Monocyclic_monoterpene_ketone_monooxygenase

Monocyclic monoterpene ketone monooxygenase

Monocyclic monoterpene ketone monooxygenase

Class of enzymes

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.[1][2][3] This enzyme catalyses the following chemical reaction

(1) (-)-menthone + NADPH + H+ + O2 (4R,7S)-7-isopropyl-4-methyloxepan-2-one + NADP+ + H2O
(2) dihydrocarvone + NADPH + H+ + O2 4-isopropenyl-7-methyloxepan-2-one + NADP+ + H2O
(3) (iso)-dihydrocarvone + NADPH + H+ + O2 6-isopropenyl-3-methyloxepan-2-one + NADP+ + H2O
(4a) 1-hydroxymenth-8-en-2-one + NADPH + H+ + O2 7-hydroxy-4-isopropenyl-7-methyloxepan-2-one + NADP+ + H2O
(4b) 7-hydroxy-4-isopropenyl-7-methyloxepan-2-one 3-isopropenyl-6-oxoheptanoate (spontaneous)
Quick Facts Identifiers, EC no. ...

Monocyclic monoterpene ketone monooxygenase is a flavoprotein (FAD).

References

  1. [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. [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. [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.
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