Discovery of a novel linoleate dioxygenase of Fusarium oxysporum and linoleate diol synthase of Colletotrichum graminicola
Sooman, L.; Oliw, E.H.; Lipids 50, 1243-1252 (2015) 
Data extracted from this reference:
Cloned(Commentary)
EC Number
Cloned (Commentary)
Organism
1.13.11.60
gene GLRG_10013, phylogenetic analysis
Colletotrichum graminicola
Natural Substrates/ Products (Substrates)
EC Number
Natural Substrates
Organism
Commentary (Nat. Sub.)
Natural Products
Commentary (Nat. Pro.)
Organism (Nat. Pro.)
Reversibility
ID
1.13.11.60
linoleate
Colletotrichum graminicola
-
(7S,8S,9Z,12Z)-7,8-dihydroxyoctadeca-9,12-dienoate
-
-
r
1.13.11.60
additional information
Colletotrichum graminicola
the dioxygenase-cytochrome P450 homologue oxidizes oleic and linoleic acids in analogy with 7,8-linoleate diol synthases (LDSs), but with the additional biosynthesis of 8,11-dihydroxylinoleic acid
?
-
-
?
1.13.11.60
additional information
Colletotrichum graminicola M1.001
the dioxygenase-cytochrome P450 homologue oxidizes oleic and linoleic acids in analogy with 7,8-linoleate diol synthases (LDSs), but with the additional biosynthesis of 8,11-dihydroxylinoleic acid
?
-
-
?
1.13.11.60
additional information
Colletotrichum graminicola M1.001 / M2 / FGSC 10212
the dioxygenase-cytochrome P450 homologue oxidizes oleic and linoleic acids in analogy with 7,8-linoleate diol synthases (LDSs), but with the additional biosynthesis of 8,11-dihydroxylinoleic acid
?
-
-
?
1.13.11.60
oleate + O2
Colletotrichum graminicola
-
(9Z)-7,8-dihydroxyoctadeca-9-enoic acid
-
-
?
Organism
EC Number
Organism
UniProt
Commentary
Textmining
1.13.11.60
Colletotrichum graminicola
E3QVI1
-
-
1.13.11.60
Colletotrichum graminicola M1.001
E3QVI1
-
-
1.13.11.60
Colletotrichum graminicola M1.001 / M2 / FGSC 10212
E3QVI1
-
-
1.13.11.60
Fusarium oxysporum
F9FU71
-
-
1.13.11.60
Fusarium oxysporum Fo5176
F9FU71
-
-
Substrates and Products (Substrate)
EC Number
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
Substrate Product ID
1.13.11.60
(R)-8-hydro(pero)xy-(9Z,12Z)-octadecadienoate + O2
-
743200
Colletotrichum graminicola
(8R,11R)-8,11-dihydro(pero)xy-(9Z,12Z)-octadecadienoate + (7R,8R)-7,8-dihydro(pero)xy-(9Z,12Z)-octadecadienoate
-
-
-
?
1.13.11.60
(R)-8-hydro(pero)xy-(9Z,12Z)-octadecadienoate + O2
-
743200
Colletotrichum graminicola M1.001
(8R,11R)-8,11-dihydro(pero)xy-(9Z,12Z)-octadecadienoate + (7R,8R)-7,8-dihydro(pero)xy-(9Z,12Z)-octadecadienoate
-
-
-
?
1.13.11.60
(R)-8-hydro(pero)xy-(9Z,12Z)-octadecadienoate + O2
-
743200
Colletotrichum graminicola M1.001 / M2 / FGSC 10212
(8R,11R)-8,11-dihydro(pero)xy-(9Z,12Z)-octadecadienoate + (7R,8R)-7,8-dihydro(pero)xy-(9Z,12Z)-octadecadienoate
-
-
-
?
1.13.11.60
alpha-linolenic acid + O2
-
743200
Colletotrichum graminicola
?
-
-
-
?
1.13.11.60
alpha-linolenic acid + O2
-
743200
Colletotrichum graminicola M1.001
?
-
-
-
?
1.13.11.60
alpha-linolenic acid + O2
-
743200
Colletotrichum graminicola M1.001 / M2 / FGSC 10212
?
-
-
-
?
1.13.11.60
arachidonic acid + O2
-
743200
Fusarium oxysporum
(R)-10-hydroxyarachidonic acid
-
-
-
?
1.13.11.60
arachidonic acid + O2
-
743200
Fusarium oxysporum Fo5176
(R)-10-hydroxyarachidonic acid
-
-
-
?
1.13.11.60
docosapentaenoic acid + O2
-
743200
Fusarium oxysporum
(R)-10-hydroperoxy-docosapentaenoic acid
-
-
-
?
1.13.11.60
docosapentaenoic acid + O2
-
743200
Fusarium oxysporum Fo5176
(R)-10-hydroperoxy-docosapentaenoic acid
-
-
-
?
1.13.11.60
gamma-linolenic acid + O2
-
743200
Fusarium oxysporum
(R)-8-hydroxy-gamma-linolenic acid
-
-
-
?
1.13.11.60
gamma-linolenic acid + O2
-
743200
Fusarium oxysporum Fo5176
(R)-8-hydroxy-gamma-linolenic acid
-
-
-
?
1.13.11.60
linoleate
-
743200
Colletotrichum graminicola
(7S,8S,9Z,12Z)-7,8-dihydroxyoctadeca-9,12-dienoate
-
-
-
r
1.13.11.60
linoleate + O2
-
743200
Colletotrichum graminicola
(R)-8-hydro(pero)xy-(9Z,12Z)-octadecadienoate + (8R,11R)-8,11-dihydro(pero)xy-(9Z,12Z)-octadecadienoate + (7R,8R)-7,8-dihydro(pero)xy-(9Z,12Z)-octadecadienoate
-
-
-
?
1.13.11.60
linoleate + O2
-
743200
Fusarium oxysporum
(8R,9Z,12Z)-8-hydroperoxyoctadeca-9,12-dienoic acid
-
-
-
?
1.13.11.60
linoleate + O2
-
743200
Fusarium oxysporum Fo5176
(8R,9Z,12Z)-8-hydroperoxyoctadeca-9,12-dienoic acid
-
-
-
?
1.13.11.60
additional information
enzyme metabolizes fatty acids to hydroperoxides with broad substrate specificity. Products show R configuration at the (n-10) positions. Fatty acids of the n-3 series are oxidized less efficiently and often to hydroperoxides with an R configuration at both (n-10) and (n-7) positions
743200
Fusarium oxysporum
?
-
-
-
?
1.13.11.60
additional information
enzyme oxidizes oleic and linoleic acids in analogy with 7,8-linoleate diol synthases, but with the additional biosynthesis of 8,11-dihydroxylinoleic acid
743200
Colletotrichum graminicola
?
-
-
-
?
1.13.11.60
additional information
no substrate: gamma-linolenoate
743200
Colletotrichum graminicola
?
-
-
-
?
1.13.11.60
additional information
the dioxygenase-cytochrome P450 homologue oxidizes oleic and linoleic acids in analogy with 7,8-linoleate diol synthases (LDSs), but with the additional biosynthesis of 8,11-dihydroxylinoleic acid
743200
Colletotrichum graminicola
?
-
-
-
?
1.13.11.60
additional information
enzyme oxidizes oleic and linoleic acids in analogy with 7,8-linoleate diol synthases, but with the additional biosynthesis of 8,11-dihydroxylinoleic acid
743200
Colletotrichum graminicola M1.001
?
-
-
-
?
1.13.11.60
additional information
no substrate: gamma-linolenoate
743200
Colletotrichum graminicola M1.001
?
-
-
-
?
1.13.11.60
additional information
the dioxygenase-cytochrome P450 homologue oxidizes oleic and linoleic acids in analogy with 7,8-linoleate diol synthases (LDSs), but with the additional biosynthesis of 8,11-dihydroxylinoleic acid
743200
Colletotrichum graminicola M1.001
?
-
-
-
?
1.13.11.60
additional information
enzyme oxidizes oleic and linoleic acids in analogy with 7,8-linoleate diol synthases, but with the additional biosynthesis of 8,11-dihydroxylinoleic acid
743200
Colletotrichum graminicola M1.001 / M2 / FGSC 10212
?
-
-
-
?
1.13.11.60
additional information
no substrate: gamma-linolenoate
743200
Colletotrichum graminicola M1.001 / M2 / FGSC 10212
?
-
-
-
?
1.13.11.60
additional information
the dioxygenase-cytochrome P450 homologue oxidizes oleic and linoleic acids in analogy with 7,8-linoleate diol synthases (LDSs), but with the additional biosynthesis of 8,11-dihydroxylinoleic acid
743200
Colletotrichum graminicola M1.001 / M2 / FGSC 10212
?
-
-
-
?
1.13.11.60
additional information
enzyme metabolizes fatty acids to hydroperoxides with broad substrate specificity. Products show R configuration at the (n-10) positions. Fatty acids of the n-3 series are oxidized less efficiently and often to hydroperoxides with an R configuration at both (n-10) and (n-7) positions
743200
Fusarium oxysporum Fo5176
?
-
-
-
?
1.13.11.60
oleate + O2
-
743200
Colletotrichum graminicola
8-hydroperoxyoctadecamonoenoate + 7,8-dihydroxyoctadecamonoenoate
-
-
-
?
1.13.11.60
oleate + O2
-
743200
Colletotrichum graminicola
(9Z)-7,8-dihydroxyoctadeca-9-enoic acid
-
-
-
?
Synonyms
EC Number
Synonyms
Commentary
Organism
1.13.11.60
dioxygenase-cytochrome P450
-
Colletotrichum graminicola
1.13.11.60
DOX-CYP
-
Colletotrichum graminicola
1.13.11.60
FOXB_09952
-
Fusarium oxysporum
1.13.11.60
GLRG_10013
-
Colletotrichum graminicola
1.13.11.60
linoleate 7,8-LDS
-
Colletotrichum graminicola
1.13.11.60
linoleate 8,11-LDS
-
Colletotrichum graminicola
1.13.11.60
linoleate diol synthase
-
Colletotrichum graminicola
1.13.11.60
orphan DOX-CYP
-
Colletotrichum graminicola
Temperature Optimum [°C]
EC Number
Temperature Optimum [°C]
Temperature Optimum Maximum [°C]
Commentary
Organism
1.13.11.60
-
-
assay at
Fusarium oxysporum
1.13.11.60
-
-
assay at
Colletotrichum graminicola
Temperature Range [°C]
EC Number
Temperature Minimum [°C]
Temperature Maximum [°C]
Commentary
Organism
1.13.11.60
additional information
-
incubation at room temperature augments the non-enzymatic formation of epoxy alcohols
Fusarium oxysporum
1.13.11.60
additional information
-
incubation at room temperature augments the non-enzymatic formation of epoxy alcohols
Colletotrichum graminicola
Cloned(Commentary) (protein specific)
EC Number
Commentary
Organism
1.13.11.60
gene GLRG_10013, phylogenetic analysis
Colletotrichum graminicola
Natural Substrates/ Products (Substrates) (protein specific)
EC Number
Natural Substrates
Organism
Commentary (Nat. Sub.)
Natural Products
Commentary (Nat. Pro.)
Organism (Nat. Pro.)
Reversibility
ID
1.13.11.60
linoleate
Colletotrichum graminicola
-
(7S,8S,9Z,12Z)-7,8-dihydroxyoctadeca-9,12-dienoate
-
-
r
1.13.11.60
additional information
Colletotrichum graminicola
the dioxygenase-cytochrome P450 homologue oxidizes oleic and linoleic acids in analogy with 7,8-linoleate diol synthases (LDSs), but with the additional biosynthesis of 8,11-dihydroxylinoleic acid
?
-
-
?
1.13.11.60
additional information
Colletotrichum graminicola M1.001
the dioxygenase-cytochrome P450 homologue oxidizes oleic and linoleic acids in analogy with 7,8-linoleate diol synthases (LDSs), but with the additional biosynthesis of 8,11-dihydroxylinoleic acid
?
-
-
?
1.13.11.60
additional information
Colletotrichum graminicola M1.001 / M2 / FGSC 10212
the dioxygenase-cytochrome P450 homologue oxidizes oleic and linoleic acids in analogy with 7,8-linoleate diol synthases (LDSs), but with the additional biosynthesis of 8,11-dihydroxylinoleic acid
?
-
-
?
1.13.11.60
oleate + O2
Colletotrichum graminicola
-
(9Z)-7,8-dihydroxyoctadeca-9-enoic acid
-
-
?
Substrates and Products (Substrate) (protein specific)
EC Number
Substrates
Commentary Substrates
Literature (Substrates)
Organism
Products
Commentary (Products)
Literature (Products)
Organism (Products)
Reversibility
ID
1.13.11.60
(R)-8-hydro(pero)xy-(9Z,12Z)-octadecadienoate + O2
-
743200
Colletotrichum graminicola
(8R,11R)-8,11-dihydro(pero)xy-(9Z,12Z)-octadecadienoate + (7R,8R)-7,8-dihydro(pero)xy-(9Z,12Z)-octadecadienoate
-
-
-
?
1.13.11.60
(R)-8-hydro(pero)xy-(9Z,12Z)-octadecadienoate + O2
-
743200
Colletotrichum graminicola M1.001
(8R,11R)-8,11-dihydro(pero)xy-(9Z,12Z)-octadecadienoate + (7R,8R)-7,8-dihydro(pero)xy-(9Z,12Z)-octadecadienoate
-
-
-
?
1.13.11.60
(R)-8-hydro(pero)xy-(9Z,12Z)-octadecadienoate + O2
-
743200
Colletotrichum graminicola M1.001 / M2 / FGSC 10212
(8R,11R)-8,11-dihydro(pero)xy-(9Z,12Z)-octadecadienoate + (7R,8R)-7,8-dihydro(pero)xy-(9Z,12Z)-octadecadienoate
-
-
-
?
1.13.11.60
alpha-linolenic acid + O2
-
743200
Colletotrichum graminicola
?
-
-
-
?
1.13.11.60
alpha-linolenic acid + O2
-
743200
Colletotrichum graminicola M1.001
?
-
-
-
?
1.13.11.60
alpha-linolenic acid + O2
-
743200
Colletotrichum graminicola M1.001 / M2 / FGSC 10212
?
-
-
-
?
1.13.11.60
arachidonic acid + O2
-
743200
Fusarium oxysporum
(R)-10-hydroxyarachidonic acid
-
-
-
?
1.13.11.60
arachidonic acid + O2
-
743200
Fusarium oxysporum Fo5176
(R)-10-hydroxyarachidonic acid
-
-
-
?
1.13.11.60
docosapentaenoic acid + O2
-
743200
Fusarium oxysporum
(R)-10-hydroperoxy-docosapentaenoic acid
-
-
-
?
1.13.11.60
docosapentaenoic acid + O2
-
743200
Fusarium oxysporum Fo5176
(R)-10-hydroperoxy-docosapentaenoic acid
-
-
-
?
1.13.11.60
gamma-linolenic acid + O2
-
743200
Fusarium oxysporum
(R)-8-hydroxy-gamma-linolenic acid
-
-
-
?
1.13.11.60
gamma-linolenic acid + O2
-
743200
Fusarium oxysporum Fo5176
(R)-8-hydroxy-gamma-linolenic acid
-
-
-
?
1.13.11.60
linoleate
-
743200
Colletotrichum graminicola
(7S,8S,9Z,12Z)-7,8-dihydroxyoctadeca-9,12-dienoate
-
-
-
r
1.13.11.60
linoleate + O2
-
743200
Colletotrichum graminicola
(R)-8-hydro(pero)xy-(9Z,12Z)-octadecadienoate + (8R,11R)-8,11-dihydro(pero)xy-(9Z,12Z)-octadecadienoate + (7R,8R)-7,8-dihydro(pero)xy-(9Z,12Z)-octadecadienoate
-
-
-
?
1.13.11.60
linoleate + O2
-
743200
Fusarium oxysporum
(8R,9Z,12Z)-8-hydroperoxyoctadeca-9,12-dienoic acid
-
-
-
?
1.13.11.60
linoleate + O2
-
743200
Fusarium oxysporum Fo5176
(8R,9Z,12Z)-8-hydroperoxyoctadeca-9,12-dienoic acid
-
-
-
?
1.13.11.60
additional information
enzyme metabolizes fatty acids to hydroperoxides with broad substrate specificity. Products show R configuration at the (n-10) positions. Fatty acids of the n-3 series are oxidized less efficiently and often to hydroperoxides with an R configuration at both (n-10) and (n-7) positions
743200
Fusarium oxysporum
?
-
-
-
?
1.13.11.60
additional information
enzyme oxidizes oleic and linoleic acids in analogy with 7,8-linoleate diol synthases, but with the additional biosynthesis of 8,11-dihydroxylinoleic acid
743200
Colletotrichum graminicola
?
-
-
-
?
1.13.11.60
additional information
no substrate: gamma-linolenoate
743200
Colletotrichum graminicola
?
-
-
-
?
1.13.11.60
additional information
the dioxygenase-cytochrome P450 homologue oxidizes oleic and linoleic acids in analogy with 7,8-linoleate diol synthases (LDSs), but with the additional biosynthesis of 8,11-dihydroxylinoleic acid
743200
Colletotrichum graminicola
?
-
-
-
?
1.13.11.60
additional information
enzyme oxidizes oleic and linoleic acids in analogy with 7,8-linoleate diol synthases, but with the additional biosynthesis of 8,11-dihydroxylinoleic acid
743200
Colletotrichum graminicola M1.001
?
-
-
-
?
1.13.11.60
additional information
no substrate: gamma-linolenoate
743200
Colletotrichum graminicola M1.001
?
-
-
-
?
1.13.11.60
additional information
the dioxygenase-cytochrome P450 homologue oxidizes oleic and linoleic acids in analogy with 7,8-linoleate diol synthases (LDSs), but with the additional biosynthesis of 8,11-dihydroxylinoleic acid
743200
Colletotrichum graminicola M1.001
?
-
-
-
?
1.13.11.60
additional information
enzyme oxidizes oleic and linoleic acids in analogy with 7,8-linoleate diol synthases, but with the additional biosynthesis of 8,11-dihydroxylinoleic acid
743200
Colletotrichum graminicola M1.001 / M2 / FGSC 10212
?
-
-
-
?
1.13.11.60
additional information
no substrate: gamma-linolenoate
743200
Colletotrichum graminicola M1.001 / M2 / FGSC 10212
?
-
-
-
?
1.13.11.60
additional information
the dioxygenase-cytochrome P450 homologue oxidizes oleic and linoleic acids in analogy with 7,8-linoleate diol synthases (LDSs), but with the additional biosynthesis of 8,11-dihydroxylinoleic acid
743200
Colletotrichum graminicola M1.001 / M2 / FGSC 10212
?
-
-
-
?
1.13.11.60
additional information
enzyme metabolizes fatty acids to hydroperoxides with broad substrate specificity. Products show R configuration at the (n-10) positions. Fatty acids of the n-3 series are oxidized less efficiently and often to hydroperoxides with an R configuration at both (n-10) and (n-7) positions
743200
Fusarium oxysporum Fo5176
?
-
-
-
?
1.13.11.60
oleate + O2
-
743200
Colletotrichum graminicola
8-hydroperoxyoctadecamonoenoate + 7,8-dihydroxyoctadecamonoenoate
-
-
-
?
1.13.11.60
oleate + O2
-
743200
Colletotrichum graminicola
(9Z)-7,8-dihydroxyoctadeca-9-enoic acid
-
-
-
?
Temperature Optimum [°C] (protein specific)
EC Number
Temperature Optimum [°C]
Temperature Optimum Maximum [°C]
Commentary
Organism
1.13.11.60
-
-
assay at
Fusarium oxysporum
1.13.11.60
-
-
assay at
Colletotrichum graminicola
Temperature Range [°C] (protein specific)
EC Number
Temperature Minimum [°C]
Temperature Maximum [°C]
Commentary
Organism
1.13.11.60
additional information
-
incubation at room temperature augments the non-enzymatic formation of epoxy alcohols
Fusarium oxysporum
1.13.11.60
additional information
-
incubation at room temperature augments the non-enzymatic formation of epoxy alcohols
Colletotrichum graminicola
General Information
EC Number
General Information
Commentary
Organism
1.13.11.60
evolution
homologue dioxygenase-cytochrome P450 (DOX-CYP) is a fusion protein of the animal heme peroxidase (cyclooxygenase) superfamily. Phylogenetic tree of fungal fusion enzymes with homology to the animal heme peroxidase and CYP superfamilies, overview
Colletotrichum graminicola
1.13.11.60
metabolism
fungal oxylipins can be formed by two subfamilies of cyclooxygenase-related DOX. The enzymatic activities of the DOX-CYP homologue of Colletotrichum graminicola and the DOX homologue of Fusarium oxysporum. The former oxidizes oleic and linoleic acids in analogy with 7,8-linoleate diol synthases (LDSs), but with the additional biosynthesis of 8,11-dihydroxylinoleic acid. The latter metabolizes fatty acids to hydroperoxides with broad substrate specificity. It oxidizes 20:4n-6 and 18:2n-6 to hydroperoxides with an R configuration at the (n-10) positions, and other n-6 fatty acids in the same way
Colletotrichum graminicola
General Information (protein specific)
EC Number
General Information
Commentary
Organism
1.13.11.60
evolution
homologue dioxygenase-cytochrome P450 (DOX-CYP) is a fusion protein of the animal heme peroxidase (cyclooxygenase) superfamily. Phylogenetic tree of fungal fusion enzymes with homology to the animal heme peroxidase and CYP superfamilies, overview
Colletotrichum graminicola
1.13.11.60
metabolism
fungal oxylipins can be formed by two subfamilies of cyclooxygenase-related DOX. The enzymatic activities of the DOX-CYP homologue of Colletotrichum graminicola and the DOX homologue of Fusarium oxysporum. The former oxidizes oleic and linoleic acids in analogy with 7,8-linoleate diol synthases (LDSs), but with the additional biosynthesis of 8,11-dihydroxylinoleic acid. The latter metabolizes fatty acids to hydroperoxides with broad substrate specificity. It oxidizes 20:4n-6 and 18:2n-6 to hydroperoxides with an R configuration at the (n-10) positions, and other n-6 fatty acids in the same way
Colletotrichum graminicola