ENZYME - 1.14.13.105 monocyclic monoterpene ketone monooxygenase

• (1R,4S)-menthone + NADPH + O2 + H(+) = (4R,7S)-7-isopropyl-4-methyloxepan-2-one + NADP(+) + H2O
• dihydrocarvone + NADPH + O2 + H(+) = 4-isopropenyl-7-methyloxepan-2-one + NADP(+) + H2O
• dihydrocarvone + NADPH + O2 + H(+) = 6-isopropenyl-3-methyloxepan-2-one + NADP(+) + H2O
• 1-hydroxylimonen-2-one + NADPH + O2 = 3-isopropenyl-6-oxoheptanoate + NADP(+) + H2O

• This Baeyer-Villiger monooxygenase enzyme from the Gram-positive bacterium Rhodococcus erythropolis DCL14 has wide substrate specificity, catalyzing the lactonization of a large number of monocyclic monoterpene ketones and substituted cyclohexanones.
• Both (1R,4S)- and (1S,4R)-1-hydroxymenth-8-en-2-one are metabolized, with the lactone product spontaneously rearranging to form 3-isopropenyl-6-oxoheptanoate.

P82679, MMKMO_RHOER