EC 1.13.11.45

Reaction: linoleate + O₂ = (9Z,12Z)-(11S)-11-hydroperoxyoctadeca-9,12-dienoate

Glossary:
arachidonate: (all-Z)-icosa-5,8,11,14-tetraenoate
linoleate: (9Z,12Z)-octadeca-9,12-dienoate
α-linolenate: (9Z,12Z,15Z)-octadeca-9,12,15-trienoate
γ-linolenate: (6Z,9Z,12Z)-octadeca-6,9,12-trienoate
oleate: (Z)-octadec-9-enoate

Other name(s): linoleate dioxygenase; manganese lipoxygenase

Systematic name: linoleate:oxygen 11S-oxidoreductase

Comments: The product (9Z,12Z)-(11S)-11-hydroperoxyoctadeca-9,12-dienoate, is converted, more slowly, into (9Z,11E)-(13R)-13-hydroperoxyoctadeca-9,11-dienoate. The enzyme from the fungus Gaeumannomyces graminis requires Mn²⁺. It also acts on α-linolenate, whereas γ-linolenate is a poor substrate. Oleate and arachidonate are not substrates.

Links to other databases: BRENDA, EXPASY, KEGG, Metacyc, PDB, CAS registry number:

References:

1. Hamberg, M., Su, C. and Oliw, E.H. Manganese lipoxygenase: Discovery of bis-allylic hydroperoxide as product and intermediate in a lipoxygenase reaction. J. Biol. Chem. 273 (1998) 13080-13088. [PMID: 9582346]

2. Oliw, E.H., Su, C., Skogstrom, T. and Benthin, G. Analysis of novel hydroperoxides and other metabolites of oleic, linoleic, and linolenic acids by liquid chromatography-mass spectrometry with ion trap MSn. Lipids 33 (1998) 843-852. [PMID: 9778131]

3. Su, C. and Oliw, E.H. Manganese lipoxygenase: Purification and characterization. J. Biol. Chem. 273 (1998) 13072-13079. [PMID: 9582345]