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Literature summary extracted from
- 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.
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 | Aspergillus clavatus | i.e. (9Z,12Z)-octadeca-9,12-dienoate | (8R,9Z,12Z)-8-hydroperoxy-9,12-octadecadienoate | - |
? |  |
| 1.13.11.62 | linoleate + O2 | Aspergillus clavatus | the enzyme is involved in biosynthesis of oxylipins | (8E,10R,12Z)-10-hydroperoxy-8,12-octadecadienoate | - |
? | |
| 4.2.1.92 | (8R)-hydroperoxylinoleic acid + H2O | Aspergillus clavatus | - |
(5S,8R)-dihydroxylinoleic acid | - |
? | |
| 4.2.1.92 | (8R)-hydroperoxylinoleic acid + H2O | Aspergillus clavatus | - |
(8R,11S)-dihydroxylinoleic acid | - |
? | |
| 4.2.1.92 | additional information | Aspergillus clavatus | two hydroperoxide isomerases in Aspergillus clavatus acting on hydroperoxylinoleic acid: the 5,8-linoleate diol synthase exhibiting 5,8-hydroperoxide isomerase activity, and the 8, 11-linoleate diol synthase exhibiting 8,11-hydroperoxide isomerase activity, overview | ? | - |
? | |
| 5.4.4.5 | (8R,9Z,12Z)-8-hydroperoxy-9,12-octadecadienoate | Aspergillus clavatus | - |
(5S,8R,9Z,12Z)-5,8-dihydroxy-9,12-octadecadienoate | - |
? | |
Organism
| EC Number | Organism | UniProt | Comment | Textmining |
|---|---|---|---|---|
| 1.13.11.60 | Aspergillus clavatus | - |
- |
- |
| 1.13.11.62 | Aspergillus clavatus | Q4W941 | - |
- |
| 4.2.1.92 | Aspergillus clavatus | - |
- |
- |
| 5.4.4.5 | Aspergillus clavatus | - |
- |
- |
Source Tissue
| EC Number | Source Tissue | Comment | Organism | Textmining |
|---|---|---|---|---|
| 1.13.11.62 | mycelium | - |
Aspergillus clavatus | - |
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 | Aspergillus clavatus | (8R,9Z,12Z)-8-hydroperoxy-9,12-octadecadienoate | - |
? | |
| 1.13.11.60 | linoleate + O2 | 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 hydrogen at C-5 of (8R,9Z,12Z)-8-hydroperoxy-9,12-octadecadienoate, respectively, followed by suprafacial oxygenation | Aspergillus clavatus | (8R,9Z,12Z)-8-hydroperoxy-9,12-octadecadienoate | - |
? | |
| 1.13.11.62 | linoleate + O2 | the enzyme is involved in biosynthesis of oxylipins | Aspergillus clavatus | (8E,10R,12Z)-10-hydroperoxy-8,12-octadecadienoate | - |
? | |
| 1.13.11.62 | linoleate + O2 | abstraction of the pro-S hydrogen at C-8 and antarafacial dioxygenation at C-10 with double bond migration | Aspergillus clavatus | (8E,10R,12Z)-10-hydroperoxy-8,12-octadecadienoate | - |
? | |
| 4.2.1.92 | (8R)-hydroperoxylinoleic acid + H2O | - |
Aspergillus clavatus | (5S,8R)-dihydroxylinoleic acid | - |
? | |
| 4.2.1.92 | (8R)-hydroperoxylinoleic acid + H2O | - |
Aspergillus clavatus | (8R,11S)-dihydroxylinoleic acid | - |
? | |
| 4.2.1.92 | additional information | two hydroperoxide isomerases in Aspergillus clavatus acting on hydroperoxylinoleic acid: the 5,8-linoleate diol synthase exhibiting 5,8-hydroperoxide isomerase activity, and the 8, 11-linoleate diol synthase exhibiting 8,11-hydroperoxide isomerase activity, overview | Aspergillus clavatus | ? | - |
? | |
| 5.4.4.5 | (8R,9Z,12Z)-8-hydroperoxy-9,12-octadecadienoate | - |
Aspergillus clavatus | (5S,8R,9Z,12Z)-5,8-dihydroxy-9,12-octadecadienoate | - |
? | |
| 5.4.4.5 | (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
| EC Number | Synonyms | Comment | Organism |
|---|---|---|---|
| 1.13.11.60 | 5,8-LDS | - |
Aspergillus clavatus |
| 1.13.11.60 | 5,8-linoleate diol synthase | - |
Aspergillus clavatus |
| 1.13.11.60 | PpoA | - |
Aspergillus clavatus |
| 1.13.11.62 | 10R-dioxygenase | - |
Aspergillus clavatus |
| 1.13.11.62 | 10R-DOX | - |
Aspergillus clavatus |
| 1.13.11.62 | PpoC | - |
Aspergillus clavatus |
| 4.2.1.92 | 5,8-hydroperoxide isomerase | - |
Aspergillus clavatus |
| 4.2.1.92 | 8,11-hydroperoxide isomerase | - |
Aspergillus clavatus |
| 4.2.1.92 | hydroperoxide isomerase | - |
Aspergillus clavatus |
| 5.4.4.5 | 5,8-LDS | - |
Aspergillus clavatus |
| 5.4.4.5 | 5,8-linoleate diol synthase | - |
Aspergillus clavatus |
| 5.4.4.5 | PpoA | - |
Aspergillus clavatus |
Temperature Optimum [°C]
| EC Number | Temperature Optimum [°C] | Temperature Optimum Maximum [°C] | Comment | Organism |
|---|---|---|---|---|
| 1.13.11.62 | 37 | - |
assay at | Aspergillus clavatus |
| 4.2.1.92 | 22 | - |
assay at room temperature | Aspergillus clavatus |
pH Optimum
| EC Number | pH Optimum Minimum | pH Optimum Maximum | Comment | Organism |
|---|---|---|---|---|
| 1.13.11.62 | 7.3 | - |
assay at | Aspergillus clavatus |
| 4.2.1.92 | 8 | - |
assay at | Aspergillus clavatus |
General Information
| EC Number | General Information | Comment | Organism |
|---|---|---|---|
| 4.2.1.92 | evolution | phylogenetic analysis and sequence comparisons of 5,8-linoleate diol synthase, overview | Aspergillus clavatus |
| 4.2.1.92 | metabolism | the enzymes are involved in the biosynthesis of (8R,11S)-dihydroxylinoleic acid via isomerization of (8R)-hydroperoxylinoleic acid to (5S,8R)-dihydroxylinoleic acid and to (8R,11S)-dihydroxylinoleic acid by abstraction of the pro-S hydrogens at C-5 and C-11 of (8R)-hydroperoxylinoleic acid, respectively, followed by suprafacial oxygenation | Aspergillus clavatus |
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