KEGG   ENZYME: 5.4.4.6Help
Entry
EC 5.4.4.6                  Enzyme                                 

Name
9,12-octadecadienoate 8-hydroperoxide 8S-isomerase;
8-hydroperoxide isomerase (ambiguous);
(8R,9Z,12Z)-8-hydroperoxy-9,12-octadecadienoate mutase ((7S,8S,9Z,12Z)-7,8-dihydroxy-9,12-octadecadienoate-forming)
Class
Isomerases;
Intramolecular transferases;
Transferring hydroxy groups
BRITE hierarchy
Sysname
(8R,9Z,12Z)-8-hydroperoxyoctadeca-9,12-dienoate hydroxymutase [(7S,8S,9Z,12Z)-7,8-dihydroxyoctadeca-9,12-dienoate-forming]
Reaction(IUBMB)
(8R,9Z,12Z)-8-hydroperoxyoctadeca-9,12-dienoate = (7S,8S,9Z,12Z)-7,8-dihydroxyoctadeca-9,12-dienoate [RN:R07062]
Reaction(KEGG)
Substrate
(8R,9Z,12Z)-8-hydroperoxyoctadeca-9,12-dienoate [CPD:C14831]
Product
(7S,8S,9Z,12Z)-7,8-dihydroxyoctadeca-9,12-dienoate [CPD:C07354]
Comment
The enzyme contains heme. The bifunctional enzyme from Gaeumannomyces graminis catalyses the oxidation of linoleic acid to (8R,9Z,12Z)-8-hydroperoxyoctadeca-9,12-dienoate (cf. EC 1.13.11.60, linoleate 8R-lipoxygenase), which is then isomerized to (7S,8S,9Z,12Z)-5,8-dihydroxyoctadeca-9,12-dienoate [3].
History
EC 5.4.4.6 created 2011
Pathway
Linoleic acid metabolism
Orthology
K17864  
linoleate 8R-lipoxygenase / 9,12-octadecadienoate 8-hydroperoxide 8S-isomerase
Genes
PAN: 
MGR: 
Taxonomy
Reference
1  [PMID:8117115]
  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
Arch. Biochem. Biophys. 309 (1994) 77-80.
Reference
2  [PMID:9694817]
  Authors
Su C, Sahlin M, Oliw EH.
  Title
A protein radical and ferryl intermediates are generated by linoleate diol synthase, a ferric hemeprotein with dioxygenase and hydroperoxide isomerase activities.
  Journal
J. Biol. Chem. 273 (1998) 20744-51.
Reference
3  [PMID:8662736]
  Authors
Su C, Oliw EH.
  Title
Purification and characterization of linoleate 8-dioxygenase from the fungus Gaeumannomyces graminis as a novel hemoprotein.
  Journal
J. Biol. Chem. 271 (1996) 14112-8.
  Sequence
Other DBs
ExplorEnz - The Enzyme Database: 
IUBMB Enzyme Nomenclature: 
ExPASy - ENZYME nomenclature database: 
BRENDA, the Enzyme Database: 

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