Entry |
|
Name |
linoleate 8R-lipoxygenase;
linoleic acid 8R-dioxygenase;
5,8-LDS (bifunctional enzyme);
7,8-LDS (bifunctional enzyme);
5,8-linoleate diol synthase (bifunctional enzyme);
7,8-linoleate diol synthase (bifunctional enzyme);
PpoA
|
Class |
Oxidoreductases;
Acting on single donors with incorporation of molecular oxygen (oxygenases);
With incorporation of two atoms of oxygen
|
Sysname |
linoleate:oxygen (8R)-oxidoreductase
|
Reaction(IUBMB) |
linoleate + O2 = (8R,9Z,12Z)-8-hydroperoxyoctadeca-9,12-dienoate [RN: R07061]
|
Reaction(KEGG) |
|
Substrate |
|
Product |
(8R,9Z,12Z)-8-hydroperoxyoctadeca-9,12-dienoate [CPD: C14831]
|
Comment |
The enzyme contains heme [1,4]. The bifunctional enzyme from Aspergillus nidulans uses different heme domains to catalyse two separate reactions. Linoleic acid is oxidized within the N-terminal heme peroxidase domain to (8R,9Z,12Z)-8-hydroperoxyoctadeca-9,12-dienoate, which is subsequently isomerized by the C-terminal P-450 heme thiolate domain to (5S,8R,9Z,12Z)-5,8-dihydroxyoctadeca-9,12-dienoate (cf. EC 5.4.4.5, 9,12-octadecadienoate 8-hydroperoxide 8R-isomerase) [1]. The bifunctional enzyme from Gaeumannomyces graminis also catalyses the oxidation of linoleic acid to (8R,9Z,12Z)-8-hydroperoxyoctadeca-9,12-dienoate, but its second domain isomerizes it to (7S,8S,9Z,12Z)-5,8-dihydroxyoctadeca-9,12-dienoate (cf. EC 5.4.4.6, 9,12-octadecadienoate 8-hydroperoxide 8S-isomerase) [4].
|
History |
EC 1.13.11.60 created 2011
|
Pathway |
|
Orthology |
K17863 | linoleate 8R-lipoxygenase / 9,12-octadecadienoate 8-hydroperoxide 8R-isomerase |
K17864 | linoleate 8R-lipoxygenase / 9,12-octadecadienoate 8-hydroperoxide 8S-isomerase |
|
Genes |
» show all
|
Reference |
|
Authors |
Brodhun F, Gobel C, Hornung E, Feussner I |
Title |
Identification of PpoA from Aspergillus nidulans as a fusion protein of a fatty acid heme dioxygenase/peroxidase and a cytochrome P450. |
Journal |
|
Sequence |
|
Reference |
|
Authors |
Hamberg M, Zhang LY, Brodowsky ID, Oliw EH. |
Title |
Sequential oxygenation of linoleic acid in the fungus Gaeumannomyces graminis: stereochemistry of dioxygenase and hydroperoxide isomerase reactions. |
Journal |
|
Reference |
|
Authors |
Garscha U, Oliw E |
Title |
Pichia expression and mutagenesis of 7,8-linoleate diol synthase change the dioxygenase and hydroperoxide isomerase. |
Journal |
|
Reference |
|
Authors |
Su C, Oliw EH |
Title |
Purification and characterization of linoleate 8-dioxygenase from the fungus Gaeumannomyces graminis as a novel hemoprotein. |
Journal |
|
Sequence |
|
Other DBs |
|