1.13.11.B6: linoleate 9/13-lipoxygenase
This is an abbreviated version!
For detailed information about linoleate 9/13-lipoxygenase, go to the full flat file.
Word Map on EC 1.13.11.B6
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1.13.11.B6
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jasmonate
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polyunsaturated
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epoxy
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cucumber
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magnaporthe
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apple
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lipoxygenases
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hydroperoxidation
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9s-hpode
- 1.13.11.B6
- jasmonate
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polyunsaturated
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epoxy
- cucumber
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magnaporthe
- apple
- lipoxygenases
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hydroperoxidation
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9s-hpode
Reaction
Synonyms
13/9 lipoxygenase, 13/9-LOX, 9-/13-LOXN2, 9-lipoxygenase, 9-LOX, 9/13-lipoxygenase, 9/13-LOX, Ca-LOC-1, dual positional specific LOX, linoleate 9 S-lipoxygenase, linoleate oxygen oxidoreductase, linolenate 9R-dioxygenase, lipoxygenase, LOX, lox1-St-2, LOX1-Zm1, LOX1:Md:1a, LOX1a, LOX2:Md:2a, LOX2a, manganese 9S-lipoxygenase, MoLOX1, OsLOX1, PnLOX1, S-LOX
ECTree
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Natural Substrates Products
Natural Substrates Products on EC 1.13.11.B6 - linoleate 9/13-lipoxygenase
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REACTION DIAGRAM
(9Z,12Z,15Z)-octadeca-9,12,15-trienoic acid + O2
(9R,10E,12Z,15Z)-9-hydroperoxyoctadeca-10,12,15-trienoic acid + (9Z,12Z,15Z)-9-hydroxy-10-oxooctadeca-12,15-dienoic acid
all-cis-9,12,15-octadecatrienoic acid + O2
(9R)-hydroperoxy-(10E,12Z,15Z)-octadecatrienoic acid + 9-hydroxy-10-oxo-(12Z,15Z)-octadecadienoic acid
all-cis-9,12-octadecadienoic acid + O2
9-hydroxy-10-oxo-12Z-octadecenoic acid
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i.e. linoleic acid
the alpha-ketol is the main metabolite formed from 9R-hydroperoxyoctadecadienoic acid
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?
linoleate + O2
(9R,10E,12Z)-9-hydroperoxy-10,12-octadecadienoate + (9Z,11E,13R)-13-hydroperoxy-9,11-octadecadienoate
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-
-
?
linoleate + O2
(9S,10E,12Z)-9-hydroperoxy-10,12-octadecadienoate + (9Z,11E,13S)-13-hydroperoxy-9,11-octadecadienoate
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the ratio of (9Z,11E,13S)-13-hydroperoxy-9,11-octadecadienoate to (9S,10E,12Z)-9-hydroperoxy-10,12-octadecadienoate is 4:3
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?
linoleate + O2
9-hydroperoxy-10,12-octadecadienoate + 13-hydroperoxy-9,11-octadecadienoate
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-
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?
(12Z)-9-hydroxy-10-oxo-12-octadecenoic acid
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i.e. linoleic acid
the alpha-ketol is the main metabolite formed from (9R)-hydroperoxyoctadecadienoic acid
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?
(9Z,12Z)-octadeca-9,12-dienoic acid + O2
(12Z)-9-hydroxy-10-oxo-12-octadecenoic acid
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i.e. linoleic acid
the alpha-ketol is the main metabolite formed from (9R)-hydroperoxyoctadecadienoic acid
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?
(9Z,12Z)-octadeca-9,12-dienoic acid + O2
(12Z)-9-hydroxy-10-oxo-12-octadecenoic acid
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i.e. linoleic acid
the alpha-ketol is the main metabolite formed from (9R)-hydroperoxyoctadecadienoic acid
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?
(9Z,12Z)-octadeca-9,12-dienoic acid + O2
(12Z)-9-hydroxy-10-oxo-12-octadecenoic acid
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i.e. linoleic acid
the alpha-ketol is the main metabolite formed from (9R)-hydroperoxyoctadecadienoic acid
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?
(9R,10E,12Z,15Z)-9-hydroperoxyoctadeca-10,12,15-trienoic acid + (9Z,12Z,15Z)-9-hydroxy-10-oxooctadeca-12,15-dienoic acid
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i.e. alpha-linoleic acid
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-
?
(9Z,12Z,15Z)-octadeca-9,12,15-trienoic acid + O2
(9R,10E,12Z,15Z)-9-hydroperoxyoctadeca-10,12,15-trienoic acid + (9Z,12Z,15Z)-9-hydroxy-10-oxooctadeca-12,15-dienoic acid
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i.e. alpha-linoleic acid
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-
?
(9Z,12Z,15Z)-octadeca-9,12,15-trienoic acid + O2
(9R,10E,12Z,15Z)-9-hydroperoxyoctadeca-10,12,15-trienoic acid + (9Z,12Z,15Z)-9-hydroxy-10-oxooctadeca-12,15-dienoic acid
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i.e. alpha-linoleic acid
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-
?
(9Z,12Z,15Z)-octadeca-9,12,15-trienoic acid + O2
(9R,10E,12Z,15Z)-9-hydroperoxyoctadeca-10,12,15-trienoic acid + (9Z,12Z,15Z)-9-hydroxy-10-oxooctadeca-12,15-dienoic acid
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i.e. alpha-linoleic acid
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?
(9R)-hydroperoxy-(10E,12Z,15Z)-octadecatrienoic acid + 9-hydroxy-10-oxo-(12Z,15Z)-octadecadienoic acid
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i.e. alpha-linoleic acid
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-
?
all-cis-9,12,15-octadecatrienoic acid + O2
(9R)-hydroperoxy-(10E,12Z,15Z)-octadecatrienoic acid + 9-hydroxy-10-oxo-(12Z,15Z)-octadecadienoic acid
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i.e. alpha-linoleic acid
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-
?
all-cis-9,12,15-octadecatrienoic acid + O2
(9R)-hydroperoxy-(10E,12Z,15Z)-octadecatrienoic acid + 9-hydroxy-10-oxo-(12Z,15Z)-octadecadienoic acid
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i.e. alpha-linoleic acid
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?
all-cis-9,12,15-octadecatrienoic acid + O2
(9R)-hydroperoxy-(10E,12Z,15Z)-octadecatrienoic acid + 9-hydroxy-10-oxo-(12Z,15Z)-octadecadienoic acid
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i.e. alpha-linoleic acid
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?
?
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both the wild type ZmLOX and A562G mutant dioxygenate monolinolenoylglycerol and 2-linoleoyl-sn-glycero-3-phosphorylcholine, the latter being a poor substrate. Both oxidize the monolinolenoylglycerol predominantly into (9S)-hydroperoxide. The oxidation of 2-linoleoyl-sn-glycero-3-phosphorylcholine exhibits limited regio- and stereospecificity: the wild-type ZmLOX produces some predominance of (13S)-hydroperoxide. In contrast, the A562G mutant produces some excess of (9S)-hydroperoxide
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?
additional information
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both the wild type ZmLOX and A562G mutant dioxygenate monolinolenoylglycerol and 2-linoleoyl-sn-glycero-3-phosphorylcholine, the latter being a poor substrate. Both oxidize the monolinolenoylglycerol predominantly into (9S)-hydroperoxide. The oxidation of 2-linoleoyl-sn-glycero-3-phosphorylcholine exhibits limited regio- and stereospecificity: the wild-type ZmLOX produces some predominance of (13S)-hydroperoxide. In contrast, the A562G mutant produces some excess of (9S)-hydroperoxide
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?