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Enzyme Nomenclature
Information on EC 1.14.13.93 - (+)-abscisic acid 8'-hydroxylase
Word Map on EC 1.14.13.93
- 1.14.13.93
-
dormancy
-
9-cis-epoxycarotenoid
-
drought
-
phaseic
- gibberellin
-
8'-hydroxylation
-
imbibition
-
rehydration
-
after-ripening
-
+-abscisic
- diniconazole
- paclobutrazol
-
pre-harvest
- agriculture
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The enzyme appears in viruses and cellular organisms
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EC NUMBER 
COMMENTARY 
1.14.13.93
-
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RECOMMENDED NAME
GeneOntology No.
(+)-abscisic acid 8'-hydroxylase
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REACTION
REACTION DIAGRAM
COMMENTARY
ORGANISM
UNIPROT
LITERATURE
(+)-abscisate + NADPH + H+ + O2 = 8'-hydroxyabscisate + NADP+ + H2O
-
-
-
-
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PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
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SYSTEMATIC NAME
IUBMB Comments
abscisate,NADPH:oxygen oxidoreductase (8'-hydroxylating)
A heme-thiolate protein (P-450). Catalyses the first step in the oxidative degradation of abscisic acid and is considered to be the pivotal enzyme in controlling the rate of degradation of this plant hormone [1]. CO inhibits the reaction, but its effects can be reversed by the presence of blue light [1]. The 8'-hydroxyabscisate formed can be converted into (-)-phaseic acid, most probably spontaneously. Other enzymes involved in the abscisic-acid biosynthesis pathway are EC 1.1.1.288 (xanthoxin dehydrogenase), EC 1.2.3.14 (abscisic-aldehyde oxidase) and EC 1.13.11.51 (9-cis-epoxycarotenoid dioxygenase).
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CAS REGISTRY NUMBER
COMMENTARY
153190-37-5
-
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ORGANISM
COMMENTARY
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
-
-
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about 3fold induction by (+)- or (-)-abscisate and about 15fold induction by 8’,8’,8’-trifluoro-abscisate
-
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expression in baculovirus system, isoforms CYP707A1, CYP707A3, CYP707A4
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rice cultivar Nipponbare, length of second leaf sheath of 7 days old seedlings grown in test solution
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CYP707A1; four cDNAs CYP707A1-CYP707A4 encoding ABA 8'-hydroxylase
UniProt
CYP707A2; four cDNAs CYP707A1-CYP707A4 encoding ABA 8'-hydroxylase
UniProt
CYP707A3; four cDNAs CYP707A1-CYP707A4 encoding ABA 8'-hydroxylase
UniProt
CYP707A4; four cDNAs CYP707A1-CYP707A4 encoding ABA 8'-hydroxylase
UniProt
CYP707A1; four cDNAs CYP707A1-CYP707A4 encoding ABA 8'-hydroxylase
UniProt
CYP707A2; four cDNAs CYP707A1-CYP707A4 encoding ABA 8'-hydroxylase
UniProt
CYP707A3; four cDNAs CYP707A1-CYP707A4 encoding ABA 8'-hydroxylase
UniProt
CYP707A4; four cDNAs CYP707A1-CYP707A4 encoding ABA 8'-hydroxylase
UniProt
isoform TaABA8'OH1-A; cultivars Chinese Spring, Norin 61, Tamaizumi, TM1833, Hayakomugi, and Shinchunaga
UniProt
isoform TaABA8'OH1-B; cultivars Chinese Spring, Norin 61, Tamaizumi, TM1833, Hayakomugi, and Shinchunaga
UniProt
isoform TaABA8'OH1-D; cultivars Chinese Spring, Norin 61, Tamaizumi, TM1833, Hayakomugi, and Shinchunaga
UniProt
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GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
metabolism
physiological function
metabolism
-
ABA 8'-hydroxylase is the major and key P450 enzyme in the abscisic acid catabolism
metabolism
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key enzyme in the catabolism of abscisic acid (plant hormone involved in stress tolerance, seed dormancy, and other physiological events)
metabolism
-
key enzyme in the catabolism of abscisic acid (plant hormone involved in stress tolerance, seed dormancy, and other physiological events)
metabolism
-
key enzyme in the catabolism of abscisic acid (plant hormone involved in stress tolerance, seed dormancy, and other physiological events)
metabolism
ABA 8'-hydroxylase is a key enzyme in the oxidative catabolism of abscisic acid. Endogenous abscisic acid content is modulated by a dynamic balance between biosynthesis and catabolism, which are regulated by NCED1 and CYP707As transcripts, respectively, during fruit maturation and under stress conditions, overview; ABA 8'-hydroxylase is a key enzyme in the oxidative catabolism of abscisic acid. Endogenous abscisic acid content is modulated by a dynamic balance between biosynthesis and catabolism, which are regulated by NCED1 and CYP707As transcripts, respectively, during fruit maturation and under stress conditions, overview; ABA 8'-hydroxylase is a key enzyme in the oxidative catabolism of abscisic acid. Endogenous abscisic acid content is modulated by a dynamic balance between biosynthesis and catabolism, which are regulated by NCED1 and CYP707As transcripts, respectively, during fruit maturation and under stress conditions, overview; ABA 8'-hydroxylase is a key enzyme in the oxidative catabolism of abscisic acid. Endogenous abscisic acid content is modulated by a dynamic balance between biosynthesis and catabolism, which are regulated by NCED1 and CYP707As transcripts, respectively, during fruit maturation and under stress conditions, overview. Application of abscisic acid induces the expression of CYP707A1-CYP707A3 as well as PacNCED1, encoding 9-cis-epoxycarotenoid dioxygenase, but downregulates the CYP707A4 transcript level. Expressions of CYP707A1 and CYP707A3 are strongly increased by water stress, while no significant differences in CYP707A2 and CYP707A4 expression are observed between dehydrated and control fruits
metabolism
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ABA 8'-hydroxylase is a key enzyme in the oxidative catabolism of abscisic acid. Endogenous abscisic acid content is modulated by a dynamic balance between biosynthesis and catabolism, which are regulated by NCED1 and CYP707As transcripts, respectively, during fruit maturation and under stress conditions, overview; ABA 8'-hydroxylase is a key enzyme in the oxidative catabolism of abscisic acid. Endogenous abscisic acid content is modulated by a dynamic balance between biosynthesis and catabolism, which are regulated by NCED1 and CYP707As transcripts, respectively, during fruit maturation and under stress conditions, overview; ABA 8'-hydroxylase is a key enzyme in the oxidative catabolism of abscisic acid. Endogenous abscisic acid content is modulated by a dynamic balance between biosynthesis and catabolism, which are regulated by NCED1 and CYP707As transcripts, respectively, during fruit maturation and under stress conditions, overview; ABA 8'-hydroxylase is a key enzyme in the oxidative catabolism of abscisic acid. Endogenous abscisic acid content is modulated by a dynamic balance between biosynthesis and catabolism, which are regulated by NCED1 and CYP707As transcripts, respectively, during fruit maturation and under stress conditions, overview. Application of abscisic acid induces the expression of CYP707A1-CYP707A3 as well as PacNCED1, encoding 9-cis-epoxycarotenoid dioxygenase, but downregulates the CYP707A4 transcript level. Expressions of CYP707A1 and CYP707A3 are strongly increased by water stress, while no significant differences in CYP707A2 and CYP707A4 expression are observed between dehydrated and control fruits
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physiological function
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ABA 8'-hydroxylase is the major and key P450 enzyme in the abscisic acid catabolism
physiological function
CYP707A1 mutant shows similar phenotype to wild-type in freshly harvested or after-ripen seeds. Seeds of CYP707A1 mutant has its dormancy entirely broken 18 d after ripening. NO enhances the tolerance to abscisic acid in CYP707A1 mutant during germination. Abscisic acid concentrations decrease rapidly during the first 12 h in CYP707A1 mutant. NO enhances the tolerance to abscisic acid in CYP707A1 mutant; CYP707A2 plays a major role in abscisic acid catabolism during the first stage of imbibition. CYP707A2 is involved in NO-induced dormancy break. CYP707A2 mutant shows a strong dormancy in freshly harvested seeds. CYP707A2 mutant still maintains strong dormancy until 30 d. NO does not enhance the tolerance to abscisic acid in CYP707A2 mutant during germination; CYP707A3 mutant shows similar phenotype to wild-type in freshly harvested or after-ripen seeds, with the seeds of CYP707A3 mutant having a slightly higher germination rate than the wild-type. Seeds of CYP707A3 mutant has its dormancy entirely broken 18 d after ripening. NO enhances the tolerance to abscisic acid in CYP707A3 mutant during germination
physiological function
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CYP707A1 and CYP707A3 are involved in stomatal opening in response to high humidity. Cyp707a1 and cyp707a3 mutants display lower stomatal conductance under turgid conditions (relative humidity 60%) than the wild-type. Cyp707a3 mutant exhibits high abscisic acid levels even after transferring to high-humidity conditions, whereas, under similar conditions, the cyp707a1 mutant exhibits low abscisic acid levels comparable to the wild-type. Stomatal closure of the cyp707a1 mutant, but not cyp707a3 mutant, is abscisic acid hypersensitive when epidermal peel ias treated with exogenous abscisic acid. CYP707A3 reduces the amount of mobile abscisic acid in vascular tissues in response to high humidity, whereas CYP707A1 inactivates local abscisic acid pools inside the guard cells
physiological function
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important role for ABA8'OH-1 during early germination and in controlling dormancy in the coleorhiza
physiological function
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CYP707A2 plays a major role in abscisic acid catabolism during the first stage of imbibition and regulates seeds dormancy. NO can break the dormancy of wild-type seeds, but it cannot break cyp707a2 mutant seed dormancy
physiological function
CYP707A1 is most important for abscisic acid catabolism in pollinated ovaries. Transgenic plants, overexpressing CYP707A1, have reduced abscisic acid levels and exhibit abscisic acid-deficient phenotypes. Initiation of adventitious root growth on the stem of the CYP707A1 overexpression plants
physiological function
all four CYP707As are expressed at varying intensities throughout fruit development and appear to play overlapping roles in abscisic acid catabolism throughout sweet cherry fruit development; all four CYP707As are expressed at varying intensities throughout fruit development and appear to play overlapping roles in abscisic acid catabolism throughout sweet cherry fruit development; all four CYP707As are expressed at varying intensities throughout fruit development and appear to play overlapping roles in abscisic acid catabolism throughout sweet cherry fruit development; all four CYP707As are expressed at varying intensities throughout fruit development and appear to play overlapping roles in abscisic acid catabolism throughout sweet cherry fruit development
physiological function
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all four CYP707As are expressed at varying intensities throughout fruit development and appear to play overlapping roles in abscisic acid catabolism throughout sweet cherry fruit development; all four CYP707As are expressed at varying intensities throughout fruit development and appear to play overlapping roles in abscisic acid catabolism throughout sweet cherry fruit development; all four CYP707As are expressed at varying intensities throughout fruit development and appear to play overlapping roles in abscisic acid catabolism throughout sweet cherry fruit development; all four CYP707As are expressed at varying intensities throughout fruit development and appear to play overlapping roles in abscisic acid catabolism throughout sweet cherry fruit development
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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
(+-)-3'-methyl-abscisate + NADPH + H+ + O2
? + NADP+ + H2O
-
32% of the activity with (+)-S-abscisate
-
-
?
(+-)-abscisic acid-3'-thio-n-butyl thiol + NADPH + H+ + O2
? + NADP+ + H2O
-
2% of the activity with (+)-S-abscisate
-
-
?
(1'S)-(+)-abscisate + NADPH + H+ + O2
8'-hydroxyabscisate + NADP+ + H2O
-
the enzyme is active with the naturally occuring (1'S)-(+)-enantiomer, but not with the naturally not occuring enantiomer (1'R)-(-)-abscisic acid. The C4'-oxo moiety coupled to the C2'-C3'-double bond in the key functional group for the enzyme to distinguish (1'S)-(+)-abscisic acid from (1'R)-(-)-abscisic acid
-
-
?
(2Z,4E)-5-[(1R,6R)-1-hydroxy-2,2,6-trimethylcyclohexyl]penta-2,4-dienoic acid + NADPH + H+ + O2
? + NADP+ + H2O
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a structural analogue of abscisic acid lacking the C6 methyl group and the alpha,beta-unsaturated carbonyl in the six-membered ring, synthesis, overview. Both enantiomers of this analogue bind to the enzyme
-
-
?
(2Z,4E)-5-[(1S,6S)-1-hydroxy-2,2,6-trimethylcyclohexyl]penta-2,4-dienoic acid + NADPH + H+ + O2
? + NADP+ + H2O
-
a structural analogue of abscisic acid lacking the C6 methyl group and the alpha,beta-unsaturated carbonyl in the six-membered ring, synthesis, overview. Both enantiomers of this analogue bind to the enzyme
-
-
?
1'-deoxy-(+)-S-abscisate + NADPH + H+ + O2
? + NADP+ + H2O
-
99% of the activity with (+)-S-abscisate
-
-
?
1'-deoxy-1'-fluoro-(+)-S-abscisate + NADPH + H+ + O2
? + NADP+ + H2O
-
94% of the activity with (+)-S-abscisate
-
-
?
2'alpha,3'alpha-dihydro-2'alpha,3'alpha-epoxy-(+)-S-abscisate + NADPH + H+ + O2
? + NADP+ + H2O
-
19% of the activity with (+)-S-abscisate
-
-
?
3'-bromo-(+)-S-abscisate + NADPH + H+ + O2
? + NADP+ + H2O
-
5% of the activity with (+)-S-abscisate
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-
?
3'-chloro-(+)-S-abscisate + NADPH + H+ + O2
? + NADP+ + H2O
-
19% of the activity with (+)-S-abscisate
-
-
?
3'-fluoro-(+)-S-abscisate + NADPH + H+ + O2
? + NADP+ + H2O
-
68% of the activity with (+)-S-abscisate
-
-
?
6-nor-(+)-S-abscisate + NADPH + H+ + O2
? + NADP+ + H2O
-
60% of the activity with (+)-S-abscisate
-
-
?
7'-methyl-(+)-S-abscisate + NADPH + H+ + O2
? + NADP+ + H2O
-
15% of the activity with (+)-S-abscisate
-
-
?
7'-nor-(+)-S-abscisate + NADPH + H+ + O2
? + NADP+ + H2O
-
15% of the activity with (+)-S-abscisate
-
-
?
8'-fluoro-(+)-S-abscisate + NADPH + H+ + O2
? + NADP+ + H2O
-
11% of the activity with (+)-S-abscisate
-
-
?
8'-methylene-(+)-S-abscisate + NADPH + H+ + O2
? + NADP+ + H2O
-
4% of the activity with (+)-S-abscisate
-
-
?
9',9'-difluoro-(+)-S-abscisate + NADPH + H+ + O2
? + NADP+ + H2O
-
3% of the activity with (+)-S-abscisate
-
-
?
9'-fluoro-(+)-S-abscisate + NADPH + H+ + O2
? + NADP+ + H2O
-
33% of the activity with (+)-S-abscisate
-
-
?
9'-methyl-(+)-S-abscisate + NADPH + H+ + O2
? + NADP+ + H2O
-
3% of the activity with (+)-S-abscisate
-
-
?
S-abscisate + NADPH + H+ + O2
8'-hydroxyabscisate + NADP+ + H2O
-
-
-
-
?
(+)-abscisic acid + NADPH + H+ + O2
8'-hydroxyabscisate + NADP+ + H2O
-
-
-
-
?
(+)-abscisic acid + NADPH + H+ + O2
8'-hydroxyabscisate + NADP+ + H2O
-
-
-
?
(+)-abscisic acid + NADPH + H+ + O2
8'-hydroxyabscisate + NADP+ + H2O
-
key enzyme in abscisic acid catabolism
-
-
?
(+)-abscisic acid + NADPH + H+ + O2
8'-hydroxyabscisate + NADP+ + H2O
-
-
-
-
?
(+)-abscisic acid + NADPH + H+ + O2
8'-hydroxyabscisate + NADP+ + H2O
-
-
-
-
?
(+)-abscisic acid + NADPH + H+ + O2
8'-hydroxyabscisate + NADP+ + H2O
-
-
-
?
(+)-abscisic acid + NADPH + H+ + O2
8'-hydroxyabscisate + NADP+ + H2O
-
-
-
?
(+)-abscisic acid + NADPH + H+ + O2
8'-hydroxyabscisate + NADP+ + H2O
-
-
-
?
(+)-abscisic acid + NADPH + H+ + O2
8'-hydroxyabscisate + NADP+ + H2O
-
-
-
?
(+)-S-abscisate + NADPH + H+ + O2
8'-hydroxyabscisate + NADP+ + H2O
-
-
-
-
?
(+)-S-abscisate + NADPH + H+ + O2
8'-hydroxyabscisate + NADP+ + H2O
-
isoform CYP707A3 is specific for (+)-isomer
isoform CYP707A3, no hydroxylation at 7’ position
-
?
(+)-S-abscisate + NADPH + H+ + O2
8'-hydroxyabscisate + NADP+ + H2O
-
-
-
-
?
S-(+)-abscisic acid + NADPH + H+ + O2
8'-hydroxyabscisic acid + NADP+ + H2O
-
-
for inhibitor studies the decrease in production of phaseic acid is measured
-
?
S-(+)-abscisic acid + NADPH + H+ + O2
8'-hydroxyabscisic acid + NADP+ + H2O
-
-
-
-
?
S-(+)-abscisic acid + NADPH + H+ + O2
8'-hydroxyabscisic acid + NADP+ + H2O
-
-
-
-
?
additional information
?
-
-
isomerisation of 8’-hydroxy-abscisic acid to phaseic acid is not catalyzed by enzyme
-
-
-
additional information
?
-
-
substrate recognition strictly requires the 6'-methyl groups
-
-
-
additional information
?
-
different mutants: mutations in genes involved in the ethylene signal transduction pathway and a mutation at the start of exon 2
-
-
-
additional information
?
-
-
a rapid decrease of the plant hormone abscisic acid to its oxidized derivative phaseic acid under submergence is a prerequisite for the enhanced elongation of submerged shoots of rice, ethylene has a regulatory role, overview
-
-
-
additional information
?
-
a rapid decrease of the plant hormone abscisic acid to its oxidized derivative phaseic acid under submergence is a prerequisite for the enhanced elongation of submerged shoots of rice, ethylene has a regulatory role, overview
-
-
-
additional information
?
-
a rapid decrease of the plant hormone abscisic acid to its oxidized derivative phaseic acid under submergence is a prerequisite for the enhanced elongation of submerged shoots of rice, ethylene has a regulatory role, overview
-
-
-
additional information
?
-
a rapid decrease of the plant hormone abscisic acid to its oxidized derivative phaseic acid under submergence is a prerequisite for the enhanced elongation of submerged shoots of rice, ethylene has a regulatory role, overview
-
-
-
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NATURAL SUBSTRATES
NATURAL PRODUCTS
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
(1'S)-(+)-abscisate + NADPH + H+ + O2
8'-hydroxyabscisate + NADP+ + H2O
-
the enzyme is active with the naturally occuring (1'S)-(+)-enantiomer, but not with the naturally not occuring enantiomer (1'R)-(-)-abscisic acid. The C4'-oxo moiety coupled to the C2'-C3'-double bond in the key functional group for the enzyme to distinguish (1'S)-(+)-abscisic acid from (1'R)-(-)-abscisic acid
-
-
?
(+)-abscisic acid + NADPH + H+ + O2
8'-hydroxyabscisate + NADP+ + H2O
-
-
-
-
?
(+)-abscisic acid + NADPH + H+ + O2
8'-hydroxyabscisate + NADP+ + H2O
-
key enzyme in abscisic acid catabolism
-
-
?
(+)-abscisic acid + NADPH + H+ + O2
8'-hydroxyabscisate + NADP+ + H2O
E3TB04, E3TB05, E3TB06, E3TB07
-
-
-
?
(+)-abscisic acid + NADPH + H+ + O2
8'-hydroxyabscisate + NADP+ + H2O
E3TB04, E3TB05, E3TB06, E3TB07
-
-
-
?
(+)-abscisic acid + NADPH + H+ + O2
8'-hydroxyabscisate + NADP+ + H2O
B8QBY2, R4WUP9, R4X4I5
-
-
-
?
S-(+)-abscisic acid + NADPH + H+ + O2
8'-hydroxyabscisic acid + NADP+ + H2O
-
-
-
-
?
S-(+)-abscisic acid + NADPH + H+ + O2
8'-hydroxyabscisic acid + NADP+ + H2O
-
-
-
-
?
S-(+)-abscisic acid + NADPH + H+ + O2
8'-hydroxyabscisic acid + NADP+ + H2O
-
-
-
-
?
additional information
?
-
O81077
different mutants: mutations in genes involved in the ethylene signal transduction pathway and a mutation at the start of exon 2
-
-
-
additional information
?
-
-
a rapid decrease of the plant hormone abscisic acid to its oxidized derivative phaseic acid under submergence is a prerequisite for the enhanced elongation of submerged shoots of rice, ethylene has a regulatory role, overview
-
-
-
additional information
?
-
Q05JG2
a rapid decrease of the plant hormone abscisic acid to its oxidized derivative phaseic acid under submergence is a prerequisite for the enhanced elongation of submerged shoots of rice, ethylene has a regulatory role, overview
-
-
-
additional information
?
-
Q0J185
a rapid decrease of the plant hormone abscisic acid to its oxidized derivative phaseic acid under submergence is a prerequisite for the enhanced elongation of submerged shoots of rice, ethylene has a regulatory role, overview
-
-
-
additional information
?
-
Q6ZDE3
a rapid decrease of the plant hormone abscisic acid to its oxidized derivative phaseic acid under submergence is a prerequisite for the enhanced elongation of submerged shoots of rice, ethylene has a regulatory role, overview
-
-
-
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COFACTOR
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
NADPH
-
-
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INHIBITORS
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
(+-)-abscisic acid-3'-thio-n-butyl thiol
-
competitive, 51% inhibition at 0.05 mM
-
(1'R,2'R)-(-)-2',3'-dihydro-4'-deoxo-abscisic acid
-
competitive inhibition
(1'S*,2'S*,6'S*)-(+-)-6-nor-2',3'-dihydro-4'-deoxo-8',8'-difluoro-abscisate
-
50% inhibition at 0.00063 mM
(1'S*,2'S*,6'S*)-(+-)-6-nor-2',3'-dihydro-4'-deoxo-abscisate
-
50% inhibition at 0.00091 mM
(1E)-1-(4-chlorophenyl)-2-[2-(hydroxymethyl)-1H-imidazol-1-yl]-4,4-dimethylpent-1-en-3-ol
-
31% inhibition at 0.01 mM
(1E)-1-(4-chlorophenyl)-2-[5-(hydroxymethyl)-1H-imidazol-1-yl]-4,4-dimethylpent-1-en-3-ol
-
95% inhibition at 0.01 mM
(1E)-1-[4-(4-butyl-1H-1,2,3-triazol-1-yl)phenyl]-4,4-dimethyl-2-(1H-1,2,4-triazol-1-yl)pent-1-en-3-ol
(1E)-1-[4-(4-heptyl-1H-1,2,3-triazol-1-yl)phenyl]-4,4-dimethyl-2-(1H-1,2,4-triazol-1-yl)pent-1-en-3-ol
-
0.01 mM, inhibits by 96%
(1E)-1-[4-[4-(1-hydroxybutyl)-1H-1,2,3-triazol-1-yl]phenyl]-4,4-dimethyl-2-(1H-1,2,4-triazol-1-yl)pent-1-en-3-ol
-
0.01 mM, inhibits by 92%
(1E)-1-[4-[4-(1-hydroxyethyl)-1H-1,2,3-triazol-1-yl]phenyl]-4,4-dimethyl-2-(1H-1,2,4-triazol-1-yl)pent-1-en-3-ol
-
0.01 mM, inhibits by 77%
(1E)-1-[4-[4-(hydroxymethyl)-1H-1,2,3-triazol-1-yl]phenyl]-4,4-dimethyl-2-(1H-1,2,4-triazol-1-yl)pent-1-en-3-ol
-
0.01 mM, inhibits by 83%
(1E)-4,4-dimethyl-1-[4-(4-nonyl-1H-1,2,3-triazol-1-yl)phenyl]-2-(1H-1,2,4-triazol-1-yl)pent-1-en-3-ol
-
0.01 mM, inhibits by 100%
(1E)-4,4-dimethyl-1-[4-(4-pentadecyl-1H-1,2,3-triazol-1-yl)phenyl]-2-(1H-1,2,4-triazol-1-yl)pent-1-en-3-ol
-
0.01 mM, inhibits by 54%
(1E)-4,4-dimethyl-1-[4-(4-propyl-1H-1,2,3-triazol-1-yl)phenyl]-2-(1H-1,2,4-triazol-1-yl)pent-1-en-3-ol
-
0.01 mM, inhibits by 92%
(1E)-4,4-dimethyl-2-(1H-1,2,4-triazol-1-yl)-1-[4-(4-tridecyl-1H-1,2,3-triazol-1-yl)phenyl]pent-1-en-3-ol
-
0.01 mM, inhibits by 95%
(1E)-4,4-dimethyl-2-(1H-1,2,4-triazol-1-yl)-1-[4-(4-undecyl-1H-1,2,3-triazol-1-yl)phenyl]pent-1-en-3-ol
-
0.01 mM, inhibits by 100%
(E)-1-(1-(4-chlorophenyl)-3-fluoro-4,4-dimethylpent-1-en-2-yl)-1H-1,2,4-triazole
-
i.e. UNI-F
(E)-1-(1-(4-chlorophenyl)-4,4-dimethylpent-1-en-2-yl)-1H-imidazole
-
i.e. IMI-H
(E)-2-(2-((1-(4-(3-hydroxy-4,4-dimethyl-2-(1H-1,2,4-triazol-1-yl)pent-1-en-1-yl)phenyl)-1H-1,2,3-triazol-4-yl)methoxy)ethoxy)ethyl 4-methylbenzenesulfonate
-
i.e. abscinazole-E1, or UT1-E2Ts, or Abz-E1, a specific potent inhibitor of ABA 8'-hydroxylase, that is a weak inhibitor of ent-kaurene oxidase, CYP701A, EC 1.14.13.78, both in vitro and in vivo
(E)-6-tert-butyl-5-(4-chlorobenzylidene)-5Himidazo[2,1-c][1,4]oxazin-8(6H)-one
-
-
(E)-6-tert-butyl-5-(4-chlorobenzylidene)-5Himidazo[5,1-c][1,4]oxazin-8(6H)-one
-
-
(E)-6-tert-butyl-5-(4-chlorobenzylidene)-6,8-dihydro-5H-[1,2,4]triazolo[5,1-c][1,4]oxazin-8-ol
(E)-6-tert-butyl-5-(4-chlorobenzylidene)-6,8-dihydro-5H-[1,2,4]triazolo[5,1-c][1,4]oxazine
(S,E)-1-(1-(4-chlorophenyl)-3-fluoro-4,4-dimethylpent-1-en-2-yl)-1H-imidazole
-
i.e. IMI-F
(S,E)-1-(1-(4-chlorophenyl)-3-methoxy-4,4-dimethylpent-1-en-2-yl)-1H-imidazole
-
i.e. IMI-OMe
(Z)-1-(1-(4-chlorophenyl)-4,4-dimethylpent-1-en-2-yl)-1H-imidazole
-
-
-
1'-deoxy-1'-fluoro-(+)-S-abscisate
-
competitive, 100% inhibition at 0.05 mM
1'-deoxy-7'-hydroxy abscisic acid
-
63% inhibition of the enzyme at 0.05 mM
1-[(1E)-1-(4-chlorophenyl)-3-ethoxy-4,4-dimethylpent-1-en-2-yl]-5-(ethoxymethyl)-1H-imidazole
-
62% inhibition at 0.01 mM
1-[(1E)-1-(4-chlorophenyl)-3-hydroxy-4,4-dimethylpent-1-en-2-yl]-1H-imidazole-5-carbaldehyde
-
91% inhibition at 0.01 mM
1-[(1E)-1-(4-chlorophenyl)-3-methoxy-4,4-dimethylpent-1-en-2-yl]-5-(methoxymethyl)-1H-imidazole
-
95% inhibition at 0.01 mM
2'alpha,3'alpha-dihydro-2'alpha,3'alpha-epoxy-(+)-S-abscisate
-
competitive, 56% inhibition at 0.05 mM
4-(1-[4-[(1E)-3-hydroxy-4,4-dimethyl-2-(1H-1,2,4-triazol-1-yl)pent-1-en-1-yl]phenyl]-1H-1,2,3-triazol-4-yl)butanoic acid
-
0.01 mM, inhibits by 63%
5'alpha,8'-cyclo-(+)-S-abscisate
-
competitive, 28% inhibition at 0.05 mM
8',8',8'-trifluoro-(+)-S-abscisate
-
competitive, 38% inhibition at 0.05 mM
9',9',9'-trifluoro-(+)-S-abscisate
-
competitive, 55% inhibition at 0.05 mM
diniconazole
-
potent competitive inhibitor, decreases seed germination rate by 65.6% at 36 h of imbibition
methyl (2E)-3-[1-[(1E)-1-(4-chlorophenyl)-3-hydroxy-4,4-dimethylpent-1-en-2-yl]-1H-imidazol-5-yl]prop-2-enoate
methyl (2Z)-3-[1-[(1E)-1-(4-chlorophenyl)-3-hydroxy-4,4-dimethylpent-1-en-2-yl]-1H-imidazol-5-yl]prop-2-enoate
-
100% inhibition at 0.01 mM
S-uniconazole
-
i.e. S-(+)-E-1-(4-chlorophenyl)-4,4-dimethyl-2-(1,2,4-triazo-1-yl)-1-penten-3-ol or UNI-OH, an azole-containing P450 inhibitor and a plant growth retardant, is a strong inhibitor of the enzyme, structure-activity relationship, the main site of action of UNI-OH is suggested to be ent-kaurene oxidase, EC 1.14.13.78, UNI-OH also inhibits brassinosteroid biosynthesis, and alters the level of other plant hormones, such as auxins, cytokinins, ethylene, and abscisic acid, overview
(1E)-1-[4-(4-butyl-1H-1,2,3-triazol-1-yl)phenyl]-4,4-dimethyl-2-(1H-1,2,4-triazol-1-yl)pent-1-en-3-ol
-
0.01 mM, inhibits by 100%
(1E)-1-[4-(4-butyl-1H-1,2,3-triazol-1-yl)phenyl]-4,4-dimethyl-2-(1H-1,2,4-triazol-1-yl)pent-1-en-3-ol
-
-
(1E,3R)-1-(4-chlorophenyl)-4,4-dimethyl-2-(1H-1,2,4-triazol-1-yl)pent-1-en-3-ol
-
27% inhibition of recombinant enzyme with 10 microM inhibitor
(1E,3R)-1-(4-chlorophenyl)-4,4-dimethyl-2-(1H-1,2,4-triazol-1-yl)pent-1-en-3-ol
-
27% inhibition of recombinant Arabidopsis enzyme with 10 microM inhibitor
(1E,3S)-1-(4-chlorophenyl)-4,4-dimethyl-2-(1H-1,2,4-triazol-1-yl)pent-1-en-3-ol
-
10% inhibition of recombinant enzyme with 10 microM inhibitor
(1E,3S)-1-(4-chlorophenyl)-4,4-dimethyl-2-(1H-1,2,4-triazol-1-yl)pent-1-en-3-ol
-
i.e. uniconazole
(1E,3S)-1-(4-chlorophenyl)-4,4-dimethyl-2-(1H-1,2,4-triazol-1-yl)pent-1-en-3-ol
-
10% inhibition of recombinant Arabidopsis enzyme with 10 microM inhibitor
(E)-1-(4-chlorophenyl)-4,4-dimethyl-2-(1H-1,2,4-triazol-1-yl)pent-1-en-3-ol
-
14% inhibition of recombinant enzyme with 10 microM inhibitor; inhibitory activity is much weaker than that of S-UNI
(E)-1-(4-chlorophenyl)-4,4-dimethyl-2-(1H-1,2,4-triazol-1-yl)pent-1-en-3-ol
-
14% inhibition of recombinant Arabidopsis enzyme with 10 microM inhibitor
(E)-6-tert-butyl-5-(4-chlorobenzylidene)-5H-imidazo[2,1-c][1,4]oxazin-8(6H)-one
-
35% inhibition of recombinant enzyme with 10 microM inhibitor
(E)-6-tert-butyl-5-(4-chlorobenzylidene)-5H-imidazo[2,1-c][1,4]oxazin-8(6H)-one
-
35% inhibition of recombinant Arabidopsis enzyme with 10 microM inhibitor
(E)-6-tert-butyl-5-(4-chlorobenzylidene)-5H-imidazo[5,1-c][1,4]oxazin-8(6H)-one
-
52% inhibition of recombinant enzyme with 10 microM inhibitor
(E)-6-tert-butyl-5-(4-chlorobenzylidene)-5H-imidazo[5,1-c][1,4]oxazin-8(6H)-one
-
52% inhibition of recombinant Arabidopsis enzyme with 10 microM inhibitor
(E)-6-tert-butyl-5-(4-chlorobenzylidene)-6,8-dihydro-5H-imidazo[2,1-c][1,4]oxazin-8-ol
-
abscinazole-F1, 91% inhibition of recombinant enzyme with 10 microM inhibitor; abscinazole-F1, more than 50% inhibition at 0.01 mM, competitive inhibitor, is the most specific inhibitor against ABA 8'-hydroxylase, although it is not the strongest
(E)-6-tert-butyl-5-(4-chlorobenzylidene)-6,8-dihydro-5H-imidazo[2,1-c][1,4]oxazin-8-ol
-
abscinazole-F1, 91% inhibition of recombinant enzyme with 10 microM inhibitor
(E)-6-tert-butyl-5-(4-chlorobenzylidene)-6,8-dihydro-5H-imidazo[2,1-c][1,4]oxazin-8-ol
-
abscinazole-F1, 91% inhibition of recombinant Arabidopsis enzyme with 10 microM inhibitor
(E)-6-tert-butyl-5-(4-chlorobenzylidene)-6,8-dihydro-5H-imidazo[2,1-c][1,4]oxazine
-
; 13% inhibition of recombinant enzyme with 10 microM inhibitor
(E)-6-tert-butyl-5-(4-chlorobenzylidene)-6,8-dihydro-5H-imidazo[2,1-c][1,4]oxazine
-
13% inhibition of recombinant Arabidopsis enzyme with 10 microM inhibitor
(E)-6-tert-butyl-5-(4-chlorobenzylidene)-6,8-dihydro-5H-imidazo[5,1-c][1,4]oxazine
-
100% inhibition of recombinant enzyme with 10 microM inhibitor; competitive inhibitor
(E)-6-tert-butyl-5-(4-chlorobenzylidene)-6,8-dihydro-5H-imidazo[5,1-c][1,4]oxazine
-
100% inhibition of recombinant Arabidopsis enzyme with 10 microM inhibitor
(E)-6-tert-butyl-5-(4-chlorobenzylidene)-6,8-dihydro-5H-[1,2,4]triazolo[5,1-c][1,4]oxazin-8-ol
-
69% inhibition of recombinant enzyme with 10 microM inhibitor; more than 50% inhibition at 0.01 mM
(E)-6-tert-butyl-5-(4-chlorobenzylidene)-6,8-dihydro-5H-[1,2,4]triazolo[5,1-c][1,4]oxazin-8-ol
-
69% inhibition of recombinant Arabidopsis enzyme with 10 microM inhibitor
(E)-6-tert-butyl-5-(4-chlorobenzylidene)-6,8-dihydro-5H-[1,2,4]triazolo[5,1-c][1,4]oxazine
-
; 31% inhibition of recombinant enzyme with 10 microM inhibitor
(E)-6-tert-butyl-5-(4-chlorobenzylidene)-6,8-dihydro-5H-[1,2,4]triazolo[5,1-c][1,4]oxazine
-
31% inhibition of recombinant Arabidopsis enzyme with 10 microM inhibitor
3R-(E)-6-tert-butyl-5-(4-chlorobenzylidene)-6,8-dihydro-5H-imidazo[2,1-c][1,4]oxazin-8-ol
-
abscinazole-F1, 95% inhibition of recombinant enzyme with 10 microM inhibitor
3R-(E)-6-tert-butyl-5-(4-chlorobenzylidene)-6,8-dihydro-5H-imidazo[2,1-c][1,4]oxazin-8-ol
-
abscinazole-F1, 95% inhibition of recombinant enzyme with 10 microM inhibitor
3R-(E)-6-tert-butyl-5-(4-chlorobenzylidene)-6,8-dihydro-5H-imidazo[2,1-c][1,4]oxazin-8-ol
-
abscinazole-F1, 95% inhibition of recombinant Arabidopsis enzyme with 10 microM inhibitor
3S-(E)-6-tert-butyl-5-(4-chlorobenzylidene)-6,8-dihydro-5H-imidazo[2,1-c][1,4]oxazin-8-ol
-
abscinazole-F1, 96% inhibition of recombinant enzyme with 10 microM inhibitor
3S-(E)-6-tert-butyl-5-(4-chlorobenzylidene)-6,8-dihydro-5H-imidazo[2,1-c][1,4]oxazin-8-ol
-
abscinazole-F1, 96% inhibition of recombinant enzyme with 10 microM inhibitor
3S-(E)-6-tert-butyl-5-(4-chlorobenzylidene)-6,8-dihydro-5H-imidazo[2,1-c][1,4]oxazin-8-ol
-
abscinazole-F1, 96% inhibition of recombinant Arabidopsis enzyme with 10 microM inhibitor
methyl (2E)-3-[1-[(1E)-1-(4-chlorophenyl)-3-hydroxy-4,4-dimethylpent-1-en-2-yl]-1H-imidazol-5-yl]prop-2-enoate
-
98% inhibition at 0.01 mM
methyl (2E)-3-[1-[(1E)-1-(4-chlorophenyl)-3-hydroxy-4,4-dimethylpent-1-en-2-yl]-1H-imidazol-5-yl]prop-2-enoate
-
-
R-(+)-E-1-(4-chlorophenyl)-4,4-dimethyl-2-(1,2,4-triazo-1-yl)-1-penten-3-ol
-
R-(+)-uniconazole, 79% inhibition of recombinant enzyme with 10 microM inhibitor
R-(+)-E-1-(4-chlorophenyl)-4,4-dimethyl-2-(1,2,4-triazo-1-yl)-1-penten-3-ol
-
R-(+)-uniconazole, 79% inhibition of recombinant Arabidopsis enzyme with 10 microM inhibitor
R-(E)-6-tert-butyl-5-(4-chlorobenzylidene)-6,8-dihydro-5H-imidazo[5,1-c][1,4]oxazine
-
87% inhibition of recombinant enzyme with 10 microM inhibitor
R-(E)-6-tert-butyl-5-(4-chlorobenzylidene)-6,8-dihydro-5H-imidazo[5,1-c][1,4]oxazine
-
87% inhibition of recombinant Arabidopsis enzyme with 10 microM inhibitor
S-(+)-E-1-(4-chlorophenyl)-4,4-dimethyl-2-(1,2,4-triazo-1-yl)-1-penten-3-ol
-
S-(+)-uniconazole, 100% inhibition of recombinant enzyme with 10 microM inhibitor
S-(+)-E-1-(4-chlorophenyl)-4,4-dimethyl-2-(1,2,4-triazo-1-yl)-1-penten-3-ol
-
S-(+)-uniconazole, 100% inhibition of recombinant Arabidopsis enzyme with 10 microM inhibitor
S-(+)-E-1-(4-chlorophenyl)-4,4-dimethyl-2-(1,2,4-triazo-1-yl)-1-penten-3-ol
-
S-(+)-uniconazole, 100% inhibition of recombinant Arabidopsis enzyme with 10 microM inhibitor
S-(E)-6-tert-butyl-5-(4-chlorobenzylidene)-6,8-dihydro-5H-imidazo[5,1-c][1,4]oxazine
-
100% inhibition of recombinant enzyme with 10 microM inhibitor
S-(E)-6-tert-butyl-5-(4-chlorobenzylidene)-6,8-dihydro-5H-imidazo[5,1-c][1,4]oxazine
-
100% inhibition of recombinant Arabidopsis enzyme with 10 microM inhibitor
additional information
-
inhibitor synthesis, overview. Conformational energy profiles of ligands by computational molecular dynamics simulation, inhibition kinetics, overview. No inhibition by (1'R,2'R)-(-)-2',3'-dihydro-abscisic acid
-
additional information
-
pH-dependent partition coefficient of the inhibitors at different pH values, overview, no inhibition by 7'-hydroxy abscisic acid, four-step synthesis of 7'-hydroxy-abscisic acid from alpha-ionone, overview
-
additional information
-
about 4.8fold reduced expression in Arabidopsis thaliana mutant aba2 with a mutation at the start of exon 2; about 5.6fold reduced expression in Arabidopsis thaliana mutant etr1 with altered gene expression of the ethylene signal transduction pathway
-
additional information
-
not inactivating: (+)-8’-methylene-abscisate, (+)-8’-methylacetylene-abscisate
-
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
ACTIVATING COMPOUND
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
additional information
-
high humidity reduces the abscisic acid levels by the activation of CYP707A1 and CYP707A3
-
additional information
-
NO regulates seed dormancy and germination and such action needs CYP707As family's participation
-
additional information
-
the mRNA level of OsABA8ox-2 does not increase under submergence culture conditions; the mRNA level of OsABA8ox-3 does not increase under submergence culture conditions; treatment of aerobic seedlings with ethylene and its precursor 1-aminocyclopropane-1-carboxylate rapidly induces the expression of OsABA8ox1, which is suppressed by 1-methylcyclopropene, an inhibitor of ethylene action. the mRNA level of OsABA8ox1 increases dramatically within 1 h under submergence culture conditions
-
additional information
the mRNA level of OsABA8ox-2 does not increase under submergence culture conditions; the mRNA level of OsABA8ox-3 does not increase under submergence culture conditions; treatment of aerobic seedlings with ethylene and its precursor 1-aminocyclopropane-1-carboxylate rapidly induces the expression of OsABA8ox1, which is suppressed by 1-methylcyclopropene, an inhibitor of ethylene action. the mRNA level of OsABA8ox1 increases dramatically within 1 h under submergence culture conditions
-
additional information
the mRNA level of OsABA8ox-2 does not increase under submergence culture conditions; the mRNA level of OsABA8ox-3 does not increase under submergence culture conditions; treatment of aerobic seedlings with ethylene and its precursor 1-aminocyclopropane-1-carboxylate rapidly induces the expression of OsABA8ox1, which is suppressed by 1-methylcyclopropene, an inhibitor of ethylene action. the mRNA level of OsABA8ox1 increases dramatically within 1 h under submergence culture conditions
-
additional information
the mRNA level of OsABA8ox-2 does not increase under submergence culture conditions; the mRNA level of OsABA8ox-3 does not increase under submergence culture conditions; treatment of aerobic seedlings with ethylene and its precursor 1-aminocyclopropane-1-carboxylate rapidly induces the expression of OsABA8ox1, which is suppressed by 1-methylcyclopropene, an inhibitor of ethylene action. the mRNA level of OsABA8ox1 increases dramatically within 1 h under submergence culture conditions
-
additional information
CYP707A1 is not affected by gibberellin 3 treatment, in contrast to pollination, which has a stimulating effect
-
additional information
-
CYP707A1 is not affected by gibberellin 3 treatment, in contrast to pollination, which has a stimulating effect
-
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
0.0034
(+)-abscisic acid
-
50 mM potassium phosphate buffer, pH 7.25, 50 microM NADPH, 30°C
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
Ki VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
0.00045
(1'R,2'R)-(-)-2',3'-dihydro-4'-deoxo-abscisic acid
-
pH 7.2-7.3, 30°C
0.00041
(1'S*,2'S*,6'S*)-(+-)-6-nor-2',3'-dihydro-4'-deoxo-8',8'-difluoro-abscisate
-
pH 7.25, 30°C
0.0004
(1'S*,2'S*,6'S*)-(+-)-6-nor-2',3'-dihydro-4'-deoxo-abscisate
-
pH 7.25, 30°C
0.00016
(1E)-1-(4-chlorophenyl)-2-[5-(hydroxymethyl)-1H-imidazol-1-yl]-4,4-dimethylpent-1-en-3-ol
-
-
0.034
(E)-1-(1-(4-chlorophenyl)-3-fluoro-4,4-dimethylpent-1-en-2-yl)-1H-1,2,4-triazole
-
pH 7.2-7.3, 30°C, recombinant enzyme
0.000027
(E)-2-(2-((1-(4-(3-hydroxy-4,4-dimethyl-2-(1H-1,2,4-triazol-1-yl)pent-1-en-1-yl)phenyl)-1H-1,2,3-triazol-4-yl)methoxy)ethoxy)ethyl 4-methylbenzenesulfonate
-
pH 7.25, 30°C, recombinant enzyme
0.00052
(E)-6-tert-butyl-5-(4-chlorobenzylidene)-5H-imidazo[5,1-c][1,4]oxazin-8(6H)-one
-
10 microM inhibitor in 50 mM potassium phosphate buffer, pH 7.25, 50 microM NADPH, 30°C, recombinant enzyme
0.00042 - 0.00097
(E)-6-tert-butyl-5-(4-chlorobenzylidene)-6,8-dihydro-5H-imidazo[2,1-c][1,4]oxazin-8-ol
0.0012
(S,E)-1-(1-(4-chlorophenyl)-3-methoxy-4,4-dimethylpent-1-en-2-yl)-1H-imidazole
-
pH 7.2-7.3, 30°C, recombinant enzyme
0.00024
1-[(1E)-1-(4-chlorophenyl)-3-hydroxy-4,4-dimethylpent-1-en-2-yl]-1H-imidazole-5-carbaldehyde
-
-
0.00019
1-[(1E)-1-(4-chlorophenyl)-3-methoxy-4,4-dimethylpent-1-en-2-yl]-5-(methoxymethyl)-1H-imidazole
-
-
0.00042
3R-(E)-6-tert-butyl-5-(4-chlorobenzylidene)-6,8-dihydro-5H-imidazo[2,1-c][1,4]oxazin-8-ol
-
10 microM inhibitor in 50 mM potassium phosphate buffer, pH 7.25, 50 microM NADPH, 30°C, recombinant enzyme
0.00097
3S-(E)-6-tert-butyl-5-(4-chlorobenzylidene)-6,8-dihydro-5H-imidazo[2,1-c][1,4]oxazin-8-ol
-
10 microM inhibitor in 50 mM potassium phosphate buffer, pH 7.25, 50 microM NADPH, 30°C, recombinant enzyme
0.000195
4-(1-[4-[(1E)-3-hydroxy-4,4-dimethyl-2-(1H-1,2,4-triazol-1-yl)pent-1-en-1-yl]phenyl]-1H-1,2,3-triazol-4-yl)butanoic acid
-
-
0.00012
methyl (2E)-3-[1-[(1E)-1-(4-chlorophenyl)-3-hydroxy-4,4-dimethylpent-1-en-2-yl]-1H-imidazol-5-yl]prop-2-enoate
-
-
0.00022
methyl (2Z)-3-[1-[(1E)-1-(4-chlorophenyl)-3-hydroxy-4,4-dimethylpent-1-en-2-yl]-1H-imidazol-5-yl]prop-2-enoate
-
-
0.00145
R-(+)-E-1-(4-chlorophenyl)-4,4-dimethyl-2-(1,2,4-triazo-1-yl)-1-penten-3-ol
-
10 microM inhibitor in 50 mM potassium phosphate buffer, pH 7.25, 50 microM NADPH, 30°C
0.00001
S-(+)-E-1-(4-chlorophenyl)-4,4-dimethyl-2-(1,2,4-triazo-1-yl)-1-penten-3-ol
-
10 microM inhibitor in 50 mM potassium phosphate buffer, pH 7.25, 50 microM NADPH, 30°C, recombinant enzyme
0.00016
S-(E)-6-tert-butyl-5-(4-chlorobenzylidene)-6,8-dihydro-5H-imidazo[5,1-c][1,4]oxazine
-
10 microM inhibitor in 50 mM potassium phosphate buffer, pH 7.25, 50 microM NADPH, 30°C, recombinant enzyme
additional information
additional information
-
inhibition kinetics, computational methods, overview
-
0.00042
(E)-6-tert-butyl-5-(4-chlorobenzylidene)-6,8-dihydro-5H-imidazo[2,1-c][1,4]oxazin-8-ol
-
3R-enantiomer, pH 7.25, 30°C
0.00097
(E)-6-tert-butyl-5-(4-chlorobenzylidene)-6,8-dihydro-5H-imidazo[2,1-c][1,4]oxazin-8-ol
-
3S-enantiomer, pH 7.25, 30°C
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
IC50 VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
0.046
(1E,3R)-1-(4-chlorophenyl)-4,4-dimethyl-2-(1H-1,2,4-triazol-1-yl)pent-1-en-3-ol
Oryza sativa
-
rice seedling, growth of second leaf sheath after 7 days in inhibitor medium
0.0013
(1E,3S)-1-(4-chlorophenyl)-4,4-dimethyl-2-(1H-1,2,4-triazol-1-yl)pent-1-en-3-ol
Oryza sativa
-
rice seedling, growth of second leaf sheath after 7 days in inhibitor medium
0.0023
(E)-1-(4-chlorophenyl)-4,4-dimethyl-2-(1H-1,2,4-triazol-1-yl)pent-1-en-3-ol
Oryza sativa
-
rice seedling, growth of second leaf sheath after 7 days in inhibitor medium
0.028 - 0.058
(E)-6-tert-butyl-5-(4-chlorobenzylidene)-6,8-dihydro-5H-imidazo[2,1-c][1,4]oxazine
0.009
(E)-6-tert-butyl-5-(4-chlorobenzylidene)-6,8-dihydro-5H-imidazo[5,1-c][1,4]oxazine
Oryza sativa
-
rice seedling, growth of second leaf sheath after 7 days in inhibitor medium
0.0032
(E)-6-tert-butyl-5-(4-chlorobenzylidene)-6,8-dihydro-5H-[1,2,4]triazolo[5,1-c][1,4]oxazin-8-ol
Oryza sativa
-
rice seedling, growth of second leaf sheath after 7 days in inhibitor medium
0.078
(E)-6-tert-butyl-5-(4-chlorobenzylidene)-6,8-dihydro-5H-[1,2,4]triazolo[5,1-c][1,4]oxazine
Oryza sativa
-
rice seedling, growth of second leaf sheath after 7 days in inhibitor medium
0.0078
R-(+)-E-1-(4-chlorophenyl)-4,4-dimethyl-2-(1,2,4-triazo-1-yl)-1-penten-3-ol
Oryza sativa
-
rice seedling, growth of second leaf sheath after 7 days in inhibitor medium
0.012
R-(E)-6-tert-butyl-5-(4-chlorobenzylidene)-6,8-dihydro-5H-imidazo[5,1-c][1,4]oxazine
Oryza sativa
-
rice seedling, growth of second leaf sheath after 7 days in inhibitor medium
0.00018
S-(+)-E-1-(4-chlorophenyl)-4,4-dimethyl-2-(1,2,4-triazo-1-yl)-1-penten-3-ol
Oryza sativa
-
rice seedling, growth of second leaf sheath after 7 days in inhibitor medium
0.0082
S-(E)-6-tert-butyl-5-(4-chlorobenzylidene)-6,8-dihydro-5H-imidazo[5,1-c][1,4]oxazine
Oryza sativa
-
rice seedling, growth of second leaf sheath after 7 days in inhibitor medium
0.028
(E)-6-tert-butyl-5-(4-chlorobenzylidene)-6,8-dihydro-5H-imidazo[2,1-c][1,4]oxazine
Oryza sativa
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rice seedling, growth of second leaf sheath after 7 days in inhibitor medium
0.058
(E)-6-tert-butyl-5-(4-chlorobenzylidene)-6,8-dihydro-5H-imidazo[2,1-c][1,4]oxazine
Oryza sativa
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rice seedling, growth of second leaf sheath after 7 days in inhibitor medium
additional information
additional information
Malus sylvestris
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3R-isomer abscinazole-F1 (3R-(E)-6-tert-butyl-5-(4-chlorobenzylidene)-6,8-dihydro-5H-imidazo[2,1-c][1,4]oxazin-8-ol) has no growth-retardant effect on apple seedlings but induces stomatal closure and drought tolerance during dehydration at concentrations of 10, 50, and 100 microM (spray treatment) in contrast to uniconazole (S-(+)-E-1-(4-chlorophenyl)-4,4-dimethyl-2-(1,2,4-triazo-1-yl)-1-penten-3-ol) which has growth-retardant effects
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additional information
additional information
Oryza sativa
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no inhibition of rice seedling growth (second leaf sheath length) with (E)-6-tert-butyl-5-(4-chlorobenzylidene)-5Himidazo[2,1-c][1,4]oxazin-8(6H)-one, (E)-6-tert-butyl-5-(4-chlorobenzylidene)-6,8-dihydro-5H-imidazo[2,1-c][1,4]oxazin-8-ol, 3S-(E)-6-tert-butyl-5-(4-chlorobenzylidene)-6,8-dihydro-5H-imidazo[2,1-c][1,4]oxazin-8-ol, 3R-(E)-6-tert-butyl-5-(4-chlorobenzylidene)-6,8-dihydro-5H-imidazo[2,1-c][1,4]oxazin-8-ol
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pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
7.2 - 7.3
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TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
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SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
SOURCE
additional information
all four CYP707As are expressed at varying intensities throughout sweet cherry fruit development, expression pattern of CYP707A1, overview; all four CYP707As are expressed at varying intensities throughout sweet cherry fruit development, expression pattern of CYP707A2, overview; all four CYP707As are expressed at varying intensities throughout sweet cherry fruit development, expression pattern of CYP707A3, overview; all four CYP707As are expressed at varying intensities throughout sweet cherry fruit development, expression pattern of CYP707A4, overview
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all four CYP707As are expressed at varying intensities throughout sweet cherry fruit development, expression pattern of CYP707A1, overview; all four CYP707As are expressed at varying intensities throughout sweet cherry fruit development, expression pattern of CYP707A2, overview; all four CYP707As are expressed at varying intensities throughout sweet cherry fruit development, expression pattern of CYP707A3, overview; all four CYP707As are expressed at varying intensities throughout sweet cherry fruit development, expression pattern of CYP707A4, overview
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CYP707A2 transcription is much higher than the other CYP707A genes; CYP707A4 transcription is the lowest of the CYP707A genes
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expression of ABA8ox3 is greatest among the three ABA8ox genes, while ABA8ox1 is hardly detected during germination
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CYP707A3 plays a major role in regulating abscisic acid levels, whereas CYP707A1 plays a minor role in regulating abscisic acid levels in shoots
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LOCALIZATION
ORGANISM
UNIPROT
COMMENTARY
GeneOntology No.
LITERATURE
SOURCE
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MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
52000
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x * 53000, isoform CYC707A1, x * 52000, isoform CYP707A3, SDS-PAGE
53000
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x * 53000, isoform CYC707A1, x * 52000, isoform CYP707A3, SDS-PAGE
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SUBUNITS
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
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Purification/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
recombinant enzyme production is induced, cells centrifuged, pellets resuspended in buffer A (50 mM potassium phosphate buffer, pH 7.25, 20% glycerol, 1 mM EDTA, 0.1 mM dithiothreitol), sonicated, centrifuged, supernatants collected
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Cloned/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
a truncated CYP707A3 (707A3d28), which lacks the putative membrane-spanning segment of the N-terminus (residues 3–28) coexpressed in Escherichia coli strain BL21 with Arabidopsis P450 reductase
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cDNA CYP707A1, DNA and amino acid sequence determination and analysis, phylogenetic tree; cDNA CYP707A2, DNA and amino acid sequence determination and analysis, phylogenetic tree; cDNA CYP707A3, DNA and amino acid sequence determination and analysis, phylogenetic tree; cDNA CYP707A4, DNA and amino acid sequence determination and analysis, phylogenetic tree
coding region (base 6-1,478) amplified and cloned in the Gateway entry vector pENTR/D-TOPO. CYP707A1 coding region recombined between the Cauliflower Mosaic Virus 35S promoter in the pGD625 vector and the NOPALINE SYNTHASE terminator. Transgenic plants generated by Agrobacterium tumefaciens-mediated transformation
CYP707A3, coexpression with Arabidopsis thaliana P450 reductase ATR2 in Escherichia coli
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expression in baculovirus system, isoforms CYP707A1, CYP707A3, CYP707A4
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leaves from wild-type plants transfected with the expression plasmid NpABAH
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promoter fragment of the translational start of each CYP707A amplified and cloned into pENTR/D-TOPO vector, cloned into the binary vector, pGWB3, with a recombination cassette for the expression of GUS-fused protein. Resulting plasmids electroporated into Agrobacterium strain GV3101, which is used to transform wild-type Arabidopsis accession Columbia plants
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recombinant truncated Arabidopsis enzyme (707A3d28, lack of putative membrane spanning segment at N-terminus), expressed in Escherichia coli BL21; truncated CYP707A3 (707A3d28), which lacks the putative membrane-spanning segment of the N-terminus, residues 3-28, coexpressed in Escherichia coli BL21 with Arabidopsis P450 reductase
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three genes OsABA8ox1, -2 and -3, expression analysis, expression of gene OsABA8ox1 in Saccharomyces cerevisiae microsomes, expression of gene OsABA8ox1 as GFP-tagged protein in Allium cepa cells in the endoplasmic reticulum; three genes OsABA8ox1, -2 and -3, expression analysis, expression of gene OsABA8ox1 in Saccharomyces cerevisiae microsomes, expression of gene OsABA8ox1 as GFP-tagged protein in Allium cepa cells in the endoplasmic reticulum; three genes OsABA8ox1, -2 and -3, expression analysis, expression of gene OsABA8ox1 in Saccharomyces cerevisiae microsomes, expression of gene OsABA8ox1 as GFP-tagged protein in Allium cepa cells in the endoplasmic reticulum
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EXPRESSION
ORGANISM
UNIPROT
LITERATURE
3 h after tuber wounding, expression of isoforms CYP707A1 and CYP707A3 is increased more than 6fold and more than 69fold, respectively
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ABA8'OH-1 is up-regulated in after-ripened tissues, highest expression in after-ripened coleorhiza
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application of abscisic acid induces the expression of CYP707A1. Expression of CYP707A1 is strongly increased by water stress; application of abscisic acid induces the expression of CYP707A2. Expression of CYP707A2 is not significantly altered in dehydrated fruits compared to control fruits; application of abscisic acid induces the expression of CYP707A3. Expression of CYP707A3 is strongly increased by water stress
application of abscisic acid suppresses the expression of CYP707A2. Expression of CYP707A2 is not significantly altered in dehydrated fruits compared to control fruits
concomitant with the production of capsidiol is the induction of ABA 8'-hydroxylase in elicited plants. Expression of ABAH is induced in wild-type plants and in Npaba2 and Npaba1 mutants after cellulase treatment at time points corresponding to the expression of 5-epiaristolochene synthase and 5-epi-aristolochene hydroxylase and capsidiol synthesis
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expression of ABA8ox genes, especially ABA8ox2 and ABA8ox3, is sensitively suppressed in the presence of exogenously supplied glucose, leading to delay of germination
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expression of ABA8ox3 encoding ABA 8'-hydroxylase is significantly increased during the first 6 h of imbibition
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mRNA concentration of CYP707A1 strongly increases after pollination in whole ovaries. CYP707A1 mRNA levels are several 100fold upregulated after pollination, specifically in ovules/placenta and not in pericarp. CYP707A1 overexpression line has approximately 45fold higher mRNA levels than wild-type
the enzyme is highly expressed during seed development; the enzyme is highly expressed during seed development; the enzyme is highly expressed during seed development
transcription decreases to a lower level after 12 h of imbibition; transcription decreases to a lower level after 12 h of imbibition; transcription decreases to a lower level after 12 h of imbibition; transcription decreases to a lower level after 12 h of imbibition
transcription increases during the first 6 h of imbibition; transcription increases during the first 6 h of imbibition; transcription increases during the first 6 h of imbibition; transcription increases during the first 6 h of imbibition
when wild-type plants are transferred to high-humidity conditions (relative humidity 90%), CYP707A1 and CYP707A3 transcript levels increase primarily in guard cells and vascular tissues, respectively
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application of abscisic acid induces the expression of CYP707A1. Expression of CYP707A1 is strongly increased by water stress; application of abscisic acid induces the expression of CYP707A2. Expression of CYP707A2 is not significantly altered in dehydrated fruits compared to control fruits; application of abscisic acid induces the expression of CYP707A3. Expression of CYP707A3 is strongly increased by water stress
application of abscisic acid induces the expression of CYP707A1. Expression of CYP707A1 is strongly increased by water stress; application of abscisic acid induces the expression of CYP707A2. Expression of CYP707A2 is not significantly altered in dehydrated fruits compared to control fruits; application of abscisic acid induces the expression of CYP707A3. Expression of CYP707A3 is strongly increased by water stress
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application of abscisic acid suppresses the expression of CYP707A2. Expression of CYP707A2 is not significantly altered in dehydrated fruits compared to control fruits
application of abscisic acid suppresses the expression of CYP707A2. Expression of CYP707A2 is not significantly altered in dehydrated fruits compared to control fruits
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ENGINEERING
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
additional information
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CYP707A2 knockout mutant, hyperdormancy in seeds, accumulates 6fold higher levels of abscisic acid than wild-type
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Renatured/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
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APPLICATION
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
agriculture
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introduction of drought tolerance in apple seedlings, the 3R-isomer of the abscisic acid 8'-hydroxylase inhibitor abscinazole-F1 (3R-(E)-6-tert-butyl-5-(4-chlorobenzylidene)-6,8-dihydro-5H-imidazo[2,1-c][1,4]oxazin-8-ol) has no growth-retardant effect on apple seedlings but induces stomatal closure and drought tolerance during dehydration at concentrations of 10, 50, and 100 microM (spray treatment)
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LINKS TO OTHER DATABASES (specific for EC-Number 1.14.13.93)
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