1.11.2.3: plant seed peroxygenase

This is an abbreviated version!
For detailed information about plant seed peroxygenase, go to the full flat file.

Word Map on EC 1.11.2.3

Reaction

R1H
+
R2OOH
=
R1OH
+
R2OH

Synonyms

caleosin, caleosin-like protein, Clo-1, Clo-3, CLO3, epoxygenase, hydrogen peroxide-reducible hemoprotein, hydroperoxide-dependent peroxygenase, peroxygenase RD20, peroxygenase, hydroperoxide-dependent hydroxylase, plant peroxygenase, PXG, PXG1, PXG2, PXG4, RD20, soybean peroxygenase

ECTree

     1 Oxidoreductases
         1.11 Acting on a peroxide as acceptor
             1.11.2 Peroxygenases
                1.11.2.3 plant seed peroxygenase

Substrates Products

Substrates Products on EC 1.11.2.3 - plant seed peroxygenase

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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
(+)-(R)-limonene + H2O2
(R)-limonene trans-1,2-epoxide
show the reaction diagram
-
-
97% of products
-
?
(-)-(S)-limonene + H2O2
(S)-limonene cis-1,2-epoxide
show the reaction diagram
-
-
88% of products
-
?
(10E,12Z,9S)-9-hydroperoxy-octadec-10,12-dienoate + H2O2
(10E,12Z,9S)-9-hydroxyoctadec-10,12-dienoate + H2O
show the reaction diagram
(10E,12Z,9S)-9-hydroxy-octadec-10,12-dienoate + H2O2
(10E,12R,13S,9S)-12,13-epoxy-9-hydroxy-octadec-10-enoate + H2O
show the reaction diagram
(10E,12Z,9S)-9-hydroxyoctadec-10,12-dienoate + H2O2
(10E,12R,13S,9S)-12,13-epoxy-9-hydroxy-octadec-10-enoate + H2O
show the reaction diagram
-
-
-
-
?
(3Z)-hexenal + H2O2
(2E)-4-hydroxy-2-hexenal + H2O
show the reaction diagram
-
-
-
-
?
(3Z)-nonenal + H2O2
(2E)-4-hydroxy-2-nonenal + H2O
show the reaction diagram
-
-
-
-
?
(9Z,12Z,15Z)-octadeca-9,12,15-trienoic acid + tert-butyl hydroperoxide
(12Z,15Z)-9,10-epoxyoctadeca-12,15-dienoic aicd + (9Z,12Z)-15,16-epoxy-9,12-octadecadienoic acid + ?
show the reaction diagram
-
-
-
-
?
10-cis-heptadecenoic acid + cumene hydroperoxide
10,11-epoxyheptadecanoic acid + ?
show the reaction diagram
94% of the activity with oleic acid
-
-
?
10-cis-pentadecenoic acid + cumene hydroperoxide
10,11-epoxypentadecanoic acid + ?
show the reaction diagram
98% of the activity with oleic acid
-
-
?
13-hydroperoxy-9,11-octadecadienoic acid + H2O2
?
show the reaction diagram
-
-
-
-
?
13-hydroperoxyoctadecatrienoic acid + H2O2
13-hydroxyoctadecatrienoic acid + ?
show the reaction diagram
-
-
-
?
13-hydroxyoctadecatrienoic acid + H2O2
15,16-epoxy-13-hydroperoxyoctadecatrienoic acid + ?
show the reaction diagram
-
-
-
?
2 linolenic acid + 3 tert-butyl hydroperoxide
(12Z,15Z)-9-epoxyoctadec-12,15-dienoic acid + (12Z)-9,15-diepoxyoctadec-12-enoic acid + 3 tert-butanol
show the reaction diagram
-
-
-
-
?
2-hydroperoxyoctadecatrienoic acid + H2O2
2-hydroxyoctadecatrienoic acid + ?
show the reaction diagram
-
-
-
?
2-methylhept-1-ene + tert-butyl hydroperoxide
2-methyl-2-pentyloxirane + ?
show the reaction diagram
-
-
-
-
?
4-chloroaniline + H2O2
4-chloronitrosobenzene + ?
show the reaction diagram
-
-
-
-
?
9-cis-hexadecenoic acid + cumene hydroperoxide
9,10-epoxy hexadecanoic acid + ?
show the reaction diagram
89% of the activity with oleic acid
-
-
?
alpha-terpinene + H2O2
cis-1,4-dihydroxy-p-menth-2-ene
show the reaction diagram
-
-
-
-
?
aniline + cumene hydroperoxide
?
show the reaction diagram
aniline + cumene hydroperoxide
N-phenylhydroxylamine + H2O
show the reaction diagram
-
-
-
-
?
aniline + cumene hydroperoxide
nitrosobenzene + ?
show the reaction diagram
-
-
-
-
?
cis-2-heptene + tert-butyl hydroperoxide
2-butyl-3-methyl-cis-oxirane + ?
show the reaction diagram
-
-
93.9% yield
-
?
cis-3-heptene + tert-butyl hydroperoxide
2-ethyl-3-propyl-cis-oxirane + ?
show the reaction diagram
-
-
72.7% yield
-
?
cyclohexene + tert-butyl hydroperoxide
7-oxabicyclo-[4.1.0]-heptane + ?
show the reaction diagram
-
-
70.5% yield
-
?
gamma-terpinene + H2O2
p-cymene
show the reaction diagram
-
-
in this reaction, hydroperoxide serves as hydrogen acceptor rather than an oxygen donor
-
?
hept-1-ene + tert-butyl hydroperoxide
2-pentyloxirane + ?
show the reaction diagram
-
-
2.8% yield
-
?
indole + H2O2
?
show the reaction diagram
-
-
-
-
?
indole + H2O2
indoxyl + H2O
show the reaction diagram
indole + linoleic acid hydroperoxide
?
show the reaction diagram
-
-
-
-
?
linoleate + H2O2
(12Z,9R,10S)-9,10-epoxyoctadec-12-enoate + H2O
show the reaction diagram
linoleate + tert-butyl hydroperoxide
(9Z)-12,13-epoxyoctadec-9-enoate + (12Z)-9,10-epoxyoctadec-12-enoate + 9,10-12,13-diepoxy-octadecanoate + ?
show the reaction diagram
-
-
23.4% yield, 25.4% yield and 46.7% yield, respectively
-
?
linoleate methyl ester + tert-butyl hydroperoxide
methyl 12,13-epoxy-9(Z)-octadecenoate + methyl 9,10-epoxy-12(Z)-octadecenoate + methyl 9,10-12,13-diepoxyoctadecanoate + ?
show the reaction diagram
-
-
17.6% yield, 21.9% yield and 49.5% yield, respectively
-
?
linoleic acid + 13-hydroperoxy-9,11-octadecadienoic acid
?
show the reaction diagram
-
13-hydroperoxy-9,11-octadecadienoic acid is the most active cosubstrate
-
-
?
linoleic acid + cumene hydroperoxide
?
show the reaction diagram
linoleic acid + H2O2
15,16-epoxy-9,12-octadecadienoic acid + H2O
show the reaction diagram
-
-
25% yield
-
?
linoleic acid + H2O2
?
show the reaction diagram
linoleic acid + tert-butyl hydroperoxide
9,10-epoxy-octadecanoic acid + tert-butanol
show the reaction diagram
-
-
-
-
?
linolenic acid + 13-hydroperoxy-9,11-octadecadienoic acid
?
show the reaction diagram
-
13-hydroperoxy-9,11-octadecadienoic acid is the most active cosubstrate
-
-
?
linolenic acid + cumene hydroperoxide
?
show the reaction diagram
-
-
-
-
?
linolenic acid + cumene hydroperoxide
linolenic acid 9,10-15,16-diepoxide + ?
show the reaction diagram
74% conversion, physiological linoleic and linolenic acids are the preferred substrates for isoform PXG4
major product, (R),(S)-epoxide enantiomers
-
?
linolenic acid + H2O2
?
show the reaction diagram
-
-
-
-
?
methyl (13Z)-docos-13-enoate + tert-butyl hydroperoxide
methyl behenate 13,14-epoxide + H2O
show the reaction diagram
-
-
26.9% yield
-
?
methyl 4-tolyl sulfide + cumene hydroperoxide
?
show the reaction diagram
N-iso-butyl-(9Z,12Z,15Z)-octadecatrienamide + tert-butyl hydroperoxide
N-iso-butyl-9,10-15,16-diepoxy-(12Z)-octadecenamide + ?
show the reaction diagram
-
-
-
-
?
nerol + H2O2
nerol-2,3-epoxide
show the reaction diagram
-
-
sole product
-
?
oleate + H2O2
?
show the reaction diagram
oleate + tert-butyl hydroperoxide
methyl 9,10-epoxyoctadecanoate + ?
show the reaction diagram
-
-
99.8% yield
-
?
oleate methyl ester + tert-butyl hydroperoxide
methyl 9,10-epoxyoctadecanoate + ?
show the reaction diagram
-
-
93.9% yield
-
?
oleic acid + 13-hydroperoxy-9,11-octadecadienoic acid
?
show the reaction diagram
-
13-hydroperoxy-9,11-octadecadienoic acid is the most active cosubstrate
-
-
?
oleic acid + cumene hydroperoxide
?
show the reaction diagram
oleic acid + cumene hydroperoxide
cis-9,10-epoxystearic acid + ?
show the reaction diagram
oleic acid + fatty acid hydroperoxide
cis-9,10-epoxystearic acid + ?
show the reaction diagram
-
-
-
-
?
oleic acid + H2O2
9,10-epoxyoctadecanoic acid
show the reaction diagram
-
-
15% yield
-
?
oleic acid + H2O2
9,10-epoxystearic acid
show the reaction diagram
-
-
-
-
?
oleic acid + H2O2
?
show the reaction diagram
-
-
-
-
?
parathion ethyl + cumene hydroperoxide
paraoxon + ?
show the reaction diagram
phenylsulfide + H2O2
phenylsulfoxide + ?
show the reaction diagram
-
-
-
-
?
pyrogallol + H2O2
purpurogallin + H2O
show the reaction diagram
-
-
-
-
?
ricinoleate + tert-butyl hydroperoxide
9,10-epoxy-12-hydroxyoctadecanoate + ?
show the reaction diagram
-
-
73.6% yield
-
?
styrene + tert-butyl hydroperoxide
epoxyethyl benzene + ?
show the reaction diagram
-
-
57.4% yield
-
?
thioanisole + H2O2
?
show the reaction diagram
-
-
-
-
?
thiobenzamide + cumene hydroperoxide
?
show the reaction diagram
trans-10,cis-12-linoleic acid + H2O2
12,13-epoxy-10-octadecenoic acid
show the reaction diagram
-
-
epoxidation occurs only at cis-double bond
-
-
trans-2-heptene + tert-butyl hydroperoxide
2-butyl-3-methyl-trans-oxirane + ?
show the reaction diagram
-
-
26.6% yield
-
?
linolenate + tert-butyl hydroperoxide
additional information
-