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4.2.1.92: hydroperoxide dehydratase

This is an abbreviated version!
For detailed information about hydroperoxide dehydratase, go to the full flat file.

Word Map on EC 4.2.1.92

Reaction

(9Z,11E,15Z)-(13S)-hydroperoxyoctadeca-9,11,15-trienoate
=
(9Z,15Z)-(13S)-12,13-epoxyoctadeca-9,11,15-trienoate
 +
H2O

Synonyms

10S-hydroperoxide lyase, 13-HPL, 13-hydroperoxide lyase, 13-hydroperoxide-lyase, 13HPL, 13S-hydroperoxide-dependent peroxidase, 5,8-hydroperoxide isomerase, 8,11-hydroperoxide isomerase, 9-HPL, 9/13 hydroperoxide lyase, 9R-DOX-AOS, 9S-DOX-AOS, allene oxide synthase, allene oxide synthase-1, AOS, AOS1, AOS2, cAOS, catalase-related allene oxide synthase, CmHPL, Csa_7G075590, CsHPL, CYP74, CYP741, CYP742, CYP74A, CYP74B, CYP74B24, CYP74c, CYP74C13_GM, CYP74C13_MT, CYP74C1_CS, CYP74C2, CYP74C31, CYP74C4_ST, cytochrome P450 74A, EC 5.3.99.1, eLOX3, fatty acid 9-hydroperoxide lyase, fatty acid hydroperoxide lyase, fatty acid hydroperoxide-metabolizing enzyme, Fg-cat, FG02216.1, FGSG_02217, FOXB_01332, HPI, HPL, HPL1, HPLS, HPO lyase, HPO-lyase, hydroperoxide dehydrase, hydroperoxide isomerase, hydroperoxide lyase, hydroperoxide lyase 1, hydroperoxidehydrase, isomerase, hydroperoxide, KC525886, linoleate hydroperoxide isomerase, linoleic acid hydroperoxide isomerase, LOX, Mn-LO, More, MtrunA17_Chr4g0034141, Npun_R5469, OsAOS1, OsHPL3, OsHPL3/CYP74B2, RPP, rubber particle protein

ECTree

     4 Lyases
         4.2 Carbon-oxygen lyases
             4.2.1 Hydro-lyases
                4.2.1.92 hydroperoxide dehydratase

Natural Substrates Products

Natural Substrates Products on EC 4.2.1.92 - hydroperoxide dehydratase

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NATURAL SUBSTRATE
NATURAL PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
(13S)-hydroperoxy-(9Z,11E)-octadecadienoic acid
(12,13S)-oxido-(9Z,11)-octadecadienoic acid + H2O
show the reaction diagram
(8R)-hydroperoxyeicosatetraenoic acid
?
show the reaction diagram
-
the substrate is converted to an unstable allene oxide product via the FeIV-OH intermediate, Compound II, the native enzyme shows a strong preference for its natural substrate
-
-
?
(8R)-hydroperoxylinoleic acid + H2O
(5S,8R)-dihydroxylinoleic acid
show the reaction diagram
-
-
-
-
?
(8R)-hydroperoxylinoleic acid + H2O
(8R,11S)-dihydroxylinoleic acid
show the reaction diagram
-
-
-
-
?
(9R)-hydroperoxy-(10E,12Z,15Z)-octadecatrienoic acid
9-hydroxy-10-oxo-(12Z,15Z)-octadecadienoic acid
show the reaction diagram
(9R,10E,12Z)-9-hydroperoxy-10,12-octadecadienoic acid
(9R,10)-10-epoxy-(10Z,12Z)-octadecadienoic acid
show the reaction diagram
(9S)-hydroperoxy-(10E,12Z)-octadecadienoic acid
(9S,10)-epoxy-(10Z,12Z)-octadecadienoic acid + H2O
show the reaction diagram
(9S,10E,12Z)-9-hydroperoxy-10,12-octadecadienoic acid
(9S,10S,11S,12Z)-9,10-epoxy-11-hydroxy-12-octadecenoic acid + (9Z)-12-hydroxy-9-dodecenoic acid + ?
show the reaction diagram
(9S,10E,12Z)-9-hydroperoxy-10,12-octadecadienoic acid
(9S,10S,11S,12Z)-9,10-epoxy-11-hydroxy-12-octadecenoic acid + 9-hydroxy-10-oxo-12-octadecenoic acid + (9Z)-12-hydroxy-9-dodecenoic acid + H2O + ?
show the reaction diagram
(9S,10E,12Z,15Z)-9-hydroperoxy-10,12,15-octadecatrienoic acid
(9Z)-12-hydroxy-9-dodecenoic acid + ?
show the reaction diagram
(9S,10E,12Z,15Z)-9-hydroperoxy-10,12,15-octadecatrienoic acid
9-hydroxynonanoic acid + (9Z)-12-hydroxy-9-dodecenoic acid + ?
show the reaction diagram
(9Z,11E,13S)-13-hydroperoxy-9,11-octadecadienoic acid
(9Z)-12-hydroxy-9-dodecenoic acid + (10E)-12-hydroxy-10-dodecenoic acid + ?
show the reaction diagram
-
-
-
?
(9Z,11E,13S)-13-hydroperoxy-9,11-octadecadienoic acid
11-hydroxy-12,13-epoxy-9-octadecenoic acid + 9-hydroxy-12,13-epoxy-10-octadecenoic acid + (9Z)-12-hydroxy-9-dodecenoic acid + (10E)-12-hydroxy-10-dodecenoic acid + ?
show the reaction diagram
(9Z,11E,13S)-13-hydroperoxy-9,11-octadecadienoic acid
hexanal + 12-oxo-9-dodecenoic acid
show the reaction diagram
(9Z,11E,13S,15Z)-13-hydroperoxy-9,11,15-octadecatrienoic acid
(9Z)-12-hydroxy-9-dodecenoic acid + (10E)-12-hydroxy-10-dodecenoic acid + ?
show the reaction diagram
(9Z,11E,13S,15Z)-13-hydroperoxy-9,11,15-octadecatrienoic acid
(Z)-3-hexenal + 12-oxo-9-dodecenoic acid
show the reaction diagram
(9Z,11E,15Z)-(13S)-hydroperoxyoctadeca-9,11,15-trienoate
(9Z,15Z)-(13S)-12,13-epoxyoctadeca-9,11,15-trienoate + H2O
show the reaction diagram
13-hydroperoxy-9,11-octadecadienoic acid
(10E,12Z)-12-[(3S)-3-methyl-3-propyloxiran-2-ylidene]dodec-10-enoic acid + H2O
show the reaction diagram
-
wild-type AOS activity
-
-
?
13-hydroperoxy-9,11-octadecadienoic acid
(10E,12Z)-13-[(2-hydroxypentan-2-yl)oxy]trideca-10,12-dienoic acid + H2O
show the reaction diagram
-
activity of AOS mutant F137L
-
-
?
13-hydroperoxylinoleic acid
(Z)-3-hexanal + 12-oxododecenoic acid
show the reaction diagram
-
-
-
-
?
alpha-linolenic acid
(E,Z)-3,6-nonadienal + 9-oxononanoic acid
show the reaction diagram
-
cleavage of 9-hydroperoxy fatty acid
-
-
?
linoleic acid
(Z)-3-nonenal + 9-oxononanoic acid
show the reaction diagram
-
cleavage of 9-hydroperoxy fatty acid
-
-
?
additional information
?
-