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1.14.13.105: monocyclic monoterpene ketone monooxygenase

This is an abbreviated version!
For detailed information about monocyclic monoterpene ketone monooxygenase, go to the full flat file.

Reaction

(-)-menthone
+
NADPH
+
H+
+
O2
=
(4R,7S)-7-isopropyl-4-methyloxepan-2-one
+
NADP+
+
H2O

Synonyms

Baeyer-Villiger mono-oxygenase, Baeyer-Villiger monooxygenase, BVMO, dihydrocarvone 1,2-monooxygenase, MMKMO, monocyclic monoterpene ketone mono-oxygenase, NADPH-dependent 1-hydroxy-2-oxolimonene 1,2-monooxygenase, NADPH-dependent dihydrocarvone monooxygenase

ECTree

     1 Oxidoreductases
         1.14 Acting on paired donors, with incorporation or reduction of molecular oxygen
             1.14.13 With NADH or NADPH as one donor, and incorporation of one atom of oxygen into the other donor
                1.14.13.105 monocyclic monoterpene ketone monooxygenase

Systematic Name

Systematic Name on EC 1.14.13.105 - monocyclic monoterpene ketone monooxygenase

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SYSTEMATIC NAME
IUBMB Comments
(-)-menthone,NADPH:oxygen oxidoreductase
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].