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Literature summary extracted from

  • 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 (1994), Arch. Biochem. Biophys., 309, 77-80.
    View publication on PubMed

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
1.13.11.60 linoleate + O2 Gaeumannomyces graminis i.e. (9Z,12Z)-octadeca-9,12-dienoate (8R,9Z,12Z)-8-hydroperoxy-9,12-octadecadienoate
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 ?
1.13.11.60 linoleate + O2 Gaeumannomyces graminis var.graminis i.e. (9Z,12Z)-octadeca-9,12-dienoate (8R,9Z,12Z)-8-hydroperoxy-9,12-octadecadienoate
-
 ?
5.4.4.6 (8R,9Z,12Z)-8-hydroperoxy-10,12-octadecadienoate Gaeumannomyces graminis
-
 (7S,8S,9Z,12Z)-7,8-dihydroxyoctadeca-9,12-dienoate
-
 ?
5.4.4.6 (8R,9Z,12Z)-8-hydroperoxy-10,12-octadecadienoate Gaeumannomyces graminis var.graminis
-
 (7S,8S,9Z,12Z)-7,8-dihydroxyoctadeca-9,12-dienoate
-
 ?
5.4.4.6 (8R,9Z,12Z)-8-hydroperoxy-9,12-octadecadienoate Gaeumannomyces graminis
-
 (7S,8S,9Z,12Z)-7,8-dihydroxy-9,12-octadecadienoate
-
 ?
5.4.4.6 (8R,9Z,12Z)-8-hydroperoxy-9,12-octadecadienoate Gaeumannomyces graminis var.graminis
-
 (7S,8S,9Z,12Z)-7,8-dihydroxy-9,12-octadecadienoate
-
 ?

Organism

EC Number Organism UniProt Comment Textmining
1.13.11.60 Gaeumannomyces graminis
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-
-
4.2.1.92 Gaeumannomyces graminis
-
-
-
5.4.4.6 Gaeumannomyces graminis
-
-
-
5.4.4.6 Gaeumannomyces graminis var.graminis
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-
-

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
1.13.11.60 linoleate + O2 i.e. (9Z,12Z)-octadeca-9,12-dienoate Gaeumannomyces graminis (8R,9Z,12Z)-8-hydroperoxy-9,12-octadecadienoate
-
 ?
1.13.11.60 linoleate + O2 i.e. (9Z,12Z)-octadeca-9,12-dienoate. The dioxygenase reaction involves stereospecific abstraction of the pro-S hydrogen from C-8 followed by antarafacial insertion of dioxygen to produce (8R)-hydroperoxylinoleic acid Gaeumannomyces graminis (8R,9Z,12Z)-8-hydroperoxy-9,12-octadecadienoate
-
 ?
1.13.11.60 linoleate + O2 i.e. (9Z,12Z)-octadeca-9,12-dienoate Gaeumannomyces graminis var.graminis (8R,9Z,12Z)-8-hydroperoxy-9,12-octadecadienoate
-
 ?
1.13.11.60 linoleate + O2 i.e. (9Z,12Z)-octadeca-9,12-dienoate. The dioxygenase reaction involves stereospecific abstraction of the pro-S hydrogen from C-8 followed by antarafacial insertion of dioxygen to produce (8R)-hydroperoxylinoleic acid Gaeumannomyces graminis var.graminis (8R,9Z,12Z)-8-hydroperoxy-9,12-octadecadienoate
-
 ?
4.2.1.92 (8R)-hydroperoxy-(9Z,12Z)-octadecadienoic acid stereospecific elimination of the pro-S hydrogen from C-7 and intramolecular suprafacial insertion of oxygen at C-7 with retention of the absolute configuration at C-7 Gaeumannomyces graminis (7S,8S)-dihydroxy-(9Z,12Z)-octadecadienoic acid + H2O
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 ?
4.2.1.92 (8R)-hydroperoxy-(9Z,12Z)-octadecadienoic acid stereospecific elimination of the pro-S hydrogen from C-7 and intramolecular suprafacial insertion of oxygen at C-7 with retention of the absolute configuration at C-7 Gaeumannomyces graminis var.graminis (7S,8S)-dihydroxy-(9Z,12Z)-octadecadienoic acid + H2O
-
 ?
5.4.4.6 (8R,9Z,12Z)-8-hydroperoxy-10,12-octadecadienoate
-
 Gaeumannomyces graminis (7S,8S,9Z,12Z)-7,8-dihydroxyoctadeca-9,12-dienoate
-
 ?
5.4.4.6 (8R,9Z,12Z)-8-hydroperoxy-10,12-octadecadienoate
-
 Gaeumannomyces graminis var.graminis (7S,8S,9Z,12Z)-7,8-dihydroxyoctadeca-9,12-dienoate
-
 ?
5.4.4.6 (8R,9Z,12Z)-8-hydroperoxy-9,12-octadecadienoate
-
 Gaeumannomyces graminis (7S,8S,9Z,12Z)-7,8-dihydroxy-9,12-octadecadienoate
-
 ?
5.4.4.6 (8R,9Z,12Z)-8-hydroperoxy-9,12-octadecadienoate
-
 Gaeumannomyces graminis var.graminis (7S,8S,9Z,12Z)-7,8-dihydroxy-9,12-octadecadienoate
-
 ?
5.4.4.6 (8R,9Z,12Z)-8-hydroperoxy-9,12-octadecadienoate conversion of (8R)-hydroperoxylinoleic acid into (7S,8S)-dihydroxylinoleic acid by stereospecific elimination of the pro-S hydrogen from C-7 and intramolecular suprafacial insertion of oxygen at C-7 Gaeumannomyces graminis (7S,8S,9Z,12Z)-7,8-dihydroxyoctadeca-9,12-dienoate
-
 ?