Any feedback?
Please rate this page
(literature.php)
(0/150)

BRENDA support

Literature summary for 5.4.4.5 extracted from

  • Jernerén, F.; Garscha, U.; Hoffmann, I.; Hamberg, M.; Oliw, E.H.
    Reaction mechanism of 5,8-linoleate diol synthase, 10R-dioxygenase, and 8,11-hydroperoxide isomerase of Aspergillus clavatus (2010), Biochim. Biophys. Acta, 1801, 503-507.
    View publication on PubMed
Search for more literature for 5.4.4.5

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
(8R,9Z,12Z)-8-hydroperoxy-9,12-octadecadienoate Aspergillus clavatus
-
 (5S,8R,9Z,12Z)-5,8-dihydroxy-9,12-octadecadienoate
-
 ?

Organism

Organism UniProt Comment Textmining
Aspergillus clavatus
-
-
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
(8R,9Z,12Z)-8-hydroperoxy-9,12-octadecadienoate
-
 Aspergillus clavatus (5S,8R,9Z,12Z)-5,8-dihydroxy-9,12-octadecadienoate
-
 ?
(8R,9Z,12Z)-8-hydroperoxy-9,12-octadecadienoate i.e. (9Z,12Z)-octadeca-9,12-dienoate. Mechanism of biosynthesis: the enzyme oxidizes linoleic acid to (8R)-hydroperoxylinoleic acid and to (5S,8R)-dihydroxylinoleic acids as major products. This occurs by abstraction of the pro-S hydrogen at C-8 and antarafacial dioxygenation at C-8 or at C-10 with double bond migration. (8R,9Z,12Z)-8-Hydroperoxy-9,12-octadecadienoate is then isomerized to (5S,8R,9Z,12Z)-5,8-dihydroperoxy-9,12-octadecadienoate by abstraction of the pro-S hydrogens at C-5 of (8R,9Z,12Z)-8-hydroperoxy-9,12-octadecadienoate, respectively, followed by suprafacial oxygenation Aspergillus clavatus (5S,8R,9Z,12Z)-5,8-dihydroxy-9,12-octadecadienoate
-
 ?

Synonyms

Synonyms Comment Organism
5,8-LDS
-
 Aspergillus clavatus
5,8-linoleate diol synthase
-
 Aspergillus clavatus
PpoA
-
 Aspergillus clavatus