1.14.13.22: cyclohexanone monooxygenase
This is an abbreviated version!
For detailed information about cyclohexanone monooxygenase, go to the full flat file.
Word Map on EC 1.14.13.22
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1.14.13.22
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baeyer-villiger
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acinetobacter
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lactones
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bvmos
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ncimb
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calcoaceticus
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cyclohexanol
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synthesis
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criegee
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epsilon-caprolactone
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c4a-peroxyflavin
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biooxidation
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bicyclo3.2.0hept-2-en-6-one
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phenylacetone
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cyclopentanone
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biotechnology
- 1.14.13.22
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baeyer-villiger
- acinetobacter
- lactones
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bvmos
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ncimb
- calcoaceticus
- cyclohexanol
- synthesis
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criegee
- epsilon-caprolactone
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c4a-peroxyflavin
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biooxidation
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bicyclo3.2.0hept-2-en-6-one
- phenylacetone
- cyclopentanone
- biotechnology
Reaction
Synonyms
Bpro_556, CAMO, CHMO, ChnB, chnB protein, chnB1 protein, CHXON, CMO, cycloalkaone monooxygenase, cyclohexanone 1, 2-mono-oxygenase, cyclohexanone mono-oxygenase, cyclohexanone monooxygenase, cyclohexanone oxygenase, cyclohexanone:NADPH:oxygen oxidoreductase (lactone-forming), oxygenase, cyclohexanone mono-
ECTree
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Reaction
Reaction on EC 1.14.13.22 - cyclohexanone monooxygenase
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cyclohexanone + NADPH + H+ + O2 = hexano-6-lactone + NADP+ + H2O
stereochemistry
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cyclohexanone + NADPH + H+ + O2 = hexano-6-lactone + NADP+ + H2O
reaction mechanism
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cyclohexanone + NADPH + H+ + O2 = hexano-6-lactone + NADP+ + H2O
mechanistic study
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cyclohexanone + NADPH + H+ + O2 = hexano-6-lactone + NADP+ + H2O
mechanistic study
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cyclohexanone + NADPH + H+ + O2 = hexano-6-lactone + NADP+ + H2O
mechanistic study
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cyclohexanone + NADPH + H+ + O2 = hexano-6-lactone + NADP+ + H2O
re-side specificity of cofactor binding, stereochemistry
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cyclohexanone + NADPH + H+ + O2 = hexano-6-lactone + NADP+ + H2O
kinetic studies
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cyclohexanone + NADPH + H+ + O2 = hexano-6-lactone + NADP+ + H2O
ter-ter mechanism
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cyclohexanone + NADPH + H+ + O2 = hexano-6-lactone + NADP+ + H2O
a stable 4a-hydroperoxy-flavin carries out a nucleophilic attack on the ketone
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cyclohexanone + NADPH + H+ + O2 = hexano-6-lactone + NADP+ + H2O
general mechanistic scheme
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cyclohexanone + NADPH + H+ + O2 = hexano-6-lactone + NADP+ + H2O
stereochemistry and enantioselectivity of the oxidation reaction depends strongly on the structure and stereochemistry of the substrates
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cyclohexanone + NADPH + H+ + O2 = hexano-6-lactone + NADP+ + H2O
enantioselectivity
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cyclohexanone + NADPH + H+ + O2 = hexano-6-lactone + NADP+ + H2O
enantioselectivity
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cyclohexanone + NADPH + H+ + O2 = hexano-6-lactone + NADP+ + H2O
regioselectivity
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cyclohexanone + NADPH + H+ + O2 = hexano-6-lactone + NADP+ + H2O
mechanistic study
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