EC 1.3.1.82 - (−)-isopiperitenone reductase

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IntEnz Enzyme Nomenclature
EC 1.3.1.82

Names

Accepted name:
(−)-isopiperitenone reductase
Systematic name:
(+)-cis-isopulegone:NADP+ oxidoreductase

Reaction

Comments:

The reaction occurs in the opposite direction to that shown above. The enzyme participates in the menthol-biosynthesis pathway of Mentha plants. (+)-Pulegone, (+)-cis-isopulegone and (−)-menthone are not substrates. The enzyme has a preference for NADPH as the reductant, with NADH being a poor substitute [2]. The enzyme is highly regioselective for the reduction of the endocyclic 1,2-double bond, and is stereoselective, producing only the 1R-configured product. It is a member of the short-chain dehydrogenase/reductase superfamily.

Links to other databases

Enzymes and pathways: NC-IUBMB , BRENDA , DIAGRAM , ExplorEnz , ENZYME@ExPASy , KEGG , MetaCyc , UniPathway
Protein domains and families: PROSITE:PDOC00060
Structural data: CSA , EC2PDB
Gene Ontology: GO:0052581
UniProtKB/Swiss-Prot:

References

  1. Croteau, R. and Venkatachalam, K. V.
    Metabolism of monoterpenes: demonstration that (+)-cis-isopulegone, not piperitenone, is the key intermediate in the conversion of (−)-isopiperitenone to (+)-pulegone in peppermint (Mentha piperita).
    Arch. Biochem. Biophys. 249: 306-315 (1986). [PMID: 3755881]
  2. Ringer, K.L., McConkey, M.E., Davis, E.M., Rushing, G.W. and Croteau, R.
    Monoterpene double-bond reductases of the (−)-menthol biosynthetic pathway: isolation and characterization of cDNAs encoding (−)-isopiperitenone reductase and (+)-pulegone reductase of peppermint.
    Arch. Biochem. Biophys. 418: 80-92 (2003). [PMID: 13679086]

[EC 1.3.1.82 created 2008]