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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
1.6.4.1 created 1961, deleted 2002 1.6.4.2 created 1961, modified 1989, deleted 2002 1.6.4.3 created 1961, modified 1976, deleted 1983 1.6.4.4 created 1965, deleted 2002 1.6.4.5 created 1972, deleted 2002 1.6.4.6 created 1972, deleted 2002 1.6.4.7 created 1978, deleted 2002 1.6.4.8 created 1989, deleted 2002 1.6.4.9 created 1992, deleted 2002 1.6.4.10 created 1992, deleted 2002 1.14.13.45 created 1992, deleted 2003
