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EC 1.14.13.22 Details
show Brenda entryEC number
1.14.13.22
Accepted name
cyclohexanone monooxygenase
Reaction
cyclohexanone + NADPH + H+ + O2 = hexano-6-lactone + NADP+ + H2O
Other name(s)
cyclohexanone 1,2-monooxygenase,
cyclohexanone oxygenase,
cyclohexanone:NADPH:oxygen oxidoreductase (6-hydroxylating, 1,2-lactonizing)
Systematic name
cyclohexanone,NADPH:oxygen oxidoreductase (lactone-forming)
CAS registry number
52037-90-8
Comment
A flavoprotein (FAD). In the catalytic mechanism of this enzyme, the nucleophilic species that attacks the carbonyl group is a peroxyflavin intermediate that is generated by reaction of the enzyme-bound flavin cofactor with NAD(P)H and oxygen [2]. This enzyme is able to catalyse a wide range of oxidative reactions, including enantioselective Baeyer-Villiger reactions [3], sulfoxidations [4], amine oxidations [5] and epoxidations [6].
History
created 1984, modified 2004
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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
