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Literature summary extracted from

  • Hoffmann, I.; Oliw, E.H.
    7,8- and 5,8-linoleate diol synthases support the heterolytic scission of oxygen-oxygen bonds by different amide residues (2013), Arch. Biochem. Biophys., 539, 87-91.
    View publication on PubMed

Cloned(Commentary)

EC Number Cloned (Comment) Organism
1.13.11.60 expression of wild-type and mutant enzymes in Escherichia coli strain BL21 Aspergillus fumigatus
1.13.11.60 expression of wild-type and mutant enzymes in Escherichia coli strain BL21 Gaeumannomyces graminis

Protein Variants

EC Number Protein Variants Comment Organism
1.13.11.60 N887L site-directed mutagenesis, the mutant retains (5S,8R)-5,8-dihydroxylinoleate as the main metabolite with an increased formation of 6,8- and 8,11-dihydroxylinoleate Aspergillus fumigatus
1.13.11.60 N887Q site-directed mutagenesis, the mutant retains (5S,8R)-5,8-dihydroxylinoleate as the main metabolite with an increased formation of 6,8- and 8,11-dihydroxylinoleate Aspergillus fumigatus
1.13.11.60 N938D site-directed mutagenesis, the mutation of the 7,8-linoleate diol synthase reduces the hydroperoxide isomerase activity of the enzyme Gaeumannomyces graminis
1.13.11.60 N938L site-directed mutagenesis, the mutation of the 7,8-linoleate diol synthase abolishes the hydroperoxide isomerase activity of the enzyme Gaeumannomyces graminis
1.13.11.60 N938Q site-directed mutagenesis, the mutation of the 7,8-linoleate diol synthase reduces the hydroperoxide isomerase activity of the enzyme Gaeumannomyces graminis
1.13.11.60 Q890E site-directed mutagenesis, the mutant retains (5S,8R)-5,8-dihydroxylinoleate as the main product, but shifts oxygenation from C-5 to C-7 and C-11 and to formation of epoxyalcohols by homolytic scission of (8R)-hydroperoxylinoleic acid Aspergillus fumigatus
1.13.11.60 Q890L site-directed mutagenesis, the mutant shows almost abolished 5,8-linoleate diol synthase activity Aspergillus fumigatus

Organism

EC Number Organism UniProt Comment Textmining
1.13.11.60 Aspergillus fumigatus
-
-
-
1.13.11.60 Gaeumannomyces graminis
-
-
-

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
1.13.11.60 linoleate + O2
-
 Aspergillus fumigatus (8R,9Z,12Z)-8-hydroperoxyoctadeca-9,12-dienoate
-
 ?
1.13.11.60 linoleate + O2
-
 Gaeumannomyces graminis (8R,9Z,12Z)-8-hydroperoxyoctadeca-9,12-dienoate
-
 ?
1.13.11.60 additional information the bifunctional enzyme forms (7S,8S)-7,8-dihydroxylinoleic acid from (8R)-hydroperoxylinoleic acid by intramolecular oxygen transfer. Linoleate diol synthases are fungal dioxygenase-cytochrome P450 fusion enzymes. P450 hydroxylases usually contain an acid-alcohol pair in the I-helices for the heterolytic scission of O2 and formation of compound I, i.e. Por+-Fe(IV)=O, and water. The function of the acid-alcohol pair appears to be replaced by a different amide residue, Asn938 of 7,8-LDS, for heterolysis of (8R,9Z,12Z)-8-hydroperoxyoctadeca-9,12-dienoate to generate compound I Gaeumannomyces graminis ?
-
 ?
1.13.11.60 additional information the bifunctional enzyme forms 5S,8S-dihydroxylinoleic acid from (8R)-hydroperoxylinoleic acid by intramolecular oxygen transfer. Linoleate diol synthases are fungal dioxygenase-cytochrome P450 fusion enzymes. P450 hydroxylases usually contain an acid-alcohol pair in the I-helices for the heterolytic scission of O2 and formation of compound I, i.e. Por+-Fe(IV)=O, and water. The function of the acid-alcohol pair appears to be replaced by a different amide residue, Gln890 of 5,8-LDS, for heterolysis of (8R,9Z,12Z)-8-hydroperoxyoctadeca-9,12-dienoate to generate compound I Aspergillus fumigatus ?
-
 ?
1.13.11.60 additional information the enzyme forms (5S,8R)-5,8-dihydroxylinoleic acid from (8R)-hydroperoxylinoleic acid by intramolecular oxygen transfer. Linoleate diol synthases are fungal dioxygenase-cytochrome P450 fusion enzymes Aspergillus fumigatus ?
-
 ?

Subunits

EC Number Subunits Comment Organism
1.13.11.60 More homology model of 5,8-LDS, overview Aspergillus fumigatus
1.13.11.60 More homology model of 7,8-LDS, overview Gaeumannomyces graminis

Synonyms

EC Number Synonyms Comment Organism
1.13.11.60 5,8-LDS
-
 Aspergillus fumigatus
1.13.11.60 5,8-linoleate diol synthase
-
 Aspergillus fumigatus
1.13.11.60 7,8-LDS
-
 Gaeumannomyces graminis
1.13.11.60 7,8-linoleate diol synthase
-
 Gaeumannomyces graminis

General Information

EC Number General Information Comment Organism
1.13.11.60 additional information homology model of 5,8-LDS, overview Aspergillus fumigatus
1.13.11.60 additional information homology model of 7,8-LDS, overview Gaeumannomyces graminis