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(12,13S)-epoxy-(9Z,11,15Z)-octadecatrienoic acid
(9S,13S)-12-oxo-(10,15Z)-phytodienoic acid
(12,13S)-epoxy-(9Z,11E,15Z)-octadecatrienoic acid
12-oxo-phytodienoic acid
-
-
-
-
?
(12S)-hydroperoxy eicosatetraenoic acid
11-oxoprostatrienoic acid
20:4(n-6)-derived (12S)-hydroperoxy eicosatetraenoic acid
-
-
?
(12Z)-9,10-epoxy-10,12-octadecadienoic acid
rac-cis-10-oxo-11-phytoenoic acid
-
CYP74C3 catalyzes the synthesis, hydrolysis and cyclization of allene oxide
in addition, formation of some alpha-ketol
-
?
(5Z,8Z,10Z)-10-[3-[(2Z)-oct-2-en-1-yl]oxiran-2-ylidene]deca-5,8-dienoic acid
(5Z,14Z)-11-oxoprosta-5,9,14-trien-1-oic acid
-
substrate for isoenzyme PpAOC2
-
-
?
(9Z)-(13S)-12,13-epoxyoctadeca-9,11,15-trienoate
(15Z)-12-oxophyto-10,15-dienoate
(9Z,11E)-11-[(3S)-3-[(2Z)-pent-2-en-1-yl]oxiran-2-ylidene]undec-9-enoic acid
8-[(1R,5S)-4-oxo-5-[(2Z)-pent-2-en-1-yl]cyclopent-2-en-1-yl]octanoic acid
-
-
i.e. cis-(+)-OPDA
-
?
(9Z,13S,15Z)-12,13-epoxy-9,11,15-octadecatrienoic acid
(9S,13S)-12-oxo-phytodienoic acid
-
-
-
-
?
(9Z,13S,15Z)-12,13-epoxyoctadeca-9,11,15-trienoate
(9S,13S,15Z)-12-oxophyto-10,15-dienoate
13(S)-hydroperoxy-9(Z),11(E),15(Z)-octadecatrienoic acid
cis-(+)-12-oxophytodienoic acid
additional information
?
-
(12,13S)-epoxy-(9Z,11,15Z)-octadecatrienoic acid
(9S,13S)-12-oxo-(10,15Z)-phytodienoic acid
-
-
-
?
(12,13S)-epoxy-(9Z,11,15Z)-octadecatrienoic acid
(9S,13S)-12-oxo-(10,15Z)-phytodienoic acid
-
-
-
?
(12,13S)-epoxy-(9Z,11,15Z)-octadecatrienoic acid
(9S,13S)-12-oxo-(10,15Z)-phytodienoic acid
-
-
-
?
(12,13S)-epoxy-(9Z,11,15Z)-octadecatrienoic acid
(9S,13S)-12-oxo-(10,15Z)-phytodienoic acid
-
-
-
?
(12,13S)-epoxy-(9Z,11,15Z)-octadecatrienoic acid
(9S,13S)-12-oxo-(10,15Z)-phytodienoic acid
-
-
-
?
(12,13S)-epoxy-(9Z,11,15Z)-octadecatrienoic acid
(9S,13S)-12-oxo-(10,15Z)-phytodienoic acid
-
-
-
?
(12,13S)-epoxy-(9Z,11,15Z)-octadecatrienoic acid
(9S,13S)-12-oxo-(10,15Z)-phytodienoic acid
-
-
-
?
(12,13S)-epoxy-(9Z,11,15Z)-octadecatrienoic acid
(9S,13S)-12-oxo-(10,15Z)-phytodienoic acid
-
-
-
?
(12,13S)-epoxy-(9Z,11,15Z)-octadecatrienoic acid
(9S,13S)-12-oxo-(10,15Z)-phytodienoic acid
-
-
-
?
(12,13S)-epoxy-(9Z,11,15Z)-octadecatrienoic acid
(9S,13S)-12-oxo-(10,15Z)-phytodienoic acid
-
-
-
?
(12,13S)-epoxy-(9Z,11,15Z)-octadecatrienoic acid
(9S,13S)-12-oxo-(10,15Z)-phytodienoic acid
-
-
-
?
(12,13S)-epoxy-(9Z,11,15Z)-octadecatrienoic acid
(9S,13S)-12-oxo-(10,15Z)-phytodienoic acid
-
-
-
?
(9Z)-(13S)-12,13-epoxyoctadeca-9,11,15-trienoate
(15Z)-12-oxophyto-10,15-dienoate
-
-
-
-
?
(9Z)-(13S)-12,13-epoxyoctadeca-9,11,15-trienoate
(15Z)-12-oxophyto-10,15-dienoate
-
-
-
?
(9Z)-(13S)-12,13-epoxyoctadeca-9,11,15-trienoate
(15Z)-12-oxophyto-10,15-dienoate
-
-
-
-
?
(9Z)-(13S)-12,13-epoxyoctadeca-9,11,15-trienoate
(15Z)-12-oxophyto-10,15-dienoate
-
-
-
-
?
(9Z)-(13S)-12,13-epoxyoctadeca-9,11,15-trienoate
(15Z)-12-oxophyto-10,15-dienoate
-
-
-
?
(9Z)-(13S)-12,13-epoxyoctadeca-9,11,15-trienoate
(15Z)-12-oxophyto-10,15-dienoate
-
-
-
-
?
(9Z)-(13S)-12,13-epoxyoctadeca-9,11,15-trienoate
(15Z)-12-oxophyto-10,15-dienoate
-
-
-
-
?
(9Z)-(13S)-12,13-epoxyoctadeca-9,11,15-trienoate
(15Z)-12-oxophyto-10,15-dienoate
-
-
-
?
(9Z)-(13S)-12,13-epoxyoctadeca-9,11,15-trienoate
(15Z)-12-oxophyto-10,15-dienoate
-
-
-
-
?
(9Z)-(13S)-12,13-epoxyoctadeca-9,11,15-trienoate
(15Z)-12-oxophyto-10,15-dienoate
-
-
-
-
?
(9Z)-(13S)-12,13-epoxyoctadeca-9,11,15-trienoate
(15Z)-12-oxophyto-10,15-dienoate
-
-
-
-
?
(9Z)-(13S)-12,13-epoxyoctadeca-9,11,15-trienoate
(15Z)-12-oxophyto-10,15-dienoate
-
-
-
-
?
(9Z)-(13S)-12,13-epoxyoctadeca-9,11,15-trienoate
(15Z)-12-oxophyto-10,15-dienoate
Q8L6H4
-
-
-
?
(9Z)-(13S)-12,13-epoxyoctadeca-9,11,15-trienoate
(15Z)-12-oxophyto-10,15-dienoate
Q8L6H4
enzyme catalyzes a late step in the jasmonic acid biosynthetic pathway
-
-
?
(9Z)-(13S)-12,13-epoxyoctadeca-9,11,15-trienoate
(15Z)-12-oxophyto-10,15-dienoate
-
-
-
?
(9Z)-(13S)-12,13-epoxyoctadeca-9,11,15-trienoate
(15Z)-12-oxophyto-10,15-dienoate
-
-
-
-
?
(9Z)-(13S)-12,13-epoxyoctadeca-9,11,15-trienoate
(15Z)-12-oxophyto-10,15-dienoate
-
-
-
-
?
(9Z,13S,15Z)-12,13-epoxyoctadeca-9,11,15-trienoate
(9S,13S,15Z)-12-oxophyto-10,15-dienoate
-
-
-
?
(9Z,13S,15Z)-12,13-epoxyoctadeca-9,11,15-trienoate
(9S,13S,15Z)-12-oxophyto-10,15-dienoate
-
-
-
?
13(S)-hydroperoxy-9(Z),11(E),15(Z)-octadecatrienoic acid
cis-(+)-12-oxophytodienoic acid
-
93.9% of cis-(+)-12-oxophytodienoic acid
-
?
13(S)-hydroperoxy-9(Z),11(E),15(Z)-octadecatrienoic acid
cis-(+)-12-oxophytodienoic acid
-
94.1% of cis-(+)-12-oxophytodienoic acid
-
?
13(S)-hydroperoxy-9(Z),11(E),15(Z)-octadecatrienoic acid
cis-(+)-12-oxophytodienoic acid
-
isoform AOC1, 91.3% of cis-(+)-12-oxophytodienoic acid
-
?
13(S)-hydroperoxy-9(Z),11(E),15(Z)-octadecatrienoic acid
cis-(+)-12-oxophytodienoic acid
-
isoforms AOC2, 93.6%of cis-(+)-12-oxophytodienoic acid
-
?
additional information
?
-
all Arabidopsis allene oxide cyclase isoforms may contribute to jasmonate biosynthesis
-
-
?
additional information
?
-
all Arabidopsis allene oxide cyclase isoforms may contribute to jasmonate biosynthesis
-
-
?
additional information
?
-
all Arabidopsis allene oxide cyclase isoforms may contribute to jasmonate biosynthesis
-
-
?
additional information
?
-
all Arabidopsis allene oxide cyclase isoforms may contribute to jasmonate biosynthesis
-
-
?
additional information
?
-
-
all Arabidopsis allene oxide cyclase isoforms may contribute to jasmonate biosynthesis
-
-
?
additional information
?
-
-
allene oxides formed by the action of EC 4.2.1.92 are converted into cyclopentanone derivatives
-
-
?
additional information
?
-
-
enzyme of a branch leading specifically from (13S)-hydroperoxy-(9Z,11E,15Z)-octatrienoic acid to 12-oxo-phytodienoic acid, the precursor of jasmonic acid
-
-
?
additional information
?
-
-
role for jasmonic acid in the transfer of the assimilate to seeds
-
-
?
additional information
?
-
-
enzyme plays an essential role in formation of jasmonic acid induced by theobroxide
-
-
?
additional information
?
-
the plant contains two isozymes, PpAOC1 and PpAOC2, with different substrate specificities for C18- and C20-derived substrates, respectively. Comparison of complex structures of the C18 substrate analogue with in silico modeling of the C20 substrate analogue bound to the enzyme allows identification of the three major molecular determinants responsible for the different substrate specificities, i.e. larger active site diameter, an elongated cavity of PpAOC2, and two nonidentical residues at the entrance of the active site
-
-
?
additional information
?
-
the plant contains two isozymes, PpAOC1 and PpAOC2, with different substrate specificities for C18- and C20-derived substrates, respectively. Comparison of complex structures of the C18 substrate analogue with in silico modeling of the C20 substrate analogue bound to the enzyme allows identification of the three major molecular determinants responsible for the different substrate specificities, i.e. larger active site diameter, an elongated cavity of PpAOC2, and two nonidentical residues at the entrance of the active site
-
-
?
additional information
?
-
-
the plant contains two isozymes, PpAOC1 and PpAOC2, with different substrate specificities for C18- and C20-derived substrates, respectively. Comparison of complex structures of the C18 substrate analogue with in silico modeling of the C20 substrate analogue bound to the enzyme allows identification of the three major molecular determinants responsible for the different substrate specificities, i.e. larger active site diameter, an elongated cavity of PpAOC2, and two nonidentical residues at the entrance of the active site
-
-
?
additional information
?
-
substrate specificity of isozyme AOC2, overview
-
-
?
additional information
?
-
substrate specificity of isozyme AOC2, overview
-
-
?
additional information
?
-
-
substrate specificity of isozyme AOC2, overview
-
-
?
additional information
?
-
substrate specificity of wild-type and mutant isozymes AOC1, overview. The substrate dihydro analogue cis-12,13S-epoxy-9Z,15Z-octadecadienoic acid does not cyclize in the presence of PpAOC1, but when bound to the enzyme, it undergoes isomerization into the corresponding trans-epoxide. AOc1 shows no activity with 20:4(n-6)-derived (12S)-hydroperoxy eicosatetraenoic acid
-
-
?
additional information
?
-
substrate specificity of wild-type and mutant isozymes AOC1, overview. The substrate dihydro analogue cis-12,13S-epoxy-9Z,15Z-octadecadienoic acid does not cyclize in the presence of PpAOC1, but when bound to the enzyme, it undergoes isomerization into the corresponding trans-epoxide. AOc1 shows no activity with 20:4(n-6)-derived (12S)-hydroperoxy eicosatetraenoic acid
-
-
?
additional information
?
-
-
substrate specificity of wild-type and mutant isozymes AOC1, overview. The substrate dihydro analogue cis-12,13S-epoxy-9Z,15Z-octadecadienoic acid does not cyclize in the presence of PpAOC1, but when bound to the enzyme, it undergoes isomerization into the corresponding trans-epoxide. AOc1 shows no activity with 20:4(n-6)-derived (12S)-hydroperoxy eicosatetraenoic acid
-
-
?
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(9Z)-(13S)-12,13-epoxyoctadeca-9,11,15-trienoate
(15Z)-12-oxophyto-10,15-dienoate
(9Z,13S,15Z)-12,13-epoxy-9,11,15-octadecatrienoic acid
(9S,13S)-12-oxo-phytodienoic acid
-
-
-
-
?
(9Z,13S,15Z)-12,13-epoxyoctadeca-9,11,15-trienoate
(9S,13S,15Z)-12-oxophyto-10,15-dienoate
additional information
?
-
(9Z)-(13S)-12,13-epoxyoctadeca-9,11,15-trienoate
(15Z)-12-oxophyto-10,15-dienoate
-
-
-
-
?
(9Z)-(13S)-12,13-epoxyoctadeca-9,11,15-trienoate
(15Z)-12-oxophyto-10,15-dienoate
-
-
-
?
(9Z)-(13S)-12,13-epoxyoctadeca-9,11,15-trienoate
(15Z)-12-oxophyto-10,15-dienoate
-
-
-
-
?
(9Z)-(13S)-12,13-epoxyoctadeca-9,11,15-trienoate
(15Z)-12-oxophyto-10,15-dienoate
-
-
-
-
?
(9Z)-(13S)-12,13-epoxyoctadeca-9,11,15-trienoate
(15Z)-12-oxophyto-10,15-dienoate
-
-
-
?
(9Z)-(13S)-12,13-epoxyoctadeca-9,11,15-trienoate
(15Z)-12-oxophyto-10,15-dienoate
-
-
-
-
?
(9Z)-(13S)-12,13-epoxyoctadeca-9,11,15-trienoate
(15Z)-12-oxophyto-10,15-dienoate
-
-
-
-
?
(9Z)-(13S)-12,13-epoxyoctadeca-9,11,15-trienoate
(15Z)-12-oxophyto-10,15-dienoate
-
-
-
?
(9Z)-(13S)-12,13-epoxyoctadeca-9,11,15-trienoate
(15Z)-12-oxophyto-10,15-dienoate
-
-
-
-
?
(9Z)-(13S)-12,13-epoxyoctadeca-9,11,15-trienoate
(15Z)-12-oxophyto-10,15-dienoate
-
-
-
-
?
(9Z)-(13S)-12,13-epoxyoctadeca-9,11,15-trienoate
(15Z)-12-oxophyto-10,15-dienoate
-
-
-
-
?
(9Z)-(13S)-12,13-epoxyoctadeca-9,11,15-trienoate
(15Z)-12-oxophyto-10,15-dienoate
-
-
-
-
?
(9Z)-(13S)-12,13-epoxyoctadeca-9,11,15-trienoate
(15Z)-12-oxophyto-10,15-dienoate
Q8L6H4
-
-
-
?
(9Z)-(13S)-12,13-epoxyoctadeca-9,11,15-trienoate
(15Z)-12-oxophyto-10,15-dienoate
Q8L6H4
enzyme catalyzes a late step in the jasmonic acid biosynthetic pathway
-
-
?
(9Z)-(13S)-12,13-epoxyoctadeca-9,11,15-trienoate
(15Z)-12-oxophyto-10,15-dienoate
-
-
-
-
?
(9Z)-(13S)-12,13-epoxyoctadeca-9,11,15-trienoate
(15Z)-12-oxophyto-10,15-dienoate
-
-
-
-
?
(9Z,13S,15Z)-12,13-epoxyoctadeca-9,11,15-trienoate
(9S,13S,15Z)-12-oxophyto-10,15-dienoate
-
-
-
?
(9Z,13S,15Z)-12,13-epoxyoctadeca-9,11,15-trienoate
(9S,13S,15Z)-12-oxophyto-10,15-dienoate
-
-
-
?
additional information
?
-
-
allene oxides formed by the action of EC 4.2.1.92 are converted into cyclopentanone derivatives
-
-
?
additional information
?
-
-
enzyme of a branch leading specifically from (13S)-hydroperoxy-(9Z,11E,15Z)-octatrienoic acid to 12-oxo-phytodienoic acid, the precursor of jasmonic acid
-
-
?
additional information
?
-
-
role for jasmonic acid in the transfer of the assimilate to seeds
-
-
?
additional information
?
-
-
enzyme plays an essential role in formation of jasmonic acid induced by theobroxide
-
-
?
additional information
?
-
the plant contains two isozymes, PpAOC1 and PpAOC2, with different substrate specificities for C18- and C20-derived substrates, respectively. Comparison of complex structures of the C18 substrate analogue with in silico modeling of the C20 substrate analogue bound to the enzyme allows identification of the three major molecular determinants responsible for the different substrate specificities, i.e. larger active site diameter, an elongated cavity of PpAOC2, and two nonidentical residues at the entrance of the active site
-
-
?
additional information
?
-
the plant contains two isozymes, PpAOC1 and PpAOC2, with different substrate specificities for C18- and C20-derived substrates, respectively. Comparison of complex structures of the C18 substrate analogue with in silico modeling of the C20 substrate analogue bound to the enzyme allows identification of the three major molecular determinants responsible for the different substrate specificities, i.e. larger active site diameter, an elongated cavity of PpAOC2, and two nonidentical residues at the entrance of the active site
-
-
?
additional information
?
-
-
the plant contains two isozymes, PpAOC1 and PpAOC2, with different substrate specificities for C18- and C20-derived substrates, respectively. Comparison of complex structures of the C18 substrate analogue with in silico modeling of the C20 substrate analogue bound to the enzyme allows identification of the three major molecular determinants responsible for the different substrate specificities, i.e. larger active site diameter, an elongated cavity of PpAOC2, and two nonidentical residues at the entrance of the active site
-
-
?
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malfunction
-
deletion mutants of AOC1 and AOC2 show reduced fertility, aberrant sporophyte morphology and interrupted sporogenesis
malfunction
Q8L6H4
two photomorphogenic mutants of rice, coleoptile photomorphogenesis 2 (cpm2) and hebiba, are defective in the gene encoding allene oxide cyclase, phenotypes, overview. Both mutants are more susceptible than wild-type to an incompatible strain of Magnaporthe oryzae in such a way that hyphal growth is enhanced in mutant tissues. Blast-induced accumulation of phytoalexins, especially that of the flavonoid sakuranetin, is severely impaired in cpm2 and hebiba
malfunction
-
12-oxophytodienoic acid-deficient rice allene oxide cyclase mutants show an increased tolerance to salt stress
malfunction
-
loss-of-function of isoform AOC3 renders plants more susceptible to nematode Meloidogyne javanica infection
metabolism
allene oxide cyclase is a key enzyme in jasmonates biosynthetic pathway
metabolism
allene oxide cyclase is the most important enzyme for the jasmonic acid biosynthesis
metabolism
-
isoforms AOC1 and AOC2 are key enzymes in the formation of jasmonic acid and its precursor (9S,13S)-12-oxo-phytodienoic acid
metabolism
-
key enzyme of the jasmonate biosynthetic pathway catalysing the formation of (9S,13S)-12-oxo-phytodienoic acid and establishes the stereochemical configuration of naturally occurring jasmonate. Spontaneous hydrolysis of the allene oxide also yields (9S,13S)-12-oxo-phytodienoic acid, although in its racemic form
metabolism
Q8L6H4
the enzyme is involved in the biosynthesis of jasmonic acid and related compounds
metabolism
the first specific step in the biosynthesis of the cyclopentanone class of oxylipins is catalyzed by allene oxide cyclase that forms cis(+)-12-oxo-phytodienoic acid. After reduction of the cyclopentenone by cis(+)-12-oxo-phytodienoic acid reductase isoform 3, the octanoic or hexanoic side chain is shortened by beta-oxidation cycles, pathway overview
physiological function
Q8L6H4
the rice allene oxide cyclase functions in defence against blast fungus Magnaporthe oryzae through the pathway of jasmonate production
physiological function
-
enzyme overexpression leads to an enhanced level of tolerance to salinity and increased jasmonic acid accumulation in wounded leaves
physiological function
-
the enzyme can regulate the synthesis of rice phenolic acids and thus allelopathic inhibition on barnyardgrass
physiological function
-
the enzyme is a signaling molecule regulating growth and the response to wounding in the liverwort Marchantia polymorpha
physiological function
-
the enzyme plays an important role in increasing the expression of transcription factors (MYB2 and ONAC045) and functional genes (DREB1F and LEA3) in transgenic rice under salt stress as well as improve stress tolerance through the accumulation of compatible solutes (proline and soluble sugar)
additional information
comparison of active site structures of isozymes AOC1 and AOC2 and structure-function relationship, detailed overview
additional information
comparison of active site structures of isozymes AOC1 and AOC2 and structure-function relationship, detailed overview
additional information
-
comparison of active site structures of isozymes AOC1 and AOC2 and structure-function relationship, detailed overview
additional information
-
contents of artemisinin, dihydroartemisinic acid and artemisinic acid, as well as jasmonate levels and expression levels of farnesyl diphosphate synthase, cytochrome P450 dependent hydroxylase, and double bond reductase 2, are increased significantly in AaAOC overexpression Artemisia annua plants
additional information
structural changes of the catalytic center lead to an open and closed conformation of PpAOC2. Comparison of active site structures of isozymes AOC1 and AOC2 and structure-function relationship, detailed overview
additional information
structural changes of the catalytic center lead to an open and closed conformation of PpAOC2. Comparison of active site structures of isozymes AOC1 and AOC2 and structure-function relationship, detailed overview
additional information
-
structural changes of the catalytic center lead to an open and closed conformation of PpAOC2. Comparison of active site structures of isozymes AOC1 and AOC2 and structure-function relationship, detailed overview
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Hamberg, M.
Biosynthesis of 12-oxo-10,15(Z)-phytodienoic acid: identification of an allene oxide cyclase
Biochem. Biophys. Res. Commun.
156
543-550
1988
Zea mays
brenda
Simpson, T.D.; Gardner, H.W.
Allene oxide synthase and allene oxide cyclase, enzymes of the jasmonic acid pathway, localized in Glycine max tissues
Plant Physiol.
108
199-202
1995
Glycine max
brenda
Hamberg, M.; Fahlstadius, P.
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