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