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Monocyclic monoterpene ketone monooxygenase (EC 1.14.13.105, 1-hydroxy-2-oxolimonene 1,2-monooxygenase, dihydrocarvone 1,2-monooxygenase, MMKMO) is an enzyme with systematic name (-)-menthone,NADPH:oxygen oxidoreductase. This enzyme catalyses the following chemical reaction

(1) (-)-menthone + NADPH + H + O₂ ${\displaystyle \rightleftharpoons }$ (4R,7S)-7-isopropyl-4-methyloxepan-2-one + NADP + H₂O

(2) dihydrocarvone + NADPH + H + O ${\displaystyle \rightleftharpoons }$ 4-isopropenyl-7-methyloxepan-2-one + NADP + H₂O

(3) (iso)-dihydrocarvone + NADPH + H + O₂ ${\displaystyle \rightleftharpoons }$ 6-isopropenyl-3-methyloxepan-2-one + NADP + H₂O

(4a) 1-hydroxymenth-8-en-2-one + NADPH + H + O₂ ${\displaystyle \rightleftharpoons }$ 7-hydroxy-4-isopropenyl-7-methyloxepan-2-one + NADP + H₂O

(4b) 7-hydroxy-4-isopropenyl-7-methyloxepan-2-one ${\displaystyle \rightleftharpoons }$ 3-isopropenyl-6-oxoheptanoate (spontaneous)

Monocyclic monoterpene ketone monooxygenase is a flavoprotein (FAD).

References

1. van der Werf MJ, Swarts HJ, de Bont JA (May 1999). "Rhodococcus erythropolis DCL14 contains a novel degradation pathway for limonene". Applied and Environmental Microbiology. 65 (5): 2092–102. PMC 91303. PMID 10224006.
2. Van Der Werf MJ (May 2000). "Purification and characterization of a Baeyer-Villiger mono-oxygenase from Rhodococcus erythropolis DCL14 involved in three different monocyclic monoterpene degradation pathways". The Biochemical Journal. 347 Pt 3: 693–701. doi:10.1042/0264-6021:3470693. PMC 1221005. PMID 10769172.
3. van der Werf MJ, Boot AM (May 2000). "Metabolism of carveol and dihydrocarveol in Rhodococcus erythropolis DCL14". Microbiology. 146 ( Pt 5): 1129–41. doi:10.1099/00221287-146-5-1129. PMID 10832640.

External links

• Monocyclic+monoterpene+ketone+monooxygenase at the U.S. National Library of Medicine Medical Subject Headings (MeSH)

• Biology

• EC 1.14.13