1.3.1.42: 12-oxophytodienoate reductase

This is an abbreviated version!
For detailed information about 12-oxophytodienoate reductase, go to the full flat file.

Word Map on EC 1.3.1.42

Reaction

8-[(1R,2R)-3-oxo-2-{(Z)-pent-2-enyl}cyclopentyl]octanoate
+
NADP+
=
(15Z)-12-oxophyto-10,15-dienoate
+
NADPH
+
H+

Synonyms

12-oxo phytodienoic acid reductase, 12-oxo-phytodienoate acid reductase, 12-oxo-phytodienoic acid reductase, 12-oxophytodienoate reductase, 12-oxophytodienoate reductase 3, 12-oxophytodienoate reductase isoform 3, 12-oxophytodienoate-10,11-reductase, 12-oxophytodienoate10,11-reductase, CsOPR3, cyclopentenone reductase, HvOPR1, More, morphine reductase, old yellow enzyme, OPDA reductase, OPDA reductase I, OPR, OPR-1, OPR-3, OPR1, OPR2, OPR3, OPR3 oxidoreductase, OPR4, OPR5, OPR6, OPR7, OPR8, OPRI, OPRII, OsOPR01-1, OsOPR02-1, OsOPR04-1, OsOPR06-1, OsOPR08-1, OsOPR10, OsOPR11, OsOPR6, OsOPR7, OsOPR8, oxophytodienoate reductase, oxophytodienoic acid reductase, OYE, phytodienoic acid reductase, S64, TaOPR1

ECTree

     1 Oxidoreductases
         1.3 Acting on the CH-CH group of donors
             1.3.1 With NAD+ or NADP+ as acceptor
                1.3.1.42 12-oxophytodienoate reductase

Substrates Products

Substrates Products on EC 1.3.1.42 - 12-oxophytodienoate reductase

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SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
(15Z)-12-oxophyto-10,15-dienoate + NADPH
8-[(1R,2R)-3-oxo-2-((Z)-pent-2-enyl)cyclopentyl]octanoate + NADP+
show the reaction diagram
(2E)-3,7-dimethylocta-2,6-dienal + NADH
(3S)-3,7-dimethyloct-6-enal + NAD+
show the reaction diagram
(2E)-3,7-dimethylocta-2,6-dienal + NADPH
(3S)-3,7-dimethyloct-6-enal + NADP+
show the reaction diagram
(2Z)-2-methylbut-2-enedioic acid + NADH
(2R)-2-methylbutanedioic acid + NAD+
show the reaction diagram
above 99% conversion with OPR-1
-
-
?
(2Z)-2-methylbut-2-enedioic acid + NADPH
(2R)-2-methylbutanedioic acid + NADP+
show the reaction diagram
above 99% conversion with OPR-1
-
-
?
(9R,13R)-(15Z)-12-oxophyto-10,15-dienoate + NADPH
(9R,13R)-8-[(1R,2R)-3-oxo-2-((Z)-pent-2-enyl)cyclopentyl]octanoate + NADP+
show the reaction diagram
(9S,13S)-(15Z)-12-oxophyto-10,15-dienoate + NADPH
(9S,13S)-8-[(1R,2R)-3-oxo-2-((Z)-pent-2-enyl)cyclopentyl]octanoate + NADP+
show the reaction diagram
(9S,13S)-12-oxo-phytodienoic acid + NADPH
3-oxo-2((2Z)-pentenyl)-cyclopentane-1-octanoic acid + NADP+
show the reaction diagram
(9S,13S)-12-oxo-phytodienoic acid + NADPH + H+
3-oxo-2((2Z)-pentenyl)-cyclopentane-1-octanoic acid + NADP+
show the reaction diagram
-
enzyme is a FMN-dependent oxidoreductase that catalyzes the reduction of the cyclopentenone (9S,13S)-12-oxophytodienoate to the corresponding cyclopentanone in the biosynthesis of the plant hormone jasmonic acid
-
-
?
(9S,13S)-12-oxo-phytodienoic acid + NADPH + H+
?
show the reaction diagram
-
FMN-dependent oxidoreductase, biosynthesis of the plant hormone jasmonic acid, the enzyme in plants relates to old yellow enzyme (OYE) from Saccharomyces cerevisiae
-
-
?
(9S,13S)-12-oxophytodienoate + NADPH
3-oxo-2((2Z)-pentenyl)-cyclopentane-1-octanoic acid + NADP+
show the reaction diagram
-
-
-
?
(9S,13S)-12-oxophytodienoic acid + NADPH + H+
3-oxo-2-((2Z)-pentenyl)-cyclopentane-1-octanoic acid + NADP+
show the reaction diagram
OPR3 is involved in jasmonic acid biosynthesis
-
-
?
(E)-2-hexenal + NADPH + H+
hexanal + NADP+
show the reaction diagram
-
-
-
-
?
12-oxo-cis-phythodienoic acid + NADPH
cis-3-oxo-2-(2'-pentenyl)cyclopentane-1-octanoic acid + NADP+
show the reaction diagram
12-oxo-phytodienoic acid + NADPH
3-oxo-2-(2'(Z)-pentenyl)-cyclopentane-1 octanoic acid + NADP+
show the reaction diagram
enzyme catalyzes a late step in the jasmonic acid biosynthetic pathway
-
-
?
12-oxo-trans-phythodienoic acid + alpha-NADPH
trans-3-oxo-2-(2'-pentenyl)cyclopentaneoctanoic acid + NADP+
show the reaction diagram
-
-
-
-
?
12-oxo-trans-phythodienoic acid + beta-NADPH
trans-3-oxo-2-(2'-pentenyl)cyclopentaneoctanoic acid + NADP+
show the reaction diagram
-
-
-
-
?
12-oxo-trans-phythodienoic acid + NADPH
t-3-oxo-2-(2'-pentenyl)cyclopentaneoctanoic acid + NADP+
show the reaction diagram
15-deoxy-DELTA12,14-prostaglandin J2 + alpha-NADPH
? + alpha-NADPH
show the reaction diagram
-
PGJ2, an analogue of OPDA, rates of reaction with alpha-NADPH twenty times lower than those with beta-NADPH
-
-
?
15-deoxy-DELTA12,14-prostaglandin J2 + beta-NADPH
? + NADP+
show the reaction diagram
-
PGJ2, an analogue of OPDA
-
-
?
2,6,6-trimethylcyclohex-2-ene-1,4-dione + NADH
(6R)-2,2,6-trimethylcyclohexane-1,4-dione + NAD+
show the reaction diagram
2,6,6-trimethylcyclohex-2-ene-1,4-dione + NADPH
(6R)-2,2,6-trimethylcyclohexane-1,4-dione + NADP+
show the reaction diagram
2-cyclohexen-1-ol + NADPH
? + NADP+
show the reaction diagram
-
-
-
-
?
2-cyclohexen-1-one + NADH
? + NAD+
show the reaction diagram
-
-
-
-
?
2-cyclohexen-1-one + NADPH
? + NADP+
show the reaction diagram
2-methylcyclopent-2-en-1-one + NADH
(2S)-2-methylcyclopentanone + NAD+
show the reaction diagram
2-methylcyclopent-2-en-1-one + NADPH
(2S)-2-methylcyclopentanone + NADP+
show the reaction diagram
3-methyl-1-phenyl-1H-pyrrole-2,5-dione + NADH
(3R)-3-methyl-1-phenylpyrrolidine-2,5-dione + NAD+
show the reaction diagram
3-methyl-1-phenyl-1H-pyrrole-2,5-dione + NADPH
(3R)-3-methyl-1-phenylpyrrolidine-2,5-dione + NADP+
show the reaction diagram
3-methylcyclopent-2-en-1-one + NADH
(3S)-3-methylcyclopentanone + NAD+
show the reaction diagram
2% conversion with OPR-3
-
-
?
3-methylcyclopent-2-en-1-one + NADPH
(3S)-3-methylcyclopentanone + NADP+
show the reaction diagram
1% conversion with OPR-3
-
-
?
3-oxo-2((2Z)-pentenyl)-cyclopentane-1-octanoic acid + NADP+
?
show the reaction diagram
-
in vitro, OPR3 reduces the jasmonic acid precursor (9S,13S)-12-oxophytodienoate as well as the enantiomeric (9R,13R)-12-oxophytodienoate, while its isozyme OPR1 is highly selective, accepting only (9R,13R)-12-oxophytodienoate as a substrate, the enzyme in plants relates to old yellow enzyme (OYE) from Saccharomyces cerevisiae
-
-
-
8-[(1R,2R)-3-oxo-2-((Z)-pent-2-enyl)cyclopentyl]octanoate + NADP+
(15Z)-12-oxophyto-10,15-dienoate + NADPH + H+
show the reaction diagram
-
-
-
-
?
9R,13R-12-oxo-phytodienoic acid + NADPH
? + NADP+
show the reaction diagram
-
oxylipin
-
-
?
9S,13R-12-oxo-phytodienoic acid + NADPH
? + NADP+
show the reaction diagram
-
does not utilize 13S-configured isomers
-
-
?
beta-oestradiol + NADPH
? + NADP+
show the reaction diagram
codeinone + NADH
hydrocodone + NAD+
show the reaction diagram
-
-
-
-
?
cyclohexenone + alpha-NADPH
? + NADP+
show the reaction diagram
-
-
-
-
?
cyclohexenone + beta-NADPH
?
show the reaction diagram
maleic acid + NADPH
?
show the reaction diagram
-
-
-
-
?
morphinone + NADH
hydromorphone + NAD+
show the reaction diagram
-
-
-
-
?
oxylipin + NADPH
? + NADP+
show the reaction diagram
-
-
-
-
?
racemic 12-oxo-phytodienoic acid + NADPH
?
show the reaction diagram
-
-
-
-
?
testosterone + NADPH
? + NADP+
show the reaction diagram
-
-
-
-
?
trans-hex-2-enal + NADPH
hexanal + NADP+
show the reaction diagram
-
-
-
?
[(E)-1-methyl-2-nitroethenyl]benzene + NADH
[(1R)-1-methyl-2-nitroethyl]benzene + NAD+
show the reaction diagram
above 99% conversion with OPR-1
-
-
?
[(E)-1-methyl-2-nitroethenyl]benzene + NADH
[(1S)-1-methyl-2-nitroethyl]benzene + NAD+
show the reaction diagram
69% conversion with OPR-3
-
-
?
[(E)-1-methyl-2-nitroethenyl]benzene + NADPH
[(1R)-1-methyl-2-nitroethyl]benzene + NADP+
show the reaction diagram
above 99% conversion with OPR-1
-
-
?
[(E)-1-methyl-2-nitroethenyl]benzene + NADPH
[(1S)-1-methyl-2-nitroethyl]benzene + NADP+
show the reaction diagram
72% conversion with OPR-3
-
-
?
additional information
?
-