Monocyclic monoterpene ketone monooxygenase

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)
Monocyclic monoterpene ketone monooxygenase
Identifiers
EC number1.14.13.105
Databases
IntEnzIntEnz view
BRENDABRENDA entry
ExPASyNiceZyme view
KEGGKEGG entry
MetaCycmetabolic pathway
PRIAMprofile
PDB structuresRCSB PDB PDBe PDBsum

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.
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