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Information on EC 1.14.12.7 - phthalate 4,5-dioxygenase
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EC Tree
1.14.12.7 phthalate 4,5-dioxygenaseIUBMB Comments
A system, containing a reductase which is an iron-sulfur flavoprotein (FMN), an iron-sulfur oxygenase, and no independent ferredoxin. Requires Fe2+.
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Word Map
- 1.14.12.7
-
cheeses
- milk
-
pacific
-
climate
-
oscillation
-
italian
-
ripen
- palladium
-
polydioxanone
-
italy
- 1,3-propanediol
-
photoelectron
-
chemometric
-
crash
-
traceabl
-
electrospun
-
traceability
-
interannual
-
rieske
-
mozzarella
-
grana
-
artisan
-
pls-da
-
rieske-type
-
rind
-
adulteration
-
fraud
- paracasei
-
electrospinning
-
cheese-making
-
monofilament
-
photocatalysts
-
fraudulent
-
vacancy
-
hydrological
-
evoos
-
barb
-
dry-cured
-
calcination
The enzyme appears in viruses and cellular organisms
Reaction Schemes
Synonyms
pdo, phthalate dioxygenase, phthalate 3,4-dioxygenase, 3,4-phthalate dioxygenase, phthalate 4,5-dioxygenase, 
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SYNONYM 
ORGANISM
UNIPROT
COMMENTARY 
LITERATURE
3,4-phthalate dioxygenase
oxygenase, phthalate 4,5-di-
-
-
-
-
PA 4,5-dioxygenase
PDO
phthalate 3,4-dioxygenase
phthalate dioxygenase
PDO
-
-
-
-
phthalate dioxygenase
-
-
-
-
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REACTION
REACTION DIAGRAM
COMMENTARY
ORGANISM
UNIPROT
LITERATURE
phthalate + NADH + H+ + O2 = cis-4,5-dihydroxycyclohexa-1(6),2-diene-1,2-dicarboxylate + NAD+
phthalate + NADH + H+ + O2 = cis-4,5-dihydroxycyclohexa-1(6),2-diene-1,2-dicarboxylate + NAD+
reduced phthalate dioxygenase reductase first interacts with phthylate dioxygenase and reduces the Rieske [2Fe-2S]center. Phthalate and O2 then bind reversibly and reduced phthalate dioxygenase transfers one more electron to the enzyme
-
phthalate + NADH + H+ + O2 = cis-4,5-dihydroxycyclohexa-1(6),2-diene-1,2-dicarboxylate + NAD+
mechanism, product formation is tightly coupled to electron delivery, comparison of mechanisms of different dioxygenases
-
phthalate + NADH + H+ + O2 = cis-4,5-dihydroxycyclohexa-1(6),2-diene-1,2-dicarboxylate + NAD+
mechanism, synergistic effect of substrate and phthalate dioxygenase reductase rendering the enzyme fully catalytically active
-
phthalate + NADH + H+ + O2 = cis-4,5-dihydroxycyclohexa-1(6),2-diene-1,2-dicarboxylate + NAD+
mechanism, synergistic effect of substrate and phthalate dioxygenase reductase rendering the enzyme fully catalytically active
-
-
phthalate + NADH + H+ + O2 = cis-4,5-dihydroxycyclohexa-1(6),2-diene-1,2-dicarboxylate + NAD+
mechanism, product formation is tightly coupled to electron delivery, comparison of mechanisms of different dioxygenases
-
-
phthalate + NADH + H+ + O2 = cis-4,5-dihydroxycyclohexa-1(6),2-diene-1,2-dicarboxylate + NAD+
reduced phthalate dioxygenase reductase first interacts with phthylate dioxygenase and reduces the Rieske [2Fe-2S]center. Phthalate and O2 then bind reversibly and reduced phthalate dioxygenase transfers one more electron to the enzyme
-
-
phthalate + NADH + H+ + O2 = cis-4,5-dihydroxycyclohexa-1(6),2-diene-1,2-dicarboxylate + NAD+
-
-
-
-
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REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
oxidation
-
-
-
-
redox reaction
-
-
-
-
reduction
-
-
-
-
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PATHWAY SOURCE
PATHWAYS
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SYSTEMATIC NAME
IUBMB Comments
phthalate,NADH:oxygen oxidoreductase (4,5-hydroxylating)
A system, containing a reductase which is an iron-sulfur flavoprotein (FMN), an iron-sulfur oxygenase, and no independent ferredoxin. Requires Fe2+.
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CAS REGISTRY NUMBER
COMMENTARY
63626-44-8
-
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SUBSTRATE
PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate)
(Substrate)
LITERATURE
(Substrate)
(Substrate)
COMMENTARY
(Product)
(Product)
LITERATURE
(Product)
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
2,3-dicarboxypyridine + NADH + O2
5,6-dihydroxy-5,6-dihydropyridine-2,3-dicarboxylate + NAD+ + H2O
-
69% of the activity with o-phthalate
-
-
?
4-chloro-o-phthalate + NADH + O2
4-chloro-cis-4,5-dihydroxycyclohexa-1(6),2-diene-1,2-dicarboxylate + NAD+ + H2O
-
79% of the activity with o-phthalate
-
-
?
luciferin + O2 + ATP
oxyluciferin + AMP + diphosphate + CO2 + light
-
-
-
-
ir
phthalate + NADH + H+ + O2
cis-4,5-dihydroxycyclohexa-1(6),2-diene-1,2-dicarboxylate + NAD+
phthalate + NADH + O2
cis-4,5-dihydroxycyclohexa-1(6),2-diene-1,2-dicarboxylate + NAD+ + H2O
phthalate + NADH + H+ + O2
cis-4,5-dihydro-4,5-dihydroxyphthalate + NAD+
-
-
-
-
?
phthalate + NADH + H+ + O2
cis-4,5-dihydro-4,5-dihydroxyphthalate + NAD+
-
-
-
-
?
phthalate + NADH + H+ + O2
cis-4,5-dihydroxycyclohexa-1(6),2-diene-1,2-dicarboxylate + NAD+
-
-
-
-
?
phthalate + NADH + H+ + O2
cis-4,5-dihydroxycyclohexa-1(6),2-diene-1,2-dicarboxylate + NAD+
-
-
-
-
?
phthalate + NADH + H+ + O2
cis-4,5-dihydroxycyclohexa-1(6),2-diene-1,2-dicarboxylate + NAD+
-
-
-
-
?
phthalate + NADH + H+ + O2
cis-4,5-dihydroxycyclohexa-1(6),2-diene-1,2-dicarboxylate + NAD+
-
-
-
-
?
phthalate + NADH + O2
cis-4,5-dihydroxycyclohexa-1(6),2-diene-1,2-dicarboxylate + NAD+ + H2O
-
-
-
?
phthalate + NADH + O2
cis-4,5-dihydroxycyclohexa-1(6),2-diene-1,2-dicarboxylate + NAD+ + H2O
-
-
-
?
phthalate + NADH + O2
cis-4,5-dihydroxycyclohexa-1(6),2-diene-1,2-dicarboxylate + NAD+ + H2O
-
-
-
?
phthalate + NADH + O2
cis-4,5-dihydroxycyclohexa-1(6),2-diene-1,2-dicarboxylate + NAD+ + H2O
-
-
-
?
phthalate + NADH + O2
cis-4,5-dihydroxycyclohexa-1(6),2-diene-1,2-dicarboxylate + NAD+ + H2O
-
-
-
?
phthalate + NADH + O2
cis-4,5-dihydroxycyclohexa-1(6),2-diene-1,2-dicarboxylate + NAD+ + H2O
-
-
-
?
phthalate + NADH + O2
cis-4,5-dihydroxycyclohexa-1(6),2-diene-1,2-dicarboxylate + NAD+ + H2O
-
-
-
-
?
phthalate + NADH + O2
cis-4,5-dihydroxycyclohexa-1(6),2-diene-1,2-dicarboxylate + NAD+ + H2O
-
o-phthalate
-
?
phthalate + NADH + O2
cis-4,5-dihydroxycyclohexa-1(6),2-diene-1,2-dicarboxylate + NAD+ + H2O
-
-
-
-
?
phthalate + NADH + O2
cis-4,5-dihydroxycyclohexa-1(6),2-diene-1,2-dicarboxylate + NAD+ + H2O
-
-
-
?
additional information
?
-
-
no activity with diallyphthalate
-
-
?
additional information
?
-
-
no activity with diallyphthalate
-
-
?
additional information
?
-
the enzyme/organism degradades di-n-butyl phthalate and other phthalates, overview
-
-
?
additional information
?
-
the enzyme/organism degradades di-n-butyl phthalate and other phthalates, overview
-
-
?
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NATURAL SUBSTRATE
NATURAL PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate)
(Substrate)
LITERATURE
(Substrate)
(Substrate)
COMMENTARY
(Product)
(Product)
LITERATURE
(Product)
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
luciferin + O2 + ATP
oxyluciferin + AMP + diphosphate + CO2 + light
-
-
-
-
ir
phthalate + NADH + H+ + O2
cis-4,5-dihydroxycyclohexa-1(6),2-diene-1,2-dicarboxylate + NAD+
phthalate + NADH + H+ + O2
cis-4,5-dihydroxycyclohexa-1(6),2-diene-1,2-dicarboxylate + NAD+
-
-
-
-
?
phthalate + NADH + H+ + O2
cis-4,5-dihydroxycyclohexa-1(6),2-diene-1,2-dicarboxylate + NAD+
-
-
-
-
?
additional information
?
-
the enzyme/organism degradades di-n-butyl phthalate and other phthalates, overview
-
-
?
additional information
?
-
the enzyme/organism degradades di-n-butyl phthalate and other phthalates, overview
-
-
?
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COFACTOR
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
NADH
-
-
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METALS and IONS
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
Fe
Fe2+
Iron
Fe
-
one Rieske-type [2Fe-2S] and one Fe (II)-mononuclear center per monomer
Fe2+
-
mononuclear ferrous center is strictly required for catalytic oxygen activation, change of ligation state is associated with substrate binding
Fe2+
-
the mononuclear center contains Fe(II), contains 2.85 Fe atoms per monomer
Iron
-
active form of enzyme contains one mononuclear iron and one [2Fe-2S] center per monomer
Iron
-
the Rieske-type [2Fe-2S]cluster is bound to at least one strongly coordinated nitrogen
Iron
-
two histidines are coordinated to the [2Fe-2S] Rieske-type clusters
Iron
-
one Rieske-type 2Fe-2S center and one mononuclear FeII center per monomer
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INHIBITOR
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
azide
-
weak, binds to the six-coordinate resting enzyme to form a new six-coordinate Fe2+ species
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DISEASE
TITLE OF PUBLICATION
LINK TO PUBMED
Abscess
Clinical Features of Skin Infection After Rhinoplasty with Only Absorbable Thread (Polydioxanone) in Oriental Traditional Medicine: A Case Series Study.
Adenocarcinoma
Development of a Single-Cell Technique to Increase Yield and Use of Gastrointestinal Cancer Organoids for Personalized Medicine Application.
Asthma
Evidence for a link between the Atlantic Multidecadal Oscillation and annual asthma mortality rates in the US.
Blister
Novel forest decline triggered by multiple interactions among climate, an introduced pathogen and bark beetles.
Brain Diseases
Mechanism-based inhibition of human persulfide dioxygenase by ?-glutamyl-homocysteinyl-glycine.
Brain Edema
1,3-Propanediol binds inside the water-conducting pore of aquaporin 4: Does this efficacious inhibitor have sufficient potency?
Breast Neoplasms
Establishment and Morphological Characterization of Patient-Derived Organoids from Breast Cancer.
Carcinogenesis
Establishment and Analysis of Three-Dimensional (3D) Organoids Derived from Patient Prostate Cancer Bone Metastasis Specimens and their Xenografts.
Carcinoma
[Pancreatic duct occlusion in resection treatment of chronic pancreatitis and cancer of the head of the pancreas. A 3-year follow-up study]
Cataract
Discharge teaching, readiness for discharge, and post-discharge outcomes in cataract patients treated with day surgery: A cross-sectional study.
Cholangiocarcinoma
Cholangiocarcinoma Disease Modelling Through Patients Derived Organoids.
Cholestasis
Mechanical properties and degradation process of biliary self-expandable biodegradable stents.
Colorectal Neoplasms
Advanced Xenograft Model with Cotransplantation of Patient-Derived Organoids and Endothelial Colony-Forming Cells for Precision Medicine.
Contracture
Tissue changes over time after polydioxanone thread insertion: An animal study with pigs.
Cysts
An Alexandrium Spp. Cyst Record from Sequim Bay, Washington State, USA, and its Relation to Past Climate Variability(1).
Cysts
An Alexandrium Spp. Cyst Record from Sequim Bay, Washington State, USA, and its Relation to Past Climate Variability1
Dehydration
New catalytic strategies for ?,?-diols production from lignocellulosic biomass.
Endometrial Neoplasms
The Use of Endometrial Cancer Patient-Derived Organoid Culture for Drug Sensitivity Testing Is Feasible.
Esophageal Neoplasms
Generation and Characterization of Patient-Derived Head and Neck, Oral, and Esophageal Cancer Organoids.
Gastrointestinal Neoplasms
Development of a Single-Cell Technique to Increase Yield and Use of Gastrointestinal Cancer Organoids for Personalized Medicine Application.
Hyperglycemia
Comparison of naturally occurring proximal duodenal obstruction and abomasal volvulus in dairy cattle.
Idiopathic Pulmonary Fibrosis
Polysaccharides from Dendrobium officinale inhibit bleomycin-induced pulmonary fibrosis via the TGF?1-Smad2/3 axis.
Infections
Clinical Features of Skin Infection After Rhinoplasty with Only Absorbable Thread (Polydioxanone) in Oriental Traditional Medicine: A Case Series Study.
Lactose Intolerance
Lactose, galactose and glucose determination in naturally "lactose free" hard cheese: HPAEC-PAD method validation.
Lung Neoplasms
Patient-Derived Xenograft vs. Organoids: A Preliminary Analysis of Cancer Research Output, Funding and Human Health Impact in 2014-2019.
Meningitis, Meningococcal
Climate Regimes, El Niño-Southern Oscillation, and Meningococcal Meningitis Epidemics.
Neoplasm Metastasis
Advanced Xenograft Model with Cotransplantation of Patient-Derived Organoids and Endothelial Colony-Forming Cells for Precision Medicine.
Neoplasm Metastasis
Establishment and Analysis of Three-Dimensional (3D) Organoids Derived from Patient Prostate Cancer Bone Metastasis Specimens and their Xenografts.
Neoplasm Metastasis
Organoid Profiling Identifies Common Responders to Chemotherapy in Pancreatic Cancer.
Neoplasm Metastasis
Patient-derived pancreatic tumour organoids identify therapeutic responses to oncolytic adenoviruses.
Neoplasm Metastasis
Whole genomes define concordance of matched primary, xenograft, and organoid models of pancreas cancer.
Neoplasms
Construction of in vitro patient-derived tumor models to evaluate anticancer agents and cancer immunotherapy.
Neoplasms
Development of a Single-Cell Technique to Increase Yield and Use of Gastrointestinal Cancer Organoids for Personalized Medicine Application.
Neoplasms
Generation and Characterization of Patient-Derived Head and Neck, Oral, and Esophageal Cancer Organoids.
Neoplasms
Hedgehog signaling promotes sorafenib resistance in hepatocellular carcinoma patient-derived organoids.
Neoplasms
Implementing cell-free DNA of pancreatic cancer patient-derived organoids for personalized oncology.
Neoplasms
Patient-derived pancreatic tumour organoids identify therapeutic responses to oncolytic adenoviruses.
Neoplasms
Short duration cancer treatment: inspired by a fast bio-resorbable smart nano-fiber device containing NIR lethal polydopamine nanospheres for effective chemo-photothermal cancer therapy.
Neoplasms
The Use of Endometrial Cancer Patient-Derived Organoid Culture for Drug Sensitivity Testing Is Feasible.
Neoplasms
Whole genomes define concordance of matched primary, xenograft, and organoid models of pancreas cancer.
Neoplasms
YAP1 mediates gastric adenocarcinoma peritoneal metastases that are attenuated by YAP1 inhibition.
Pancreatic Neoplasms
Establishment and Morphological Characterization of Patient-Derived Organoids from Breast Cancer.
Pancreatitis
Cholecystokinin antagonist L364,718 induces alterations in acinar cells that prevent improvement of acute pancreatitis induced by obstruction.
Pancreatitis
Reticuloendothelial system blockade promotes progression from mild to severe acute pancreatitis in the opossum.
Pancreatitis, Chronic
[Pancreatic duct occlusion in resection treatment of chronic pancreatitis and cancer of the head of the pancreas. A 3-year follow-up study]
Pneumonia
Polysaccharides from Dendrobium officinale inhibit bleomycin-induced pulmonary fibrosis via the TGF?1-Smad2/3 axis.
Pseudarthrosis
Physeal and Subphyseal Distraction Osteogenesis in Atrophic-type Congenital Pseudarthrosis of the Tibia: Efficacy and Safety.
Pulmonary Fibrosis
Polysaccharides from Dendrobium officinale inhibit bleomycin-induced pulmonary fibrosis via the TGF?1-Smad2/3 axis.
Rectal Neoplasms
Increased sensitivity to SMAC mimetic LCL161 identified by longitudinal ex vivo pharmacogenomics of recurrent, KRAS mutated rectal cancer liver metastases.
Scleroderma, Localized
Recurrent Plaque Morphea Successfully Treated with PDO Mono Threads and Topical Tacrolimus Ointment.
Stomach Neoplasms
Development of a Single-Cell Technique to Increase Yield and Use of Gastrointestinal Cancer Organoids for Personalized Medicine Application.
Tracheomalacia
Endoscopically Applied Biodegradable Stent in a Rabbit Model of Pediatric Tracheomalacia.
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KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
0.0002
Phthalate
-
wild type enzyme with its mononuclear center containing Fe(II)
0.0009
Phthalate
-
mutant enzyme D178A with its mononuclear center lacking Fe(II)
0.0011
Phthalate
-
mutant enzyme D178N with its mononuclear center lacking Fe(II)
0.0016
Phthalate
-
wild type enzyme with its mononuclear center lacking Fe(II)
0.0058
Phthalate
-
mutant enzyme D178N with its mononuclear center containing Fe(II)
0.0093
Phthalate
-
mutant enzyme D178A with its mononuclear center containing Fe(II)
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SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
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pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
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TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
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TEMPERATURE RANGE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
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ORGANISM
COMMENTARY
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
-
133772, 439048, 439049, 439051, 439052, 439053, 654728, 654770, 672050, 672204, 676981, 684690, 695882
-
-
brenda
two separate proteins are required for phthalate dioxygenase activity: phthalate dioxygenase and phthalate dioxygenase reductase
-
-
brenda
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SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
SOURCE
additional information
additional information
strain JDC-11 is capable of utilizing di-n-butyl phthalate and other phthalates as the sole source of carbon and energy, overview
brenda
additional information
-
strain JDC-11 is capable of utilizing di-n-butyl phthalate and other phthalates as the sole source of carbon and energy, overview
-
brenda
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GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
metabolism
metabolism
proposed metabolic pathway for di-n-butyl phthalate degradation by Rhodococcus sp. JDC-11 via monobutyl phthalate, phthalic acid, and protocatechuic acid, overview
metabolism
-
proposed metabolic pathway for di-n-butyl phthalate degradation by Rhodococcus sp. JDC-11 via monobutyl phthalate, phthalic acid, and protocatechuic acid, overview
-
Show AA Sequence and Transmembrane Helices (430 entries)
Please use the AA Sequence and Transmembrane Helices Search for a specific query.
Please use the AA Sequence and Transmembrane Helices Search for a specific query.
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PDB
SCOP
CATH
UNIPROT
ORGANISM
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MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
48000
48000
-
6 * 48000, gas phase electrophoretic mobility molecular analysis and electrospray ionization mass spectrometry
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SUBUNIT
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
hexamer
homohexamer
tetramer
hexamer
-
6 * 48000, gas phase electrophoretic mobility molecular analysis and electrospray ionization mass spectrometry
hexamer
-
postulated model for the subunit arrangement in phthalate dioxygenase: two alpha3 planar rings one on top the other
hexamer
-
6 * 48000, gas phase electrophoretic mobility molecular analysis and electrospray ionization mass spectrometry
-
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PROTEIN VARIANTS
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
D178A
D178N
H120A
-
putative participation in phthalate dioxygenase reductase binding
K117A
-
putative participation in phthalate dioxygenase reductase binding
K117A/K119A/H120A/K121A/Y123A
-
putative participation in phthalate dioxygenase reductase binding
K119A
-
putative participation in phthalate dioxygenase reductase binding
K121A
-
putative participation in phthalate dioxygenase reductase binding
Y123A
-
putative participation in phthalate dioxygenase reductase binding
D178A
D178N
H120A
-
putative participation in phthalate dioxygenase reductase binding
-
K117A
-
putative participation in phthalate dioxygenase reductase binding
-
K119A
-
putative participation in phthalate dioxygenase reductase binding
-
K121A
-
putative participation in phthalate dioxygenase reductase binding
-
Y123A
-
putative participation in phthalate dioxygenase reductase binding
-
D178A
-
mutation affects protonation of the Rieske center histidine and conformation of subunits within the PDO multimer to create a more open structure with more solvent-accessible Rieske centers
D178A
-
the rates of oxidation of the reduced Rieske centers are decreased by more than 10000fold, 16% of wild type activity
D178N
-
mutation affects protonation of the Rieske center histidine and conformation of subunits within the PDO multimer to create a more open structure with more solvent-accessible Rieske centers
D178N
-
the rates of oxidation of the reduced Rieske centers are decreased by more than 10000fold, 7% of wild type activity
D178A
-
mutation affects protonation of the Rieske center histidine and conformation of subunits within the PDO multimer to create a more open structure with more solvent-accessible Rieske centers
-
D178A
-
the rates of oxidation of the reduced Rieske centers are decreased by more than 10000fold, 16% of wild type activity
-
D178N
-
mutation affects protonation of the Rieske center histidine and conformation of subunits within the PDO multimer to create a more open structure with more solvent-accessible Rieske centers
-
D178N
-
the rates of oxidation of the reduced Rieske centers are decreased by more than 10000fold, 7% of wild type activity
-
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pH STABILITY
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
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TEMPERATURE STABILITY
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
60
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STORAGE STABILITY
ORGANISM
UNIPROT
LITERATURE
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