| EC |
1.3.1.123 |
| Accepted name: |
8-oxogeranial reductase |
| Reaction: |
(R)-8-oxocitronellyl enol + NADP+ = (6E)-8-oxogeranial + NADPH + H+ |
| Glossary: |
(R)-8-oxocitronellyl enol = (2E,6R,7E)-8-hydroxy-2,6-dimethylocta-2,7-dienal |
| Other name(s): |
AmISY |
| Systematic name: |
(R)-8-oxocitronellyl enol:NADP+ oxidoreductase |
| Comments: |
The enzyme, characterized from the plant Antirrhinum majus (snapdragon), is involved in biosynthesis of 7-epi-iridoids such as antirrhinoside. The enzyme catalyses the stereospecific reduction of 8-oxogeranial, forming an unstable product that in the absence of additional cylases undergoes spontaneous cyclization to (–)-cis,trans-nepetalactol. cf. EC 1.3.1.122, (S)-8-oxocitronellyl enol synthase. |
| Links to other databases: |
BRENDA, EXPASY, KEGG, MetaCyc |
| References: |
| 1. |
Kries, H., Kellner, F., Kamileen, M.O. and O'Connor, S.E. Inverted stereocontrol of iridoid synthase in snapdragon. J. Biol. Chem. 292 (2017) 14659–14667. [PMID: 28701463] |
| 2. |
Lichman, B.R., O'Connor, S.E. and Kries, H. Biocatalytic strategies towards [4+2] cycloadditions. Chemistry 25 (2019) 6864–6877. [PMID: 30664302] |
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| [EC 1.3.1.123 created 2019] |
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