Any feedback?
Information on EC 1.13.11.12 - linoleate 13S-lipoxygenase
for references in articles please use BRENDA:EC1.13.11.12Please wait a moment until all data is loaded. This message will disappear when all data is loaded.
EC Tree
1.13.11.12 linoleate 13S-lipoxygenaseIUBMB Comments
Contains nonheme iron. A common plant lipoxygenase that oxidizes linoleate and alpha-linolenate, the two most common polyunsaturated fatty acids in plants, by inserting molecular oxygen at the C-13 position with (S)-configuration. This enzyme produces precursors for several important compounds, including the plant hormone jasmonic acid. EC 1.13.11.58, linoleate 9S-lipoxygenase, catalyses a similar reaction at the second available position of these fatty acids.
Specify your search results
Word Map
- 1.13.11.12
-
arachidonic
-
cyclooxygenase
-
leukotriene
- prostaglandin
- indomethacin
-
linoleic
-
nordihydroguaiaretic
-
eicosanoids
- phospholipase
- platelet
-
thromboxane
- hydroperoxide
- leukocyte
-
polyunsaturated
- phospholipid
- ndga
-
hetes
- neutrophil
- artery
-
12-hete
-
ionophore
-
polymorphonuclear
-
lipoxins
-
radioimmunoassay
- paf
- cox-2
- oxylipins
- prostacyclin
-
jasmonic
-
docosahexaenoic
-
eicosapentaenoic
- histamine
- aspirin
-
platelet-activating
-
epoxyeicosatrienoic
-
bronchoconstriction
-
endoperoxide
- quinacrine
-
6-keto-pgf1
-
6-keto-prostaglandin
- medicine
- food industry
- synthesis
-
prostanoids
-
aa-induced
- baicalein
- piroxicam
- mepacrine
-
vasoconstriction
- epoxygenase
- ibuprofen
- meclofenamate
- zymosan
- biotechnology
The expected taxonomic range for this enzyme is: Bacteria, Eukaryota
Reaction Schemes
Synonyms
lipoxygenase, 15-lipoxygenase-1, soybean lipoxygenase-1, lipoxygenase-1, 13-lox, 13-lipoxygenase, lox-2, lipoxygenase-2, lipoxygenase-3, lox10, 
more
topPlease wait a moment until the data is sorted. This message will disappear when the data is sorted.
SYNONYM 
ORGANISM
UNIPROT
COMMENTARY 
LITERATURE
(13S)-lipoxygenase
13-lipoxygenase
13-LOX
13S-lipoxygenase
15-LOX-1
acidic lipoxygenase
iron 13S-lipoxygenase
liipoxygenase
linoleate 13S-lipoxygenase
linoleate: oxygen oxidoreductase
LOX
LOX1
LOX10
LOX11
LOX2
LOX3
LOX4
LOX6
omega-6 linoleate lipoxygenase
type-1 LOX
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
REACTION
REACTION DIAGRAM
COMMENTARY
ORGANISM
UNIPROT
LITERATURE
alpha-linolenate + O2 = (9Z,11E,13S,15Z)-13-hydroperoxyoctadeca-9,11,15-trienoate
(2)
-
-
-
linoleate + O2 = (9Z,11E,13S)-13-hydroperoxyoctadeca-9,11-dienoate
-
-
-
-
linoleate + O2 = (9Z,11E,13S)-13-hydroperoxyoctadeca-9,11-dienoate
(1)
-
-
-
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
PATHWAY SOURCE
PATHWAYS
KEGG
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
SYSTEMATIC NAME
IUBMB Comments
linoleate:oxygen 13-oxidoreductase
Contains nonheme iron. A common plant lipoxygenase that oxidizes linoleate and alpha-linolenate, the two most common polyunsaturated fatty acids in plants, by inserting molecular oxygen at the C-13 position with (S)-configuration. This enzyme produces precursors for several important compounds, including the plant hormone jasmonic acid. EC 1.13.11.58, linoleate 9S-lipoxygenase, catalyses a similar reaction at the second available position of these fatty acids.
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
CAS REGISTRY NUMBER
COMMENTARY
9029-60-1
-
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
SUBSTRATE
PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate)
(Substrate)
LITERATURE
(Substrate)
(Substrate)
COMMENTARY
(Product)
(Product)
LITERATURE
(Product)
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
(15S)-hydroperoxyeicosatetraenoic acid + O2
(8S,15S)-dihydroperoxyeicosatetraenoic acid + (5S,15S)-dihydroperoxyeicosatetraenoic acid
-
-
-
-
?
(7Z,10Z,13Z)-hexadecatrienoic acid + O2
?
-
lipoxygenase 2 produces 7- (21.5%), 8- (12.3%), 10- (12.9%), 11- (14.5%), 13- (14%), and 14- (19.6%) hydroperoxides of 16:3, as well as a significant amount of bis-allylic 9-hydroperoxide (5.2%)
-
-
?
(9Z,12Z,15Z)-9,12,15-octadecatrienoic acid + O2
(9Z,11E,13S,15Z)-13-hydroperoxyoctadeca-9,11,15-trienoate
(9Z,12Z,15Z)-octadeca-9,12,15-trienoic acid + O2
(9Z,11E,13S,15Z)-13-hydroperoxyoctadeca-9,11,15-trienoate
5S-hydroperoxy-6E,8Z,10E,14Z-eicosatetraenoic acid + O2
5S,12S-dihydroxy-6E,8Z,10E,14Z-eicosatetraenoic acid + 5S,15S-dihydroxy-6E,8Z,10E,14Z-eicosatetraenoic acid
-
-
-
?
5S-hydroxy-6E,8Z,10E,14Z-eicosatetraenoic acid + O2
5S,12S-dihydroxy-6E,8Z,10E,14Z-eicosatetraenoic acid + 5S,15S-dihydroxy-6E,8Z,10E,14Z-eicosatetraenoic acid
-
-
-
?
all-cis-9,12,15-octadecatrienoic acid + O2
(9Z,11E,13S,15Z)-13-hydroperoxyoctadeca-9,11,15-trienoate
alpha-linolenate + O2
(9Z,11E,15Z)-13-hydroperoxy-9,11,15-octadecatrienoate
-
isoenzyme Oep1LOX2 and Oep2LOX2 both produce primarily 13-hydroperoxides from linoleic acid and linolenic acid. Linolenic acid is the preferred substrate for both isoenzymes (Vmax/KM is about 10fold higher for linolenic acid)
-
-
?
alpha-linolenate + O2
13-hydroperoxyoctadeca-9,11,15-trienoate
-
-
-
?
arachidonate + O2
(5Z,8Z,11Z,13E)-(12S)-12-hydroperoxyicosa-5,8,11,13-tetraenoate + (5Z,8Z,11Z,13E)-(15S)-15-hydroperoxyicosa-5,8,11,13-tetraenoate
-
-
-
?
arachidonate + O2
(5Z,8Z,11Z,13E)-(15S)-15-hydroperoxyicosa-5,8,11,13-tetraenoate
-
-
-
?
arachidonic acid + O2
(5Z,8Z,11Z, 13E,15S)-15-hydroperoxy-5,8,11,13-eicosatetraenoic acid
-
-
-
-
?
arachidonic acid + O2
15-(S)-hydroperoxy-5(Z),8(Z),11(Z),13(E)-eicosatetraenoic acid
isoform LOX2 shows 50% activity compared to alpha-linolenic acid
-
-
?
gamma-linolenate + O2
(6Z,9Z,11E,13S)-13-hydroperoxy-6,9,11-octadecatrienoate
-
-
-
?
linoleic acid + O2
(10E,12Z)-13-hydroperoxy-10,12-octadecadienoate
preferred substrate
-
-
?
linoleic acid + O2
13-hydroxy-12-oxo-9-octadecenoic acid + 9-hydroxy-10-oxo-12-octadecenoic acid + 12-oxo-10-phytoenoic acid + 10-oxo-phytoenoic acid
-
-
combination of 9- and 13-lipoxygenases, ratio 10:2:1:3
-
?
linolenate + O2
?
the enzyme oxygenates linolenic acid more effectively than linoleic acid
the product is not determined
-
?
linoleyltrimethylammonium ion + O2
13-hydroperoxy-(9Z,11E,13S)-octadecadienyltrimethylammonium ion
-
-
primarily
-
?
(9Z,12Z,15Z)-9,12,15-octadecatrienoic acid + O2
(9Z,11E,13S,15Z)-13-hydroperoxyoctadeca-9,11,15-trienoate
-
-
-
-
?
(9Z,12Z,15Z)-9,12,15-octadecatrienoic acid + O2
(9Z,11E,13S,15Z)-13-hydroperoxyoctadeca-9,11,15-trienoate
-
-
-
-
?
(9Z,12Z,15Z)-octadeca-9,12,15-trienoic acid + O2
(9Z,11E,13S,15Z)-13-hydroperoxyoctadeca-9,11,15-trienoate
-
-
-
-
?
(9Z,12Z,15Z)-octadeca-9,12,15-trienoic acid + O2
(9Z,11E,13S,15Z)-13-hydroperoxyoctadeca-9,11,15-trienoate
-
-
-
-
?
all-cis-9,12,15-octadecatrienoic acid + O2
(9Z,11E,13S,15Z)-13-hydroperoxyoctadeca-9,11,15-trienoate
-
-
-
-
?
all-cis-9,12,15-octadecatrienoic acid + O2
(9Z,11E,13S,15Z)-13-hydroperoxyoctadeca-9,11,15-trienoate
-
-
-
-
?
alpha-linolenate + O2
(9Z,11E,13S,15Z)-13-hydroperoxy-9,11,15-octadecatrienoate
-
-
-
-
?
alpha-linolenate + O2
(9Z,11E,13S,15Z)-13-hydroperoxy-9,11,15-octadecatrienoate
-
-
-
-
?
alpha-linolenate + O2
(9Z,11E,13S,15Z)-13-hydroperoxy-9,11,15-octadecatrienoate
-
-
-
-
?
alpha-linolenate + O2
(9Z,11E,13S,15Z)-13-hydroperoxy-9,11,15-octadecatrienoate
alpha-linolenate is the preferred substrate
-
-
?
alpha-linolenate + O2
(9Z,11E,13S,15Z)-13-hydroperoxy-9,11,15-octadecatrienoate
-
Lox2 and Lox3 are more active against linolenate compared to linoleate
-
-
?
alpha-linolenate + O2
(9Z,11E,13S,15Z)-13-hydroperoxyoctadeca-9,11,15-trienoate
-
-
-
-
?
alpha-linolenate + O2
(9Z,11E,13S,15Z)-13-hydroperoxyoctadeca-9,11,15-trienoate
-
-
-
-
?
alpha-linolenate + O2
(9Z,11E,13S,15Z)-13-hydroperoxyoctadeca-9,11,15-trienoate
-
-
-
-
?
alpha-linolenate + O2
(9Z,11E,13S,15Z)-13-hydroperoxyoctadeca-9,11,15-trienoate
-
-
-
-
?
alpha-linolenic acid + O2
13-S-hydroperoxyoctadeca-9, 11,15-trienoic acid
-
-
-
?
alpha-linolenic acid + O2
13-S-hydroperoxyoctadeca-9, 11,15-trienoic acid
100% activity
-
-
?
aniline blue + O2
?
69.7% decolorization after 35 min incubation
-
-
?
aniline blue + O2
?
69.7% decolorization after 35 min incubation
-
-
?
arachidonic acid + O2
?
isoform LOX3 shows 5% activity compared to alpha-linolenic acid
-
-
?
arachidonic acid + O2
?
isoform LOX4 shows 4% activity compared to alpha-linolenic acid
-
-
?
arachidonic acid + O2
?
isoform LOX6 shows 8% activity compared to alpha-linolenic acid
-
-
?
arachidonic acid + O2
?
very low activity and specific activity towards arachidonic acid
-
-
?
docosahexaenoic acid + O2
?
isoform LOX2 shows 56% activity compared to alpha-linolenic acid
-
-
?
docosahexaenoic acid + O2
?
isoform LOX3 shows 7% activity compared to alpha-linolenic acid
-
-
?
docosahexaenoic acid + O2
?
isoform LOX4 shows 8% activity compared to alpha-linolenic acid
-
-
?
docosahexaenoic acid + O2
?
isoform LOX6 shows 31% activity compared to alpha-linolenic acid
-
-
?
linoleate + O2
(9Z,11E)-(13S)-13-hydroperoxyoctadeca-9,11-dienoate
-
-
-
-
?
linoleate + O2
(9Z,11E)-(13S)-13-hydroperoxyoctadeca-9,11-dienoate
-
lipoxygenase 2 specifically oxidizes linoleate into 13-hydroperoxide
-
-
?
linoleate + O2
(9Z,11E)-(13S)-13-hydroperoxyoctadeca-9,11-dienoate
-
-
primary product
-
?
linoleate + O2
(9Z,11E)-(13S)-13-hydroperoxyoctadeca-9,11-dienoate
-
-
-
?
linoleate + O2
(9Z,11E)-(13S)-13-hydroperoxyoctadeca-9,11-dienoate
-
-
-
?
linoleate + O2
(9Z,11E)-13-hydroperoxy-9,11-octadecadienoate
-
isoenzyme Oep1LOX2 and Oep2LOX2 both produce primarily 13-hydroperoxides from linoleic acid and linolenic acid. Linolenic acid is the preferred substrate for both isoenzymes (Vmax/KM is about 10fold higher for linolenic acid)
-
-
?
linoleate + O2
(9Z,11E,13S)-13-hydroperoxy-9,11-octadecadienoate
the enzyme oxygenates linolenic acid more effectively than linoleic acid
the enzyme forms exclusively (9Z,11E,13S)-13-hydroperoxy-9,11-octadecadienoate
-
?
linoleate + O2
(9Z,11E,13S)-13-hydroperoxy-9,11-octadecadienoate
-
-
-
-
?
linoleate + O2
(9Z,11E,13S)-13-hydroperoxy-9,11-octadecadienoate
-
-
-
-
?
linoleate + O2
(9Z,11E,13S)-13-hydroperoxy-9,11-octadecadienoate
-
-
the ratio of (9Z,11E,13S)-13-hydroperoxy-9,11-octadecadienoate to (9S,10E,12Z)-9-hydroperoxy-10,12-octadecadienoate is 87:13 for the enzyme from cucumber cotyledons, and 84:16 for the recombinant enzyme. A linoleate 9-LOX preferentially oxygenates free fatty acids whereas a linoleate 13-LOX is capable of oxygenating triolein to significantly higher degrees in all positions of the triacylglycerol. For 9-LOXs, the carboxylate anion of the substrate may be the binding or recognition site within the catalytic pocket of the enzyme, whereas in the case of 13-LOXs the unpolar hydrophobic tail of the fatty acid may be orientated towards the catalytic pocket of the enzyme. This may explain why unpolar substrates, such as trilinolein, are preferred substrates for linoleate 13-LOXs
-
?
linoleate + O2
(9Z,11E,13S)-13-hydroperoxy-9,11-octadecadienoate
-
ratio of (9Z,11E,13S)-13-hydroperoxy-11,13-octadecadienoate to (9Z,11E,13R)-13-hydroperoxy-11,13-octadecadienoate is 93:7
-
?
linoleate + O2
(9Z,11E,13S)-13-hydroperoxy-9,11-octadecadienoate
-
-
trilinolein and extracted polar and nonpolar lipids are oxidized with a ratio (9S,10E,12Z)-9-hydroperoxy-10,12-octadecadienoate to (9Z,11E,13S)-13-hydroperoxy-9,11-octadecadienoate of 6:94, 2:98, and 7:93. The stereoisomer ratios (S:R) of (9Z,11E)-13-hydroperoxy-9,11-octadecadienoate with these substrates are 82:18, 92:8, and 91:9 whereas (10E,12Z)-9-hydroperoxy-10,12-octadecadienoate is analyzed (R)-configured with 41:59, 47:53, and 40:60 (S:R)
-
?
linoleate + O2
(9Z,11E,13S)-13-hydroperoxy-9,11-octadecadienoate
-
the ratio of (9Z,11E,13S)-13-hydroperoxy-9,11-octadecadienoate to (9Z,11E,13R)-13-hydroperoxy-9,11-octadecadienoate is higher than 80:20 at all pH values tested
-
?
linoleate + O2
(9Z,11E,13S)-13-hydroperoxy-9,11-octadecadienoate
-
the ratio of the 13-hydroperoxy to 9-hydroperoxy fatty acid reaction is 98:2. The R/S stereoconfiguration of the product is not determined
-
?
linoleate + O2
(9Z,11E,13S)-13-hydroperoxy-9,11-octadecadienoate
-
Lox2 and Lox3 are more active against linolenate compared to linoleate
the R/S stereoconfiguration of the product is not determined
-
?
linoleate + O2
(9Z,11E,13S)-13-hydroperoxyoctadeca-9,11-dienoate
-
-
-
-
?
linoleate + O2
(9Z,11E,13S)-13-hydroperoxyoctadeca-9,11-dienoate
-
-
-
-
?
linoleate + O2
(9Z,11E,13S)-13-hydroperoxyoctadeca-9,11-dienoate
-
-
-
-
?
linoleate + O2
(9Z,11E,13S)-13-hydroperoxyoctadeca-9,11-dienoate
-
-
-
-
?
linoleate + O2
(9Z,11E,13S)-13-hydroperoxyoctadeca-9,11-dienoate
-
-
-
?
linoleate + O2
(9Z,11E,13S)-13-hydroperoxyoctadeca-9,11-dienoate
-
-
product identification by HPLC of recombinant extracellular enzyme, overview
-
?
linoleate + O2
(9Z,11E,13S)-13-hydroperoxyoctadeca-9,11-dienoate
-
-
product identification by HPLC of recombinant extracellular enzyme, overview
-
?
linoleate + O2
(9Z,11E,13S)-13-hydroperoxyoctadeca-9,11-dienoate
-
-
-
-
?
linoleate + O2
13-hydroperoxyoctadeca-9,11-dienoate
the isozyme is specific for formation of the 13-H(p)ODE isomer (94%),very low 9-H(p)ODE activity (6%)
-
-
?
linoleate + O2
9-hydroperoxy octadecadienoic acid + 13-hydroperoxy octadecadienoic acid
-
-
9-hydroperoxy octadecadienoic acid is the product of EC 1.13.11.58
-
?
linoleate + O2
9-hydroperoxy octadecadienoic acid + 13-hydroperoxy octadecadienoic acid
-
-
9-hydroperoxy octadecadienoic acid is the product of EC 1.13.11.58
-
?
linoleic acid + O2
(9Z,11E)-(13S)-13-hydroperoxyoctadeca-9,11-dienoic acid
-
-
-
?
linoleic acid + O2
(9Z,11E)-(13S)-13-hydroperoxyoctadeca-9,11-dienoic acid
-
-
-
-
?