4-fluoro-5-[7-methyl-4-oxo-5-(trifluoromethyl)-4,7-dihydro-3H-pyrazolo[3,4-d][1,2,3]triazin-3-yl]benzene-1,2-diyl]bis(oxy)]bis(N-prop-2-yn-1-ylacetamide)
-
-
2,2'-[[4-fluoro-5-[7-methyl-4-oxo-5-(trifluoromethyl)-4,7-dihydro-3H-pyrazolo[3,4-d][1,2,3]triazin-3-yl]benzene-1,2-diyl]bis(oxy)]bis(N-prop-2-yn-1-ylacetamide)
-
-
2,2'-[[4-fluoro-5-[7-methyl-4-oxo-5-(trifluoromethyl)-4,7-dihydro-3H-pyrazolo[3,4-d][1,2,3]triazin-3-yl]benzene-1,2-diyl]bis(oxy)]bis(N-prop-2-yn-1-ylacetamide)
-
-
2,4-dichloro-N-(2-chloro-5-(1,3-dioxo-4,5,6,7-tetrahydro-1H-isoindol-2(3H)-yl)-4-fluorophenylcarbamoyl)benzamide
-
-
2,6-dichloro-N-(2-chloro-5-(1,3-dioxo-4,5,6,7-tetrahydro-1H-isoindol-2(3H)-yl)-4-fluorophenylcarbamoyl)benzamide
-
-
2-(3-oxo-4-prop-2-yn-1-yl-3,4-dihydro-2H-1,4-benzoxazin-6-yl)-4,5,6,7-tetrahydro-1H-isoindole-1,3(2H)-dione
-
-
2-(4-bromo-2-fluoro-5-hydroxyphenyl)-3-(prop-2-en-1-yloxy)-2,3,4,5,6,7-hexahydro-1H-isoindol-1-one
-
-
2-(4-bromo-2-fluoro-5-hydroxyphenyl)-3-hydroxy-2,3,4,5,6,7-hexahydro-1H-isoindol-1-one
-
-
2-(4-chloro-2-ethoxy-5-nitrophenyl)-3-hydroxy-2,3,4,5,6,7-hexahydro-1H-isoindol-1-one
-
-
2-(4-chloro-2-fluoro-5-methoxyphenyl)-3-methoxy-2,3,4,5,6,7-hexahydro-1H-isoindol-1-one
-
-
2-(4-chloro-2-fluoro-5-[(3-fluorobenzyl)oxy]phenyl)-3-hydroxy-2,3,4,5,6,7-hexahydro-1H-isoindol-1-one
-
-
-
2-(4-chloro-5-[(3-chlorobenzyl)oxy]-2-fluorophenyl)-3-(prop-2-en-1-yloxy)-2,3,4,5,6,7-hexahydro-1H-isoindol-1-one
-
-
-
2-(4-chloro-5-[(3-chlorobenzyl)oxy]-2-fluorophenyl)-3-ethoxy-2,3,4,5,6,7-hexahydro-1H-isoindol-1-one
-
-
-
2-(4-chloro-5-[(3-chlorobenzyl)oxy]-2-fluorophenyl)-3-methoxy-2,3,4,5,6,7-hexahydro-1H-isoindol-1-one
-
-
-
2-(6-(1,3-dioxoisoindolin-2-yl)-7-fluoro-3-oxo-2H-benzo[b][1,4]oxazin-4(3H)-yl)acetonitrile
-
-
2-(7-fluoro-2-methyl-3-oxo-4-(prop-2-ynyl)-3,4-dihydro-2H-benzo[b][1,4]oxazin-6-yl)-5-methylisoindoline-1,3-dione
-
-
2-(7-fluoro-3-oxo-4-(prop-2-ynyl)-3,4-dihydro-2H-benzo[b][1,4]oxazin-6-yl)-5-methylisoindoline-1,3-dione
-
-
2-(7-fluoro-3-oxo-4-(prop-2-ynyl)-3,4-dihydro-2H-benzo[b][1,4]oxazin-6-yl)isoindoline-1,3-dione
-
-
2-chloro-4-fluoro-5-(7-methyl-4-oxo-4,7-dihydro-3H-pyrazolo[3,4-d][1,2,3]triazin-3-yl)phenyl ethyl carbonate
-
-
2-chloro-N-(2-chloro-5-(1,3-dioxo-4,5,6,7-tetrahydro-1H-isoindol-2(3H)-yl)-4-fluorophenylcarbamoyl)-6-fluorobenzamide
-
-
2-[2,4-dichloro-5-(prop-2-en-1-yloxy)phenyl]-3-hydroxy-2,3,4,5,6,7-hexahydro-1H-isoindol-1-one
-
-
2-[2,4-dichloro-5-(prop-2-yn-1-yloxy)phenyl]-5,6,7,8-tetrahydro[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one
-
azafenidin
2-[2,4-dichloro-5-[4-(difluoromethyl)-3-methyl-5-oxo-4,5-dihydro-1H-1,2,4-triazol-1-yl]phenyl]-1H-isoindole-1,3(2H)-dione
-
-
2-[2,4-dichloro-5-[4-(difluoromethyl)-3-methyl-5-oxo-4,5-dihydro-1H-1,2,4-triazol-1-yl]phenyl]-4,5,6,7-tetrahydro-1H-isoindole-1,3(2H)-dione
-
-
2-[2,4-dichloro-5-[4-(difluoromethyl)-3-methyl-5-oxo-4,5-dihydro-1H-1,2,4-triazol-1-yl]phenyl]hexahydro-1H-isoindole-1,3(2H)-dione
-
-
2-[2-bromo-5-[4-(difluoromethyl)-3-methyl-5-oxo-4,5-dihydro-1H-1,2,4-triazol-1-yl]-4-fluorophenyl]-1H-isoindole-1,3(2H)-dione
-
-
2-[2-bromo-5-[4-(difluoromethyl)-3-methyl-5-oxo-4,5-dihydro-1H-1,2,4-triazol-1-yl]-4-fluorophenyl]-4,5,6,7-tetrahydro-1H-isoindole-1,3(2H)-dione
-
-
2-[2-bromo-5-[4-(difluoromethyl)-3-methyl-5-oxo-4,5-dihydro-1H-1,2,4-triazol-1-yl]-4-fluorophenyl]hexahydro-1H-isoindole-1,3(2H)-dione
-
-
2-[4-bromo-5-[4-(difluoromethyl)-3-methyl-5-oxo-4,5-dihydro-1H-1,2,4-triazol-1-yl]-2-fluorophenyl]-1H-isoindole-1,3(2H)-dione
-
-
2-[4-bromo-5-[4-(difluoromethyl)-3-methyl-5-oxo-4,5-dihydro-1H-1,2,4-triazol-1-yl]-2-fluorophenyl]-4,5,6,7-tetrahydro-1H-isoindole-1,3(2H)-dione
-
-
2-[4-bromo-5-[4-(difluoromethyl)-3-methyl-5-oxo-4,5-dihydro-1H-1,2,4-triazol-1-yl]-2-fluorophenyl]hexahydro-1H-isoindole-1,3(2H)-dione
-
-
2-[4-chloro-2-fluoro-5-(prop-2-en-1-yloxy)phenyl]-3-(prop-2-en-1-yloxy)-2,3,4,5,6,7-hexahydro-1H-isoindol-1-one
-
-
2-[4-chloro-2-fluoro-5-(prop-2-en-1-yloxy)phenyl]-3-hydroxy-2,3,4,5,6,7-hexahydro-1H-isoindol-1-one
-
-
2-[4-chloro-2-fluoro-5-(prop-2-en-1-yloxy)phenyl]-3-hydroxyoctahydro-1H-isoindol-1-one
-
-
2-[4-chloro-2-fluoro-5-(prop-2-yn-1-yloxy)phenyl]-3-hydroxyoctahydro-1H-isoindol-1-one
-
-
2-[4-chloro-2-fluoro-5-(propan-2-yloxy)phenyl]-2,3,4,5,6,7-hexahydro-1H-isoindol-1-one
-
-
2-[4-chloro-3-[4-(difluoromethyl)-3-methyl-5-oxo-4,5-dihydro-1H-1,2,4-triazol-1-yl]phenyl]-1H-isoindole-1,3(2H)-dione
-
-
2-[4-chloro-3-[4-(difluoromethyl)-3-methyl-5-oxo-4,5-dihydro-1H-1,2,4-triazol-1-yl]phenyl]-4,5,6,7-tetrahydro-1H-isoindole-1,3(2H)-dione
-
-
2-[4-chloro-3-[4-(difluoromethyl)-3-methyl-5-oxo-4,5-dihydro-1H-1,2,4-triazol-1-yl]phenyl]hexahydro-1H-isoindole-1,3(2H)-dione
-
-
2-[4-chloro-5-(cyclopentyloxy)-2-fluorophenyl]-3-hydroxyoctahydro-1H-isoindol-1-one
-
-
2-[4-fluoro-3-(7-methyl-4-oxo-4,7-dihydro-3H-pyrazolo[3,4-d][1,2,3]triazin-3-yl)phenoxy]-N-prop-2-en-1-ylacetamide
-
-
2-[4-fluoro-5-(7-methyl-4-oxo-4,7-dihydro-3H-pyrazolo[3,4-d][1,2,3]triazin-3-yl)-2-[2-oxo-2-(prop-2-en-1-ylamino)ethoxy]phenoxy]-N-propylacetamide
-
-
2-[5-(4-difluoromethyl-3-methyl-5-oxo-4,5-dihydro-1,2,4-triazol-1-yl)-6-fluorobenzothiazol-2-ylthio]acetic acid
-
-
2-[5-(4-difluoromethyl-3-methyl-5-oxo-4,5-dihydro-1,2,4-triazol-1-yl)-6-fluorobenzothiazol-2-ylthio]propanoic acid
-
-
2-[6-chloro-5-(4-difluoromethyl-3-methyl-5-oxo-4,5-dihydro-1,2,4-triazol-1-yl)benzothiazol-2-ylthio]acetic acid
-
-
2-[6-chloro-5-(4-difluoromethyl-3-methyl-5-oxo-4,5-dihydro-1,2,4-triazol-1-yl)benzothiazol-2-ylthio]propanoic acid
-
-
2-{4-chloro-2-fluoro-5-[(3-fluorobenzyl)oxy]phenyl}-3-hydroxy-2,3,4,5,6,7-hexahydro-1H-isoindol-1-one
-
-
2-{4-chloro-5-[(3-chlorobenzyl)oxy]-2-fluorophenyl}-3-(prop-2-en-1-yloxy)-2,3,4,5,6,7-hexahydro-1H-isoindol-1-one
-
-
2-{4-chloro-5-[(3-chlorobenzyl)oxy]-2-fluorophenyl}-3-ethoxy-2,3,4,5,6,7-hexahydro-1H-isoindol-1-one
-
-
2-{4-chloro-5-[(3-chlorobenzyl)oxy]-2-fluorophenyl}-3-methoxy-2,3,4,5,6,7-hexahydro-1H-isoindol-1-one
-
-
3-(2-bromo-4-fluoro-5-nitrophenyl)-5-tert-butyl-1,3,4-oxadiazol-2(3H)-one
-
-
3-(2-bromo-4-fluorophenyl)-5-tert-butyl-1,3,4-oxadiazol-2(3H)-one
-
-
3-(2-chloro-5-(1,3-dioxo-4,5,6,7-tetrahydro-1H-isoindol-2(3H)-yl)-4-fluorophenyl)-1,1-diisopropylurea
-
-
3-(2-chloro-5-(1,3-dioxo-4,5,6,7-tetrahydro-1H-isoindol-2(3H)-yl)phenyl)-1,1-diisopropylurea
-
-
3-(4-chloro-2-fluoro-5-hydroxyphenyl)-7-methyl-3,7-dihydro-4H-pyrazolo[3,4-d][1,2,3]triazin-4-one
-
-
3-(4-chloro-2-fluoro-5-hydroxyphenyl)-7-methyl-3,7-dihydro-4H-pyrazolo[3,4-d][1,2,3]triazin-4-one
-
-
3-(4-chloro-2-fluoro-5-hydroxyphenyl)-7-methyl-3,7-dihydro-4H-pyrazolo[3,4-d][1,2,3]triazin-4-one
-
-
3-(4-chloro-2-fluoro-5-methoxyphenyl)-7-methyl-3,7-dihydro-4H-pyrazolo[3,4-d][1,2,3]triazin-4-one
-
-
3-(4-chloro-2-fluoro-5-methoxyphenyl)-7-methyl-3,7-dihydro-4H-pyrazolo[3,4-d][1,2,3]triazin-4-one
-
-
3-(4-chloro-2-fluoro-5-methoxyphenyl)-7-methyl-3,7-dihydro-4H-pyrazolo[3,4-d][1,2,3]triazin-4-one
-
-
3-(4-chloro-2-fluoro-5-propoxyphenyl)-7-methyl-3,7-dihydro-4H-pyrazolo[3,4-d][1,2,3]triazin-4-one
-
-
3-(4-chloro-2-fluoro-5-propoxyphenyl)-7-methyl-3,7-dihydro-4H-pyrazolo[3,4-d][1,2,3]triazin-4-one
-
-
3-(4-chloro-5-ethoxy-2-fluorophenyl)-7-methyl-3,7-dihydro-4H-pyrazolo[3,4-d][1,2,3]triazin-4-one
-
-
3-(4-chloro-5-ethoxy-2-fluorophenyl)-7-methyl-3,7-dihydro-4H-pyrazolo[3,4-d][1,2,3]triazin-4-one
-
-
3-(5-amino-2,4-dichlorophenyl)-5-tert-butyl-1,3,4-oxadiazol-2(3H)-one
-
-
3-(5-amino-2-bromo-4-fluorophenyl)-5-tert-butyl-1,3,4-oxadiazol-2(3H)-one
-
-
3-(5-amino-4-chloro-2-fluorophenyl)-5-tert-butyl-1,3,4-oxadiazol-2(3H)-one
-
-
3-(5-butoxy-4-chloro-2-fluorophenyl)-7-methyl-3,7-dihydro-4H-pyrazolo[3,4-d][1,2,3]triazin-4-one
-
-
3-(5-butoxy-4-chloro-2-fluorophenyl)-7-methyl-3,7-dihydro-4H-pyrazolo[3,4-d][1,2,3]triazin-4-one
-
-
3-(5-butoxy-4-chloro-2-fluorophenyl)-7-methyl-3,7-dihydro-4H-pyrazolo[3,4-d][1,2,3]triazin-4-one
-
-
3-(6-bromo-2-[(3-methylbut-2-en-1-yl)sulfanyl]-1,3-benzothiazol-5-yl)-5-tert-butyl-1,3,4-oxadiazol-2(3H)-one
-
-
-
3-chloro-N-(2-chloro-5-(1,3-dioxo-4,5,6,7-tetrahydro-1H-isoindol-2(3H)-yl)-4-fluorophenyl)-2,2-dimethylpropanamide
-
-
3-[4-chloro-2-fluoro-5-(pentyloxy)phenyl]-7-methyl-3,7-dihydro-4H-pyrazolo[3,4-d][1,2,3]triazin-4-one
-
-
3-[4-chloro-2-fluoro-5-(pentyloxy)phenyl]-7-methyl-3,7-dihydro-4H-pyrazolo[3,4-d][1,2,3]triazin-4-one
-
-
3-[4-chloro-2-fluoro-5-(pentyloxy)phenyl]-7-methyl-3,7-dihydro-4H-pyrazolo[3,4-d][1,2,3]triazin-4-one
-
-
3-[4-chloro-2-fluoro-5-(prop-2-en-1-yloxy)phenyl]-5,7-dimethyl-3,7-dihydro-4H-pyrazolo[3,4-d][1,2,3]triazin-4-one
-
-
3-[4-chloro-2-fluoro-5-(prop-2-en-1-yloxy)phenyl]-5,7-dimethyl-3,7-dihydro-4H-pyrazolo[3,4-d][1,2,3]triazin-4-one
-
-
3-[4-chloro-2-fluoro-5-(prop-2-en-1-yloxy)phenyl]-6-prop-2-en-1-yl-3,6-dihydro-4H-pyrazolo[3,4-d][1,2,3]triazin-4-one
-
-
3-[4-chloro-2-fluoro-5-(prop-2-en-1-yloxy)phenyl]-6-prop-2-en-1-yl-3,6-dihydro-4H-pyrazolo[3,4-d][1,2,3]triazin-4-one
-
-
3-[4-chloro-2-fluoro-5-(prop-2-en-1-yloxy)phenyl]-6-prop-2-en-1-yl-3,6-dihydro-4H-pyrazolo[3,4-d][1,2,3]triazin-4-one
-
-
3-[4-chloro-2-fluoro-5-(prop-2-en-1-yloxy)phenyl]-7-methyl-3,7-dihydro-4H-pyrazolo[3,4-d][1,2,3]triazin-4-one
-
-
3-[4-chloro-2-fluoro-5-(prop-2-en-1-yloxy)phenyl]-7-methyl-3,7-dihydro-4H-pyrazolo[3,4-d][1,2,3]triazin-4-one
-
-
3-[4-chloro-2-fluoro-5-(prop-2-en-1-yloxy)phenyl]-7-methyl-3,7-dihydro-4H-pyrazolo[3,4-d][1,2,3]triazin-4-one
-
-
3-[4-chloro-2-fluoro-5-(prop-2-en-1-yloxy)phenyl]-7-prop-2-en-1-yl-3,7-dihydro-4H-pyrazolo[3,4-d][1,2,3]triazin-4-one
-
-
3-[4-chloro-2-fluoro-5-(prop-2-en-1-yloxy)phenyl]-7-prop-2-en-1-yl-3,7-dihydro-4H-pyrazolo[3,4-d][1,2,3]triazin-4-one
-
-
3-[4-chloro-2-fluoro-5-(prop-2-en-1-yloxy)phenyl]-7-prop-2-en-1-yl-3,7-dihydro-4H-pyrazolo[3,4-d][1,2,3]triazin-4-one
-
-
3-[4-chloro-2-fluoro-5-(prop-2-yn-1-yloxy)phenyl]-5,7-dimethyl-3,7-dihydro-4H-pyrazolo[3,4-d][1,2,3]triazin-4-one
-
-
3-[4-chloro-2-fluoro-5-(prop-2-yn-1-yloxy)phenyl]-5,7-dimethyl-3,7-dihydro-4H-pyrazolo[3,4-d][1,2,3]triazin-4-one
-
-
3-[4-chloro-2-fluoro-5-(prop-2-yn-1-yloxy)phenyl]-5,7-dimethyl-3,7-dihydro-4H-pyrazolo[3,4-d][1,2,3]triazin-4-one
-
-
3-[4-chloro-2-fluoro-5-(prop-2-yn-1-yloxy)phenyl]-6-prop-2-en-1-yl-3,6-dihydro-4H-pyrazolo[3,4-d][1,2,3]triazin-4-one
-
-
3-[4-chloro-2-fluoro-5-(prop-2-yn-1-yloxy)phenyl]-6-prop-2-en-1-yl-3,6-dihydro-4H-pyrazolo[3,4-d][1,2,3]triazin-4-one
-
-
3-[4-chloro-2-fluoro-5-(prop-2-yn-1-yloxy)phenyl]-6-prop-2-en-1-yl-3,6-dihydro-4H-pyrazolo[3,4-d][1,2,3]triazin-4-one
-
-
3-[4-chloro-2-fluoro-5-(prop-2-yn-1-yloxy)phenyl]-7-methyl-3,7-dihydro-4H-pyrazolo[3,4-d][1,2,3]triazin-4-one
-
-
3-[4-chloro-2-fluoro-5-(prop-2-yn-1-yloxy)phenyl]-7-methyl-3,7-dihydro-4H-pyrazolo[3,4-d][1,2,3]triazin-4-one
-
-
3-[4-chloro-2-fluoro-5-(prop-2-yn-1-yloxy)phenyl]-7-methyl-3,7-dihydro-4H-pyrazolo[3,4-d][1,2,3]triazin-4-one
-
-
3-[4-chloro-2-fluoro-5-(prop-2-yn-1-yloxy)phenyl]-7-methyl-5-(trifluoromethyl)-3,7-dihydro-4H-pyrazolo[3,4-d][1,2,3]triazin-4-one
-
-
3-[4-chloro-2-fluoro-5-(prop-2-yn-1-yloxy)phenyl]-7-methyl-5-(trifluoromethyl)-3,7-dihydro-4H-pyrazolo[3,4-d][1,2,3]triazin-4-one
-
-
3-[4-chloro-2-fluoro-5-(prop-2-yn-1-yloxy)phenyl]-7-methyl-5-(trifluoromethyl)-3,7-dihydro-4H-pyrazolo[3,4-d][1,2,3]triazin-4-one
-
-
3-[4-chloro-2-fluoro-5-(prop-2-yn-1-yloxy)phenyl]-7-prop-2-en-1-yl-3,7-dihydro-4H-pyrazolo[3,4-d][1,2,3]triazin-4-one
-
-
3-[4-chloro-2-fluoro-5-(prop-2-yn-1-yloxy)phenyl]-7-prop-2-en-1-yl-3,7-dihydro-4H-pyrazolo[3,4-d][1,2,3]triazin-4-one
-
-
3-[4-chloro-2-fluoro-5-(prop-2-yn-1-yloxy)phenyl]-7-prop-2-en-1-yl-3,7-dihydro-4H-pyrazolo[3,4-d][1,2,3]triazin-4-one
-
-
3-[4-chloro-2-fluoro-5-[(2-methoxyethoxy)methoxy]phenyl]-7-methyl-3,7-dihydro-4H-pyrazolo[3,4-d][1,2,3]triazin-4-one
-
-
3-[4-chloro-2-fluoro-5-[(2-methoxyethoxy)methoxy]phenyl]-7-methyl-3,7-dihydro-4H-pyrazolo[3,4-d][1,2,3]triazin-4-one
-
-
3-[4-chloro-2-fluoro-5-[(2-methoxyethoxy)methoxy]phenyl]-7-methyl-3,7-dihydro-4H-pyrazolo[3,4-d][1,2,3]triazin-4-one
-
-
3-[4-chloro-5-(cyclohexyloxy)-2-fluorophenyl]-7-methyl-3,7-dihydro-4H-pyrazolo[3,4-d][1,2,3]triazin-4-one
-
-
3-[4-chloro-5-[(2-chloroprop-2-en-1-yl)oxy]-2-fluorophenyl]-7-methyl-3,7-dihydro-4H-pyrazolo[3,4-d][1,2,3]triazin-4-one
-
-
3-[4-chloro-5-[(2-chloroprop-2-en-1-yl)oxy]-2-fluorophenyl]-7-methyl-3,7-dihydro-4H-pyrazolo[3,4-d][1,2,3]triazin-4-one
-
-
3-[4-chloro-5-[(2-chloroprop-2-en-1-yl)oxy]-2-fluorophenyl]-7-methyl-3,7-dihydro-4H-pyrazolo[3,4-d][1,2,3]triazin-4-one
-
-
3-[4-chloro-5-[(3-chloroprop-2-en-1-yl)oxy]-2-fluorophenyl]-7-methyl-3,7-dihydro-4H-pyrazolo[3,4-d][1,2,3]triazin-4-one
-
-
3-[4-chloro-5-[(3-chloroprop-2-en-1-yl)oxy]-2-fluorophenyl]-7-methyl-3,7-dihydro-4H-pyrazolo[3,4-d][1,2,3]triazin-4-one
-
-
3-[4-chloro-5-[(3-chloroprop-2-en-1-yl)oxy]-2-fluorophenyl]-7-methyl-3,7-dihydro-4H-pyrazolo[3,4-d][1,2,3]triazin-4-one
-
-
3-[5-[4-difluoromethyl-3-methyl-5-oxo-4,5-dihydro-1,2,4-triazol-1-yl]-6-fluorobenzothiazol-2-ylthio]propanoic acid
-
-
3-[6-bromo-2-(prop-2-yn-1-ylsulfanyl)-1,3-benzothiazol-5-yl]-5-tert-butyl-1,3,4-oxadiazol-2(3H)-one
-
-
3-[6-bromo-2-(prop-2-yn-1-ylsulfanyl)-1,3-benzothiazol-5-yl]-5-tert-butyl-1,3,4-thiadiazol-2(3H)-one
-
-
3-[6-chloro-5-[4-difluoromethyl-3-methyl-5-oxo-4,5-dihydro-1,2,4-triazol-1-yl]benzothiazol-2-ylthio]propanoic acid
-
-
4-bromo-3-(5'-carboxy-4'-chloro-2'-fluoro-phenyl)-1-methyl-5-trifluoromethyl-pyrazol
O24164
-
4-fluoro-2-(7-fluoro-2-methyl-3-oxo-4-(prop-2-ynyl)-3,4-dihydro-2H-benzo[b][1,4]oxazin-6-yl)isoindoline-1,3-dione
-
-
5-tert-butyl-3-(2,4-dichloro-5-nitrophenyl)-1,3,4-oxadiazol-2(3H)-one
-
-
5-tert-butyl-3-(2,4-dichlorophenyl)-1,3,4-oxadiazol-2(3H)-one
-
-
5-tert-butyl-3-(2-[(3,3-dichloroprop-2-en-1-yl)sulfanyl]-6-fluoro-1,3-benzothiazol-5-yl)-1,3,4-oxadiazol-2(3H)-one
-
-
-
5-tert-butyl-3-(4-chloro-2-fluoro-5-nitrophenyl)-1,3,4-oxadiazol-2(3H)-one
-
-
5-tert-butyl-3-(4-chloro-2-fluorophenyl)-1,3,4-oxadiazol-2(3H)-one
-
-
5-tert-butyl-3-(6-chloro-2-[(3,3-dichloroprop-2-en-1-yl)sulfanyl]-1,3-benzothiazol-5-yl)-1,3,4-oxadiazol-2(3H)-one
-
-
-
5-tert-butyl-3-[6-chloro-2-(prop-2-en-1-ylsulfanyl)-1,3-benzothiazol-5-yl]-1,3,4-oxadiazol-2(3H)-one
-
-
5-tert-butyl-3-[6-chloro-2-(prop-2-yn-1-ylsulfanyl)-1,3-benzothiazol-5-yl]-1,3,4-oxadiazol-2(3H)-one
-
-
5-tert-butyl-3-[6-chloro-2-(prop-2-yn-1-ylsulfanyl)-1,3-benzothiazol-5-yl]-1,3,4-thiadiazol-2(3H)-one
-
-
5-tert-butyl-3-[6-fluoro-2-(prop-2-en-1-ylsulfanyl)-1,3-benzothiazol-5-yl]-1,3,4-oxadiazol-2(3H)-one
-
-
5-tert-butyl-3-[6-fluoro-2-(prop-2-yn-1-ylsulfanyl)-1,3-benzothiazol-5-yl]-1,3,4-oxadiazol-2(3H)-one
-
-
5-tert-butyl-3-[6-fluoro-2-(prop-2-yn-1-ylsulfanyl)-1,3-benzothiazol-5-yl]-1,3,4-thiadiazol-2(3H)-one
-
-
5-[2-chloro-4-(trifluoromethyl)phenoxyl]-2-nitrobenzoic acid
-
transgenic YZI-1S cells show a 150fold greater resistance to the inhibitor compared to wild-type cells, inhibition of mitochondrial and chloroplastic isozymes
acifluoren
O24164
light-dependent peroxidizing diphenyl ether herbicide
acifluorfen
-
-
acifluorfen
-
no inhibition at 0.1 mM
acifluorfen
-
competitive
acifluorfen
-
-
acifluorfen
-
inhibition potency with recombinant wild-type and mutant enzymes, overview
acifluorfen
-
-
acifluorfen
-
is accommodated by the shape of the binding pocket and hold in place by electrostatic and aromatic interactions
acifluorfen
O24163
necrotic leaf lesions visible within the first hours of light exposure
acifluorfen
-
-
acifluorfen
-
competitive inhibition with respect to protoporphyrinogen IX
acifluorfen
Q0NZW5, Q0NZW6
;
acifluorfen
-
a herbicide, binding structure, overview
Acifluorfen-methyl
-
-
Acifluorfen-methyl
-
competitive
Acifluorfen-methyl
-
weak
arsenite
-
slight inhibition
ascorbate
-
-
azafenidin
-
completely inhibits the in vitro mycelial growth
azafenidin
-
reduces Pythium arrhenomanes colonization of sugarcane, inhibits the in vitro mycelial growth
azafenidin
-
completely inhibits the in vitro mycelial growth
azafenidin
-
applied to either leaves or steamed field soil is phytotoxic to plants
bilirubin
-
competitive
bilirubin
-
competitive
bilirubin
-
inhibition potency with recombinant wild-type and mutant enzymes, overview
Biliverdin
-
competitive
biliverdin IX hydrochloride
-
inhibition potency with recombinant wild-type and mutant enzymes, overview
butafenacil
-
0.0001 mM
carfentrazone
-
-
carfentrazone-ethyl
-
22% less inhibition is found in T3 transgenic lines
carfentrazone-ethyl
-
0.01 mM inhibits growth of wild-type rice by 58%, but 22% less inhibition is found in T3 transgenic lines, photodynamic injury symptoms such as chlorosis and leaf rolling are obvious in wild-type, but not observed in transgenic lines
carfentrazone-ethyl
-
-
Co2+
-
inhibitory
cobalt-protoporphyrin
-
-
coenzyme Q0
-
above 0.03 mM
Cu2+
-
inhibitory
dicoumarol
-
above 0.03 mM
diphenylene iodonium
-
competitive with respect to oxygen, strongly pH dependent, maximal at pH 8, inhibition by derivatives
diphenylene iodonium
-
50% inhibition at 0.1 mM
DTT
-
inhibits activity of N-terminally processed-like enzyme form
ethyl ([5-(5-tert-butyl-2-oxo-1,3,4-oxadiazol-3(2H)-yl)-6-chloro-1,3-benzothiazol-2-yl]sulfanyl)acetate
-
-
-
ethyl ([5-(5-tert-butyl-2-oxo-1,3,4-oxadiazol-3(2H)-yl)-6-fluoro-1,3-benzothiazol-2-yl]sulfanyl)acetate
-
-
-
ethyl ([6-bromo-5-(5-tert-butyl-2-oxo-1,3,4-oxadiazol-3(2H)-yl)-1,3-benzothiazol-2-yl]sulfanyl)acetate
-
-
-
ethyl 1-[5-[4-difluoromethyl-3-methyl-5-oxo-4,5-dihydro-1,2,4-triazol-1-yl]-6-fluoro benzothiazol-2-ylthio]acetate
-
-
ethyl 1-[5-[4-difluoromethyl-3-methyl-5-oxo-4,5-dihydro-1,2,4-triazol-1-yl]-6-fluoro benzothiazol-2-ylthio]propanoate
-
-
ethyl 1-[6-bromo-5-[4-difluoromethyl-3-methyl-5-oxo-4,5-dihydro-1,2,4-triazol-1-yl] benzothiazol-2-ylthio]acetate
-
-
ethyl 1-[6-chloro-5-[4-difluoromethyl-3-methyl-5-oxo-4,5-dihydro-1,2,4-triazol-1-yl] benzothiazol-2-ylthio]acetate
-
-
ethyl 1-[6-chloro-5-[4-difluoromethyl-3-methyl-5-oxo-4,5-dihydro-1,2,4-triazol-1-yl] benzothiazol-2-ylthio]propanoate
-
-
ethyl 2-((5-(5-tert-butyl-2-oxo-1,3,4-oxadiazol-2(3H)-yl)-6-fluorobenzothiazol-2-yl)sulfanyl)propanoate
-
with a broad spectrum of postemergence herbicidal activity
ethyl 2-(6-(1,3-dioxo-4,5,6,7-tetrahydro-1H-isoindol-2(3H)-yl)-7-fluoro-2-methyl-3-oxo-2H-benzo[b][1,4]oxazin-4(3H)-yl)-2-phenylacetate
-
-
ethyl 2-(6-(1,3-dioxo-4,5,6,7-tetrahydro-1H-isoindol-2(3H)-yl)-7-fluoro-2-methyl-3-oxo-2H-benzo[b][1,4]oxazin-4(3H)-yl)acetate
-
-
ethyl 2-(6-(1,3-dioxo-4,5,6,7-tetrahydro-1H-isoindol-2(3H)-yl)-7-fluoro-2-methyl-3-oxo-2H-benzo[b][1,4]oxazin-4(3H)-yl)propanoate
-
-
ethyl 2-(6-(1,3-dioxo-4,5,6,7-tetrahydro-1H-isoindol-2(3H)-yl)-7-fluoro-3-oxo-2H-benzo[b][1,4]oxazin-4(3H)-yl)butanoate
-
-
ethyl 2-(6-(1,3-dioxo-4,5,6,7-tetrahydro-1H-isoindol-2(3H)-yl)-7-fluoro-3-oxo-2H-benzo[b][1,4]oxazin-4(3H)-yl)propanoate
-
-
ethyl 2-([5-(5-tert-butyl-2-oxo-1,3,4-oxadiazol-3(2H)-yl)-6-chloro-1,3-benzothiazol-2-yl]sulfanyl)-2-methylpropanoate
-
-
-
ethyl 2-([5-(5-tert-butyl-2-oxo-1,3,4-oxadiazol-3(2H)-yl)-6-fluoro-1,3-benzothiazol-2-yl]sulfanyl)-2-methylpropanoate
-
-
-
ethyl 2-([6-bromo-5-(5-tert-butyl-2-oxo-1,3,4-oxadiazol-3(2H)-yl)-1,3-benzothiazol-2-yl]sulfanyl)propanoate
-
-
-
ethyl 2-chloro-3-[2-chloro-5-[4-(difluoromethyl)-3-methyl-5-oxo-4,5-dihydro-1H-1,2,4-triazol-1-yl]-4-fluorophenyl]propanoate
-
carfetrazone-ethyl
ethyl 2-[2-chloro-4-fluoro-5-(1-hydroxy-3-oxooctahydro-2H-isoindol-2-yl)phenoxy]propanoate
-
-
ethyl 2-[2-chloro-5-(1,3-dioxooctahydro-2H-isoindol-2-yl)-4-fluorophenoxy]propanoate
-
-
ethyl 3 ([5-(5-tert-butyl-2-oxo-1,3,4-oxadiazol-3(2H)-yl)-6-fluoro-1,3-benzothiazol-2-yl]sulfanyl)propanoate
-
-
-
ethyl 3-([5-(5-tert-butyl-2-oxo-1,3,4-oxadiazol-3(2H)-yl)-6-chloro-1,3-benzothiazol-2-yl]sulfanyl)butanoate
-
-
-
ethyl 3-([5-(5-tert-butyl-2-oxo-1,3,4-oxadiazol-3(2H)-yl)-6-chloro-1,3-benzothiazol-2-yl]sulfanyl)propanoate
-
-
-
ethyl 3-([5-(5-tert-butyl-2-oxo-1,3,4-oxadiazol-3(2H)-yl)-6-fluoro-1,3-benzothiazol-2-yl]sulfanyl)propanoate
-
-
-
ethyl 3-([6-bromo-5-(5-tert-butyl-2-oxo-1,3,4-oxadiazol-3(2H)-yl)-1,3-benzothiazol-2-yl]sulfanyl)propanoate
-
-
-
ethyl 4-([5-(5-tert-butyl-2-oxo-1,3,4-oxadiazol-3(2H)-yl)-6-chloro-1,3-benzothiazol-2-yl]sulfanyl)butanoate
-
-
-
ethyl 4-([5-(5-tert-butyl-2-oxo-1,3,4-oxadiazol-3(2H)-yl)-6-fluoro-1,3-benzothiazol-2-yl]sulfanyl)butanoate
-
-
-
ethyl 4-([6-bromo-5-(5-tert-butyl-2-oxo-1,3,4-oxadiazol-3(2H)-yl)-1,3-benzothiazol-2-yl]sulfanyl)butanoate
-
-
-
ethyl [2-chloro-4-fluoro-5-(1-hydroxy-3-oxooctahydro-2H-isoindol-2-yl)phenoxy]acetate
-
-
ethyl [2-chloro-5-(1,3-dioxooctahydro-2H-isoindol-2-yl)-4-fluorophenoxy]acetate
-
-
ethyl [[5-(5-tert-butyl-2-oxo-1,3,4-oxadiazol-3(2H)-yl)-6-fluoro-1,3-benzothiazol-2-yl]sulfanyl]acetate
-
-
ethyl [[5-(5-tert-butyl-2-oxo-1,3,4-thiadiazol-3(2H)-yl)-6-fluoro-1,3-benzothiazol-2-yl]sulfanyl]acetate
-
-
flumioxazin
-
85% inhibition of in vitro mycelial growth
flumioxazin
-
colonization of sugarcane is reduced by foliar application in field soil, inhibits the in vitro mycelial growth
flumioxazin
-
62% inhibition of in vitro mycelial growth
flumioxazin
-
only minor necrosis of Pythium arrhenomanes-infested steamed field soil and field soil plants, reduces the root rot severity rating
flumioxazin
-
-
flumioxazin
-
-
glutathione
-
-
glutathione
-
-
heme
-
noncompetitive, reversible by dilution
heme
-
0.001 mM cause 25% inhibition
heme
-
-
Hemin
-
noncompetitive, reversible by dilution
Hemin
-
competitive
imazapyr
-
-
iodoacetamide
-
slight inhibition
iodoacetamide
-
-
iodoacetamide
-
-
iodoacetate
-
slight inhibition
lactofen
Q0NZW5, Q0NZW6
;
MC-15608
Q0NZW5, Q0NZW6
;
-
menadione
-
above 0.03 mM
metalloporphyrin
-
Mn- and Co-protoporphyrin, weak inhibition by Cd-, Ni- and Fe-protoporphyrin, 5 min preincubation
-
methyl (2E)-4-([5-(5-tert-butyl-2-oxo-1,3,4-oxadiazol-3(2H)-yl)-6-fluoro-1,3-benzothiazol-2-yl]sulfanyl)but-2-enoate
-
-
-
methyl ([5-(5-tert-butyl-2-oxo-1,3,4-oxadiazol-3(2H)-yl)-6-chloro-1,3-benzothiazol-2-yl]sulfanyl)acetate
-
-
-
methyl ([5-(5-tert-butyl-2-oxo-1,3,4-oxadiazol-3(2H)-yl)-6-fluoro-1,3-benzothiazol-2-yl]sulfanyl)acetate
-
-
-
methyl ([6-bromo-5-(5-tert-butyl-2-oxo-1,3,4-oxadiazol-3(2H)-yl)-1,3-benzothiazol-2-yl]sulfanyl)acetate
-
-
-
methyl 1-[6-chloro-5-[4-difluoromethyl-3-methyl-5-oxo-4,5-dihydro-1,2,4-triazol-1-yl] benzothiazol-2-ylthio]acetate
-
-
methyl 2-((5-(1,3-dioxo-4,5,6,7-tetrahydro-1H-isoindol-2(3H)-yl)-6-fluorobenzothiazol-2-yl)thio)acetate
-
-
methyl 2-(6-(1,3-dioxo-4,5,6,7-tetrahydro-1H-isoindol-2(3H)-yl)-7-fluoro-2-methyl-3-oxo-2H-benzo[b][1,4]oxazin-4(3H)-yl)acetate
-
-
methyl 2-(6-(1,3-dioxo-4,5,6,7-tetrahydro-1H-isoindol-2(3H)-yl)-7-fluoro-2-methyl-3-oxo-2H-benzo[b][1,4]oxazin-4(3H)-yl)propanoate
-
-
methyl 2-(6-(1,3-dioxo-4,5,6,7-tetrahydro-1H-isoindol-2(3H)-yl)-7-fluoro-3-oxo-2H-benzo[b][1,4]oxazin-4(3H)-yl)butanoate
-
-
methyl 2-[3-methyl-(2-fluoro-4-chloro-5-ethyl-sulfonamidephenyl)-4,5-dihydro-5-oxo-1H-1,2,4-triazol-4-yl]methylenephenyl-2-(E)-methoxyiminoacetate
-
-
methyl 2-[5-(4-difluoromethyl-3-methyl-5-oxo-4,5-dihydro-1,2,4-triazol-1-yl)-6-fluoro benzothiazol-2-ylthio]acetate
-
-
methyl acifluorfen
-
inhibition potency with recombinant wild-type and mutant enzymes, overview
methyl [2,4-dichloro-5-[4-(difluoromethyl)-3-methyl-5-oxo-4,5-dihydro-1H-1,2,4-triazol-1-yl]phenyl]amidosulfite
-
sulfentrazone
methyl [[5-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-6-fluoro-1,3-benzothiazol-2-yl]sulfanyl]acetate
-
-
methyl [[5-(5-tert-butyl-2-oxo-1,3,4-oxadiazol-3(2H)-yl)-6-fluoro-1,3-benzothiazol-2-yl]sulfanyl]acetate
-
-
methyl [[5-(5-tert-butyl-2-oxo-1,3,4-thiadiazol-3(2H)-yl)-6-fluoro-1,3-benzothiazol-2-yl]sulfanyl]acetate
-
-
N'-(2,4-dichlorophenyl)-2,2-dimethylpropanehydrazide
-
-
N'-(2-bromo-4-fluorophenyl)-2,2-dimethylpropanehydrazide
-
-
N'-(4-chloro-2-fluorophenyl)-2,2-dimethylpropanehydrazide
-
-
N-(2-chloro-5-(1,3-dioxo-4,5,6,7-tetrahydro-1H-isoindol-2(3H)-yl)-4-fluorophenylcarbamoyl)-3-(trifluoromethoxy)benzamide
-
-
N-(2-chloro-5-(1,3-dioxo-4,5,6,7-tetrahydro-1H-isoindol-2(3H)-yl)-4-fluorophenylcarbamoyl)benzamide
-
-
N-(2-chloro-5-(1,3-dioxo-4,5,6,7-tetrahydro-1H-isoindol-2(3H)-yl)phenylcarbamoyl)benzamide
-
-
N-(4-chloro-2-fuoro-5-(propargyloxy)phenyl)-3,4,5,6-tetrahydrophthalimide
-
S-23142, reversible, Kd: 0.41 nM
-
N-(4-chloro-2-fuoro-5-(propargyloxy)phenyl)-3,4,5,6-tetrahydrophthalimide
-
-
-
N-(4-chloro-2-fuoro-5-(propargyloxy)phenyl)-3,4,5,6-tetrahydrophthalimide
-
-
-
N-ethylmaleimide
-
-
N-ethylmaleimide
-
no inhibition
N-Methylprotoporphyrin
-
slight, 11% inhibition at 0.0001 mM
NaCl
-
inhibits recombinant wild-type enzyme and mutant V311M
NAD(P)H
-
-
NADH
-
inhibits activity of N-terminally processed-like enzyme form
NADPH
-
inhibits activity of N-terminally processed-like enzyme form
o-phenanthroline
-
in presence of glutathione
oxadiargyl
-
i.e. 3-[2,4-dichloro-5-(2-propynyloxy)phenyl]-5-(1,1-dimethylethyl)-1,3,4-oxadiazol-2-(3H)-one, an important PPO-inhibiting commercial herbicide
oxadiazon
-
-
oxyfluorfen
-
a diphenyl ether herbicide, competitive, the mutant V311M is slightly less sensitive to inhibition than the wild-type enzyme, inhibition kinetics
oxyfluorfen
-
26% less inhibition is found in T3 transgenic lines
oxyfluorfen
-
0.01 mM inhibits growth of wild-type rice by 70%, but 26% less inhibition is found in T3 transgenic lines, photodynamic injury symptoms such as chlorosis and leaf rolling are obvious in wild-type, but not observed in transgenic lines
oxyfluorfen
-
increased herbicidal resistance resulting from dual expression of Myxococcus xanthus Protox in chloroplasts and mitochondria of transgenic rice
oxyfluorfen
-
wild-type is characterized by necrotic leaf lesions and increases in conductivity and malonyldialdehyde levels, whereas transgenic lines M4 and M7 do not show any change with up to 0.1 mM, transgenic plants suffer less oxidative stress, confirming increased herbicidal resistance results from dual expression of Myxococcus xanthus Protox in chloroplasts and mitochondria
oxyfuorfen
-
all wild-type and transgenic rice lines have a significant decrease in Protox activity, all transgenic rice lines expressing native Protox show enhanced resistance to oxyfluorfen as compared to nontransgenic rice
oxyfuorfen
synthetic construct
AY916795
all wild-type and transgenic rice lines have a significant decrease in Protox activity, all transgenic rice lines expressing modified Protox show enhanced resistance to oxyfluorfen as compared to nontransgenic rice
oxyXuorfen
-
transgenic rice lines TTS3 and TTS4 exhibit a reduced Protox activity, however, it is much greater than that of uninhibited Protox activity of wild type, seeds from all transgenic lines are able to germinate when treated with up to 0.5 mM, whereas seeds from the wild-type fail to germinate even when treated at levels as low as 0.001 mM, great accumulation of photodynamic protoporphyrin IX only in oxyfuorfen-treated wild-type plants, not in oxyfuorfen-treated TTS lines
p-hydroxymercuribenzoate
-
more than 90% inhibition at 0.5 mM
p-hydroxymercuribenzoate
-
-
paraquat
-
-
phenyl 2-[[5-(1,3-dioxo-1,3,4,5,6,7-hexahydro-2H-isoindol-2-yl)-6-fluoro-1,3-benzothiazol-2-yl]sulfanyl]propanoate
-
-
phenyl 2-[[5-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-6-fluoro-1,3-benzothiazol-2-yl]sulfanyl]propanoate
-
-
phenyl 2-[[5-(5-tert-butyl-2-oxo-1,3,4-oxadiazol-3(2H)-yl)-6-chloro-1,3-benzothiazol-2-yl]sulfanyl]-2-methylpropanoate
-
-
phenyl 2-[[5-(5-tert-butyl-2-oxo-1,3,4-oxadiazol-3(2H)-yl)-6-chloro-1,3-benzothiazol-2-yl]sulfanyl]propanoate
-
-
phenyl 2-[[5-(5-tert-butyl-2-oxo-1,3,4-oxadiazol-3(2H)-yl)-6-fluoro-1,3-benzothiazol-2-yl]sulfanyl]-2-methylpropanoate
-
-
phenyl 2-[[5-(5-tert-butyl-2-oxo-1,3,4-oxadiazol-3(2H)-yl)-6-fluoro-1,3-benzothiazol-2-yl]sulfanyl]propanoate
-
-
phenyl 2-[[5-(5-tert-butyl-2-oxo-1,3,4-thiadiazol-3(2H)-yl)-6-chloro-1,3-benzothiazol-2-yl]sulfanyl]-2-methylpropanoate
-
-
phenyl 2-[[5-(5-tert-butyl-2-oxo-1,3,4-thiadiazol-3(2H)-yl)-6-chloro-1,3-benzothiazol-2-yl]sulfanyl]propanoate
-
-
phenyl 2-[[5-(5-tert-butyl-2-oxo-1,3,4-thiadiazol-3(2H)-yl)-6-fluoro-1,3-benzothiazol-2-yl]sulfanyl]-2-methylpropanoate
-
-
phenyl 2-[[6-bromo-5-(5-tert-butyl-2-oxo-1,3,4-oxadiazol-3(2H)-yl)-1,3-benzothiazol-2-yl]sulfanyl]-2-methylpropanoate
-
-
phenyl 2-[[6-bromo-5-(5-tert-butyl-2-oxo-1,3,4-oxadiazol-3(2H)-yl)-1,3-benzothiazol-2-yl]sulfanyl]propanoate
-
-
phenyl 2-[[6-bromo-5-(5-tert-butyl-2-oxo-1,3,4-thiadiazol-3(2H)-yl)-1,3-benzothiazol-2-yl]sulfanyl]-2-methylpropanoate
-
-
phenyl 2-[[6-bromo-5-(5-tert-butyl-2-oxo-1,3,4-thiadiazol-3(2H)-yl)-1,3-benzothiazol-2-yl]sulfanyl]propanoate
-
-
phenyl 2-[[6-chloro-5-(1,3-dioxo-1,3,4,5,6,7-hexahydro-2H-isoindol-2-yl)-1,3-benzothiazol-2-yl]sulfanyl]-2-methylpropanoate
-
-
phenyl 2-[[6-chloro-5-(1,3-dioxo-1,3,4,5,6,7-hexahydro-2H-isoindol-2-yl)-1,3-benzothiazol-2-yl]sulfanyl]propanoate
-
-
phenyl 2-[[6-chloro-5-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-1,3-benzothiazol-2-yl]sulfanyl]propanoate
-
-
phenyl 3-[[5-(1,3-dioxo-1,3,4,5,6,7-hexahydro-2H-isoindol-2-yl)-6-fluoro-1,3-benzothiazol-2-yl]sulfanyl]propanoate
-
-
phenyl 3-[[5-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-6-fluoro-1,3-benzothiazol-2-yl]sulfanyl]propanoate
-
-
phenyl 3-[[5-(5-tert-butyl-2-oxo-1,3,4-oxadiazol-3(2H)-yl)-6-chloro-1,3-benzothiazol-2-yl]sulfanyl]propanoate
-
-
phenyl 3-[[5-(5-tert-butyl-2-oxo-1,3,4-thiadiazol-3(2H)-yl)-6-chloro-1,3-benzothiazol-2-yl]sulfanyl]propanoate
-
-
phenyl 3-[[5-(5-tert-butyl-2-oxo-1,3,4-thiadiazol-3(2H)-yl)-6-fluoro-1,3-benzothiazol-2-yl]sulfanyl]propanoate
-
-
phenyl 3-[[6-bromo-5-(5-tert-butyl-2-oxo-1,3,4-oxadiazol-3(2H)-yl)-1,3-benzothiazol-2-yl]sulfanyl]propanoate
-
-
phenyl 3-[[6-bromo-5-(5-tert-butyl-2-oxo-1,3,4-thiadiazol-3(2H)-yl)-1,3-benzothiazol-2-yl]sulfanyl]propanoate
-
-
phenyl 3-[[6-chloro-5-(1,3-dioxo-1,3,4,5,6,7-hexahydro-2H-isoindol-2-yl)-1,3-benzothiazol-2-yl]sulfanyl]propanoate
-
-
phenyl 3-[[6-chloro-5-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-1,3-benzothiazol-2-yl]sulfanyl]propanoate
-
-
phenyl 4-[[5-(5-tert-butyl-2-oxo-1,3,4-oxadiazol-3(2H)-yl)-6-chloro-1,3-benzothiazol-2-yl]sulfanyl]butanoate
-
-
phenyl 4-[[5-(5-tert-butyl-2-oxo-1,3,4-oxadiazol-3(2H)-yl)-6-fluoro-1,3-benzothiazol-2-yl]sulfanyl]butanoate
-
-
phenyl 4-[[5-(5-tert-butyl-2-oxo-1,3,4-thiadiazol-3(2H)-yl)-6-chloro-1,3-benzothiazol-2-yl]sulfanyl]butanoate
-
-
phenyl 4-[[5-(5-tert-butyl-2-oxo-1,3,4-thiadiazol-3(2H)-yl)-6-fluoro-1,3-benzothiazol-2-yl]sulfanyl]butanoate
-
-
phenyl 4-[[6-bromo-5-(5-tert-butyl-2-oxo-1,3,4-oxadiazol-3(2H)-yl)-1,3-benzothiazol-2-yl]sulfanyl]butanoate
-
-
phenyl 4-[[6-bromo-5-(5-tert-butyl-2-oxo-1,3,4-thiadiazol-3(2H)-yl)-1,3-benzothiazol-2-yl]sulfanyl]butanoate
-
-
phenyl 4-[[6-chloro-5-(1,3-dioxo-1,3,4,5,6,7-hexahydro-2H-isoindol-2-yl)-1,3-benzothiazol-2-yl]sulfanyl]butanoate
-
-
phenyl [[5-(1,3-dioxo-1,3,4,5,6,7-hexahydro-2H-isoindol-2-yl)-6-fluoro-1,3-benzothiazol-2-yl]sulfanyl]acetate
-
-
phenyl [[5-(5-tert-butyl-2-oxo-1,3,4-oxadiazol-3(2H)-yl)-6-chloro-1,3-benzothiazol-2-yl]sulfanyl]acetate
-
-
phenyl [[5-(5-tert-butyl-2-oxo-1,3,4-oxadiazol-3(2H)-yl)-6-fluoro-1,3-benzothiazol-2-yl]sulfanyl]acetate
-
-
phenyl [[5-(5-tert-butyl-2-oxo-1,3,4-thiadiazol-3(2H)-yl)-6-chloro-1,3-benzothiazol-2-yl]sulfanyl]acetate
-
-
phenyl [[6-bromo-5-(5-tert-butyl-2-oxo-1,3,4-oxadiazol-3(2H)-yl)-1,3-benzothiazol-2-yl]sulfanyl]acetate
-
-
phenyl [[6-bromo-5-(5-tert-butyl-2-oxo-1,3,4-thiadiazol-3(2H)-yl)-1,3-benzothiazol-2-yl]sulfanyl]acetate
-
-
phenyl [[6-chloro-5-(1,3-dioxo-1,3,4,5,6,7-hexahydro-2H-isoindol-2-yl)-1,3-benzothiazol-2-yl]sulfanyl]acetate
-
-
phosphatidylcholine
-
from egg and soybean
propan-2-yl ([5-(5-tert-butyl-2-oxo-1,3,4-oxadiazol-3(2H)-yl)-6-chloro-1,3-benzothiazol-2-yl]sulfanyl)acetate
-
-
-
propan-2-yl ([5-(5-tert-butyl-2-oxo-1,3,4-oxadiazol-3(2H)-yl)-6-fluoro-1,3-benzothiazol-2-yl]sulfanyl)acetate
-
-
-
propan-2-yl ([6-bromo-5-(5-tert-butyl-2-oxo-1,3,4-oxadiazol-3(2H)-yl)-1,3-benzothiazol-2-yl]sulfanyl)acetate
-
-
-
propan-2-yl [[5-(1,3-dioxo-1,3,4,5,6,7-hexahydro-2H-isoindol-2-yl)-6-fluoro-1,3-benzothiazol-2-yl]sulfanyl]acetate
-
-
propan-2-yl [[5-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-6-fluoro-1,3-benzothiazol-2-yl]sulfanyl]acetate
-
-
propan-2-yl [[5-(5-tert-butyl-2-oxo-1,3,4-oxadiazol-3(2H)-yl)-6-fluoro-1,3-benzothiazol-2-yl]sulfanyl]acetate
-
-
propan-2-yl [[5-(5-tert-butyl-2-oxo-1,3,4-thiadiazol-3(2H)-yl)-6-fluoro-1,3-benzothiazol-2-yl]sulfanyl]acetate
-
-
propyl ([5-(5-tert-butyl-2-oxo-1,3,4-oxadiazol-3(2H)-yl)-6-chloro-1,3-benzothiazol-2-yl]sulfanyl)acetate
-
-
-
propyl ([5-(5-tert-butyl-2-oxo-1,3,4-oxadiazol-3(2H)-yl)-6-fluoro-1,3-benzothiazol-2-yl]sulfanyl)acetate
-
-
-
propyl ([6-bromo-5-(5-tert-butyl-2-oxo-1,3,4-oxadiazol-3(2H)-yl)-1,3-benzothiazol-2-yl]sulfanyl)acetate
-
-
-
propyl [[5-(1,3-dioxo-1,3,4,5,6,7-hexahydro-2H-isoindol-2-yl)-6-fluoro-1,3-benzothiazol-2-yl]sulfanyl]acetate
-
-
propyl [[5-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-6-fluoro-1,3-benzothiazol-2-yl]sulfanyl]acetate
-
-
propyl [[5-(5-tert-butyl-2-oxo-1,3,4-oxadiazol-3(2H)-yl)-6-fluoro-1,3-benzothiazol-2-yl]sulfanyl]acetate
-
-
propyl [[5-(5-tert-butyl-2-oxo-1,3,4-thiadiazol-3(2H)-yl)-6-fluoro-1,3-benzothiazol-2-yl]sulfanyl]acetate
-
-
protoporphyrinogen-IX
-
substrate inhibition above 0.05 mM
S-(5-(1,3-dioxo-4,5,6,7-tetrahydro-1H-isoindol-2(3H)-yl)-6-fluorobenzothiazol-2-yl) O-methyl carbonothioate
-
-
S-5-[4-difluoromethyl-3-methyl-5-oxo-4,5-dihydro-1,2,4-triazol-1-yl]-6-fluorobenzothiazol-2-yl O-ethyl carbonothioate
-
-
S-5-[4-difluoromethyl-3-methyl-5-oxo-4,5-dihydro-1,2,4-triazol-1-yl]-6-fluorobenzothiazol-2-yl O-methyl carbonothioate
-
-
S-6-chloro-5-[4-difluoromethyl-3-methyl-5-oxo-4,5-dihydro-1,2,4-triazol-1-yl]benzothiazol-2-yl O-ethyl carbonothioate
-
-
S-6-chloro-5-[4-difluoromethyl-3-methyl-5-oxo-4,5-dihydro-1,2,4-triazol-1-yl]benzothiazol-2-yl O-methyl carbonothioate
-
-
S-[5-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-6-fluoro-1,3-benzothiazol-2-yl] O-phenyl carbonothioate
-
-
S-[5-(5-tert-butyl-2-oxo-1,3,4-oxadiazol-3(2H)-yl)-6-chloro-1,3-benzothiazol-2-yl] O-ethyl carbonothioate
-
-
S-[5-(5-tert-butyl-2-oxo-1,3,4-oxadiazol-3(2H)-yl)-6-chloro-1,3-benzothiazol-2-yl] O-phenyl carbonothioate
-
-
S-[5-(5-tert-butyl-2-oxo-1,3,4-oxadiazol-3(2H)-yl)-6-fluoro-1,3-benzothiazol-2-yl] O-ethyl carbonothioate
-
-
S-[5-(5-tert-butyl-2-oxo-1,3,4-oxadiazol-3(2H)-yl)-6-fluoro-1,3-benzothiazol-2-yl] O-methyl carbonothioate
-
-
S-[5-(5-tert-butyl-2-oxo-1,3,4-thiadiazol-3(2H)-yl)-6-chloro-1,3-benzothiazol-2-yl] O-phenyl carbonothioate
-
-
S-[5-(5-tert-butyl-2-oxo-1,3,4-thiadiazol-3(2H)-yl)-6-fluoro-1,3-benzothiazol-2-yl] O-ethyl carbonothioate
-
-
S-[6-chloro-5-(1,3-dioxo-1,3,4,5,6,7-hexahydro-2H-isoindol-2-yl)-1,3-benzothiazol-2-yl] O-methyl carbonothioate
-
-
S-[6-chloro-5-(1,3-dioxo-1,3,4,5,6,7-hexahydro-2H-isoindol-2-yl)-1,3-benzothiazol-2-yl] O-phenyl carbonothioate
-
-
sulfentrazone
-
90% inhibition of in vitro mycelial growth, colonization of sugarcane is increased if applied to fiel soils
sulfentrazone
-
inhibits the in vitro mycelial growth, colonization of sugarcane is increased if applied to fiel soils
sulfentrazone
-
99% inhibition of in vitro mycelial growth, colonization of sugarcane is increased if applied to field soils
sulfentrazone
-
only minor necrosis of Pythium arrhenomanes-infested steamed field soil and field soil plants
sulfentrazone
-
-
sulfentrazone
-
-
tert-butyl ([5-(5-tert-butyl-2-oxo-1,3,4-oxadiazol-3(2H)-yl)-6-chloro-1,3-benzothiazol-2-yl]sulfanyl)acetate
-
-
-
tert-butyl ([5-(5-tert-butyl-2-oxo-1,3,4-oxadiazol-3(2H)-yl)-6-fluoro-1,3-benzothiazol-2-yl]sulfanyl)acetate
-
-
-
tert-butyl [[5-(1,3-dioxo-1,3,4,5,6,7-hexahydro-2H-isoindol-2-yl)-6-fluoro-1,3-benzothiazol-2-yl]sulfanyl]acetate
-
-
Ubiquinone-10
-
above 0.03 mM
ubiquinone-6
-
above 0.03 mM
[2-chloro-4-fluoro-5-(7-methyl-4-oxo-4,7-dihydro-3H-pyrazolo[3,4-d][1,2,3]triazin-3-yl)phenoxy]acetonitrile
-
-
[2-chloro-4-fluoro-5-(7-methyl-4-oxo-4,7-dihydro-3H-pyrazolo[3,4-d][1,2,3]triazin-3-yl)phenoxy]acetonitrile
-
-
[2-chloro-4-fluoro-5-(7-methyl-4-oxo-4,7-dihydro-3H-pyrazolo[3,4-d][1,2,3]triazin-3-yl)phenoxy]acetonitrile
-
-
[5-(t-butyl)-3-(2,4-dichloro-5-isopropoxyphenyl)-1,3,4-oxadiazol-2-one]
-
peroxidizing herbizides
methyl [[6-chloro-5-(1,3-dioxo-1,3,4,5,6,7-hexahydro-2H-isoindol-2-yl)-1,3-benzothiazol-2-yl]sulfanyl]acetate
-
-
additional information
-
-
-
additional information
-
inhibited by high salt concentrations
-
additional information
-
inhibited by high salt concentrations
-
additional information
-
not inhibited by sulfhydryl reagents
-
additional information
-
inhibited by peroxidizing herbizides
-
additional information
-
inhibited by diphenylether herbicides
-
additional information
-
inhibited by diphenylether herbicides; inhibited by tetrahydrophtalimide
-
additional information
-
inhibited by diphenylether herbicides
-
additional information
O24163
antisense RNA expression inhibits the formation of PPOX I in transgenic plants
-
additional information
-
Bacillus subtilis PPO is unique because of its resistance to inhibition by diphenylethers involving residue Y366 at a site adjacent to substrate and FAD cofactor, modeling and docking studies, overview
-
additional information
-
bioactive conformation analysis of cyclic imides as protoporphyrinogen oxidase inhibitor by combining density functional theory-based conformation calculations, quantitative structureactivity relationship analysis, and molecular docking and dynamic simulations, detailed overview
-
additional information
-
5(3)-amino-N-phenyl-1H-pyrazole-4-carboxamide derivative inhibitor synthesis and structure determination by NMR and single-crystal X-ray diffraction analysis, structure-activity relationships, overview. Herbicical activity of inhibitor compounds, overview
-
additional information
-
protoporphyrinogen oxidase inhibitor activities by quantitative structure-activity relationship analysis and molecular modelling, overview. Quantitative prediction of the herbicidal activities
-
additional information
-
molecular docking and 3D QSAR studies of protoporphyrinogen oxidase inhibitor 3H-pyrazolo[3,4-d][1,2,3]triazin-4-one derivatives using crystal structure PDB ID 2IVD, detailed overview
-
additional information
-
design, syntheses and crystal structures of N-phenyl pyrrolidin-2-ones and N-phenyl-1H-pyrrol-2-ones as protoporphyrinogen oxidase inhibitors, quantitative structure-activity relationships, overview
-
additional information
-
design and synthesis of benzothiazole analogues of oxadiargyl, evaluation as enzyme inhibitors, quantitative structure-activity relationships, overview. Herbicidal potencies of inhibitors in several different plants, overview
-
additional information
-
quantitative structure-activity relationships of 1,3,4-thiadiazol-2(3H)-ones and 1,3,4-oxadiazol-2(3H)-ones as human protoporphyrinogen oxidase inhibitors, 23 1,3,4-thiadiazol-2(3H)-ones bearing benzothiazole substructure are designed and synthesized, overview
-
additional information
-
design and synthesis of 1-(benzothiazol-5-yl)-1H-1,2,4-triazol-5-ones as protoporphyrinogen oxidase inhibitors, structure-activity relationships, computational simulations and binding free energy calculations, and herbicidal activities of the compounds against weeds, overview. The substituents, e.g. F, Cl, and Br, on position 2 affect the bioactive conformation of inhibitors. No inhibition by S-6-chloro-5-[4-difluoromethyl-3-methyl-5-oxo-4,5-dihydro-1,2,4-triazol-1-yl]benzothiazol-2-yl O-methyl carbonothioate and S-6-chloro-5-[4-difluoromethyl-3-methyl-5-oxo-4,5-dihydro-1,2,4-triazol-1-yl]benzothiazol-2-yl O-ethyl carbonothioate
-
additional information
-
design and syntheses of N-(benzothiazol-5-yl)-4,5,6,7-tetrahydro-1H-isoindole-1,3(2H)-dione and N-(benzothiazol-5-yl)isoindoline-1,3-dione as potent protoporphyrinogen oxidase inhibitors, herbicidal activities of the compounds, overview
-
additional information
-
mechanism of substrate recognition and feedback inhibition of protoporphyrinogen oxidase, overview
-
ACTIVATING COMPOUND
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
Diamide
-
activates the N-terminally processed-like enzyme form and processed native form
dicoumarol
-
below 0.015 mM
dithiothreitol
-
-
FAD
-
slight stimulation
fatty acid
-
required for full activity
H2O2
-
activates the N-terminally processed-like enzyme form and processed native form
imidazole
-
activates recombinant wild-type enzyme and mutant V311M
Irgarol 1051
-
increases cnidarian PPO
-
iron-EDTA
-
in presence of glutathione
Lipids
-
-
-
n-octylglucopyranoside
-
1 mM results in maximal activity
oleic acid
-
-
oleic acid
-
-
Tween 20
-
activates recombinant wild-type enzyme and mutant V311M
Ubiquinone-10
-
below 0.015 mM
ubiquinone-6
-
below 0.015 mM
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
0.0053
Coproporphyrinogen-III
-
-
0.09
hematoporphyrinogen-IX
-
-
0.0005
Mesoporphyrinogen-IX
-
biphasic curve, second Km: 0.004
0.0049
Mesoporphyrinogen-IX
-
-
0.0005 - 0.0015
O2
-
-
0.125
O2
-
-
0.00067
protoporphyrinogen IX
-
pH 7.5, 22C, recombinant wild-type enzyme
0.001
protoporphyrinogen IX
Q0NZW5, Q0NZW6
about, pH 7.4, temperature not specified in the publication; about, pH 7.4, temperature not specified in the publication
0.001
protoporphyrinogen IX
-
mutant F227R, pH 7.5, temperature not specified in the publication; mutant I176A, pH 7.5, temperature not specified in the publication; mutant K71A, pH 7.5, temperature not specified in the publication; mutant P64A, pH 7.5, temperature not specified in the publication; wild-type enzyme, pH 7.5, temperature not specified in the publication
0.00107
protoporphyrinogen IX
-
pH 7.5, 22C, recombinant mutant Y366A
0.00117
protoporphyrinogen IX
-
pH 7.4, temperature not specified in the publication, wild-type enzyme
0.0021
protoporphyrinogen IX
-
pH 7.4, temperature not specified in the publication, wild-type enzyme
0.0022
protoporphyrinogen IX
-
pH 7.4, temperature not specified in the publication, mutant G169A
0.00234
protoporphyrinogen IX
-
pH 7.5, 22C, recombinant mutant Y366E
0.003
protoporphyrinogen IX
-
pH 7.4, temperature not specified in the publication, mutant V170T
0.00302
protoporphyrinogen IX
-
pH 7.4, temperature not specified in the publication, mutant F331T
0.00354
protoporphyrinogen IX
-
pH 7.5, 22C, recombinant mutant Y366H
0.0051
protoporphyrinogen IX
-
pH 7.4, temperature not specified in the publication, mutant L166N
0.0056
protoporphyrinogen IX
-
pH 7.4, temperature not specified in the publication, mutant M368K
0.0066
protoporphyrinogen IX
-
pH 7.4, temperature not specified in the publication, mutant F331A
0.007
protoporphyrinogen IX
-
pH 7.5, 25C
0.0071
protoporphyrinogen IX
-
pH 7.4, temperature not specified in the publication, mutant L334V
0.0083
protoporphyrinogen IX
-
pH 7.4, temperature not specified in the publication, mutant R98A
0.0113
protoporphyrinogen IX
-
pH 7.4, temperature not specified in the publication, mutant R168S
0.014
protoporphyrinogen IX
-
pH 7.4, temperature not specified in the publication, mutant M368Q
0.0196
protoporphyrinogen IX
-
pH 7.4, temperature not specified in the publication, mutant R97G
0.00002
protoporphyrinogen-IX
-
-
0.0001
protoporphyrinogen-IX
-
-
0.00016
protoporphyrinogen-IX
-
pH 7.2
0.00033
protoporphyrinogen-IX
-
pH 8.0
0.0005
protoporphyrinogen-IX
-
-
0.00055
protoporphyrinogen-IX
-
pH 8.5
0.00078
protoporphyrinogen-IX
-
in phospholipid vesicles
0.00083
protoporphyrinogen-IX
-
recombinant mutant R59K, pH 8.2
0.00085
protoporphyrinogen-IX
-
recombinant wild-type enzyme and mutant G14A, pH 8.2
0.001
protoporphyrinogen-IX
-
-
0.001
protoporphyrinogen-IX
-
recombinant mutant R168C, pH 8.2
0.001
protoporphyrinogen-IX
-
-
0.00107
protoporphyrinogen-IX
-
recombinant mutant Y348, pH 7.8
0.00117
protoporphyrinogen-IX
-
wild-type; wild type enzyme PPO2, at 20C
0.00126
protoporphyrinogen-IX
-
recombinant mutant R59W, pH 8.2
0.0014
protoporphyrinogen-IX
-
mutant enzyme N67R/S374D, at 20C; N67R/S374D
0.0016
protoporphyrinogen-IX
-
-
0.0017
protoporphyrinogen-IX
-
wild type and R59W mutant enzyme
0.0017
protoporphyrinogen-IX
-
-
0.0017
protoporphyrinogen-IX
-
recombinant mutant R59S, pH 8.2
0.002
protoporphyrinogen-IX
-
in detergent solution in presence of cardiolipin
0.00209
protoporphyrinogen-IX
-
recombinant mutant R59I, pH 8.2
0.0021
protoporphyrinogen-IX
-
-
0.0026
protoporphyrinogen-IX
-
mutant enzyme R98K, at 20C; R98K
0.0032
protoporphyrinogen-IX
-
recombinant wild-type enzyme and recombinant mutant V311M, pH 7.4, 25C
0.0036
protoporphyrinogen-IX
-
-
0.0038
protoporphyrinogen-IX
-
-
0.0048
protoporphyrinogen-IX
-
-
0.0056
protoporphyrinogen-IX
-
in detergent solution
0.0056
protoporphyrinogen-IX
-
-
0.0063
protoporphyrinogen-IX
-
-
0.0066
protoporphyrinogen-IX
-
-
0.0073
protoporphyrinogen-IX
-
L356V; mutant enzyme L356V, at 20C
0.0083
protoporphyrinogen-IX
-
mutant enzyme R98A, at 20C; R98A
0.0109
protoporphyrinogen-IX
-
mutant enzyme S374D, at 20C; S374D
0.011
protoporphyrinogen-IX
-
-
0.011
protoporphyrinogen-IX
-
L356N; mutant enzyme L356N, at 20C
0.0112
protoporphyrinogen-IX
-
F392E; mutant enzyme F392E, at 20C
0.0125
protoporphyrinogen-IX
-
mutant enzyme R98E, at 20C; R98E
0.0164
protoporphyrinogen-IX
-
L372N; mutant enzyme L372N, at 20C
0.0166
protoporphyrinogen-IX
-
-
0.021
protoporphyrinogen-IX
-
mutant enzyme N67W/S374D, at 20C; N67W/S374D
0.097
protoporphyrinogen-IX
-
mutant enzyme N67R, at 20C; N67R
0.103
protoporphyrinogen-IX
-
L372V; mutant enzyme L372V, at 20C
0.09
Mesoporphyrinogen-IX
-
-
additional information
additional information
-
kinetics
-
additional information
additional information
-
steady-state kinetics, overview
-
additional information
additional information
-
Michaelis-Menten kinetics
-
TURNOVER NUMBER [1/s]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
0.000833
Coproporphyrinogen-III
-
-
0.0448
Mesoporphyrinogen-IX
-
-
0.00015
protoporphyrinogen IX
-
pH 7.5, 22C, recombinant mutant Y366E
0.0004
protoporphyrinogen IX
-
mutant K71A, pH 7.5, temperature not specified in the publication
0.00042
protoporphyrinogen IX
-
pH 7.5, 22C, recombinant mutant Y366A
0.001
protoporphyrinogen IX
-
mutant I176A, pH 7.5, temperature not specified in the publication
0.0016
protoporphyrinogen IX
-
pH 7.5, 22C, recombinant mutant Y366H
0.0027
protoporphyrinogen IX
-
mutant P64A, pH 7.5, temperature not specified in the publication
0.0034
protoporphyrinogen IX
-
pH 7.5, 22C, recombinant wild-type enzyme
0.0062
protoporphyrinogen IX
-
pH 7.4, temperature not specified in the publication, mutant G169A
0.0131
protoporphyrinogen IX
-
wild-type enzyme, pH 7.5, temperature not specified in the publication
0.0181
protoporphyrinogen IX
-
mutant F227R, pH 7.5, temperature not specified in the publication
0.0303
protoporphyrinogen IX
-
pH 7.4, temperature not specified in the publication, mutant L166N
0.05
protoporphyrinogen IX
-
pH 7.4, temperature not specified in the publication, wild-type enzyme
0.055
protoporphyrinogen IX
-
pH 7.4, temperature not specified in the publication, mutant R168S
0.073
protoporphyrinogen IX
-
pH 7.4, temperature not specified in the publication, mutant F331A
0.128
protoporphyrinogen IX
-
pH 7.4, temperature not specified in the publication, mutant V170T
0.151
protoporphyrinogen IX
-
pH 7.4, temperature not specified in the publication, mutant F331T
0.155
protoporphyrinogen IX
-
pH 7.4, temperature not specified in the publication, mutant M368Q
0.236
protoporphyrinogen IX
-
pH 7.4, temperature not specified in the publication, mutant M368K
0.853
protoporphyrinogen IX
-
pH 7.4, temperature not specified in the publication, mutant L334V
1.273
protoporphyrinogen IX
-
pH 7.4, temperature not specified in the publication, mutant R97G
6
protoporphyrinogen IX
-
pH 7.4, temperature not specified in the publication, wild-type enzyme
365
protoporphyrinogen IX
-
pH 7.4, temperature not specified in the publication, mutant R98A
0.00000783
protoporphyrinogen-IX
-
-
0.00317
protoporphyrinogen-IX
-
-
0.00333
protoporphyrinogen-IX
-
below 0.2/min, R59W mutant enzyme
0.04
protoporphyrinogen-IX
-
recombinant mutant R59W, pH 8.2
0.0867
protoporphyrinogen-IX
-
-
0.124
protoporphyrinogen-IX
-
-
0.15
protoporphyrinogen-IX
-
recombinant mutant R59I, pH 8.2
0.17
protoporphyrinogen-IX
-
recombinant mutant R59S, pH 8.2
0.175
protoporphyrinogen-IX
-
wild type enzyme
0.175
protoporphyrinogen-IX
-
-
0.295
protoporphyrinogen-IX
-
-
0.53
protoporphyrinogen-IX
-
recombinant mutant Y348, pH 7.8
1.02
protoporphyrinogen-IX
-
recombinant mutant R168C, pH 8.2
2.57
protoporphyrinogen-IX
-
recombinant mutant R59K, pH 8.2
3.9
protoporphyrinogen-IX
-
recombinant mutant G14A, pH 8.2
5.95
protoporphyrinogen-IX
-
recombinant wild-type enzyme, pH 8.2
6
protoporphyrinogen-IX
-
wild-type; wild type enzyme PPO2, at 20C
7
protoporphyrinogen-IX
-
L372N; mutant enzyme L372N, at 20C
11
protoporphyrinogen-IX
-
F392E; mutant enzyme F392E, at 20C
12
protoporphyrinogen-IX
-
mutant enzyme N67W/S374D, at 20C; N67W/S374D
12.9
protoporphyrinogen-IX
-
recombinant mutant V311M, pH 7.4, 25C
14.1
protoporphyrinogen-IX
-
recombinant wild-type enzyme, pH 7.4, 25C
34
protoporphyrinogen-IX
-
mutant enzyme R98E, at 20C; R98E
37
protoporphyrinogen-IX
-
mutant enzyme R98K, at 20C; R98K
38
protoporphyrinogen-IX
-
L356N; mutant enzyme L356N, at 20C
97
protoporphyrinogen-IX
-
mutant enzyme N67R, at 20C; N67R
111
protoporphyrinogen-IX
-
mutant enzyme N67R/S374D, at 20C; N67R/S374D
208
protoporphyrinogen-IX
-
mutant enzyme S374D, at 20C
300
protoporphyrinogen-IX
-
L356V; mutant enzyme L356V, at 20C
365
protoporphyrinogen-IX
-
mutant enzyme R98A, at 20C; R98A
597
protoporphyrinogen-IX
-
L372V; mutant enzyme L372V, at 20C
kcat/KM VALUE [1/mMs-1]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
0.016
protoporphyrinogen IX
-
mutant K71A, pH 7.5, temperature not specified in the publication
1119
0.027
protoporphyrinogen IX
-
mutant I176A, pH 7.5, temperature not specified in the publication
1119
0.057
protoporphyrinogen IX
-
mutant P64A, pH 7.5, temperature not specified in the publication
1119
0.464
protoporphyrinogen IX
-
mutant F227R, pH 7.5, temperature not specified in the publication
1119
0.784
protoporphyrinogen IX
-
wild-type enzyme, pH 7.5, temperature not specified in the publication
1119
2.81
protoporphyrinogen IX
-
pH 7.4, temperature not specified in the publication, mutant G169A
1119
4.87
protoporphyrinogen IX
-
pH 7.4, temperature not specified in the publication, mutant R168S
1119
5.94
protoporphyrinogen IX
-
pH 7.4, temperature not specified in the publication, mutant L166N
1119
11.06
protoporphyrinogen IX
-
pH 7.4, temperature not specified in the publication, mutant F331A
1119
11.7
protoporphyrinogen IX
-
pH 7.4, temperature not specified in the publication, mutant M368Q
1119
23.8
protoporphyrinogen IX
-
pH 7.4, temperature not specified in the publication, wild-type enzyme
1119
42.14
protoporphyrinogen IX
-
pH 7.4, temperature not specified in the publication, mutant M368K
1119
42.66
protoporphyrinogen IX
-
pH 7.4, temperature not specified in the publication, mutant V170T
1119
50
protoporphyrinogen IX
-
pH 7.4, temperature not specified in the publication, mutant F331T
1119
64.95
protoporphyrinogen IX
-
pH 7.4, temperature not specified in the publication, mutant R97G
1119
120.1
protoporphyrinogen IX
-
pH 7.4, temperature not specified in the publication, mutant L334V
1119
Ki VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
0.000025
1-(2-chloro-5-(1,3-dioxo-4,5,6,7-tetrahydro-1H-isoindol-2(3H)-yl)-4-fluorophenyl)-3-(3-(trifluoromethyl)phenyl)urea
-
-
0.000028
1-(2-chloro-5-(1,3-dioxo-4,5,6,7-tetrahydro-1H-isoindol-2(3H)-yl)-4-fluorophenyl)-3-(4-chlorophenyl)urea
-
-
0.00037
1-(2-chloro-5-(1,3-dioxo-4,5,6,7-tetrahydro-1H-isoindol-2(3H)-yl)-4-fluorophenyl)-3-methylurea
-
-
0.01278
1-[2-(allylthio)-6-bromobenzothiazol-5-yl]-3-methyl-4-difluoromethyl-1H-1,2,4-triazol-5(4H)-one
-
pH 7.5, 22C, recombinant enzyme
0.00313
1-[2-(allylthio)-6-chlorobenzothiazol-5-yl]-3-methyl-4-difluoromethyl-1H-1,2,4-triazol-5(4H)-one
-
pH 7.5, 22C, recombinant enzyme
0.0002
1-[2-(allylthio)-6-fluorobenzothiazol-5-yl]-3-methyl-4-difluoromethyl-1H-1,2,4-triazol-5(4H)-one
-
pH 7.5, 22C, recombinant enzyme
0.00297
1-[2-(butylthio)-6-chlorobenzothiazol-5-yl]-3-methyl-4-difluoromethyl-1H-1,2,4-triazol-5(4H)-one
-
pH 7.5, 22C, recombinant enzyme
0.00021
1-[2-(butylthio)-6-fluorobenzothiazol-5-yl]-3-methyl-4-difluoromethyl-1H-1,2,4-triazol-5(4H)-one
-
pH 7.5, 22C, recombinant enzyme
0.01386
1-[6-chloro-2-(methylthio)benzothiazol-5-yl]-3-methyl-4-difluoromethyl-1H-1,2,4-triazol-5(4H)-one
-
pH 7.5, 22C, recombinant enzyme
0.00201
1-[6-chloro-2-(propylthio)benzothiazol-5-yl]-3-methyl-4-difluoromethyl-1H-1,2,4-triazol-5(4H)-one
-
pH 7.5, 22C, recombinant enzyme
0.00051
1-[6-fluoro-2-(methylthio)benzothiazol-5-yl]-3-methyl-4-difluoromethyl-1H-1,2,4-triazol-5(4H)-one
-
pH 7.5, 22C, recombinant enzyme
0.0003
1-[6-fluoro-2-(propylthio)benzothiazol-5-yl]-3-methyl-4-difluoromethyl-1H-1,2,4-triazol-5(4H)-one
-
pH 7.5, 22C, recombinant enzyme
0.000027
2,4-dichloro-N-(2-chloro-5-(1,3-dioxo-4,5,6,7-tetrahydro-1H-isoindol-2(3H)-yl)-4-fluorophenylcarbamoyl)benzamide
-
-
0.000013
2,6-dichloro-N-(2-chloro-5-(1,3-dioxo-4,5,6,7-tetrahydro-1H-isoindol-2(3H)-yl)-4-fluorophenylcarbamoyl)benzamide
-
-
0.0003
2-(2,4-dichloro-5-propoxyphenyl)-2,3,4,5,6,7-hexahydro-1H-isoindol-1-one
-
pH not specified in the publication, temperature not specified in the publication
0.02764
2-(3-amino-4-chlorophenyl)-2,3,4,5,6,7-hexahydro-1H-isoindol-1-one
-
pH not specified in the publication, temperature not specified in the publication
0.04135
2-(4-bromo-2-fluoro-5-hydroxyphenyl)-3-(prop-2-en-1-yloxy)-2,3,4,5,6,7-hexahydro-1H-isoindol-1-one
-
pH not specified in the publication, temperature not specified in the publication
0.01935
2-(4-bromo-2-fluoro-5-hydroxyphenyl)-3-hydroxy-2,3,4,5,6,7-hexahydro-1H-isoindol-1-one
-
pH not specified in the publication, temperature not specified in the publication
0.3586
2-(4-chloro-2-ethoxy-5-nitrophenyl)-3-hydroxy-2,3,4,5,6,7-hexahydro-1H-isoindol-1-one
-
pH not specified in the publication, temperature not specified in the publication
0.131
2-(4-chloro-2-fluoro-5-methoxyphenyl)-3-hydroxyoctahydro-1H-isoindol-1-one
-
pH not specified in the publication, temperature not specified in the publication
17.99
2-(4-chloro-2-fluoro-5-methoxyphenyl)-3-methoxy-2,3,4,5,6,7-hexahydro-1H-isoindol-1-one
-
pH not specified in the publication, temperature not specified in the publication
44.77
2-(4-chloro-2-fluoro-5-methoxyphenyl)hexahydro-1H-isoindole-1,3(2H)-dione
-
pH not specified in the publication, temperature not specified in the publication
0.000095
2-(4-chloro-2-fluoro-5-propoxy-phenyl)-2,3,4,5,6,7-hexahydro-isoindol-1-one
-
pH not specified in the publication, temperature not specified in the publication
0.00078
2-(4-chloro-2-fluoro-5-[(3-fluorobenzyl)oxy]phenyl)-3-hydroxy-2,3,4,5,6,7-hexahydro-1H-isoindol-1-one
-
pH not specified in the publication, temperature not specified in the publication
-
0.0002
2-(4-chloro-5-ethoxy-2-fluorophenyl)-2,3,4,5,6,7-hexahydro-1H-isoindol-1-one
-
pH not specified in the publication, temperature not specified in the publication
0.06658
2-(4-chloro-5-[(3-chlorobenzyl)oxy]-2-fluorophenyl)-3-(prop-2-en-1-yloxy)-2,3,4,5,6,7-hexahydro-1H-isoindol-1-one
-
pH not specified in the publication, temperature not specified in the publication
-
0.00702
2-(4-chloro-5-[(3-chlorobenzyl)oxy]-2-fluorophenyl)-3-ethoxy-2,3,4,5,6,7-hexahydro-1H-isoindol-1-one
-
pH not specified in the publication, temperature not specified in the publication
-
40.6
2-(4-chloro-5-[(3-chlorobenzyl)oxy]-2-fluorophenyl)-3-methoxy-2,3,4,5,6,7-hexahydro-1H-isoindol-1-one
-
pH not specified in the publication, temperature not specified in the publication
-
0.00012
2-(5-allyloxy-4-chloro-2-fluorophenyl)-2,3,4,5,6,7-hexahydro-isoindol-1-one
-
pH not specified in the publication, temperature not specified in the publication
0.001
2-(6-(1,3-dioxoisoindolin-2-yl)-7-fluoro-3-oxo-2H-benzo[b][1,4]oxazin-4(3H)-yl)acetonitrile
-
-
0.0048
2-(7-fluoro-2-methyl-3-oxo-4-(prop-2-ynyl)-3,4-dihydro-2H-benzo[b][1,4]oxazin-6-yl)-5-methylisoindoline-1,3-dione
-
-
0.0028
2-(7-fluoro-3-oxo-4-(prop-2-ynyl)-3,4-dihydro-2H-benzo[b][1,4]oxazin-6-yl)-5-methylisoindoline-1,3-dione
-
-
0.0033
2-(7-fluoro-3-oxo-4-(prop-2-ynyl)-3,4-dihydro-2H-benzo[b][1,4]oxazin-6-yl)isoindoline-1,3-dione
-
-
0.0000083
2-chloro-N-(2-chloro-5-(1,3-dioxo-4,5,6,7-tetrahydro-1H-isoindol-2(3H)-yl)-4-fluorophenylcarbamoyl)-6-fluorobenzamide
-
-
16.62
2-[2,4-dichloro-5-(prop-2-en-1-yloxy)phenyl]-3-hydroxy-2,3,4,5,6,7-hexahydro-1H-isoindol-1-one
-
pH not specified in the publication, temperature not specified in the publication
0.03313
2-[4-chloro-2-fluoro-5-(prop-2-en-1-yloxy)phenyl]-3-(prop-2-en-1-yloxy)-2,3,4,5,6,7-hexahydro-1H-isoindol-1-one
-
pH not specified in the publication, temperature not specified in the publication
40.6
2-[4-chloro-2-fluoro-5-(prop-2-en-1-yloxy)phenyl]-3-hydroxy-2,3,4,5,6,7-hexahydro-1H-isoindol-1-one
-
pH not specified in the publication, temperature not specified in the publication
0.04483
2-[4-chloro-2-fluoro-5-(prop-2-en-1-yloxy)phenyl]-3-hydroxyoctahydro-1H-isoindol-1-one
-
pH not specified in the publication, temperature not specified in the publication
0.06363
2-[4-chloro-2-fluoro-5-(prop-2-yn-1-yloxy)phenyl]-3-hydroxyoctahydro-1H-isoindol-1-one
-
pH not specified in the publication, temperature not specified in the publication
0.00069
2-[4-chloro-2-fluoro-5-(propan-2-yloxy)phenyl]-2,3,4,5,6,7-hexahydro-1H-isoindol-1-one
-
pH not specified in the publication, temperature not specified in the publication
0.02464
2-[4-chloro-5-(cyclopentyloxy)-2-fluorophenyl]-3-hydroxyoctahydro-1H-isoindol-1-one
-
pH not specified in the publication, temperature not specified in the publication
0.00152
2-[5-(4-difluoromethyl-3-methyl-5-oxo-4,5-dihydro-1,2,4-triazol-1-yl)-6-fluorobenzothiazol-2-ylthio]acetic acid
-
pH 7.5, 22C, recombinant enzyme
0.00121
2-[5-(4-difluoromethyl-3-methyl-5-oxo-4,5-dihydro-1,2,4-triazol-1-yl)-6-fluorobenzothiazol-2-ylthio]propanoic acid
-
pH 7.5, 22C, recombinant enzyme
0.01026
2-[6-chloro-5-(4-difluoromethyl-3-methyl-5-oxo-4,5-dihydro-1,2,4-triazol-1-yl)benzothiazol-2-ylthio]acetic acid
-
pH 7.5, 22C, recombinant enzyme
0.00673
2-[6-chloro-5-(4-difluoromethyl-3-methyl-5-oxo-4,5-dihydro-1,2,4-triazol-1-yl)benzothiazol-2-ylthio]propanoic acid
-
pH 7.5, 22C, recombinant enzyme
0.00023
3-(2-chloro-5-(1,3-dioxo-4,5,6,7-tetrahydro-1H-isoindol-2(3H)-yl)-4-fluorophenyl)-1,1-diisopropylurea
-
-
0.00029
3-(2-chloro-5-(1,3-dioxo-4,5,6,7-tetrahydro-1H-isoindol-2(3H)-yl)phenyl)-1,1-diisopropylurea
-
-
0.01863
3-(6-bromo-2-[(3-methylbut-2-en-1-yl)sulfanyl]-1,3-benzothiazol-5-yl)-5-tert-butyl-1,3,4-oxadiazol-2(3H)-one
-
pH 7.4, temperature not specified in the publication
-
0.00087
3-chloro-N-(2-chloro-5-(1,3-dioxo-4,5,6,7-tetrahydro-1H-isoindol-2(3H)-yl)-4-fluorophenyl)-2,2-dimethylpropanamide
-
-
0.00167
3-[5-[4-difluoromethyl-3-methyl-5-oxo-4,5-dihydro-1,2,4-triazol-1-yl]-6-fluorobenzothiazol-2-ylthio]propanoic acid
-
pH 7.5, 22C, recombinant enzyme
0.01112
3-[6-bromo-2-(prop-2-yn-1-ylsulfanyl)-1,3-benzothiazol-5-yl]-5-tert-butyl-1,3,4-oxadiazol-2(3H)-one
-
pH 7.4, temperature not specified in the publication
0.0207
3-[6-bromo-2-(prop-2-yn-1-ylsulfanyl)-1,3-benzothiazol-5-yl]-5-tert-butyl-1,3,4-thiadiazol-2(3H)-one
-
pH and temperature not specified in the publication
0.01779
3-[6-chloro-5-[4-difluoromethyl-3-methyl-5-oxo-4,5-dihydro-1,2,4-triazol-1-yl]benzothiazol-2-ylthio]propanoic acid
-
pH 7.5, 22C, recombinant enzyme
0.0879
4-chloro-phthalimide
-
pH not specified in the publication, temperature not specified in the publication
0.005
4-fluoro-2-(7-fluoro-2-methyl-3-oxo-4-(prop-2-ynyl)-3,4-dihydro-2H-benzo[b][1,4]oxazin-6-yl)isoindoline-1,3-dione
-
-
0.01092
5-tert-butyl-3-(2-[(3,3-dichloroprop-2-en-1-yl)sulfanyl]-6-fluoro-1,3-benzothiazol-5-yl)-1,3,4-oxadiazol-2(3H)-one
-
pH 7.4, temperature not specified in the publication
-
0.01024
5-tert-butyl-3-(6-chloro-2-[(3,3-dichloroprop-2-en-1-yl)sulfanyl]-1,3-benzothiazol-5-yl)-1,3,4-oxadiazol-2(3H)-one
-
pH 7.4, temperature not specified in the publication
-
0.00311
5-tert-butyl-3-[6-chloro-2-(prop-2-en-1-ylsulfanyl)-1,3-benzothiazol-5-yl]-1,3,4-oxadiazol-2(3H)-one
-
pH 7.4, temperature not specified in the publication
0.00861
5-tert-butyl-3-[6-chloro-2-(prop-2-yn-1-ylsulfanyl)-1,3-benzothiazol-5-yl]-1,3,4-oxadiazol-2(3H)-one
-
pH 7.4, temperature not specified in the publication
0.0214
5-tert-butyl-3-[6-chloro-2-(prop-2-yn-1-ylsulfanyl)-1,3-benzothiazol-5-yl]-1,3,4-thiadiazol-2(3H)-one
-
pH and temperature not specified in the publication
0.01592
5-tert-butyl-3-[6-fluoro-2-(prop-2-en-1-ylsulfanyl)-1,3-benzothiazol-5-yl]-1,3,4-oxadiazol-2(3H)-one
-
pH 7.4, temperature not specified in the publication
0.00973
5-tert-butyl-3-[6-fluoro-2-(prop-2-yn-1-ylsulfanyl)-1,3-benzothiazol-5-yl]-1,3,4-thiadiazol-2(3H)-one
-
pH and temperature not specified in the publication
0.00011
acifluorfen
-
recombinant mutant R59I, pH 8.2
0.00018
acifluorfen
-
recombinant mutant R59K, pH 8.2
0.00023
acifluorfen
-
recombinant wild-type, pH 8.2
0.00027
acifluorfen
-
recombinant mutant R59S, pH 8.2
0.00031
acifluorfen
-
recombinant mutant G14A, pH 8.2
0.00033
acifluorfen
-
recombinant mutant R59W, pH 8.2
0.00053
acifluorfen
-
-
0.003
acifluorfen
-
recombinant mutant R168C, pH 8.2
0.004
acifluorfen
-
-
0.00472
acifluorfen
-
recombinant mutant Y348C, pH 7.8
0.029
acifluorfen
-
pH 7.5, 22C, recombinant mutant Y366A
0.033
acifluorfen
-
pH 7.5, 22C, recombinant wild-type enzyme
0.053
acifluorfen
-
pH 7.5, 22C, recombinant mutant Y366H
0.154
acifluorfen
-
pH 7.5, 22C, recombinant mutant Y366E
0.00001
Acifluorfen-methyl
-
-
0.025
bilirubin
-
-
4.4
bilirubin
-
-
4
Biliverdin
-
-
0.0008
cobalt-protoporphyrin
-
noncompetitive
0.00007
diphenylebeiodonium
-
-
0.00101
ethyl ([5-(5-tert-butyl-2-oxo-1,3,4-oxadiazol-3(2H)-yl)-6-chloro-1,3-benzothiazol-2-yl]sulfanyl)acetate
-
pH 7.4, temperature not specified in the publication
-
0.00158
ethyl ([5-(5-tert-butyl-2-oxo-1,3,4-oxadiazol-3(2H)-yl)-6-fluoro-1,3-benzothiazol-2-yl]sulfanyl)acetate
-
pH 7.4, temperature not specified in the publication
-
0.00696
ethyl ([6-bromo-5-(5-tert-butyl-2-oxo-1,3,4-oxadiazol-3(2H)-yl)-1,3-benzothiazol-2-yl]sulfanyl)acetate
-
pH 7.4, temperature not specified in the publication
-
0.00006
ethyl 1-[5-[4-difluoromethyl-3-methyl-5-oxo-4,5-dihydro-1,2,4-triazol-1-yl]-6-fluoro benzothiazol-2-ylthio]acetate
-
pH 7.5, 22C, recombinant enzyme
0.00024
ethyl 1-[5-[4-difluoromethyl-3-methyl-5-oxo-4,5-dihydro-1,2,4-triazol-1-yl]-6-fluoro benzothiazol-2-ylthio]propanoate
-
pH 7.5, 22C, recombinant enzyme
0.008
ethyl 1-[6-bromo-5-[4-difluoromethyl-3-methyl-5-oxo-4,5-dihydro-1,2,4-triazol-1-yl] benzothiazol-2-ylthio]acetate
-
pH 7.5, 22C, recombinant enzyme
0.00137
ethyl 1-[6-chloro-5-[4-difluoromethyl-3-methyl-5-oxo-4,5-dihydro-1,2,4-triazol-1-yl] benzothiazol-2-ylthio]acetate
-
pH 7.5, 22C, recombinant enzyme
0.00339
ethyl 1-[6-chloro-5-[4-difluoromethyl-3-methyl-5-oxo-4,5-dihydro-1,2,4-triazol-1-yl] benzothiazol-2-ylthio]propanoate
-
pH 7.5, 22C, recombinant enzyme
0.00142
ethyl 2-((5-(5-tert-butyl-2-oxo-1,3,4-oxadiazol-2(3H)-yl)-6-fluorobenzothiazol-2-yl)sulfanyl)propanoate
-
pH 7.4, temperature not specified in the publication
0.00009
ethyl 2-(6-(1,3-dioxo-4,5,6,7-tetrahydro-1H-isoindol-2(3H)-yl)-7-fluoro-2-methyl-3-oxo-2H-benzo[b][1,4]oxazin-4(3H)-yl)-2-phenylacetate
-
-
0.00006
ethyl 2-(6-(1,3-dioxo-4,5,6,7-tetrahydro-1H-isoindol-2(3H)-yl)-7-fluoro-2-methyl-3-oxo-2H-benzo[b][1,4]oxazin-4(3H)-yl)acetate
-
-
0.00011
ethyl 2-(6-(1,3-dioxo-4,5,6,7-tetrahydro-1H-isoindol-2(3H)-yl)-7-fluoro-2-methyl-3-oxo-2H-benzo[b][1,4]oxazin-4(3H)-yl)propanoate
-
-
0.000045
ethyl 2-(6-(1,3-dioxo-4,5,6,7-tetrahydro-1H-isoindol-2(3H)-yl)-7-fluoro-3-oxo-2H-benzo[b][1,4]oxazin-4(3H)-yl)butanoate
-
-
0.00012
ethyl 2-(6-(1,3-dioxo-4,5,6,7-tetrahydro-1H-isoindol-2(3H)-yl)-7-fluoro-3-oxo-2H-benzo[b][1,4]oxazin-4(3H)-yl)propanoate
-
-
0.00135
ethyl 2-([5-(5-tert-butyl-2-oxo-1,3,4-oxadiazol-3(2H)-yl)-6-chloro-1,3-benzothiazol-2-yl]sulfanyl)-2-methylpropanoate
-
pH 7.4, temperature not specified in the publication
-
0.00154
ethyl 2-([5-(5-tert-butyl-2-oxo-1,3,4-oxadiazol-3(2H)-yl)-6-fluoro-1,3-benzothiazol-2-yl]sulfanyl)-2-methylpropanoate
-
pH 7.4, temperature not specified in the publication
-
0.00813
ethyl 2-([6-bromo-5-(5-tert-butyl-2-oxo-1,3,4-oxadiazol-3(2H)-yl)-1,3-benzothiazol-2-yl]sulfanyl)propanoate
-
pH 7.4, temperature not specified in the publication
-
0.04807
ethyl 2-[2-chloro-4-fluoro-5-(1-hydroxy-3-oxooctahydro-2H-isoindol-2-yl)phenoxy]propanoate
-
pH not specified in the publication, temperature not specified in the publication
11.02
ethyl 2-[2-chloro-5-(1,3-dioxooctahydro-2H-isoindol-2-yl)-4-fluorophenoxy]propanoate
-
pH not specified in the publication, temperature not specified in the publication
0.00169
ethyl 3-([5-(5-tert-butyl-2-oxo-1,3,4-oxadiazol-3(2H)-yl)-6-chloro-1,3-benzothiazol-2-yl]sulfanyl)butanoate
-
pH 7.4, temperature not specified in the publication
-
0.00025
ethyl 3-([5-(5-tert-butyl-2-oxo-1,3,4-oxadiazol-3(2H)-yl)-6-chloro-1,3-benzothiazol-2-yl]sulfanyl)propanoate
-
pH 7.4, temperature not specified in the publication
-
0.00032
ethyl 3-([5-(5-tert-butyl-2-oxo-1,3,4-oxadiazol-3(2H)-yl)-6-fluoro-1,3-benzothiazol-2-yl]sulfanyl)propanoate
-
pH 7.4, temperature not specified in the publication
-
0.00169
ethyl 3-([6-bromo-5-(5-tert-butyl-2-oxo-1,3,4-oxadiazol-3(2H)-yl)-1,3-benzothiazol-2-yl]sulfanyl)propanoate
-
pH 7.4, temperature not specified in the publication
-
0.00202
ethyl 4-([5-(5-tert-butyl-2-oxo-1,3,4-oxadiazol-3(2H)-yl)-6-chloro-1,3-benzothiazol-2-yl]sulfanyl)butanoate
-
pH 7.4, temperature not specified in the publication
-
0.0007
ethyl 4-([5-(5-tert-butyl-2-oxo-1,3,4-oxadiazol-3(2H)-yl)-6-fluoro-1,3-benzothiazol-2-yl]sulfanyl)butanoate
-
pH 7.4, temperature not specified in the publication
-
0.00583
ethyl 4-([6-bromo-5-(5-tert-butyl-2-oxo-1,3,4-oxadiazol-3(2H)-yl)-1,3-benzothiazol-2-yl]sulfanyl)butanoate
-
pH 7.4, temperature not specified in the publication
-
0.1238
ethyl [2-chloro-4-fluoro-5-(1-hydroxy-3-oxooctahydro-2H-isoindol-2-yl)phenoxy]acetate
-
pH not specified in the publication, temperature not specified in the publication
0.01524
ethyl [2-chloro-5-(1,3-dioxooctahydro-2H-isoindol-2-yl)-4-fluorophenoxy]acetate
-
pH not specified in the publication, temperature not specified in the publication
0.00034
ethyl [[5-(5-tert-butyl-2-oxo-1,3,4-thiadiazol-3(2H)-yl)-6-fluoro-1,3-benzothiazol-2-yl]sulfanyl]acetate
-
pH and temperature not specified in the publication
2.3
Hemin
-
-
0.00748
methyl (2E)-4-([5-(5-tert-butyl-2-oxo-1,3,4-oxadiazol-3(2H)-yl)-6-fluoro-1,3-benzothiazol-2-yl]sulfanyl)but-2-enoate
-
pH 7.4, temperature not specified in the publication
-
0.00107
methyl ([5-(5-tert-butyl-2-oxo-1,3,4-oxadiazol-3(2H)-yl)-6-chloro-1,3-benzothiazol-2-yl]sulfanyl)acetate
-
pH 7.4, temperature not specified in the publication
-
0.00399
methyl ([5-(5-tert-butyl-2-oxo-1,3,4-oxadiazol-3(2H)-yl)-6-fluoro-1,3-benzothiazol-2-yl]sulfanyl)acetate
-
pH 7.4, temperature not specified in the publication
-
0.00746
methyl ([6-bromo-5-(5-tert-butyl-2-oxo-1,3,4-oxadiazol-3(2H)-yl)-1,3-benzothiazol-2-yl]sulfanyl)acetate
-
pH 7.4, temperature not specified in the publication
-
0.01518
methyl 1-[6-chloro-5-[4-difluoromethyl-3-methyl-5-oxo-4,5-dihydro-1,2,4-triazol-1-yl] benzothiazol-2-ylthio]acetate
-
pH 7.5, 22C, recombinant enzyme
0.00122
methyl 2-((5-(1,3-dioxo-4,5,6,7-tetrahydro-1H-isoindol-2(3H)-yl)-6-fluorobenzothiazol-2-yl)thio)acetate
-
pH 7.5, 22C, recombinant enzyme
0.0000398
methyl 2-(6-(1,3-dioxo-4,5,6,7-tetrahydro-1H-isoindol-2(3H)-yl)-7-fluoro-2-methyl-3-oxo-2H-benzo[b][1,4]oxazin-4(3H)-yl)acetate
-
-
0.000049
methyl 2-(6-(1,3-dioxo-4,5,6,7-tetrahydro-1H-isoindol-2(3H)-yl)-7-fluoro-2-methyl-3-oxo-2H-benzo[b][1,4]oxazin-4(3H)-yl)propanoate
-
-
0.0000081
methyl 2-(6-(1,3-dioxo-4,5,6,7-tetrahydro-1H-isoindol-2(3H)-yl)-7-fluoro-3-oxo-2H-benzo[b][1,4]oxazin-4(3H)-yl)butanoate
-
-
0.00108
methyl 2-[5-(4-difluoromethyl-3-methyl-5-oxo-4,5-dihydro-1,2,4-triazol-1-yl)-6-fluoro benzothiazol-2-ylthio]acetate
-
pH 7.5, 22C, recombinant enzyme
0.00225
methyl [[5-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-6-fluoro-1,3-benzothiazol-2-yl]sulfanyl]acetate
-
pH 7.5, 22C, recombinant enzyme
0.00305
methyl [[5-(5-tert-butyl-2-oxo-1,3,4-thiadiazol-3(2H)-yl)-6-fluoro-1,3-benzothiazol-2-yl]sulfanyl]acetate
-
pH and temperature not specified in the publication
0.000034
N-(2-chloro-5-(1,3-dioxo-4,5,6,7-tetrahydro-1H-isoindol-2(3H)-yl)-4-fluorophenylcarbamoyl)-3-(trifluoromethoxy)benzamide
-
-
0.000089
N-(2-chloro-5-(1,3-dioxo-4,5,6,7-tetrahydro-1H-isoindol-2(3H)-yl)-4-fluorophenylcarbamoyl)benzamide
-
-
0.0062
N-(2-chloro-5-(1,3-dioxo-4,5,6,7-tetrahydro-1H-isoindol-2(3H)-yl)phenylcarbamoyl)benzamide
-
-
0.011
oxyfluorfen
-
recombinant wild-type enzyme, pH 7.4, 25C
0.0177
oxyfluorfen
-
recombinant mutant V311M, pH 7.4, 25C
0.00029
phenyl 2-[[5-(1,3-dioxo-1,3,4,5,6,7-hexahydro-2H-isoindol-2-yl)-6-fluoro-1,3-benzothiazol-2-yl]sulfanyl]propanoate
-
pH 7.5, 22C, recombinant enzyme
0.132
phenyl 2-[[5-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-6-fluoro-1,3-benzothiazol-2-yl]sulfanyl]propanoate
-
pH 7.5, 22C, recombinant enzyme
0.0344
phenyl 2-[[5-(5-tert-butyl-2-oxo-1,3,4-thiadiazol-3(2H)-yl)-6-chloro-1,3-benzothiazol-2-yl]sulfanyl]-2-methylpropanoate
-
pH and temperature not specified in the publication
0.012
phenyl 2-[[5-(5-tert-butyl-2-oxo-1,3,4-thiadiazol-3(2H)-yl)-6-chloro-1,3-benzothiazol-2-yl]sulfanyl]propanoate
-
pH and temperature not specified in the publication
0.00346
phenyl 2-[[5-(5-tert-butyl-2-oxo-1,3,4-thiadiazol-3(2H)-yl)-6-fluoro-1,3-benzothiazol-2-yl]sulfanyl]-2-methylpropanoate
-
pH and temperature not specified in the publication
0.0435
phenyl 2-[[6-bromo-5-(5-tert-butyl-2-oxo-1,3,4-thiadiazol-3(2H)-yl)-1,3-benzothiazol-2-yl]sulfanyl]-2-methylpropanoate
-
pH and temperature not specified in the publication
0.173
phenyl 2-[[6-bromo-5-(5-tert-butyl-2-oxo-1,3,4-thiadiazol-3(2H)-yl)-1,3-benzothiazol-2-yl]sulfanyl]propanoate
-
pH and temperature not specified in the publication
0.00166
phenyl 2-[[6-chloro-5-(1,3-dioxo-1,3,4,5,6,7-hexahydro-2H-isoindol-2-yl)-1,3-benzothiazol-2-yl]sulfanyl]-2-methylpropanoate
-
pH 7.5, 22C, recombinant enzyme
0.0008
phenyl 2-[[6-chloro-5-(1,3-dioxo-1,3,4,5,6,7-hexahydro-2H-isoindol-2-yl)-1,3-benzothiazol-2-yl]sulfanyl]propanoate
-
pH 7.5, 22C, recombinant enzyme
0.0859
phenyl 2-[[6-chloro-5-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-1,3-benzothiazol-2-yl]sulfanyl]propanoate
-
pH 7.5, 22C, recombinant enzyme
0.00011
phenyl 3-[[5-(1,3-dioxo-1,3,4,5,6,7-hexahydro-2H-isoindol-2-yl)-6-fluoro-1,3-benzothiazol-2-yl]sulfanyl]propanoate
-
pH 7.5, 22C, recombinant enzyme
0.00552
phenyl 3-[[5-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-6-fluoro-1,3-benzothiazol-2-yl]sulfanyl]propanoate
-
pH 7.5, 22C, recombinant enzyme
0.00128
phenyl 3-[[5-(5-tert-butyl-2-oxo-1,3,4-thiadiazol-3(2H)-yl)-6-chloro-1,3-benzothiazol-2-yl]sulfanyl]propanoate
-
pH and temperature not specified in the publication
0.00589
phenyl 3-[[5-(5-tert-butyl-2-oxo-1,3,4-thiadiazol-3(2H)-yl)-6-fluoro-1,3-benzothiazol-2-yl]sulfanyl]propanoate
-
pH and temperature not specified in the publication
0.00926
phenyl 3-[[5-(5-tert-butyl-2-oxo-1,3,4-thiadiazol-3(2H)-yl)-6-fluoro-1,3-benzothiazol-2-yl]sulfanyl]propanoate
-
pH and temperature not specified in the publication
0.0275
phenyl 3-[[6-bromo-5-(5-tert-butyl-2-oxo-1,3,4-thiadiazol-3(2H)-yl)-1,3-benzothiazol-2-yl]sulfanyl]propanoate
-
pH and temperature not specified in the publication
0.00032
phenyl 3-[[6-chloro-5-(1,3-dioxo-1,3,4,5,6,7-hexahydro-2H-isoindol-2-yl)-1,3-benzothiazol-2-yl]sulfanyl]propanoate
-
pH 7.5, 22C, recombinant enzyme
0.00376
phenyl 3-[[6-chloro-5-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-1,3-benzothiazol-2-yl]sulfanyl]propanoate
-
pH 7.5, 22C, recombinant enzyme
0.0177
phenyl 4-[[5-(5-tert-butyl-2-oxo-1,3,4-thiadiazol-3(2H)-yl)-6-chloro-1,3-benzothiazol-2-yl]sulfanyl]butanoate
-
pH and temperature not specified in the publication
0.00867
phenyl 4-[[5-(5-tert-butyl-2-oxo-1,3,4-thiadiazol-3(2H)-yl)-6-fluoro-1,3-benzothiazol-2-yl]sulfanyl]butanoate
-
pH and temperature not specified in the publication
2.45
phenyl 4-[[6-bromo-5-(5-tert-butyl-2-oxo-1,3,4-thiadiazol-3(2H)-yl)-1,3-benzothiazol-2-yl]sulfanyl]butanoate
-
pH and temperature not specified in the publication
0.00075
phenyl 4-[[6-chloro-5-(1,3-dioxo-1,3,4,5,6,7-hexahydro-2H-isoindol-2-yl)-1,3-benzothiazol-2-yl]sulfanyl]butanoate
-
pH 7.5, 22C, recombinant enzyme
0.00025
phenyl [[5-(1,3-dioxo-1,3,4,5,6,7-hexahydro-2H-isoindol-2-yl)-6-fluoro-1,3-benzothiazol-2-yl]sulfanyl]acetate
-
pH 7.5, 22C, recombinant enzyme
0.00582
phenyl [[5-(5-tert-butyl-2-oxo-1,3,4-thiadiazol-3(2H)-yl)-6-chloro-1,3-benzothiazol-2-yl]sulfanyl]acetate
-
pH and temperature not specified in the publication
0.0156
phenyl [[6-bromo-5-(5-tert-butyl-2-oxo-1,3,4-thiadiazol-3(2H)-yl)-1,3-benzothiazol-2-yl]sulfanyl]acetate
-
pH and temperature not specified in the publication
0.00166
phenyl [[6-chloro-5-(1,3-dioxo-1,3,4,5,6,7-hexahydro-2H-isoindol-2-yl)-1,3-benzothiazol-2-yl]sulfanyl]acetate
-
pH 7.5, 22C, recombinant enzyme
0.00217
propan-2-yl ([5-(5-tert-butyl-2-oxo-1,3,4-oxadiazol-3(2H)-yl)-6-chloro-1,3-benzothiazol-2-yl]sulfanyl)acetate
-
pH 7.4, temperature not specified in the publication
-
0.00117
propan-2-yl ([5-(5-tert-butyl-2-oxo-1,3,4-oxadiazol-3(2H)-yl)-6-fluoro-1,3-benzothiazol-2-yl]sulfanyl)acetate
-
pH 7.4, temperature not specified in the publication
-
0.00597
propan-2-yl ([6-bromo-5-(5-tert-butyl-2-oxo-1,3,4-oxadiazol-3(2H)-yl)-1,3-benzothiazol-2-yl]sulfanyl)acetate
-
pH 7.4, temperature not specified in the publication
-
0.00021
propan-2-yl [[5-(1,3-dioxo-1,3,4,5,6,7-hexahydro-2H-isoindol-2-yl)-6-fluoro-1,3-benzothiazol-2-yl]sulfanyl]acetate
-
pH 7.5, 22C, recombinant enzyme
0.0015
propan-2-yl [[5-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-6-fluoro-1,3-benzothiazol-2-yl]sulfanyl]acetate
-
pH 7.5, 22C, recombinant enzyme
0.00126
propan-2-yl [[5-(5-tert-butyl-2-oxo-1,3,4-thiadiazol-3(2H)-yl)-6-fluoro-1,3-benzothiazol-2-yl]sulfanyl]acetate
-
pH and temperature not specified in the publication
0.00098
propyl ([5-(5-tert-butyl-2-oxo-1,3,4-oxadiazol-3(2H)-yl)-6-chloro-1,3-benzothiazol-2-yl]sulfanyl)acetate
-
pH 7.4, temperature not specified in the publication
-
0.0007
propyl ([5-(5-tert-butyl-2-oxo-1,3,4-oxadiazol-3(2H)-yl)-6-fluoro-1,3-benzothiazol-2-yl]sulfanyl)acetate
-
pH 7.4, temperature not specified in the publication
-
0.0031
propyl ([6-bromo-5-(5-tert-butyl-2-oxo-1,3,4-oxadiazol-3(2H)-yl)-1,3-benzothiazol-2-yl]sulfanyl)acetate
-
pH 7.4, temperature not specified in the publication
-
0.00028
propyl [[5-(1,3-dioxo-1,3,4,5,6,7-hexahydro-2H-isoindol-2-yl)-6-fluoro-1,3-benzothiazol-2-yl]sulfanyl]acetate
-
pH 7.5, 22C, recombinant enzyme
0.00124
propyl [[5-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-6-fluoro-1,3-benzothiazol-2-yl]sulfanyl]acetate
-
pH 7.5, 22C, recombinant enzyme
0.00131
propyl [[5-(5-tert-butyl-2-oxo-1,3,4-thiadiazol-3(2H)-yl)-6-fluoro-1,3-benzothiazol-2-yl]sulfanyl]acetate
-
pH and temperature not specified in the publication
0.00008
S-(5-(1,3-dioxo-4,5,6,7-tetrahydro-1H-isoindol-2(3H)-yl)-6-fluorobenzothiazol-2-yl) O-methyl carbonothioate
-
pH 7.5, 22C, recombinant enzyme
0.00058
S-5-[4-difluoromethyl-3-methyl-5-oxo-4,5-dihydro-1,2,4-triazol-1-yl]-6-fluorobenzothiazol-2-yl O-ethyl carbonothioate
-
pH 7.5, 22C, recombinant enzyme
0.00029
S-5-[4-difluoromethyl-3-methyl-5-oxo-4,5-dihydro-1,2,4-triazol-1-yl]-6-fluorobenzothiazol-2-yl O-methyl carbonothioate
-
pH 7.5, 22C, recombinant enzyme
0.00051
S-[5-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-6-fluoro-1,3-benzothiazol-2-yl] O-phenyl carbonothioate
-
pH 7.5, 22C, recombinant enzyme
0.00033
S-[5-(5-tert-butyl-2-oxo-1,3,4-oxadiazol-3(2H)-yl)-6-chloro-1,3-benzothiazol-2-yl] O-ethyl carbonothioate
-
pH 7.4, temperature not specified in the publication
0.0013
S-[5-(5-tert-butyl-2-oxo-1,3,4-oxadiazol-3(2H)-yl)-6-fluoro-1,3-benzothiazol-2-yl] O-ethyl carbonothioate
-
pH 7.4, temperature not specified in the publication
0.00072
S-[5-(5-tert-butyl-2-oxo-1,3,4-oxadiazol-3(2H)-yl)-6-fluoro-1,3-benzothiazol-2-yl] O-methyl carbonothioate
-
pH 7.4, temperature not specified in the publication
0.0002
S-[5-(5-tert-butyl-2-oxo-1,3,4-thiadiazol-3(2H)-yl)-6-chloro-1,3-benzothiazol-2-yl] O-phenyl carbonothioate
-
pH and temperature not specified in the publication
0.00004
S-[5-(5-tert-butyl-2-oxo-1,3,4-thiadiazol-3(2H)-yl)-6-fluoro-1,3-benzothiazol-2-yl] O-ethyl carbonothioate
-
pH and temperature not specified in the publication
0.00052
S-[6-chloro-5-(1,3-dioxo-1,3,4,5,6,7-hexahydro-2H-isoindol-2-yl)-1,3-benzothiazol-2-yl] O-methyl carbonothioate
-
pH 7.5, 22C, recombinant enzyme
0.00047
S-[6-chloro-5-(1,3-dioxo-1,3,4,5,6,7-hexahydro-2H-isoindol-2-yl)-1,3-benzothiazol-2-yl] O-phenyl carbonothioate
-
pH 7.5, 22C, recombinant enzyme
0.00003
sulfentrazone
-
pH 7.5, 22C, recombinant enzyme
0.00072
sulfentrazone
-
pH not specified in the publication, temperature not specified in the publication
0.00072
sulfentrazone
-
pH 7.4, temperature not specified in the publication
0.00084
tert-butyl ([5-(5-tert-butyl-2-oxo-1,3,4-oxadiazol-3(2H)-yl)-6-chloro-1,3-benzothiazol-2-yl]sulfanyl)acetate
-
pH 7.4, temperature not specified in the publication
-
0.00159
tert-butyl ([5-(5-tert-butyl-2-oxo-1,3,4-oxadiazol-3(2H)-yl)-6-fluoro-1,3-benzothiazol-2-yl]sulfanyl)acetate
-
pH 7.4, temperature not specified in the publication
-
0.00018
tert-butyl [[5-(1,3-dioxo-1,3,4,5,6,7-hexahydro-2H-isoindol-2-yl)-6-fluoro-1,3-benzothiazol-2-yl]sulfanyl]acetate
-
pH 7.5, 22C, recombinant enzyme
0.00392
methyl [[6-chloro-5-(1,3-dioxo-1,3,4,5,6,7-hexahydro-2H-isoindol-2-yl)-1,3-benzothiazol-2-yl]sulfanyl]acetate
-
pH 7.5, 22C, recombinant enzyme
additional information
additional information
-
pI50 values of H-pyrazolo[3,4-d][1,2,3]triazin-4-one derivative inhibitors, overview
-
additional information
additional information
-
pI50 values of 3H-pyrazolo[3,4-d][1,2,3]triazin-4-one derivative inhibitors, overview
-
IC50 VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
0.133
acifluorfen
-
pH 7.5, 22C, recombinant mutant Y366H
0.173
acifluorfen
-
pH 7.5, 22C, recombinant mutant Y366A
0.183
acifluorfen
-
pH 7.5, 22C, recombinant wild-type enzyme
0.617
acifluorfen
-
pH 7.5, 22C, recombinant mutant Y366E
additional information
additional information
-
pI50 values of 5(3)-amino-N-phenyl-1H-pyrazole-4-carboxamide derivative inhibitors, overview
-
SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
0.0000007167
-
-
0.000005
-
enzyme-deficient mutant
0.00003
-
wild-type
0.0001
-
purified enzyme
0.0006
-
mitochondrial fraction
0.0023
-
recombinant wild-type enzyme
0.0026
-
purified enzyme
0.0087
-
partially purified enzyme
0.012
-
purified enzyme from etioplasts
0.015
-
purified enzyme from mitochondria
0.038
-
purified enzyme
0.14
-
purified enzyme
0.62
-
recombinant mutant Y348C
0.67
-
purified enzyme
1.26
-
recombinant mutant R168C
2.69
-
recombinant mutant R59K
3.04
-
recombinant mutant G14A
7.15
-
recombinant wild-type enzyme
additional information
-
-
additional information
-
activity in chloroplast of wild-type and transgenic cells is similar for both isozymes, while the transgenic mitochondria show 5.3fold higher activity than those from the wild-type
additional information
-
activity of mutant enzymes, overview
additional information
-
-
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
7.3 - 7.8
-
assay at
7.4
-
recombinant wild-type enzyme
7.4
Q0NZW5, Q0NZW6
assay at; assay at
7.4
-
assay at
7.4
-
assay at
7.5 - 8.7
-
-
7.5
-
recombinant mutant V311M
7.5
-
assay at
7.8
-
mutant Y348C
8
P72793
assay at
8.2
-
except for mutant Y348C
8.6 - 8.8
-
-
pH RANGE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
2 - 8
-
at pH 2 and pH 10 less than 10% of activity
6.5 - 11.5
-
-
6.5 - 8.5
-
-
7 - 10.5
-
-
TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
22
-
assay at room temperature
22
P72793
assay at room temperature
22
-
assay at room temperature
22
-
assay at room temperature
25 - 30
-
assay at
TEMPERATURE RANGE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
10 - 40
-
low activity below 10C, no activity at 45C
SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
SOURCE
-
photomixotrophic cells
Manually annotated by BRENDA team
-
untransformed and transgenic lines
Manually annotated by BRENDA team
-
parietal cells
Manually annotated by BRENDA team
-
interstitial cells
Manually annotated by BRENDA team
-
transgenic cell with 150fold greater resistance to inhibitor S23142
Manually annotated by BRENDA team
additional information
-
immunohistochemic determination of tissue distribution, overview
Manually annotated by BRENDA team
LOCALIZATION
ORGANISM
UNIPROT
COMMENTARY
GeneOntology No.
LITERATURE
SOURCE
synthetic construct
AY916795
-
Manually annotated by BRENDA team
-
stromal side of thylakoid membrane
Manually annotated by BRENDA team
-
enzyme possesses a chloroplastic transit peptide which is cleaved off during maturation in the chloroplast
Manually annotated by BRENDA team
O24164
isozyme PPO1, thylakoid and envelope membranes
Manually annotated by BRENDA team
Q9ZTA7
exclusively, PPO does not significantly differ in light- and dark-grown cells
Manually annotated by BRENDA team
-
greatly increased Protox activity in transgenic rice as compared to wild-type
Manually annotated by BRENDA team
-
prominent increase of Protox activity in transgenic rice plant lines TTS3 and TTS4 relative to the wild-type, increase is lower than that in transgenic line M4
Manually annotated by BRENDA team
O24164
isozymes PPO1 and PPO2, binding domain and structure
Manually annotated by BRENDA team
-
membrane interaction/orientation
Manually annotated by BRENDA team
P50336
analysis of mitochondrial targeting sequences of wild-type and mutant enzymes, overview
Manually annotated by BRENDA team
synthetic construct
AY916795
-
Manually annotated by BRENDA team
-
mitochondrial isozyme
Manually annotated by BRENDA team
-
lipid bilayer of inner membrane
Manually annotated by BRENDA team
-
lipid bilayer of inner membrane
Manually annotated by BRENDA team
-
lipid bilayer of inner membrane
Manually annotated by BRENDA team
O24164
isozyme PPO2, outer surface of the inner membrane
Manually annotated by BRENDA team
-
greatly increased Protox activity in transgenic rice as compared to wild-type
Manually annotated by BRENDA team
-
prominent increase of Protox activity in transgenic rice plant lines TTS3 and TTS4 relative to the wild-type, increase is lower than that in transgenic line M4
Manually annotated by BRENDA team
-
PPO is localized in human mitochondria, but is not found in mitochondria when expressed in rice leaves
Manually annotated by BRENDA team
-
Bacillus subtilis PPO is unique among PPO family members in that it is a soluble monomer
-
Manually annotated by BRENDA team
additional information
-
activity in chloroplast of wild-type and transgenic cells is similar for both isozymes, while the transgenic mitochondria show 5.3fold higher activity than those from the wild-type
-
Manually annotated by BRENDA team
MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
32000
-
gel filtration
390986
33000
-
gel filtration
390981
36000
-
SDS-PAGE
390991
48000
-
immunoblot analysis, transgenic lines TTS3 and TTS4, presumably breakdown products of Protox
676308
49390
-
calculated from amino acid sequence
391005
50000
-
SDS-PAGE
391005
50000
-
immunoblot analysis, transgenic lines TTS3 and TTS4
676308
51000
-
SDS-PAGE
391004
51000
-
calculated from amino acid sequence
391007
51000
-
SDS-PAGE
689568
53000
-
SDS-PAGE, plastidal enzyme
391009
54000
-
gel filtration
391011
54900
Q9ZTA7
sequence analysis, mature protein
666643
55000
-
SDS-PAGE
391001
56000
-
SDS-PAGE
391011
57000
-
SDS-PAGE
390992
59000
-
SDS-PAGE, mitochondrial enzyme
391009
59000
Q9ZTA7
SDS-PAGE, purified enzyme
666643
59670
-
calculated from amino acid sequence
391006
59800
Q9ZTA7
sequence analysis, precursor protein
666643
59930
-
calculated from amino acid sequence
391014
60000
-
SDS-PAGE
391014
60000
-
SDS-PAGE, gel filtration
391015
65000
-
gel filtration, SDS-PAGE
390990
100000
-
gel filtration
391004
100000
-
gel filtration
391005
100000
-
gel filtration
391007
148000
-
gel filtration
390988
180000
-
gel filtration
390982
210000
-
gel filtration
390991
SUBUNITS
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
?
-
x * 51000, SDS-PAGE
?
-
x * 56000, recombinant wild-type enzyme and mutant V311M, SDS-PAGE
dimer
-
2 * 51000, SDS-PAGE
dimer
-
2 * 51000, SDS-PAGE, gel filtration
dimer
-
2 * 50000, SDS-PAGE, gel filtration
dimer
-
2 * 51000 calculated MW, gel filtration
dimer
O24164
2 * 55000, crystal structure
hexamer
-
2 * 12000 + 2 * 18500 + 2 * 57000 SDS-PAGE
monomer
-
gel filtration, SDS-PAGE
monomer
-
gel filtration, SDS-PAGE
monomer
Q9ZTA7
1 * 59000, SDS-PAGE, purified enzyme
monomer
-
crystallographic studies
monomer
-
Bacillus subtilis PPO is unique among PPO family members in that it is a soluble monomer
additional information
O24164
dimer interface structure, domain structure, overview
additional information
-
secondary structure analysis, wild-type and mutant enzymes, structure/function relationship mutant R59W
additional information
-
analysis of the enzyme in complex with ferrochelatase by mass spectrometry and immunohistochemical determination, overview
additional information
-
modeling and docking studies and structure-function relationship, overview. Homology modelling and structure comparisons, overview
additional information
-
Gly210 plays a key role in the alphaL helix-capping motif at the C-terminus of the alpha-8 helix which helps to stabilize the helix
additional information
-
prototypical PPO enzyme structure consists of three domains: a FAD-binding domain, a substrate binding domain and a membrane-binding domain, structure analysis and comparison, overview
POSTTRANSLATIONAL MODIFICATION
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
additional information
P50336
analysis of mitochondrial targeting sequences of wild-type and mutant enzymes, overview
additional information
-
determination of cleavage sites
Crystallization/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
purified native and SeMet-labeled enzyme in complex with inhibitor acifluorfen, sitting-drop, vapor-diffusion method, 10 mg/ml wild-type bsPPO protein in 50 mM TrisHCl, pH 7.5, 200 mM sodium chloride, 5 mM DTT, 1 mM EDTA, and acifluorfen in a 1:5 ratio, equilibrating against a reservoir solution of 2.4 M ammonium phosphate dibasic, 0.1 M Tris-HCl, pH 7.5, 1 week, 20C, X-ray diffraction structure determination and analysis at 2.8-3.5 A resolution
-
crystal structure analysis
-
by the hanging drop vapor diffusion method at 16C in the dark
-
purified selenomethionine-labeled, recombinant mitochondrial isozyme PPO2 free or in complex with inhibitor 4-bromo-3-(5'-carboxy-4'-chloro-2'-fluoro-phenyl)-1-methyl-5-trifluoromethyl-pyrazol and with FAD, protein solution contains protein, 5 mM Tris-HCl, pH 8.0, 0.1% Triton X-100, 50 mM sodium chloride, hanging drop vapour diffusion method, 18C, precipitant solution contains 10% PEG 1000, 0.1 M sodium citrate-HCl, pH 4.0, and 0.2 M sodium chloride, 2 days, selenium single anomalous X-ray diffraction structure determination and analysis at 2.9 A resolution, molecular modelling
O24164
pH STABILITY
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
4 - 9.5
-
unstable at higher and lower pH
390982
additional information
-
unstable on acidification
390991
TEMPERATURE STABILITY
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
40
-
inactivated above 40C
390982
40
-
recombinant wild-type and mutants, stable at
654874
45
-
inactivated above 45C, half maximal activity after 100 min
390981
47.6
-
50% inactivation of mutant R168C
654874
50.2
-
50% inactivation of mutant Y348C
654874
53
-
50% inactivation of mutant R59W
654874
54.2
-
50% inactivation of mutant R59I
654874
55
-
60 min at 55C causes 80% loss of activity
390991
56.3
-
50% inactivation of mutant R59K
654874
56.8
-
50% inactivation of recombinant wild-type enzyme
654874
57
-
50% inactivation of mutant G14A
654874
60.3
-
50% inactivation of mutant R59S
654874
GENERAL STABILITY
ORGANISM
UNIPROT
LITERATURE
dithiothreitol stabilizes better than glutathione
-
insensitive to trypsin digestion
-
sensitive on proteolytic digestion in presence of detergents, sensitivity significantly reduced in intact membrane fragments
-
stable on dialysis
-
stable on freezing and thawing
-
sensitive towards trypsin and chymotrypsin
-
stable on dialysis
-
STORAGE STABILITY
ORGANISM
UNIPROT
LITERATURE
4C, stable for days, slow proteolysis
-
-20C, in presence of 20% glycerol, several months, minimal loss of activity
-
-80C, after freezing in liquid nitrogen, no loss of activity within 30 days
-
-20C, Tris-HCl buffer, pH 7.0, 50% glycerol
-
-20C, stable for several months
-
0-4C, stable for 1 week
-
-20C, in 50 mM Tris-HCl in presence of 20% glycerol and 1 mM EDTA, several months, no loss of activity
-
-80C, 0.1 M phosphate buffer, 1 mM EDTA, 1 mM dithiothreitol, 0.07 mg/ml phenylmethylsulfonyl fluoride, months, no loss of activity
-
-20C, TrisHCl buffer, pH 7.0, 50% glycerol
synthetic construct
AY916795
Purification/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
by gel filtration
-
cloned enzyme
-
recombinant His-tagged enzyme from Escherichia coli by nickel affinity chromatography
-
recombinant His-tagged wild-type and mutant V311M from Escherichia coli by nickel affinity chromatography
-
recombinant wild-type and mutant enzymes from Escherichia coli strain XL-1 Blue inclusion bodies
-
by gel filtration
-
recombinant His-tagged enzyme from Escherichia coli strain JM109 by nickel affinity chromatography
-
recombinant wild-type and mutant enzymes from Escherichia coli strain JM109, to homogeneity
-
by gel filtration
-
cloned enzyme
-
both isozymes partially from cell culture of wild-type and transgenic cells, by chloroplast and mitochondria fractionation, detergent solubilization, and ultracentrifugation
-
Ni-IDA resin column chromatography; to apparent homogeneity by Ni-IDA resin
-
recombinant thioredoxin- and His-tagged, selenomethionine-labeled enzyme from Escherichia coli by nickel affinity chromatography, 3-step purification process
O24164
by affinity chromatography
synthetic construct
AY916795
recombinant His-tagged enzyme from Escherichia coli strain BL21(DE3) by cobalt affinity chromatography
-
native enzyme from etioplasts and chloroplasts, recombinant enzyme from an Escherichia coli thioredoxin-deficient strain
-
Cloned/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
overexpression in Escherichia coli JM109 cells
-
expression of His-tagged enzyme in Escherichia coli
-
expression of the enzyme in transgenic rice plants using Agrobacterium tumefaciens transformation system
-
expression of wild-type and mutant enzymes in Escherichia coli strain XL-1 Blue in inclusion bodies
-
expression of wild-type and mutant V311M as His-tagged enzymes in Escherichia coli strain BL21(DE3)
-
in Escherichia coli, His-tag inserted for purification
-
one mutant lacks protoporphyrinogen oxidase activity
-
gene hemG, DNA and amino acid sequence determination and analysis
-
overexpressed in Escherichia coli using the pQE30 expression vector, complementation of Escherichia coli hemG and hemH mutant strains
Q9ZTA7
some clones resistant against S-23142-inhibition
-
DNA and amino acid sequence determination and analysis, expression of wild-type and mutant enzymes in Escherichia coli and as GFP-fusion proteins in COS-1 cells
P50336
expressed in Oryza sativa chloroplasts
-
expression of the His-tagged enzyme in Escherichia coli strain JM109
-
expression of wild-type and mutant enzymes in Escherichia coli enzyme-deficient strain SAS38X which is not able to grow without exogenously added heme, complementation study, comparison of missense mutations in the human PPOX gene with the equivalent positions of other species' genes
-
expression of wild-type and mutant enzymes in Escherichia coli strain JM109
-
gene PPOX, genetic analysis of variegate porphyria, VP, an acute hepatic porphyria, in Italy
-
in Escherichia coli
-
in Escherichia coli, His-tag inserted for purification
-
overexpression in Escherichia coli JM109 cells
-
wild-type and mutant cDNAs cloned into the pEGFP-N1 vector and transiently transfected into HepG2 cells
-
expressed in Oryza sativa cultivar Dongjin
-
expressed in Oryza sativa line M4 chloroplasts and mitochondria
-
expression in transgenic rice plant lines M4 and and M7
-
full-length cDNA encoding Protox fused to a plastidal transit sequence at its N-terminus and subcloned into pGA1611 under the control of the constitutive maize ubiquitin promoter, with the hygromycin phosphotransferase gene as a selectable marker, overexpression in transgenic rice plants
-
in Escherichia coli His-tag inserted for purification
-
overexpression in Escherichia coli JM109 cells
-
overexpression in T2 homozygous transgenic plants under the control of the constitutive maize ubiquitin promoter
-
pMx-PPO vector transfected into and maintained in Escherichia coli JM109 cells
-
expressed in Escherichia coli strain BL21(DE3)RIL; expression in Escherichia coli BL21(DE3)RIL containing the original or mutated pET32a-PPO2 plasmids
-
expression of the thioredoxin- and His-tagged enzyme in Escherichia coli strain B834(DE3), selenomethionine labeling in the auxothrophic strain
O24164
in Escherichia coli
-
overproduction of mitochondrial isozyme by gene amplification in photomixotrophic cells
-
in Escherichia coli
-
gene hemY or slr1790, DNA and amino acid sequence determination and analysis
P72793
cloned into plasmid pET28(b), expression in Escherichia coli BL21(DE3), subcloned into pGA1611 under the control of constitutive maize ubiquitin promoter and expressed in transgenic rice plant lines S11 and S19
synthetic construct
AY916795
expression of the His-tagged enzyme in Escherichia coli strain BL21(DE3), subcloning in Escherichia coli strain DH10b
-
enzyme is nuclearly encoded, DNA sequence determination and analysis of native, recombinant, and processed enzyme, expression in Escherichia coli
-
ENGINEERING
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
F227R
-
the mutant shows reduced activity compared to the wild-type enzyme
I176A
-
the mutant shows reduced activity compared to the wild-type enzyme
P64A
-
the mutant shows reduced activity compared to the wild-type enzyme
V311M
-
site-directed mutagenesis, mutant shows similar kinetics compared to the wild-type enzyme, but slightly decreased activity dependent on pH, and NaCl, Tween 20, and imidazole concentrations
Y366A
-
site-directed mutagenesis, the mutant enzyme shows 10% of wild-type enzyme activity
Y366E
-
site-directed mutagenesis, the mutant enzyme shows 1% of wild-type enzyme activity
Y366H
-
site-directed mutagenesis, the mutant enzyme shows 10% of wild-type enzyme activity
G58S
-
naturally occuring mutation, suppresses the reduced infectivity caused by treatment with IS-INP0341, an iron-saturated salicylidene acylhydrazide SAH INP0341
G58S
Chlamydia trachomatis LGV-L2 434/Bu
-
naturally occuring mutation, suppresses the reduced infectivity caused by treatment with IS-INP0341, an iron-saturated salicylidene acylhydrazide SAH INP0341
-
V389M
-
resistant against inhibition with S-23142, no changes in phenotype
A172V
-
site-directed mutagenesis, 99.8% reduced activity compared to the wild-type enzyme, 99% complementation of enzyme-deficient Escherichia coli strain SAS38X
A433P
-
reduced activity
D143V
-
site-directed mutagenesis, 99.6% reduced activity compared to the wild-type enzyme, 89% complementation of enzyme-deficient Escherichia coli strain SAS38X
del281H
-
site-directed mutagenesis, inactive mutant, no complementation of enzyme-deficient Escherichia coli strain SAS38X
F331A
-
site-directed mutagenesis of ring A, the mutant shows decreased activity compared to the wild-type enzyme
F331T
-
site-directed mutagenesis of ring A, the mutant shows increased activity compared to the wild-type enzyme
G11A
-
site-directed mutagenesis, 0.02% activity compared to the wild-type enzyme
G14A
-
site-directed mutagenesis, 42.6% activity compared to the wild-type enzyme
G169A
-
site-directed mutagenesis of ring C, the mutant shows decreased activity compared to the wild-type enzyme
G232R
-
site-directed mutagenesis, inactive mutant, no complementation of enzyme-deficient Escherichia coli strain SAS38X
G40E
-
site-directed mutagenesis, inactive mutant, no complementation of enzyme-deficient Escherichia coli strain SAS38X
G453R
-
site-directed mutagenesis, nearly inactive mutant, but 89% complementation of enzyme-deficient Escherichia coli strain SAS38X
G453V
-
site-directed mutagenesis, inactive mutant, no complementation of enzyme-deficient Escherichia coli strain SAS38X
G9A
-
site-directed mutagenesis, 0.52% activity compared to the wild-type enzyme
H20A
-
targets the mitochondrion
H20E
-
targets the mitochondrion
H20G
-
targets the mitochondrion
H20K
-
targets the mitochondrion
H20P
-
site-directed mutagenesis, 0.16% activity compared to the wild-type enzyme
H20P
-
abolishes mitochondrial targeting, presumably through disruption of the protoporphyrinogen oxidase alpha-helix
H20S
-
targets the mitochondrion
I12T
P50336
naturally occurring mutation in a finnish variegate porphyria patient, genotype-phenotype analysis, highly reduced activity
I283N
-
naturally occurring mutation involved in pathology of variegate porphyria
L154P
-
site-directed mutagenesis, 99.6% reduced activity compared to the wild-type enzyme, 93% complementation of enzyme-deficient Escherichia coli strain SAS38X
L15F
-
site-directed mutagenesis, 97.4% reduced activity compared to the wild-type enzyme, 49% complementation of enzyme-deficient Escherichia coli strain SAS38X
L166N
-
site-directed mutagenesis of ring C, the mutant shows decreased activity compared to the wild-type enzyme
L295P
-
site-directed mutagenesis, inactive mutant, no complementation of enzyme-deficient Escherichia coli strain SAS38X
L334V
-
site-directed mutagenesis of ring A, the mutant shows highly increased activity compared to the wild-type enzyme
L401F
P50336
naturally occurring mutation in a finnish variegate porphyria patient, genotype-phenotype analysis, inactive mutant
L444P
-
site-directed mutagenesis, inactive mutant, no complementation of enzyme-deficient Escherichia coli strain SAS38X
L73P
-
site-directed mutagenesis, 97.6% reduced activity compared to the wild-type enzyme, complete complementation of enzyme-deficient Escherichia coli strain SAS38X
L85P
-
site-directed mutagenesis, inactive mutant, no complementation of enzyme-deficient Escherichia coli strain SAS38X
M368K
-
site-directed mutagenesis of ring A, the mutant shows increased activity compared to the wild-type enzyme
R152C
P50336
naturally occurring mutation in a finnish variegate porphyria patient, genotype-phenotype analysis, highly reduced activity
R152C
-
site-directed mutagenesis, 99.4% reduced activity compared to the wild-type enzyme, 86% complementation of enzyme-deficient Escherichia coli strain SAS38X
R168C
-
reduced activity
R168C
-
site-directed mutagenesis, 17.5% activity compared to the wild-type enzyme
R168C
-
targets the mitochondrion
R168H
-
site-directed mutagenesis, 99.8% reduced activity compared to the wild-type enzyme, 68% complementation of enzyme-deficient Escherichia coli strain SAS38X
R168S
-
site-directed mutagenesis of ring A, the mutant shows decreased activity compared to the wild-type enzyme
R38P
-
site-directed mutagenesis, 99.2% reduced activity compared to the wild-type enzyme, 59% complementation of enzyme-deficient Escherichia coli strain SAS38X
R59I
-
site-directed mutagenesis, 1.5% activity compared to the wild-type enzyme
R59K
-
site-directed mutagenesis, 37.6% activity compared to the wild-type enzyme
R59S
-
site-directed mutagenesis, 2.6% activity compared to the wild-type enzyme
R59W
-
significantly decreased activity, causes variagate porphyria
R59W
-
reducued activity, lacks FAD-cofactor
R59W
-
site-directed mutagenesis, 0.28% activity compared to the wild-type enzyme, highly reduced FAD binding
R59W
-
targets the mitochondrion
R97G
-
site-directed mutagenesis of ring A, the mutant shows increased activity compared to the wild-type enzyme
S350P
-
site-directed mutagenesis, inactive mutant, no complementation of enzyme-deficient Escherichia coli strain SAS38X
V158M
-
site-directed mutagenesis, 91.8% reduced activity compared to the wild-type enzyme, 97% complementation of enzyme-deficient Escherichia coli strain SAS38X
V170T
-
site-directed mutagenesis of ring B, the mutant shows increased activity compared to the wild-type enzyme
V282D
-
site-directed mutagenesis, inactive mutant, no complementation of enzyme-deficient Escherichia coli strain SAS38X
V290L
-
site-directed mutagenesis, 98.8% reduced activity compared to the wild-type enzyme, 93% complementation of enzyme-deficient Escherichia coli strain SAS38X
V335G
-
site-directed mutagenesis, inactive mutant, no complementation of enzyme-deficient Escherichia coli strain SAS38X
V84G
-
site-directed mutagenesis, 99.8% reduced activity compared to the wild-type enzyme, 88% complementation of enzyme-deficient Escherichia coli strain SAS38X
F329E
-
shows increased activity
F392E
-
site-directed mutagenesis
F392E
-
inferior binding of the substrate, but increased turnover rate than wild-type
F392H
-
does not reveal detectable enzyme activity indicating an important role of Phe392 in substrate ring A stacking, no detectable enzyme activity
L356N
-
site-directed mutagenesis
L356N
-
an only slightly inferior binding capacity compared with the wild-type and comparable catalytic PPO2 activities, shows increased activity
L356V
-
site-directed mutagenesis
L356V
-
increased Km value, once the substrate is bound, catalysis is enhanced, shows increased activity
L372N
-
site-directed mutagenesis
L372N
-
an only slightly inferior binding capacity compared with the wild-type and comparable catalytic PPO2 activities, shows increased activity
L372V
-
site-directed mutagenesis
N67R
-
inferior substrate binding, acceptable catalytic efficiency, shows increased activity
N67R/S374D
-
almost wild-type level Km value, shows increased activity
N67W
-
does not reveal detectable enzyme activity
N67W/S374D
-
significantly reduced enzyme activity, shows increased activity, structural constellation mimicking the human disease variegate porphyria
N6W
-
no detectable enzyme activity
R98A
-
8fold increased Km value, improved turnover, shows increased activity
R98A
-
site-directed mutagenesis, the mutant has a 60fold increased catalytic activity compared to the wild-type enzyme
R98E
-
site-directed mutagenesis
R98E
-
inferior substrate binding, improved turnover, shows increased activity
R98K
-
site-directed mutagenesis
R98K
-
improved turnover, shows increased activity
K424E
-
inactive
L422P
-
inactive
additional information
Q0NZW5, Q0NZW6
identification of the rare naturally occuring Gly210 deletion in PPO from herbicide-resistant Amaranthus tuberculatus. this deletion does not affect the affinity of protoporphyrinogen IX nor the FAD content, but decreases the catalytic efficiency of the enzyme. The mutant shows a significant increase in the Kis for inhibitors and a switch in their interactions from competitive to mixed-type inhibition
K71A
-
the mutant shows reduced activity compared to the wild-type enzyme
additional information
-
construction of transgenic Oryza sativa plants, enzyme is targeted to the cytoplasm or the chloroplasts, mutant plant show higher enzyme and photosynthetic activities, phenotype alterations compared to wild-type plants, e.g. narrower and more horizontal leaves or increased number of tiller buds, overview
additional information
-
Bacillus subtilis Protox gene Agrobacterium-mediated transformation into rice T3 transgenic lines, Protox activity is 56% higher in the transgenic line than in wild-type rice, indicating that Bacillus subtilis Protox gene produces an enzyme that is functionally active in transgenic rice line
M368Q
-
site-directed mutagenesis of ring A, the mutant shows decreased activity compared to the wild-type enzyme
additional information
P50336
construction of frameshift, deletion and insertion mutants, construction of N-terminally truncated mutants, determination of subcellular localization in expressing COS-1 cells, genotype-phenotype analysis of naturally occurring mutations in a finnish variegate porphyria patients, overview
additional information
-
identification of 9 mutation, including nonsense and deletion mutations, in the enzyme-encoding gene PPOX in italian population, mutations are associated with variegate porphyria, VP
additional information
-
identification of several mutations of the enzyme encoding gene, responsible for variegate porphyria, overview
additional information
-
constructs with reduction to 12 residues (PPOX12-GFP) and then subsequent increases to 14 (PPOX14-GFP), 15 (PPOX15-GFP) and 16 (PPOX16-GFP) residue constructs, lead to an abolition of mitochondrial targeting, however, a 17-residue construct (PPOX17-GFP) does effect mitochondrial targeting
additional information
-
detection of a naturally mutation designated 1082-1083insC in the Swiss population that is responsible for the variegate porphyria, an autosomal dominant genetic defectand one of the acute hepatic porphyrias, overview
Y348C
-
site-directed mutagenesis, 8.6% activity compared to the wild-type enzyme
additional information
-
transgenic rice plant lines expressing Protox with and without the tobacco plastidal transit sequence, expression level in transgenic lines TTS3 and TTS4 are lower than that in transgenic line M4
L372V
-
increased Km value, once the substrate is bound, catalysis is enhanced, shows increased activity
additional information
O24163
transgenic lines, expression levels of PPOX I mRNA and protein and the cellular enzyme activities are reduced to similar extents in transgenic plants grown under low- or high-light conditions, more necrotic leaf lesions are surprisingly generated under low- than under high-light exposure
S374D
-
increased turnover rate, shows increased activity
additional information
-
Bacillus subtilis Protox gene Agrobacterium-mediated transformation into rice T3 transgenic lines
additional information
-
T2 homozygous transgenic plants expressing the Myxococcus xanthus Protox under the control of the constitutive maize ubiquitin promoter
L422P/K424E
-
double mutant, inactive
additional information
P72793
construction of the slr1790 gene-disruption mutants, functional genetic complementation with the Arabidopsis thaliana hemY gene, overview
additional information
Synechocystis sp. PCC6803
-
construction of the slr1790 gene-disruption mutants, functional genetic complementation with the Arabidopsis thaliana hemY gene, overview
-
additional information
synthetic construct
AY916795
construction of a synthetic Myxococcus xanthus Protox gene, with a sequence optimized to more closely match the codon usage and G+C content of the Arabidopsis Protox gene, decreased G+C content to 49% similar to that of Arapbidopsis
Renatured/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
renaturation and refolding after thermal denaturation and unfolding at 75C by cooling to 15C, pH 7.2
-
APPLICATION
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
agriculture
-
Protox is one of the most important action targets of herbicides
analysis
-
advantages of the continuous spectrofluorimetric assay over the discontinuous assay is of importance for both the kinetic characterization of recombinant PPOs and the detection of low concentrations of this enzyme in biological samples
agriculture
-
Protox is one of the most important action targets of herbicides
agriculture
-
the enzyme is a herbicidal target
analysis
-
advantages of the continuous spectrofluorimetric assay over the discontinuous assay is of importance for both the kinetic characterization of recombinant PPOs and the detection of low concentrations of this enzyme in biological samples, may be useful for assessing diminished PPO activities in variegate porphyria patient samples
diagnostics
-
detection of the naturally occuring 1082-1083insC mutation in the PPOX gene is a genetic marker for variegate porphyria in humans
analysis
-
advantages of the continuous spectrofluorimetric assay over the discontinuous assay is of importance for both the kinetic characterization of recombinant PPOs and the detection of low concentrations of this enzyme in biological samples
agriculture
O24164
enzyme is a target for light-dependent peroxidizing herbicides
agriculture
-
protoporphyrinogen oxidase is the action target for several structurally diverse herbicides
drug development
-
protoporphyrinogen oxidase is one of the most important action targets of commercial herbicides
additional information
-
transgenic rice lines are resistant to the herbicides carfentrazone-ethyl and oxyfluorfen
agriculture
-
Protox is one of the most important action targets of herbicides
additional information
Q9ZTA7
PPO and FeC are each encoded by a single gene in the green alga, multiplicity of genes for PPO and FeC in higher plants could be related to differential expression in differently developing tissues rather than to targeting of different gene products to different organelles
medicine
-
variegate porphyria resulting from a deficiency in protoporphyrinogen oxidase
additional information
-
metabolic homeostasis by antifouling herbicide Irgarol 1051, which includes cnidarian PPO, decreases in ferrochelatase and increases in PPO and heme oxygenase suggest adverse impacts on porphyrin synthesis, damage to porphyrins, and increased porphyrin degradation
medicine
-
conserved structural features in relation to a number of South African variegate porphyria-causing mutations in the human enzyme
additional information
-
in rice plants, outstanding resistance to Protox-inhibiting herbicides can be achieved by expression of Myxococcus xanthus Protox
additional information
-
presence of the plastidal transit sequence neither excludes the intrinsic ability of subcellular translocation of Protox nor changes herbicide resistance in TTS lines
medicine
-
tobacco PPO2 represents a useful model system for the understanding of the structurefunction relationship underlying detrimental human enzyme defects, Arg98, Phe392, Leu356 and Leu372 are functionally involved in substrate co-ordination within the active site
additional information
O24163
light intensity-dependent degradation of reduced and oxidized porphyrins prevents severe photodynamic leaf damage, moreover, under high-light conditions, elevated contents of reduced and total low-molecular-weight antioxidants, which contribute to the protection against photosensitizing porphyrins
additional information
-
transgenic rice lines are resistant to the herbicides carfentrazone-ethyl and oxyfluorfen
additional information
-
no consistent effects from herbicide treatments on disease parameters
additional information
-
no consistent beneficial effects on sugarcane from applications of different PPOase inhibitor herbicides, herbicide treatments result in plant injury
agriculture
-
Protox is one of the most important action targets of herbicides
additional information
synthetic construct
AY916795
in rice plants, outstanding resistance to Protox-inhibiting herbicides can be achieved by expression of Myxococcus xanthus Protox