EC 5.4.4.6 - 9,12-octadecadienoate 8-hydroperoxide 8S-isomerase

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IntEnz Enzyme Nomenclature
EC 5.4.4.6

Names

Accepted name:
9,12-octadecadienoate 8-hydroperoxide 8S-isomerase
Other names:
8-hydroperoxide isomerase [ambiguous]
(8R,9Z,12Z)-8-hydroperoxy-9,12-octadecadienoate mutase ((7S,8S,9Z,12Z)-5,8-dihydroxy-9,12-octadecadienoate-forming)
Systematic name:
(8R,9Z,12Z)-8-hydroperoxy-9,12-octadecadienoate hydroxymutase [(7S,8S,9Z,12Z)-7,8-dihydroxyoctadeca-9,12-dienoate-forming]

Reaction

Cofactor

Comments:

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].

Links to other databases

Enzymes and pathways: NC-IUBMB , BRENDA , ExplorEnz , ENZYME@ExPASy , KEGG , MetaCyc , UniPathway
Structural data: CSA , EC2PDB
Gene Ontology: GO:0052879
UniProtKB/Swiss-Prot:

References

  1. Hamberg, M., Zhang, L. Y., Brodowsky, I. D., Oliw, E. H.
    Sequential oxygenation of linoleic acid in the fungus Gaeumannomyces graminis: stereochemistry of dioxygenase and hydroperoxide isomerase reactions.
    Arch. Biochem. Biophys. 309 : 77-80 (1994). [PMID: 8117115]
  2. Su, C., Sahlin, M., Oliw, E. H.
    A protein radical and ferryl intermediates are generated by linoleate diol synthase, a ferric hemeprotein with dioxygenase and hydroperoxide isomerase activities.
    J. Biol. Chem. 273 : 20744-20751 (1998). [PMID: 9694817]
  3. Su, C., Oliw, E. H.
    Purification and characterization of linoleate 8-dioxygenase from the fungus Gaeumannomyces graminis as a novel hemoprotein.
    J. Biol. Chem. 271 : 14112-14118 (1996). [PMID: 8662736]

[EC 5.4.4.6 created 2011]