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EC 1.14.13.105 Details
show Brenda entryEC number
1.14.13.105
Accepted name
monocyclic monoterpene ketone monooxygenase
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)
Other name(s)
1-hydroxy-2-oxolimonene 1,2-monooxygenase,
dihydrocarvone 1,2-monooxygenase,
MMKMO
Systematic name
(–)-menthone,NADPH:oxygen oxidoreductase
Comment
A flavoprotein (FAD). This Baeyer-Villiger monooxygenase enzyme from the Gram-positive bacterium Rhodococcus erythropolis DCL14 has wide substrate specificity, catalysing the lactonization of a large number of monocyclic monoterpene ketones and substituted cyclohexanones [2]. 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 [1].
History
created 2008
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1 Oxidoreductases
1.1 Acting on the CH-OH group of donors
1.14.13.45 created 1992, deleted 2003
