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(+)-camphor + NADPH + O2
?
(+)-dihydrocarvone + NADPH + O2
?
(1aS,4aS,8aS)-8a-methylhexahydronaphthalene-1,6-dione + NADPH + O2
(5aR,9aS)-9a-methylhexahydrobenzo[b]oxepine-2,7-dione + NADP+ + H2O
(1R)-bicyclo[2.2.1]heptane-2,5-dione + NADPH + O2
? + NADP+ + H2O
74.4% of the activity with cyclohexanone
-
-
?
(2R)-2-ethylcyclohexanone + NADPH + H+ + O2
(7S)-7-ethyloxepan-2-one + NADP+ + H2O
92% conversion, 30% enantiomeric excess, (-)-product
-
-
?
(2R,6S)-2,6-dimethylcyclohexanone + NADPH + H+ + O2
cis-3, 7-dimethyl-2-oxepanone + NADP+ + H2O
-
-
-
?
(2R,6S)-2,6-dimethylcyclohexanone + NADPH + O2 + H+
(3R,7S)-3,7-dimethyloxepan-2-one + NADP+ + H2O
(2S)-2-(prop-2-en-1-yl)cyclohexanone + NADPH + H+ + O2
(7R)-7-(prop-2-en-1-yl)oxepan-2-one + NADP+ + H2O
75% conversion, 99% enantiomeric excess, (-)-product
-
-
?
(3R)-3-(1-methylethenyl)cyclohexanone + NADPH + O2 + H+
(6S)-6-(1-methylethenyl)oxepan-2-one + NADP+ + H2O
(4aR,8aS)-8a-methylhexahydronaphthalene-1,6(2H,5H)-dione + NADPH + O2
(5aR,9aS)-9a-methylhexahydrobenzo[b]oxepine-2,7-dione + (4aS,6S,8aR)-6-hydroxy-8a-methyloctahydronaphthalen-1-one + NADP+ + H2O
(ethylsulfanyl)benzene + NADPH + H+ + O2
(R)-ethyl phenyl sulfoxide + NADP+ + H2O
(propylsulfanyl)benzene + NADPH + H+ + O2
(R)-propyl phenyl sulfoxide + NADP+ + H2O
(S)-dithiane sulfoxide + NADPH + O2
?
-
recombinant enzyme in E. coli or Saccharomyces cerevisiae
-
-
?
1,2-cyclohexandione + NADPH + H+ + O2
? + NADP+ + H2O
1,3-cyclohexandione + NADPH + H+ + O2
? + NADP+ + H2O
1,3-dithiane + NADPH + O2
(R)-1,3-dithiane-1-oxide + NADP+ + H2O
1,4-cyclohexandione + NADPH + H+ + O2
? + NADP+ + H2O
1,4-dioxaspiro[4.5]decan-8-one + NADPH + H+ + O2
1,4,8-trioxa-spiro[4,6]undecan-9-one + NADP+ + H2O
-
-
-
?
1,4-dioxaspiro[4.5]decan-8-one + NADPH + O2 + H+
1,4,8-trioxaspiro[4.6]undecan-9-one + NADP+ + H2O
1-oxa-2-oxocycloheptane + NADPH + O2
?
-
oxidation
-
-
?
1-phenyl-2-propanone + NADPH + O2
?
2 thioanisole + NADPH + H+ + O2
(R)-thioanisole sulfoxide + (S)-thioanisole sulfoxide + 2 NADP+ + 2 H2O
2,2,6-trimethylcyclohexanone + NADPH + H+ + O2
3,7,7-trimethyloxepan-2-one + NADP+ + H2O
-
-
-
?
2,2,6-trimethylcyclohexanone + NADPH + O2 + H+
3,7,7-trimethyloxepan-2-one + NADP+ + H2O
2-(methylsulfanyl)naphthalene + NADPH + H+ + O2
2-(methanesulfinyl)naphthalene + NADP+ + H2O
2-butanone + NADPH + H+ + O2
ethyl acetate + NADP+ + H2O
2-butanone + NADPH + H+ + O2
methyl propanoate + NADP+ + H2O
2-chlorothioanisole + NADPH + H+ + O2
1-(methanesulfinyl)-2-chlorobenzene + NADP+ + H2O
2-hexyl-cyclopentanone + NADPH + O2
?
-
-
-
-
?
2-hexylcyclopentanone + NADPH + H+ + O2
6-hexyl-tetrahydro-pyran-2-one + NADP+ + H2O
-
-
-
?
2-hexylcyclopentanone + NADPH + O2 + H+
6-hexyltetrahydro-2H-pyran-2-one + NADP+ + H2O
-
-
82% conversion at 20 h
-
?
2-hydroxycyclobutanone + NADPH + H+ + O2
1-oxa-2-oxo-3-hydroxycyclopentane + NADP+ + H2O
67.3% of the activity with cyclohexanone
-
-
?
2-hydroxycyclohexanone + NADPH + O2
1-oxa-2-oxo-3-hydroxycycloheptane + NADP+ + H2O
2-hydroxyethyl methyl sulfide + NADPH + O2
2-hydroxyethyl methyl sulfoxide + NADP+ + H2O
-
-
-
-
?
2-methyl-cyclohexanone + NADPH + H+ + O2
1-oxa-2-oxo-3-methyl-cycloheptane + NADP+ + H2O
2-methyl-cyclohexanone + NADPH + H+ + O2
1-oxa-2-oxo-3-methylcycloheptane + NADP+ + H2O
2-methyl-cyclopentanone + NADPH + H+ + O2
1-oxa-2-oxo-3-methyl-cyclohexane + NADP+ + H2O
2-methyl-cyclopentanone + NADPH + H+ + O2
1-oxa-2-oxo-3-methylcyclohexane + NADP+ + H2O
2-methylcyclohexanone + NADPH + O2
1-oxa-2-oxo-3-methylcycloheptane + NADP+ + H2O
2-methylcyclohexanone + NADPH + O2 + H+
7-methyloxepan-2-one + NADP+ + H2O
-
-
-
-
?
2-methylcyclohexyl boronic acid + NADPH + O2
2-methylcyclohexanol + BO3- + NADP+ + H2O
-
racemic substrate
-
?
2-norbornanone + NADPH + O2
?
-
-
-
-
?
2-phenyl-1-ethanal + NADPH + O2
?
2-phenylcyclohexanone + NADPH + H+ + O2
1-oxa-2-oxo-3-phenylcycloheptane + NADP+ + H2O
2-phenylcyclohexanone + NADPH + H+ + O2
3-phenyloxepan-2-one + NADP+ + H2O
-
-
-
?
2-phenylcyclohexanone + NADPH + O2
1-oxa-2-oxo-3-phenylcycloheptane + NADP+ + H2O
-
slight
-
-
?
2-phenylcyclohexanone + NADPH + O2 + H+
7-phenyloxepan-2-one + NADP+ + H2O
-
-
51% conversion at 20 h
-
?
2-phenylethyl methyl sulfide + NADPH + O2
2-phenylethyl methyl sulfoxide
-
-
-
?
2-phenylpropyl methyl sulfide + NADPH + O2
2-phenylpropyl methyl sulfoxide
-
-
-
?
2-propylcyclohexanone + NADPH + O2 + H+
(7S)-7-propyloxepan-2-one + NADP+ + H2O
-
-
-
-
?
2-thiacyclohexanone + NADPH + O2
1-oxa-2-oxo-3-thiacycloheptane + NADP+ + H2O
-
substrate inactivates enzyme after a few turnovers
-
-
?
3,3,5-trimethyl-cyclohexanone + NADPH + H+ + O2
trimethyl-epsilon-caprolactone + NADP+ + H2O
3,3,5-trimethylcyclohexanone + NADPH + H+ + O2
4,6,6-trimethyloxepan-2-one + 4,4,6-trimethyloxepan-2-one + NADP+ + H2O
-
-
-
?
3,3,5-trimethylcyclohexanone + NADPH + O2 + H+
4,6,6-trimethyloxepan-2-one + 4,4,6-trimethyloxepan-2-one + NADP+ + H2O
3,4-dihydronaphthalen-2(1H)-one + NADPH + H+ + O2
8,9-dihydro-5H-7-oxa-benzocyclo-hepten-6-one + NADP+ + H2O
-
-
-
?
3,4-dihydronaphthalen-2(1H)-one + NADPH + O2 + H+
4,5-dihydro-3-benzoxepin-2(1H)-one + NADP+ + H2O
-
-
more than 95% conversion one isomer
-
?
3,5-dimethylcyclohexanone + NADPH + H+ + O2
4,6-dimethyloxepan-2-one + NADP+ + H2O
less than 50% conversion, 90% enantiomeric excess, (-)-product
-
-
?
3-(1,3-benzodioxol-5-yl)cyclobutanone + NADPH + H+ + O2
4-(1,3-benzodioxol-5-yl)dihydrofuran-2(3H)-one + NADP+ + H2O
more than 90% conversion,36% enantiomeric excess, (+)-product
-
-
?
3-(3,4,5-trimethoxyphenyl)cyclobutanone + NADPH + H+ + O2
4-(3,4,5-trimethoxyphenyl)dihydrofuran-2(3H)-one + NADP+ + H2O
less than 50% conversion, 96% enantiomeric excess, (-)-product
-
-
?
3-methylcyclohexanone + NADPH + O2 + H+
(4S)-4-methyloxepan-2-one + (6R)-6-methyloxepan-2-one + NADP+ + H2O
-
-
-
-
?
3-phenylcyclobutanone+ NADPH + H+ + O2
3-phenyloxolan-2-one + NADP+ + H2O
-
-
-
?
3-phenylcyclohexanone + NADPH + H+ + O2
1-oxa-2-oxo-4-phenylcycloheptane + NADP+ + H2O
-
-
-
?
3-phenylcyclopentanone + NADPH + H+ + O2
4-phenyloxan-2-one + NADP+ + H2O
-
-
-
?
3-thiacyclohexanone + NADPH + H+ + O2
?
-
-
-
-
r
4,4-dimethylcyclohexanone + NADPH + H+ + O2
5,5-dimethyloxepan-2-one + NADP+ + H2O
50-90% conversion
-
-
?
4-(3-fluorophenyl)cyclohexanone + NADPH + H+ + O2
4-(3-fluorophenyl)hexano-6-lactone + NADP+ + H2O
-
-
-
?
4-(3-methylphenyl)cyclohexanone + NADPH + H+ + O2
4-(3-methylphenyl)hexano-6-lactone + NADP+ + H2O
-
-
-
?
4-(4-chlorophenyl)cyclohexanone + NADPH + H+ + O2
4-(4-chlorophenyl)hexano-6-lactone + NADP+ + H2O
-
-
-
?
4-(4-fluorophenyl)cyclohexanone + NADPH + H+ + O2
4-(4-fluorophenyl)hexano-6-lactone + NADP+ + H2O
-
-
-
?
4-(4-methoxyhenyl)cyclohexanone + NADPH + H+ + O2
4-(4-methoxyphenyl)hexano-6-lactone + NADP+ + H2O
-
-
-
?
4-(4-methylphenyl)cyclohexanone + NADPH + H+ + O2
4-(4-methylphenyl)hexano-6-lactone + NADP+ + H2O
-
-
-
?
4-allyl-cyclohexanone + NADPH + O2
4-allyl-hexano-6-lactone + NADP+ + H2O
-
-
-
-
?
4-bromocyclohexanone + NADPH + O2
4-bromo-hexano-6-lactone + NADP+ + H2O
-
-
-
-
?
4-chlorocyclohexanone + NADPH + O2
4-chloro-hexano-6-lactone + NADP+ + H2O
-
-
-
-
?
4-ethoxy-cyclohexanone + NADPH + O2
4-ethoxy-hexano-6-lactone + NADP+ + H2O
-
-
-
-
?
4-ethyl-cyclohexanone + NADPH + O2
4-ethyl-hexano-6-lactone + NADP+ + H2O
-
-
-
-
?
4-ethylcyclohexanone + NADPH + H+ + O2
4-ethylhexano-6-lactone + NADP+ + H2O
-
-
-
?
4-ethylcyclohexanone + NADPH + O2 + H+
(5S)-5-ethyloxepan-2-one + NADP+ + H2O
4-hydroxy-cyclohexanone + NADPH + O2
4-hydroxy-hexano-6-lactone + NADP+ + H2O
4-hydroxycyclohexanone + NADPH + O2
1-oxa-2-oxo-5-hydroxycycloheptane + NADP+ + H2O
4-iodocyclohexanone + NADPH + O2
4-iodo-hexano-6-lactone + NADP+ + H2O
-
-
-
-
?
4-methoxy-cyclohexanone + NADPH + O2
4-methoxy-hexano-6-lactone + NADP+ + H2O
-
-
-
-
?
4-methoxythioanisole + NADPH + H+ + O2
1-(methanesulfinyl)-4-methoxybenzene + NADP+ + H2O
4-methyl-cyclohexanone + NADPH + O2
4-methyl-hexano-6-lactone + NADP+ + H2O
-
-
-
-
?
4-methylcyclohexanone + NADPH + H+ + O2
4-methylhexano-6-lactone + NADP+ + H2O
-
-
-
?
4-methylcyclohexanone + NADPH + H+ + O2
?
-
-
-
?
4-methylcyclohexanone + NADPH + O2
1-oxa-2-oxo-5-methylcycloheptane + NADP+ + H2O
4-methylcyclohexanone + NADPH + O2 + H+
(5S)-5-methyloxepan-2-one + NADP+ + H2O
4-n-propyl-cyclohexanone + NADPH + O2
4-n-propyl-hexano-6-lactone + NADP+ + H2O
-
-
-
-
?
4-pentylcyclohexanone + NADPH + H+ + O2
4-pentylhexano-6-lactone + NADP+ + H2O
-
-
-
?
4-phenylcyclohexanone + NADPH + H+ + O2
4-phenylhexano-6-lactone + NADP+ + H2O
-
-
-
?
4-phenylcyclohexanone + NADPH + H+ + O2
5-phenyloxepan-2-one + NADP+ + H2O
less than 50% conversion, 97% enantiomeric excess, (-)-product
-
-
?
4-propylcyclohexanone + NADPH + H+ + O2
4-propylhexano-6-lactone + NADP+ + H2O
-
-
-
?
4-tert-butylcyclohexanone + NADPH + H+ + O2
5-t-butyl-2-oxepanone + NADP+ + H2O
-
-
-
?
4-tert-butylcyclohexanone + NADPH + O2
1-oxa-2-oxo-5-tert-butylcycloheptane + NADP+ + H2O
-
slight
-
-
?
4-tert-butylcyclohexanone + NADPH + O2 + H+
(5S)-5-tert-butyloxepan-2-one + NADP+ + H2O
-
-
88% conversion at 20 h, 99% enantiomeric excess
-
?
4-thiacyclohexanone + NADPH + H+ + O2
?
-
-
-
-
r
4a-methyltetrahydro-1aH-naphtho[1,8a-b]oxirene-2,5(3H,6H)-dione + NADPH + O2
(1R,3S,7S)-7-methyl-2,8-dioxatricyclo[5.5.0.01,3]dodecane-4,9-dione + NADP+ + H2O
5-methoxy-2-methylthio-1H-benzimidazole + NADPH + H+ + O2
?
-
poor substrate for wild-type
-
-
?
acetophenone + NADPH + H+ + O2
?
allyl methyl sulfide + NADPH + O2
?
-
-
-
-
?
beta-tetralonne + NADPH + H+ + O2
? + NADP+ + H2O
25% conversion efficincy, purified enzyme
-
-
?
bicyclo[3.2.0]hept-2-en-6-one + NADPH + H+ + O2
(1R,5S)-3-oxabicyclo-[3.3.0]oct-6-en-3-one + (1S,5R)-2-oxabicyclo-[3.3.0]oct-6-en-3-one + NADP+ + H2O
bicyclo[3.2.0]hept-2-en-6-one + NADPH + H+ + O2
3,3a,6,6a-tetrahydro-1H-cyclopenta[c]furan-1-one + NADP+ + H2O
63% of the activity with cyclohexanone
-
-
?
bicyclo[3.2.0]hept-2-en-6-one + NADPH + H+ + O2
?
bicyclo[3.2.0]hept-2-en-6-one + NADPH + O2
?
butanal + NADPH + O2
?
-
-
-
-
?
cis-hex-2-enyl phenyl selenide + NADPH + O2
?
-
-
-
-
?
cyclobutanone + NADPH + H+ + O2
1-oxa-2-oxo-cyclopentane + NADP+ + H2O
cyclobutanone + NADPH + H+ + O2
?
cyclobutanone + NADPH + H+ + O2
dihydrofuran-2(3H)-one + NADP+ + H2O
65% of the activity with cyclohexanone
-
-
?
cyclobutanone + NADPH + O2
1-oxa-2-oxo-cyclopentane + NADP+ + H2O
cyclobutyl methyl ketone + NADPH + O2
? + NADP+ + H2O
17.5% of the activity with cyclohexanone
-
-
?
cyclodecanone + NADPH + H+ + O2
1-oxa-2-oxo-cycloundecane + NADP+ + H2O
cyclodecanone + NADPH + O2
1-oxa-2-oxocycloendecane + NADP+ + H2O
-
low activity
-
-
?
cycloheptanone + NADPH + H+ + O2
1-oxa-2-oxo-cyclooctane + NADP+ + H2O
cycloheptanone + NADPH + O2
1-oxa-2-oxo-cyclooctane + NADP+ + H2O
cyclohexan-1,2-dione + NADPH + O2
1-oxa-2,3-dioxo-cycloheptane + NADP+ + H2O
cyclohexan-1,4-dione + NADPH + O2
1-oxa-2,5-dioxo-cycloheptane + NADP+ + H2O
cyclohexanone + NADPH + H+ + O2
epsilon-caprolactone + NADP+ + H2O
cyclohexanone + NADPH + H+ + O2
hexano-6-lactone + NADP+ + H2O
cyclohexanone + NADPH + O2
1-oxa-2-oxocycloheptane + NADP+ + H2O
cyclohexanone + NADPH + O2
6-hexanolide + NADP+ + H2O
cyclohexanone + NADPH + O2
epsilon-caprolactone + NADP+ + H2O
cyclohexanone + NADPH + O2
hexano-6-lactone + NADP+ + H2O
cyclohexyl methyl ketone + NADPH + O2
? + NADP+ + H2O
15.7% of the activity with cyclohexanone
-
-
?
cyclohexyl methyl sulfide + NADPH + O2
cyclohexyl methyl sulfoxide + NADP+ + H2O
-
-
-
?
cyclooctanone + NADPH + H+ + O2
1-oxa-2-oxo-cyclononane + NADP+ + H2O
cyclooctanone + NADPH + O2
1-oxa-2-oxo-cyclononane + NADP+ + H2O
cyclopentanone + NADPH + H+ + O2
1-oxa-2-oxo-cyclohexane + NADP+ + H2O
cyclopentanone + NADPH + H+ + O2
?
cyclopentanone + NADPH + O2
1-oxa-2-oxo-cyclohexane + NADP+ + H2O
cyclopentyl methyl sulfide + NADPH + O2
cyclopentyl methyl sulfoxide + NADP+ + H2O
-
-
-
?
D-fenchone + NADPH + O2
?
-
-
-
-
?
delta-thiovalerolactone + NADPH + O2
?
-
substrate inactivates enzyme after a few turnovers
-
-
ir
dihydrocarvone + NADPH + O2
?
-
-
-
-
?
dithiane + NADPH + H+ + O2
(R)-dithiane sulfoxide + NADP+ + H2O
-
recombinant enzyme in E. coli or Saccharomyces cerevisiae
-
?
epsilon-thiocaprolactone + NADPH + O2
?
-
substrate inactivates enzyme after a few turnovers
-
-
ir
ethyl 4-oxocyclohexanecarboxylate + NADPH + H+ + O2
ethyl 7-oxooxepane-4-carboxylate + NADP+ + H2O
less than 50% conversion, 98% enantiomeric excess, (-)-product
-
-
?
ethyl p-tolyl sulfide + NADPH + O2
(S)-ethyl p-tolyl sulfoxide + NADP+ + H2O
ethylene monothiocarbonate + NADPH + O2
?
-
substrate inactivates enzyme after a few turnovers
-
-
?, ir
gamma-thiobutyrolactone + NADPH + O2
?
-
substrate inactivates enzyme after a few turnovers
-
-
ir
iodide + NADPH + O2
?
-
-
-
-
?
isopropyl methyl sulfide + NADPH + O2
?
-
-
-
-
?
methyl phenyl sulfide + NADPH + H+ + O2
(R)-methyl phenyl sulfoxide + NADP+ + H2O
methyl phenyl sulfoxide + NADPH + H+ + O2
? + NADP+ + H2O
55% conversion efficincy, purified enzyme
-
-
?
n-butyl methyl sulfide + NADPH + O2
?
-
recombinant enzyme in E. coli or Saccharomyces cerevisiae
-
-
?
n-butylboronic acid + NADPH + O2
n-butanol + BO3- + NADP+ + H2O
-
-
-
-
?
N-methylbenzylamine + NADPH + O2
N-benzyl-N-methylhydroxylamine + NADP+ + H2O
n-octylboronic acid + NADPH + O2
n-octanol + BO3- + NADP+ + H2O
-
-
-
-
?
norcamphor + NADPH + O2
?
norcamphor + NADPH + O2
? + NADP+ + H2O
74.8% of the activity with cyclohexanone
-
-
?
octahydronaphthalen-1(2H)-one + NADPH + H+ + O2
octahydro-benzo[b]oxepin-2-one + octahydro-benzo[c]oxepin-1-one + NADP+ + H2O
-
-
-
?
octahydronaphthalen-1(2H)-one + NADPH + O2 + H+
octahydro-1-benzoxepin-2(3H)-one + octahydro-2-benzoxepin-1(3H)-one + NADP+ + H2O
-
-
100% conversion two isomers octahydro-1-benzoxepin-2(3H)-one + octahydro-2-benzoxepin-1(3H)-one with ratio 2/1
-
?
octahydronaphthalen-2(1H)-one + NADPH + H+ + O2
cis-octahydro-benzo[c]oxepin-3-one + trans-octahydro-benzo[c]oxepin-3-one + cis-octahydro-7-oxa-benzocyclohepten-6-one + NADP+ + H2O
-
-
-
?
octahydronaphthalen-2(1H)-one + NADPH + O2 + H+
octahydro-3-benzoxepin-2(1H)-one + octahydro-2-benzoxepin-3(1H)-one + NADP+ + H2O
-
-
66% conversion at 20 h, octahydro-2-benzoxepin-3(1H)-one is the major product
-
?
octyl methyl sulfide + NADPH + O2
?
-
-
-
-
?
omeprazole sulfide + NADPH + H+ + O2
(S)-omeprazole + NADP+ + H2O
-
no substrae for wild-type
-
-
?
phenyl allyl selenide + NADPH + O2
?
-
-
-
-
?
phenyl allyl sulfide + NADPH + O2
?
-
-
-
-
?
phenyl methyl selenide + NADPH + O2
?
-
-
-
-
?
phenyl propargyl selenide + NADPH + O2
?
-
-
-
-
?
phenylacetone + NADPH + H+ + O2
?
phenylboronic acid + NADPH + O2
phenol + BO3- + NADP+ + H2O
-
-
-
-
?
pyrmetazole + NADPH + H+ + O2
pyrmetazole (S)-sulfoxide + NADP+ + H2O
-
-
-
?
S-gamma-thiobutyrolactone + NADPH + O2
?
-
substrate irreversibly inactivates enzyme after a few turnovers
-
-
?
syn-7-benzyloxymethyl-2-norbonen-5-one + NADPH + O2
?
-
-
-
-
?
tert-butyl ethyl sulfide + NADPH + O2
?
-
low activity
-
-
?
tert-butyl methyl sulfide + NADPH + O2
?
tert-butyl vinyl sulfide + NADPH + O2
?
-
-
-
-
?
thiane + NADPH + O2
?
-
-
-
-
?
thiane sulfoxide + NADPH + O2
?
-
-
-
-
?
thioanisole + NADPH + H+ + O2
(R)-methyl phenyl sulfoxide + NADP+ + H2O
-
-
-
?
thioanisole + NADPH + H+ + O2
?
trans-hex-2-enyl phenyl selenide + NADPH + O2
?
-
-
-
-
?
triethylphosphite + NADPH + O2
?
-
-
-
-
?
[(2-chloroethyl)sulfanyl]benzene + NADPH + H+ + O2
(R)-2-chloroethyl phenyl sulfoxide + NADP+ + H2O
-
-
-
?
[(2-hydroxyethyl)sulfanyl]benzene + NADPH + H+ + O2
(R)-2-hydroxyethyl phenyl sulfoxide + NADP+ + H2O
-
-
-
?
additional information
?
-
(+)-camphor + NADPH + O2
?
-
-
-
-
?
(+)-camphor + NADPH + O2
?
-
-
-
-
?
(+)-dihydrocarvone + NADPH + O2
?
-
-
-
-
?
(+)-dihydrocarvone + NADPH + O2
?
-
-
-
-
?
(1aS,4aS,8aS)-8a-methylhexahydronaphthalene-1,6-dione + NADPH + O2
(5aR,9aS)-9a-methylhexahydrobenzo[b]oxepine-2,7-dione + NADP+ + H2O
-
WielandMiescher ketone, no activity with the (1aR,4aR,8aR)-stereoisomer, stereoselective formation of the cis-(5aR,9aS)-isomer
-
-
?
(1aS,4aS,8aS)-8a-methylhexahydronaphthalene-1,6-dione + NADPH + O2
(5aR,9aS)-9a-methylhexahydrobenzo[b]oxepine-2,7-dione + NADP+ + H2O
-
WielandMiescher ketone, no activity with the (1aR,4aR,8aR)-stereoisomer, stereoselective formation of the cis-(5aR,9aS)-isomer
-
-
?
(2R,6S)-2,6-dimethylcyclohexanone + NADPH + O2 + H+
(3R,7S)-3,7-dimethyloxepan-2-one + NADP+ + H2O
-
-
90% conversion at 20 h, 99% enantiomeric excess
-
?
(2R,6S)-2,6-dimethylcyclohexanone + NADPH + O2 + H+
(3R,7S)-3,7-dimethyloxepan-2-one + NADP+ + H2O
-
-
90% conversion at 20 h, 99% enantiomeric excess
-
?
(3R)-3-(1-methylethenyl)cyclohexanone + NADPH + O2 + H+
(6S)-6-(1-methylethenyl)oxepan-2-one + NADP+ + H2O
-
-
99% regioselectivity
-
?
(3R)-3-(1-methylethenyl)cyclohexanone + NADPH + O2 + H+
(6S)-6-(1-methylethenyl)oxepan-2-one + NADP+ + H2O
-
-
99% regioselectivity
-
?
(4aR,8aS)-8a-methylhexahydronaphthalene-1,6(2H,5H)-dione + NADPH + O2
(5aR,9aS)-9a-methylhexahydrobenzo[b]oxepine-2,7-dione + (4aS,6S,8aR)-6-hydroxy-8a-methyloctahydronaphthalen-1-one + NADP+ + H2O
-
-
-
-
?
(4aR,8aS)-8a-methylhexahydronaphthalene-1,6(2H,5H)-dione + NADPH + O2
(5aR,9aS)-9a-methylhexahydrobenzo[b]oxepine-2,7-dione + (4aS,6S,8aR)-6-hydroxy-8a-methyloctahydronaphthalen-1-one + NADP+ + H2O
-
-
-
-
?
(ethylsulfanyl)benzene + NADPH + H+ + O2
(R)-ethyl phenyl sulfoxide + NADP+ + H2O
-
-
-
?
(ethylsulfanyl)benzene + NADPH + H+ + O2
(R)-ethyl phenyl sulfoxide + NADP+ + H2O
-
-
-
?
(propylsulfanyl)benzene + NADPH + H+ + O2
(R)-propyl phenyl sulfoxide + NADP+ + H2O
-
-
-
?
(propylsulfanyl)benzene + NADPH + H+ + O2
(R)-propyl phenyl sulfoxide + NADP+ + H2O
-
-
-
?
1,2-cyclohexandione + NADPH + H+ + O2
? + NADP+ + H2O
18% of the activity with cyclohexanone
-
-
?
1,2-cyclohexandione + NADPH + H+ + O2
? + NADP+ + H2O
7% of the activity with cyclohexanone
-
-
?
1,2-cyclohexandione + NADPH + H+ + O2
? + NADP+ + H2O
7% of the activity with cyclohexanone
-
-
?
1,2-cyclohexandione + NADPH + H+ + O2
? + NADP+ + H2O
18% of the activity with cyclohexanone
-
-
?
1,2-cyclohexandione + NADPH + H+ + O2
? + NADP+ + H2O
2% of the activity with cyclohexanone
-
-
?
1,2-cyclohexandione + NADPH + H+ + O2
? + NADP+ + H2O
24% of the activity with cyclohexanone
-
-
?
1,2-cyclohexandione + NADPH + H+ + O2
? + NADP+ + H2O
2% of the activity with cyclohexanone
-
-
?
1,2-cyclohexandione + NADPH + H+ + O2
? + NADP+ + H2O
24% of the activity with cyclohexanone
-
-
?
1,3-cyclohexandione + NADPH + H+ + O2
? + NADP+ + H2O
11% of the activity with cyclohexanone
-
-
?
1,3-cyclohexandione + NADPH + H+ + O2
? + NADP+ + H2O
5% of the activity with cyclohexanone
-
-
?
1,3-cyclohexandione + NADPH + H+ + O2
? + NADP+ + H2O
11% of the activity with cyclohexanone
-
-
?
1,3-cyclohexandione + NADPH + H+ + O2
? + NADP+ + H2O
5% of the activity with cyclohexanone
-
-
?
1,3-cyclohexandione + NADPH + H+ + O2
? + NADP+ + H2O
4% of the activity with cyclohexanone
-
-
?
1,3-cyclohexandione + NADPH + H+ + O2
? + NADP+ + H2O
4% of the activity with cyclohexanone
-
-
?
1,3-cyclohexandione + NADPH + H+ + O2
? + NADP+ + H2O
4% of the activity with cyclohexanone
-
-
?
1,3-dithiane + NADPH + O2
(R)-1,3-dithiane-1-oxide + NADP+ + H2O
-
-
-
-
?
1,3-dithiane + NADPH + O2
(R)-1,3-dithiane-1-oxide + NADP+ + H2O
-
-
-
-
?
1,4-cyclohexandione + NADPH + H+ + O2
? + NADP+ + H2O
112% of the activity with cyclohexanone
-
-
?
1,4-cyclohexandione + NADPH + H+ + O2
? + NADP+ + H2O
78% of the activity with cyclohexanone
-
-
?
1,4-cyclohexandione + NADPH + H+ + O2
? + NADP+ + H2O
112% of the activity with cyclohexanone
-
-
?
1,4-cyclohexandione + NADPH + H+ + O2
? + NADP+ + H2O
164% of the activity with cyclohexanone
-
-
?
1,4-cyclohexandione + NADPH + H+ + O2
? + NADP+ + H2O
90% of the activity with cyclohexanone
-
-
?
1,4-cyclohexandione + NADPH + H+ + O2
? + NADP+ + H2O
90% of the activity with cyclohexanone
-
-
?
1,4-cyclohexandione + NADPH + H+ + O2
? + NADP+ + H2O
164% of the activity with cyclohexanone
-
-
?
1,4-dioxaspiro[4.5]decan-8-one + NADPH + O2 + H+
1,4,8-trioxaspiro[4.6]undecan-9-one + NADP+ + H2O
-
-
80% conversion at 20 h
-
?
1,4-dioxaspiro[4.5]decan-8-one + NADPH + O2 + H+
1,4,8-trioxaspiro[4.6]undecan-9-one + NADP+ + H2O
-
-
80% conversion at 20 h
-
?
1-phenyl-2-propanone + NADPH + O2
?
-
-
-
-
?
1-phenyl-2-propanone + NADPH + O2
?
-
-
-
-
?
1-phenyl-2-propanone + NADPH + O2
?
-
-
-
-
?
2 thioanisole + NADPH + H+ + O2
(R)-thioanisole sulfoxide + (S)-thioanisole sulfoxide + 2 NADP+ + 2 H2O
the enzyme produces both enantiomers, leading to an ee of only 16% for the (R)-sulfoxide
-
-
?
2 thioanisole + NADPH + H+ + O2
(R)-thioanisole sulfoxide + (S)-thioanisole sulfoxide + 2 NADP+ + 2 H2O
the enzyme produces both enantiomers, leading to an ee of only 16% for the (R)-sulfoxide
-
-
?
2,2,6-trimethylcyclohexanone + NADPH + O2 + H+
3,7,7-trimethyloxepan-2-one + NADP+ + H2O
-
-
66% conversion at 20 h
-
?
2,2,6-trimethylcyclohexanone + NADPH + O2 + H+
3,7,7-trimethyloxepan-2-one + NADP+ + H2O
-
-
66% conversion at 20 h
-
?
2-(methylsulfanyl)naphthalene + NADPH + H+ + O2
2-(methanesulfinyl)naphthalene + NADP+ + H2O
-
-
-
?
2-(methylsulfanyl)naphthalene + NADPH + H+ + O2
2-(methanesulfinyl)naphthalene + NADP+ + H2O
-
-
-
?
2-butanone + NADPH + H+ + O2
ethyl acetate + NADP+ + H2O
-
the ratio between the products methyl propanoate and ethyl acetate was found to be about 3:7 in the absence of any cosolvent
-
-
?
2-butanone + NADPH + H+ + O2
ethyl acetate + NADP+ + H2O
-
the ratio between the products methyl propanoate and ethyl acetate was found to be about 3:7 in the absence of any cosolvent
-
-
?
2-butanone + NADPH + H+ + O2
ethyl acetate + NADP+ + H2O
the ratio between the products methyl propanoate and ethyl acetate was found to be about 3:7 in the absence of any cosolvent. The effect of various solvents at 15% concentration is inspected. The strongest effect on regioselectivity is observed with 2-methyl-1,3-dioxolane (15%), which leads to almost exclusive production of ethyl acetate. 1,3-Dioxane and 1,4-dioxane have a more moderate influence, since about 40% of the total product is methyl propanoate. 30% methanol or ethanol as cosolvents have a negligible effect on enzyme regioselectivity
-
-
?
2-butanone + NADPH + H+ + O2
ethyl acetate + NADP+ + H2O
the ratio between the products methyl propanoate and ethyl acetate was found to be about 3:7 in the absence of any cosolvent. The effect of various solvents at 15% concentration is inspected. The strongest effect on regioselectivity is observed with 2-methyl-1,3-dioxolane (15%), which leads to almost exclusive production of ethyl acetate. 1,3-Dioxane and 1,4-dioxane have a more moderate influence, since about 40% of the total product is methyl propanoate. 30% methanol or ethanol as cosolvents have a negligible effect on enzyme regioselectivity
-
-
?
2-butanone + NADPH + H+ + O2
methyl propanoate + NADP+ + H2O
-
-
-
-
?
2-butanone + NADPH + H+ + O2
methyl propanoate + NADP+ + H2O
-
the ratio between the products methyl propanoate and ethyl acetate was found to be about 3:7 in the absence of any cosolvent
-
-
?
2-butanone + NADPH + H+ + O2
methyl propanoate + NADP+ + H2O
the ratio between the products methyl propanoate and ethyl acetate was found to be about 3:7 in the absence of any cosolvent. The effect of various solvents at 15% concentration is inspected. The strongest effect on regioselectivity is observed with 2-methyl-1,3-dioxolane (15%), which leads to almost exclusive production of ethyl acetate. 1,3-Dioxane and 1,4-dioxane have a more moderate influence, since about 40% of the total product is methyl propanoate. 30% methanol or ethanol as cosolvents have a negligible effect on enzyme regioselectivity
-
-
?
2-chlorothioanisole + NADPH + H+ + O2
1-(methanesulfinyl)-2-chlorobenzene + NADP+ + H2O
-
-
-
?
2-chlorothioanisole + NADPH + H+ + O2
1-(methanesulfinyl)-2-chlorobenzene + NADP+ + H2O
-
-
-
?
2-hydroxycyclohexanone + NADPH + O2
1-oxa-2-oxo-3-hydroxycycloheptane + NADP+ + H2O
-
-
-
-
?
2-hydroxycyclohexanone + NADPH + O2
1-oxa-2-oxo-3-hydroxycycloheptane + NADP+ + H2O
-
-
-
-
?
2-hydroxycyclohexanone + NADPH + O2
1-oxa-2-oxo-3-hydroxycycloheptane + NADP+ + H2O
-
-
-
-
?
2-hydroxycyclohexanone + NADPH + O2
1-oxa-2-oxo-3-hydroxycycloheptane + NADP+ + H2O
-
-
-
-
?
2-hydroxycyclohexanone + NADPH + O2
1-oxa-2-oxo-3-hydroxycycloheptane + NADP+ + H2O
-
no activity
-
-
?
2-hydroxycyclohexanone + NADPH + O2
1-oxa-2-oxo-3-hydroxycycloheptane + NADP+ + H2O
-
-
-
-
?
2-hydroxycyclohexanone + NADPH + O2
1-oxa-2-oxo-3-hydroxycycloheptane + NADP+ + H2O
-
no activity
-
-
?
2-methyl-cyclohexanone + NADPH + H+ + O2
1-oxa-2-oxo-3-methyl-cycloheptane + NADP+ + H2O
85% of the activity with cyclohexanone
-
-
?
2-methyl-cyclohexanone + NADPH + H+ + O2
1-oxa-2-oxo-3-methyl-cycloheptane + NADP+ + H2O
best substrate, 130% of the activity with cyclohexanone
-
-
?
2-methyl-cyclohexanone + NADPH + H+ + O2
1-oxa-2-oxo-3-methylcycloheptane + NADP+ + H2O
89% of the activity with cyclohexanone
-
-
?
2-methyl-cyclohexanone + NADPH + H+ + O2
1-oxa-2-oxo-3-methylcycloheptane + NADP+ + H2O
best substrate, 118% of the activity with cyclohexanone
-
-
?
2-methyl-cyclohexanone + NADPH + H+ + O2
1-oxa-2-oxo-3-methylcycloheptane + NADP+ + H2O
79.2% of the activity with cyclohexanone
-
-
?
2-methyl-cyclohexanone + NADPH + H+ + O2
1-oxa-2-oxo-3-methylcycloheptane + NADP+ + H2O
79.2% of the activity with cyclohexanone
-
-
?
2-methyl-cyclohexanone + NADPH + H+ + O2
1-oxa-2-oxo-3-methylcycloheptane + NADP+ + H2O
159% of the activity with cyclohexanone
-
-
?
2-methyl-cyclopentanone + NADPH + H+ + O2
1-oxa-2-oxo-3-methyl-cyclohexane + NADP+ + H2O
81% of the activity with cyclohexanone
-
-
?
2-methyl-cyclopentanone + NADPH + H+ + O2
1-oxa-2-oxo-3-methyl-cyclohexane + NADP+ + H2O
best substrate, 172% of the activity with cyclohexanone
-
-
?
2-methyl-cyclopentanone + NADPH + H+ + O2
1-oxa-2-oxo-3-methylcyclohexane + NADP+ + H2O
98% of the activity with cyclohexanone
-
-
?
2-methyl-cyclopentanone + NADPH + H+ + O2
1-oxa-2-oxo-3-methylcyclohexane + NADP+ + H2O
60.5% of the activity with cyclohexanone
-
-
?
2-methyl-cyclopentanone + NADPH + H+ + O2
1-oxa-2-oxo-3-methylcyclohexane + NADP+ + H2O
60.5% of the activity with cyclohexanone
-
-
?
2-methyl-cyclopentanone + NADPH + H+ + O2
1-oxa-2-oxo-3-methylcyclohexane + NADP+ + H2O
92% of the activity with cyclohexanone
-
-
?
2-methylcyclohexanone + NADPH + O2
1-oxa-2-oxo-3-methylcycloheptane + NADP+ + H2O
-
-
-
-
?
2-methylcyclohexanone + NADPH + O2
1-oxa-2-oxo-3-methylcycloheptane + NADP+ + H2O
-
-
-
-
?
2-methylcyclohexanone + NADPH + O2
1-oxa-2-oxo-3-methylcycloheptane + NADP+ + H2O
-
-
-
-
?
2-methylcyclohexanone + NADPH + O2
1-oxa-2-oxo-3-methylcycloheptane + NADP+ + H2O
-
-
-
-
?
2-methylcyclohexanone + NADPH + O2
1-oxa-2-oxo-3-methylcycloheptane + NADP+ + H2O
-
-
-
-
?
2-methylcyclohexanone + NADPH + O2
1-oxa-2-oxo-3-methylcycloheptane + NADP+ + H2O
-
-
-
-
?
2-phenyl-1-ethanal + NADPH + O2
?
-
-
-
-
?
2-phenyl-1-ethanal + NADPH + O2
?
-
-
-
-
?
2-phenyl-1-ethanal + NADPH + O2
?
-
-
-
-
?
2-phenylcyclohexanone + NADPH + H+ + O2
1-oxa-2-oxo-3-phenylcycloheptane + NADP+ + H2O
-
-
-
?
2-phenylcyclohexanone + NADPH + H+ + O2
1-oxa-2-oxo-3-phenylcycloheptane + NADP+ + H2O
11% of the activity with cyclohexanone
-
-
?
3,3,5-trimethyl-cyclohexanone + NADPH + H+ + O2
trimethyl-epsilon-caprolactone + NADP+ + H2O
-
-
-
?
3,3,5-trimethyl-cyclohexanone + NADPH + H+ + O2
trimethyl-epsilon-caprolactone + NADP+ + H2O
-
-
-
?
3,3,5-trimethylcyclohexanone + NADPH + O2 + H+
4,6,6-trimethyloxepan-2-one + 4,4,6-trimethyloxepan-2-one + NADP+ + H2O
90% conversion efficincy, purified enzyme
-
-
?
3,3,5-trimethylcyclohexanone + NADPH + O2 + H+
4,6,6-trimethyloxepan-2-one + 4,4,6-trimethyloxepan-2-one + NADP+ + H2O
-
-
91% conversion at 20 h, 1/1 isomer with 98% enantiomeric excess
-
?
4-ethylcyclohexanone + NADPH + O2 + H+
(5S)-5-ethyloxepan-2-one + NADP+ + H2O
95% conversion efficincy, purified enzyme
-
-
?
4-ethylcyclohexanone + NADPH + O2 + H+
(5S)-5-ethyloxepan-2-one + NADP+ + H2O
-
-
98% enantiomeric excess
-
?
4-hydroxy-cyclohexanone + NADPH + O2
4-hydroxy-hexano-6-lactone + NADP+ + H2O
-
-
-
-
?
4-hydroxy-cyclohexanone + NADPH + O2
4-hydroxy-hexano-6-lactone + NADP+ + H2O
-
an enantioselective Baeyer-Villiger oxidation
-
-
?
4-hydroxy-cyclohexanone + NADPH + O2
4-hydroxy-hexano-6-lactone + NADP+ + H2O
-
-
-
-
?
4-hydroxy-cyclohexanone + NADPH + O2
4-hydroxy-hexano-6-lactone + NADP+ + H2O
-
an enantioselective Baeyer-Villiger oxidation
-
-
?
4-hydroxy-cyclohexanone + NADPH + O2
4-hydroxy-hexano-6-lactone + NADP+ + H2O
-
low enantioselectivity
-
-
?
4-hydroxycyclohexanone + NADPH + O2
1-oxa-2-oxo-5-hydroxycycloheptane + NADP+ + H2O
-
-
-
-
?
4-hydroxycyclohexanone + NADPH + O2
1-oxa-2-oxo-5-hydroxycycloheptane + NADP+ + H2O
-
-
-
-
?
4-methoxythioanisole + NADPH + H+ + O2
1-(methanesulfinyl)-4-methoxybenzene + NADP+ + H2O
-
-
-
?
4-methoxythioanisole + NADPH + H+ + O2
1-(methanesulfinyl)-4-methoxybenzene + NADP+ + H2O
-
-
-
?
4-methylcyclohexanone + NADPH + O2
1-oxa-2-oxo-5-methylcycloheptane + NADP+ + H2O
-
-
-
-
?
4-methylcyclohexanone + NADPH + O2
1-oxa-2-oxo-5-methylcycloheptane + NADP+ + H2O
-
-
-
-
?
4-methylcyclohexanone + NADPH + O2
1-oxa-2-oxo-5-methylcycloheptane + NADP+ + H2O
-
-
-
-
?
4-methylcyclohexanone + NADPH + O2 + H+
(5S)-5-methyloxepan-2-one + NADP+ + H2O
70% conversion efficincy, purified enzyme
-
-
?
4-methylcyclohexanone + NADPH + O2 + H+
(5S)-5-methyloxepan-2-one + NADP+ + H2O
-
-
98% enantiomeric excess
-
?
4a-methyltetrahydro-1aH-naphtho[1,8a-b]oxirene-2,5(3H,6H)-dione + NADPH + O2
(1R,3S,7S)-7-methyl-2,8-dioxatricyclo[5.5.0.01,3]dodecane-4,9-dione + NADP+ + H2O
-
-
enantiopure product
-
?
4a-methyltetrahydro-1aH-naphtho[1,8a-b]oxirene-2,5(3H,6H)-dione + NADPH + O2
(1R,3S,7S)-7-methyl-2,8-dioxatricyclo[5.5.0.01,3]dodecane-4,9-dione + NADP+ + H2O
-
-
enantiopure product
-
?
acetophenone + NADPH + H+ + O2
?
-
-
-
-
?
acetophenone + NADPH + H+ + O2
?
-
-
-
?
bicyclo[3.2.0]hept-2-en-6-one + NADPH + H+ + O2
(1R,5S)-3-oxabicyclo-[3.3.0]oct-6-en-3-one + (1S,5R)-2-oxabicyclo-[3.3.0]oct-6-en-3-one + NADP+ + H2O
-
-
-
-
?
bicyclo[3.2.0]hept-2-en-6-one + NADPH + H+ + O2
(1R,5S)-3-oxabicyclo-[3.3.0]oct-6-en-3-one + (1S,5R)-2-oxabicyclo-[3.3.0]oct-6-en-3-one + NADP+ + H2O
-
-
-
-
?
bicyclo[3.2.0]hept-2-en-6-one + NADPH + H+ + O2
?
-
-
-
-
?
bicyclo[3.2.0]hept-2-en-6-one + NADPH + H+ + O2
?
-
-
-
-
?
bicyclo[3.2.0]hept-2-en-6-one + NADPH + H+ + O2
?
the enzyme produces all four possible lactones
-
-
?
bicyclo[3.2.0]hept-2-en-6-one + NADPH + H+ + O2
?
the enzyme produces all four possible lactones
-
-
?
bicyclo[3.2.0]hept-2-en-6-one + NADPH + H+ + O2
?
the enzyme produces all four possible lactones
-
-
?
bicyclo[3.2.0]hept-2-en-6-one + NADPH + O2
?
-
-
-
-
?
bicyclo[3.2.0]hept-2-en-6-one + NADPH + O2
?
-
racemic substrate
-
-
?
bicyclo[3.2.0]hept-2-en-6-one + NADPH + O2
?
-
recombinant from E. coli
-
-
?
bicyclo[3.2.0]hept-2-en-6-one + NADPH + O2
?
-
recombinant in E. coli
-
-
?
cuprizone + NADPH + O2
?
-
-
-
-
?
cuprizone + NADPH + O2
?
-
-
-
-
?
cyclobutanone + NADPH + H+ + O2
1-oxa-2-oxo-cyclopentane + NADP+ + H2O
4% of the activity with cyclohexanone
-
-
?
cyclobutanone + NADPH + H+ + O2
1-oxa-2-oxo-cyclopentane + NADP+ + H2O
92% of the activity with cyclohexanone
-
-
?
cyclobutanone + NADPH + H+ + O2
1-oxa-2-oxo-cyclopentane + NADP+ + H2O
86.9% of the activity with cyclohexanone
-
-
?
cyclobutanone + NADPH + H+ + O2
1-oxa-2-oxo-cyclopentane + NADP+ + H2O
86.9% of the activity with cyclohexanone
-
-
?
cyclobutanone + NADPH + H+ + O2
1-oxa-2-oxo-cyclopentane + NADP+ + H2O
3% of the activity with cyclohexanone
-
-
?
cyclobutanone + NADPH + H+ + O2
1-oxa-2-oxo-cyclopentane + NADP+ + H2O
4% of the activity with cyclohexanone
-
-
?
cyclobutanone + NADPH + H+ + O2
?
-
-
-
-
?
cyclobutanone + NADPH + H+ + O2
?
-
-
-
?
cyclobutanone + NADPH + O2
1-oxa-2-oxo-cyclopentane + NADP+ + H2O
-
-
-
-
?
cyclobutanone + NADPH + O2
1-oxa-2-oxo-cyclopentane + NADP+ + H2O
-
-
-
-
?
cyclobutanone + NADPH + O2
1-oxa-2-oxo-cyclopentane + NADP+ + H2O
-
-
-
-
?
cyclobutanone + NADPH + O2
1-oxa-2-oxo-cyclopentane + NADP+ + H2O
-
-
-
-
?
cyclobutanone + NADPH + O2
1-oxa-2-oxo-cyclopentane + NADP+ + H2O
-
-
-
-
?
cyclobutanone + NADPH + O2
1-oxa-2-oxo-cyclopentane + NADP+ + H2O
-
-
-
-
?
cyclobutanone + NADPH + O2
1-oxa-2-oxo-cyclopentane + NADP+ + H2O
-
-
-
-
?
cyclobutanone + NADPH + O2
1-oxa-2-oxo-cyclopentane + NADP+ + H2O
-
-
-
-
?
cyclodecanone + NADPH + H+ + O2
1-oxa-2-oxo-cycloundecane + NADP+ + H2O
4% of the activity with cyclohexanone
-
-
?
cyclodecanone + NADPH + H+ + O2
1-oxa-2-oxo-cycloundecane + NADP+ + H2O
5% of the activity with cyclohexanone
-
-
?
cyclodecanone + NADPH + H+ + O2
1-oxa-2-oxo-cycloundecane + NADP+ + H2O
2% of the activity with cyclohexanone
-
-
?
cyclodecanone + NADPH + H+ + O2
1-oxa-2-oxo-cycloundecane + NADP+ + H2O
6% of the activity with cyclohexanone
-
-
?
cycloheptanone + NADPH + H+ + O2
1-oxa-2-oxo-cyclooctane + NADP+ + H2O
108% of the activity with cyclohexanone
-
-
?
cycloheptanone + NADPH + H+ + O2
1-oxa-2-oxo-cyclooctane + NADP+ + H2O
80% of the activity with cyclohexanone
-
-
?
cycloheptanone + NADPH + H+ + O2
1-oxa-2-oxo-cyclooctane + NADP+ + H2O
23.5% of the activity with cyclohexanone
-
-
?
cycloheptanone + NADPH + H+ + O2
1-oxa-2-oxo-cyclooctane + NADP+ + H2O
23.5% of the activity with cyclohexanone
-
-
?
cycloheptanone + NADPH + H+ + O2
1-oxa-2-oxo-cyclooctane + NADP+ + H2O
166% of the activity with cyclohexanone
-
-
?
cycloheptanone + NADPH + H+ + O2
1-oxa-2-oxo-cyclooctane + NADP+ + H2O
73% of the activity with cyclohexanone
-
-
?
cycloheptanone + NADPH + H+ + O2
1-oxa-2-oxo-cyclooctane + NADP+ + H2O
90% of the activity with cyclohexanone
-
-
?
cycloheptanone + NADPH + O2
1-oxa-2-oxo-cyclooctane + NADP+ + H2O
-
-
-
-
?
cycloheptanone + NADPH + O2
1-oxa-2-oxo-cyclooctane + NADP+ + H2O
-
-
-
-
?
cycloheptanone + NADPH + O2
1-oxa-2-oxo-cyclooctane + NADP+ + H2O
-
-
-
-
?
cycloheptanone + NADPH + O2
1-oxa-2-oxo-cyclooctane + NADP+ + H2O
-
-
-
-
?
cycloheptanone + NADPH + O2
1-oxa-2-oxo-cyclooctane + NADP+ + H2O
-
-
-
-
?
cycloheptanone + NADPH + O2
1-oxa-2-oxo-cyclooctane + NADP+ + H2O
-
-
-
-
?
cycloheptanone + NADPH + O2
1-oxa-2-oxo-cyclooctane + NADP+ + H2O
-
-
-
-
?
cycloheptanone + NADPH + O2
1-oxa-2-oxo-cyclooctane + NADP+ + H2O
-
-
-
-
?
cyclohexan-1,2-dione + NADPH + O2
1-oxa-2,3-dioxo-cycloheptane + NADP+ + H2O
-
-
-
-
?
cyclohexan-1,2-dione + NADPH + O2
1-oxa-2,3-dioxo-cycloheptane + NADP+ + H2O
-
-
-
-
?
cyclohexan-1,2-dione + NADPH + O2
1-oxa-2,3-dioxo-cycloheptane + NADP+ + H2O
-
-
-
-
?
cyclohexan-1,4-dione + NADPH + O2
1-oxa-2,5-dioxo-cycloheptane + NADP+ + H2O
-
-
-
-
?
cyclohexan-1,4-dione + NADPH + O2
1-oxa-2,5-dioxo-cycloheptane + NADP+ + H2O
-
-
-
-
?
cyclohexanone + NADPH + H+ + O2
epsilon-caprolactone + NADP+ + H2O
-
-
-
-
?
cyclohexanone + NADPH + H+ + O2
epsilon-caprolactone + NADP+ + H2O
-
-
-
-
?
cyclohexanone + NADPH + H+ + O2
epsilon-caprolactone + NADP+ + H2O
-
-
-
?
cyclohexanone + NADPH + H+ + O2
epsilon-caprolactone + NADP+ + H2O
an asymmetric Baeyer-Villiger biooxidation, overview
-
-
?
cyclohexanone + NADPH + H+ + O2
epsilon-caprolactone + NADP+ + H2O
best substrate, an asymmetric Baeyer-Villiger biooxidation, overview
-
-
?
cyclohexanone + NADPH + H+ + O2
epsilon-caprolactone + NADP+ + H2O
-
-
-
?
cyclohexanone + NADPH + H+ + O2
epsilon-caprolactone + NADP+ + H2O
an asymmetric Baeyer-Villiger biooxidation, overview
-
-
?
cyclohexanone + NADPH + H+ + O2
epsilon-caprolactone + NADP+ + H2O
-
-
-
?
cyclohexanone + NADPH + H+ + O2
epsilon-caprolactone + NADP+ + H2O
best substrate, an asymmetric Baeyer-Villiger biooxidation, overview
-
-
?
cyclohexanone + NADPH + H+ + O2
epsilon-caprolactone + NADP+ + H2O
best substrate
-
-
?
cyclohexanone + NADPH + H+ + O2
epsilon-caprolactone + NADP+ + H2O
best substrate
-
-
?
cyclohexanone + NADPH + H+ + O2
epsilon-caprolactone + NADP+ + H2O
-
-
-
?
cyclohexanone + NADPH + H+ + O2
epsilon-caprolactone + NADP+ + H2O
an asymmetric Baeyer-Villiger biooxidation, overview
-
-
?
cyclohexanone + NADPH + H+ + O2
epsilon-caprolactone + NADP+ + H2O
best substrate, an asymmetric Baeyer-Villiger biooxidation, overview
-
-
?
cyclohexanone + NADPH + H+ + O2
epsilon-caprolactone + NADP+ + H2O
-
-
-
?
cyclohexanone + NADPH + H+ + O2
epsilon-caprolactone + NADP+ + H2O
an asymmetric Baeyer-Villiger biooxidation, overview
-
-
?
cyclohexanone + NADPH + H+ + O2
epsilon-caprolactone + NADP+ + H2O
-
-
-
?
cyclohexanone + NADPH + H+ + O2
epsilon-caprolactone + NADP+ + H2O
an asymmetric Baeyer-Villiger biooxidation, overview
-
-
?
cyclohexanone + NADPH + H+ + O2
epsilon-caprolactone + NADP+ + H2O
-
-
-
?
cyclohexanone + NADPH + H+ + O2
epsilon-caprolactone + NADP+ + H2O
best substrate, an asymmetric Baeyer-Villiger biooxidation, overview
-
-
?
cyclohexanone + NADPH + H+ + O2
hexano-6-lactone + NADP+ + H2O
100% conversion efficincy, purified enzyme
-
-
?
cyclohexanone + NADPH + H+ + O2
hexano-6-lactone + NADP+ + H2O
-
-
-
-
?
cyclohexanone + NADPH + H+ + O2
hexano-6-lactone + NADP+ + H2O
-
-
-
-
?
cyclohexanone + NADPH + H+ + O2
hexano-6-lactone + NADP+ + H2O
-
-
-
?
cyclohexanone + NADPH + H+ + O2
hexano-6-lactone + NADP+ + H2O
-
-
-
?
cyclohexanone + NADPH + H+ + O2
hexano-6-lactone + NADP+ + H2O
-
-
-
?
cyclohexanone + NADPH + H+ + O2
hexano-6-lactone + NADP+ + H2O
-
-
-
?
cyclohexanone + NADPH + H+ + O2
hexano-6-lactone + NADP+ + H2O
-
-
-
?
cyclohexanone + NADPH + O2
1-oxa-2-oxocycloheptane + NADP+ + H2O
-
-
-
-
?
cyclohexanone + NADPH + O2
1-oxa-2-oxocycloheptane + NADP+ + H2O
-
enzyme plays an important role in degradation of keto-compounds by microorganisms
-
-
?
cyclohexanone + NADPH + O2
1-oxa-2-oxocycloheptane + NADP+ + H2O
-
pathway
-
-
?
cyclohexanone + NADPH + O2
1-oxa-2-oxocycloheptane + NADP+ + H2O
-
pathway
-
-
?
cyclohexanone + NADPH + O2
1-oxa-2-oxocycloheptane + NADP+ + H2O
-
depending on inducing growth substrate
-
-
?
cyclohexanone + NADPH + O2
1-oxa-2-oxocycloheptane + NADP+ + H2O
-
-
-
-
?
cyclohexanone + NADPH + O2
1-oxa-2-oxocycloheptane + NADP+ + H2O
-
depending on inducing growth substrate
-
-
?
cyclohexanone + NADPH + O2
6-hexanolide + NADP+ + H2O
-
-
product: epsilon-caprolactone i.e. 1-oxa-2-oxocycloheptane
?
cyclohexanone + NADPH + O2
6-hexanolide + NADP+ + H2O
-
-
-
-
?
cyclohexanone + NADPH + O2
6-hexanolide + NADP+ + H2O
-
-
product: epsilon-caprolactone i.e. 1-oxa-2-oxocycloheptane
?
cyclohexanone + NADPH + O2
6-hexanolide + NADP+ + H2O
-
-
product: epsilon-caprolactone i.e. 1-oxa-2-oxocycloheptane
?
cyclohexanone + NADPH + O2
6-hexanolide + NADP+ + H2O
-
-
product: epsilon-caprolactone i.e. 1-oxa-2-oxocycloheptane
?
cyclohexanone + NADPH + O2
6-hexanolide + NADP+ + H2O
-
product: epsilon-caprolactone i.e. 1-oxa-2-oxocycloheptane
?
cyclohexanone + NADPH + O2
6-hexanolide + NADP+ + H2O
-
activity limited to cyclic ketones
product: epsilon-caprolactone i.e. 1-oxa-2-oxocycloheptane
?
cyclohexanone + NADPH + O2
6-hexanolide + NADP+ + H2O
-
-
-
-
?
cyclohexanone + NADPH + O2
6-hexanolide + NADP+ + H2O
-
-
-
-
?
cyclohexanone + NADPH + O2
6-hexanolide + NADP+ + H2O
-
-
product: epsilon-caprolactone i.e. 1-oxa-2-oxocycloheptane
?
cyclohexanone + NADPH + O2
6-hexanolide + NADP+ + H2O
-
-
product: epsilon-caprolactone i.e. 1-oxa-2-oxocycloheptane
?
cyclohexanone + NADPH + O2
6-hexanolide + NADP+ + H2O
-
-
-
-
?
cyclohexanone + NADPH + O2
6-hexanolide + NADP+ + H2O
-
-
product: epsilon-caprolactone i.e. 1-oxa-2-oxocycloheptane
?
cyclohexanone + NADPH + O2
6-hexanolide + NADP+ + H2O
-
-
-
-
?
cyclohexanone + NADPH + O2
6-hexanolide + NADP+ + H2O
-
-
product: epsilon-caprolactone i.e. 1-oxa-2-oxocycloheptane
?
cyclohexanone + NADPH + O2
6-hexanolide + NADP+ + H2O
-
-
product: epsilon-caprolactone i.e. 1-oxa-2-oxocycloheptane
?
cyclohexanone + NADPH + O2
epsilon-caprolactone + NADP+ + H2O
-
-
-
-
?
cyclohexanone + NADPH + O2
epsilon-caprolactone + NADP+ + H2O
-
-
-
-
?
cyclohexanone + NADPH + O2
epsilon-caprolactone + NADP+ + H2O
initial step of the degradation of cyclohexanone to adipic acid
-
-
?
cyclohexanone + NADPH + O2
epsilon-caprolactone + NADP+ + H2O
initial step of the degradation of cyclohexanone to adipic acid
-
-
?
cyclohexanone + NADPH + O2
hexano-6-lactone + NADP+ + H2O
-
-
-
-
?
cyclohexanone + NADPH + O2
hexano-6-lactone + NADP+ + H2O
-
-
-
-
?
cyclohexanone + NADPH + O2
hexano-6-lactone + NADP+ + H2O
-
-
-
-
?
cyclohexanone + NADPH + O2
hexano-6-lactone + NADP+ + H2O
-
-
-
-
?
cyclohexanone + NADPH + O2
hexano-6-lactone + NADP+ + H2O
-
-
-
?
cyclohexanone + NADPH + O2
hexano-6-lactone + NADP+ + H2O
-
-
-
?
cyclohexanone + NADPH + O2
hexano-6-lactone + NADP+ + H2O
-
-
-
-
?
cyclohexanone + NADPH + O2
hexano-6-lactone + NADP+ + H2O
-
-
-
-
?
cyclohexanone + NADPH + O2
hexano-6-lactone + NADP+ + H2O
-
-
-
-
?
cyclohexanone + NADPH + O2
hexano-6-lactone + NADP+ + H2O
-
-
-
?
cyclohexanone + NADPH + O2
hexano-6-lactone + NADP+ + H2O
-
-
-
?
cyclooctanone + NADPH + H+ + O2
1-oxa-2-oxo-cyclononane + NADP+ + H2O
18% of the activity with cyclohexanone
-
-
?
cyclooctanone + NADPH + H+ + O2
1-oxa-2-oxo-cyclononane + NADP+ + H2O
42% of the activity with cyclohexanone
-
-
?
cyclooctanone + NADPH + H+ + O2
1-oxa-2-oxo-cyclononane + NADP+ + H2O
3.1% of the activity with cyclohexanone
-
-
?
cyclooctanone + NADPH + H+ + O2
1-oxa-2-oxo-cyclononane + NADP+ + H2O
17% of the activity with cyclohexanone
-
-
?
cyclooctanone + NADPH + H+ + O2
1-oxa-2-oxo-cyclononane + NADP+ + H2O
23% of the activity with cyclohexanone
-
-
?
cyclooctanone + NADPH + H+ + O2
1-oxa-2-oxo-cyclononane + NADP+ + H2O
4% of the activity with cyclohexanone
-
-
?
cyclooctanone + NADPH + O2
1-oxa-2-oxo-cyclononane + NADP+ + H2O
-
-
-
-
?
cyclooctanone + NADPH + O2
1-oxa-2-oxo-cyclononane + NADP+ + H2O
-
-
-
-
?
cyclooctanone + NADPH + O2
1-oxa-2-oxo-cyclononane + NADP+ + H2O
-
-
-
-
?
cyclooctanone + NADPH + O2
1-oxa-2-oxo-cyclononane + NADP+ + H2O
-
-
-
-
?
cyclooctanone + NADPH + O2
1-oxa-2-oxo-cyclononane + NADP+ + H2O
-
-
-
-
?
cyclooctanone + NADPH + O2
1-oxa-2-oxo-cyclononane + NADP+ + H2O
-
-
-
-
?
cyclooctanone + NADPH + O2
1-oxa-2-oxo-cyclononane + NADP+ + H2O
-
-
-
-
?
cyclooctanone + NADPH + O2
1-oxa-2-oxo-cyclononane + NADP+ + H2O
-
low activity
-
-
?
cyclopentanone + NADPH + H+ + O2
1-oxa-2-oxo-cyclohexane + NADP+ + H2O
100% conversion efficincy, purified enzyme
-
-
?
cyclopentanone + NADPH + H+ + O2
1-oxa-2-oxo-cyclohexane + NADP+ + H2O
42% of the activity with cyclohexanone
-
-
?
cyclopentanone + NADPH + H+ + O2
1-oxa-2-oxo-cyclohexane + NADP+ + H2O
95% of the activity with cyclohexanone
-
-
?
cyclopentanone + NADPH + H+ + O2
1-oxa-2-oxo-cyclohexane + NADP+ + H2O
11.3% of the activity with cyclohexanone
-
-
?
cyclopentanone + NADPH + H+ + O2
1-oxa-2-oxo-cyclohexane + NADP+ + H2O
37% of the activity with cyclohexanone
-
-
?
cyclopentanone + NADPH + H+ + O2
1-oxa-2-oxo-cyclohexane + NADP+ + H2O
48% of the activity with cyclohexanone
-
-
?
cyclopentanone + NADPH + H+ + O2
1-oxa-2-oxo-cyclohexane + NADP+ + H2O
65% of the activity with cyclohexanone
-
-
?
cyclopentanone + NADPH + H+ + O2
?
-
-
-
-
?
cyclopentanone + NADPH + H+ + O2
?
-
-
-
-
?
cyclopentanone + NADPH + H+ + O2
?
-
-
-
?
cyclopentanone + NADPH + H+ + O2
?
-
-
-
?
cyclopentanone + NADPH + O2
1-oxa-2-oxo-cyclohexane + NADP+ + H2O
-
-
-
-
?
cyclopentanone + NADPH + O2
1-oxa-2-oxo-cyclohexane + NADP+ + H2O
-
-
-
-
?
cyclopentanone + NADPH + O2
1-oxa-2-oxo-cyclohexane + NADP+ + H2O
-
-
-
-
?
cyclopentanone + NADPH + O2
1-oxa-2-oxo-cyclohexane + NADP+ + H2O
-
-
-
-
?
cyclopentanone + NADPH + O2
1-oxa-2-oxo-cyclohexane + NADP+ + H2O
-
-
-
-
?
cyclopentanone + NADPH + O2
1-oxa-2-oxo-cyclohexane + NADP+ + H2O
-
-
-
-
?
cyclopentanone + NADPH + O2
1-oxa-2-oxo-cyclohexane + NADP+ + H2O
-
-
-
-
?
cyclopentanone + NADPH + O2
1-oxa-2-oxo-cyclohexane + NADP+ + H2O
-
-
-
-
?
ethyl p-tolyl sulfide + NADPH + O2
(S)-ethyl p-tolyl sulfoxide + NADP+ + H2O
-
-
-
-
?
ethyl p-tolyl sulfide + NADPH + O2
(S)-ethyl p-tolyl sulfoxide + NADP+ + H2O
-
-
-
?
methyl phenyl sulfide + NADPH + H+ + O2
(R)-methyl phenyl sulfoxide + NADP+ + H2O
-
recombinant from E. coli
-
?
methyl phenyl sulfide + NADPH + H+ + O2
(R)-methyl phenyl sulfoxide + NADP+ + H2O
-
recombinant in E. coli
-
-
?
methyl phenyl sulfide + NADPH + H+ + O2
(R)-methyl phenyl sulfoxide + NADP+ + H2O
-
-
-
-
?
methyl phenyl sulfide + NADPH + H+ + O2
(R)-methyl phenyl sulfoxide + NADP+ + H2O
-
recombinant enzyme in E. coli or Saccharomyces cerevisiae
-
-
?
N-methylbenzylamine + NADPH + O2
N-benzyl-N-methylhydroxylamine + NADP+ + H2O
-
-
-
-
?
N-methylbenzylamine + NADPH + O2
N-benzyl-N-methylhydroxylamine + NADP+ + H2O
-
-
-
-
?
norcamphor + NADPH + O2
?
-
-
-
-
?
norcamphor + NADPH + O2
?
-
-
-
-
?
phenylacetone + NADPH + H+ + O2
?
-
-
-
-
?
phenylacetone + NADPH + H+ + O2
?
-
-
-
?
tert-butyl methyl sulfide + NADPH + O2
?
-
-
-
-
?
tert-butyl methyl sulfide + NADPH + O2
?
-
recombinant enzyme in E. coli or Saccharomyces cerevisiae
-
-
?
thioanisole + NADPH + H+ + O2
?
-
-
-
-
?
thioanisole + NADPH + H+ + O2
?
-
-
-
-
?
additional information
?
-
-
inductive growth on cyclohexanol, addition of cyclohexanone
-
-
?
additional information
?
-
-
also catalyze the oxidation of several more secondary amines
-
-
?
additional information
?
-
-
can catalyze the asymmetric sulfoxidation of numerous alkyl aryl sulfides, dialkyl sulfides, 1,3-dithioacetals, organic cyclic sulfites, and the oxidation alkyl aryl amines
-
-
?
additional information
?
-
-
BaeyerVilliger oxidation of racemic bicyclic diketones such as the WielandMiescher and the HajosParrish diketones and of some of their derivatives to the correspondent lactones in a highly regio- and enantioselective manner, overview
-
-
?
additional information
?
-
-
the enzyme catalyses the NADPH-dependent enantioselective oxidation of ketones and of several heteroatoms such as nitrogen, sulfur, phosphorous and selenium present in organic compounds
-
-
?
additional information
?
-
-
BaeyerVilliger oxidation of racemic bicyclic diketones such as the WielandMiescher and the HajosParrish diketones and of some of their derivatives to the correspondent lactones in a highly regio- and enantioselective manner, overview
-
-
?
additional information
?
-
-
also catalyze the oxidation of several more secondary amines
-
-
?
additional information
?
-
-
can catalyze the asymmetric sulfoxidation of numerous alkyl aryl sulfides, dialkyl sulfides, 1,3-dithioacetals, organic cyclic sulfites, and the oxidation alkyl aryl amines
-
-
?
additional information
?
-
-
absolutely specific for NADPH as electron donor
-
-
?
additional information
?
-
-
peroxide-like oxidation catalyzed
-
-
?
additional information
?
-
-
active with diverse alkyl aryl sulfides, dialkyl sulfides and dialkyldisulfides
-
-
?
additional information
?
-
-
high enantioselectivity in oxidation of sulfides
-
-
?
additional information
?
-
-
high enantioselectivity in oxidation of sulfides
-
-
?
additional information
?
-
-
high enantioselectivity in oxidation of sulfides
-
-
?
additional information
?
-
-
active with benzyl alkyl sulfides with alkyl groups from methyl to hexyl and para-alkylbenzyl groups from methyl to butyl
-
-
?
additional information
?
-
-
oxidation of propargylic and allylic selenides
-
-
?
additional information
?
-
-
ability to convert aryl and alkyl boronic acids into phenols and alcohols, racemic 2-methylcyclohexyl boronic acid is processed to 2-methylcyclohexanol
-
-
?
additional information
?
-
-
production of optically pure sulfoxides by biotransformation in whole cell systems of several sulfides, dithianes and dithiolanes
-
-
?
additional information
?
-
-
substrate specificity and enantioselectivity of wild-type and mutant enzymes, overview
-
-
?
additional information
?
-
-
substrate specificity and enantioselectivity of wild-type and mutant enzymes, overview
-
-
?
additional information
?
-
also oxidizes a large variety of cyclic and linear ketones
-
-
?
additional information
?
-
substrate specificity of the recombinant His-tagged enzyme, overview
-
-
?
additional information
?
-
substrate specificity of the recombinant His-tagged enzyme, overview
-
-
?
additional information
?
-
also oxidizes a large variety of cyclic and linear ketones
-
-
?
additional information
?
-
substrate specificity of the recombinant His-tagged enzyme, overview
-
-
?
additional information
?
-
-
substrate specificity and enantioselectivity, overview, the enzyme catalyzes the Baeyer-Villiger oxidations of prochiral 4-substituted ketones, e.g. 4,4-disubstituted cyclohexanones, to the corresponding lactones, configuration of lactone products, 4-tert-butylcyclohexanone is a poor substrate for wild-type and mutant enzymes, no activity with 4-hydroxy-4-phenylcyclohexanone of wild-type enzyme and mutant F432S, 4-tert-butylcyclohexanone is a poor substrate
-
-
?
additional information
?
-
enzyme shows excellent stereodiscrimination of 2-substituted cyclic ketones. The expression system exhibits no activity with ethene or cis-1,2-dichloroethene as substrates under the tested conditions
-
-
?
additional information
?
-
-
no activity towards straight-chain alkanones
-
-
?
additional information
?
-
-
also oxidizes a large variety of cyclic and linear ketones
-
-
?
additional information
?
-
-
also oxidizes a large variety of cyclic and linear ketones
-
-
?
additional information
?
-
also oxidizes a large variety of cyclic and linear ketones
-
-
?
additional information
?
-
also oxidizes a large variety of cyclic and linear ketones
-
-
?
additional information
?
-
no activity with 1,2-cyclohexandione
-
-
?
additional information
?
-
no activity with 1,2-cyclohexandione
-
-
?
additional information
?
-
no activity with 1,2-cyclohexandione
-
-
?
additional information
?
-
no activity with 1,3-cyclohexandione
-
-
?
additional information
?
-
no activity with 1,3-cyclohexandione
-
-
?
additional information
?
-
no activity with 1,3-cyclohexandione
-
-
?
additional information
?
-
no activity with cyclodecanone
-
-
?
additional information
?
-
no activity with cyclodecanone
-
-
?
additional information
?
-
no activity with cyclodecanone
-
-
?
additional information
?
-
no activity with 1,3-cyclohexandione
-
-
?
additional information
?
-
no activity with 1,2-cyclohexandione
-
-
?
additional information
?
-
no activity with cyclodecanone
-
-
?
additional information
?
-
-
no activity towards straight-chain alkanones
-
-
?
additional information
?
-
-
no activity towards straight-chain alkanones
-
-
?
additional information
?
-
-
absolutely specific for NADPH as electron donor
-
-
?
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Trower, M.K.; Buckland, R.M.; Higgins, R.; Griffin, M.
Isolation and characterization of a cyclohexane-metabolizing Xanthobacter sp.
Appl. Environ. Microbiol.
49
1282-1289
1985
Xanthobacter sp.
brenda
Trudgill, P.W.
Cyclohexanone 1,2-monooxygenase from Acinetobacter NCIMB 9871
Methods Enzymol.
188
70-77
1990
Acinetobacter sp.
brenda
Abril, O.; Ryerson, C.C.; Walsh, C.; Whitesides, G.M.
Enzymatic Baeyer-Villiger type oxidations of ketones catalyzed by cyclohexanone oxygenase
Bioorg. Chem.
17
41-52
1989
Acinetobacter sp.
-
brenda
Trower, M.K.; Buckland, R.M.; Griffin, M.
Characterization of an FMN-containing cyclohexanone monooxygenase from a cyclohexane-grown Xanthobacter sp
Eur. J. Biochem.
181
199-206
1989
Xanthobacter sp.
brenda
Manstein, D.J.; Massey, V.; Ghisla, S.; Pai, E.F.
Stereochemistry and accessibility of prosthetic groups in flavoproteins
Biochemistry
27
2300-2305
1988
Acinetobacter sp.
brenda
Latham, J.A.; Walsh, C.
Mechanism-based in activation of the flavoenzyme cyclohexanone oxygenase during oxygenation of cyclic thiol ester substrates
J. Am. Chem. Soc.
109
3421-3427
1987
Acinetobacter sp.
-
brenda
Magor, A.M.; Warburton, J.; Trower, M.K.; Griffin, M.
Comparative study of the ability of three Xanthobacter species to metabolize cycloalkanes
Appl. Environ. Microbiol.
52
665-671
1986
Xanthobacter autotrophicus, Xanthobacter sp.
brenda
Latham, J.A.; Walsh, C.
Retention of configuration in oxidation of a chiral boronic acid by the flavoenzyme cyclihexanone oxygenase
J. Chem. Soc. Chem. Commun.
1986
527-528
1986
Acinetobacter sp.
-
brenda
Latham, J.A.; Branchaud, B.P.; Chen, Y.C.J.; Walsh, C.
Allylic and propargylic phenyl selenide oxygenation by cyclohexanone oxygenase: [2,3]-sigmatropic rearrangement of the enzyme-generated selenoxide
J. Chem. Soc. Chem. Commun.
1986
528-530
1986
Acinetobacter sp.
-
brenda
Trower, M.K.; Buckland, R.M.; Griffin, M.
Characterization of a cyclohexane hydrolase and a cyclohexanone mono-oxygenase from a cyclohexane-degrading Xanthobacter sp.
Biochem. Soc. Trans.
13
463-464
1985
Pseudomonas sp., Xanthobacter sp.
-
brenda
Branchaud, B.P.; Walsh, C.T.
Functional group diversity in enzymatic oxygenation reactions catalyzed by bacterial flavin-containing cyclohexanone oxygenase
J. Am. Chem. Soc.
107
2153-2161
1985
Acinetobacter sp.
-
brenda
Schwab, J.M.; Li, W.; Thomas, L.P.
Cyclohexanone oxygenase: stereochemistry, enantioselectivity, and regioselectivity of an enzyme-catalyzed Baeyer-Villiger reaction
J. Am. Chem. Soc.
105
4800-4808
1983
Acinetobacter sp.
-
brenda
Ougham, H.J.; Trudgill, P.W.
Metabolism of cyclohexaneacetic acid and cyclohexanebutyric acid by Arthrobacter sp. strain CA1
J. Bacteriol.
150
1172-1182
1982
Arthrobacter sp., Arthrobacter sp. CA1
brenda
Ryerson, C.C.; Ballou, D.P.; Walsh, C.
Mechanistic studies on cyclohexanone oxygenase
Biochemistry
21
2644-2655
1982
Acinetobacter sp.
brenda
Light, D.R.; Waxman, D.J.; Walsh, C.
Studies on the chirality of sulfoxidation catalyzed by bacterial flavoenzyme cyclohexanone monooxygenase and hog liver flavin adenine dinucleotide containing monooxygenase
Biochemistry
21
2490-2498
1982
Acinetobacter sp.
brenda
Donoghue, N.A.; Norris, D.B.; Trudgill, P.W.
The purification and properties of cyclohexanone oxygenase from Nocardia globerula CL1 and Acinetobacter NCIB 9871
Eur. J. Biochem.
63
175-192
1976
Acinetobacter sp., Nocardia globerula
brenda
Norris, D.B.; Trudgill, P.W.
Multiple forms of cyclohexanone oxygenase from Nocardia globerula CL1
Eur. J. Biochem.
63
193-198
1976
Nocardia globerula
brenda
Walsh, C.; Branchaud, B.; Fox, B.; Latham, J.
Mechanistic studies on mercuric ion reductase and cyclohexanone oxygenase: pharmacologic and toxicologic aspects
Colloq. Ges. Biol. Chem. Mosbach
34
140-148
1983
Acinetobacter sp., Nocardia sp., Pseudomonas aeruginosa, Pseudomonas aeruginosa PA 09501
-
brenda
Colonna, S.; Gaggero, N.; Carrea, G.; Pasta, P.
A new enzymic enantioselective synthesis of dialkyl sulfoxides catalyzed by monooxygenases
Chem. Commun. (Camb.)
1997
439-440
1997
Acinetobacter sp.
-
brenda
Chen, G.; Kayser, M.M.; Mihovilovic, M.D.; Mrstik, M.E.; Martinez, C.A.; Stewart, J.D.
Asymmetric oxidations at sulfur catalyzed by engineered strains that overexpress cyclohexane monooxygenase
New J. Chem.
23
827-832
1999
Acinetobacter sp.
-
brenda
Zambianchi, F.; Pasta, P.; Carrea, G.; Colonna, S.; Gaggero, N.; Woodley, J.M.
Use of isolated cyclohexanone monooxygenase from recombinant Escherichia coli as a biocatalyst for Baeyer-Villiger and sulfide oxidations
Biotechnol. Bioeng.
78
489-496
2002
Acinetobacter calcoaceticus
brenda
Sheng, D.; Ballou, D.P.; Massey, V.
Mechanistic studies of cyclohexanone monooxygenase: chemical properties of intermediates involved in catalysis
Biochemistry
40
11156-11167
2001
Acinetobacter sp.
brenda
Barclay, S.S.; Woodley, J.M.; Lilly, M.D.; Spargo, P.L.; Pettman, A.J.
Production of cyclohexanone monooxygenase from Acinetobacter calcoaceticus for large scale Baeyer-Villiger monooxygenase reactions
Biotechnol. Lett.
23
385-388
2001
Acinetobacter calcoaceticus
-
brenda
Cheesman, M.J.; Kneller, M.B.; Kelly, E.J.; Thompson, S.J.; Yeung, C.K.; Eaton, D.L.; Rettie, A.E.
purification and characterization of hexahistidine-tagged cyclohexanone monooxygenase expressed in Saccharomyces cerevisiae and Escherichia coli
Protein Expr. Purif.
21
81-86
2001
Acinetobacter sp. (Q9R2F5)
brenda
Hasegawa, Y.; Nakai, Y.; Tokuyama, T.; Iwaki, H.
Purification and characterization of cyclohexanone 1,2-monooxygenase from Exophiala jeanselmei strain KUFI-6N
Biosci. Biotechnol. Biochem.
64
2696-2698
2000
Exophiala jeanselmei, Exophiala jeanselmei KUFI-6N
brenda
Pasta, P.; Carrea, G.; Holland, H.L.; Dallavalle, S.
Synthesis of chiral benzyl alkyl sulfoxides by cyclohexanone monooxygenase from Acinetobacter NCIB 9871
Tetrahedron
6
933-936
1995
Acinetobacter sp.
-
brenda
Carrea, G.; Redigolo, B.; Riva, S.; Colonna, S.; Gaggero, N.; Battistel, E.; Bianchi, D.
Effects of substrate structure on the enantioselectivity and stereochemical course of sulfoxidation catalyzed by cyclohexanone monooxygenase
Tetrahedron
3
1063-1068
1992
Acinetobacter sp.
-
brenda
Chen, Y.C.; Peoples, O.P.; Walsh, C.T.
Acinetobacter cyclohexanone monooxygenase: gene cloning and sequence determination
J. Bacteriol.
170
781-789
1988
Acinetobacter sp.
brenda
Kneller, M.B.; Cheesman, M.J.; Rettie, A.E.
ESI- and MALDI-MS analysis of cyclohexanone monooxygenase from acinetobacter NCIB 9871
Biochem. Biophys. Res. Commun.
282
899-903
2001
Acinetobacter sp. (Q9R2F5)
brenda
Brzostowicz, P.C.; Walters, D.M.; Thomas, S.M.; Nagarajan, V.; Rouviere, P.E.
mRNA differential display in a microbial enrichment culture: simultaneous identification of three cyclohexanone monooxygenases from three species
Appl. Environ. Microbiol.
69
334-342
2003
Rhodococcus pyridinivorans, Rhodococcus ruber (F5CEP3), Arthrobacter sp. (Q84H88), Rhodococcus ruber Phi 2 (F5CEP3), Rhodococcus pyridinivorans Phi 1, Arthrobacter sp. BP2 (Q84H88)
brenda
Cheesman, M.J.; Byron Kneller, M.; Rettie, A.E.
Critical role of histidine residues in cyclohexanone monooxygenase expression, cofactor binding and catalysis
Chem. Biol. Interact.
146
157-164
2003
Acinetobacter sp.
brenda
Zambianchi, F.; Raimondi, S.; Pasta, P.; Carrea, G.; Gaggero, N.; Woodley, J.M.
Comparison of cyclohexanone monooxygenase as an isolated enzyme and whole cell biocatalyst for the enantioselective oxidation of 1,3-dithiane
J. Mol. Catal. B
31
165-171
2004
Acinetobacter calcoaceticus, Acinetobacter calcoaceticus NCIMB 9871
-
brenda
Colonna, S.; Pironti, V.; Carrea, G.; Pasta, P.; Zambianchi, F.
Oxidation of secondary amines by molecular oxygen and cyclohexanone monooxygenase
Tetrahedron
60
569-575
2004
Acinetobacter calcoaceticus, Acinetobacter calcoaceticus NCIMB 9871
-
brenda
Colonna, S.; Pironti, V.; Pasta, P.; Zambianchi, F.
Oxidation of amines catalyzed by cyclohexanone monooxygenase
Tetrahedron Lett.
44
869-871
2003
Acinetobacter calcoaceticus, Acinetobacter calcoaceticus NCIMB 9871
-
brenda
Ottolina, G.; de Gonzalo, G.; Carrea, G.; Danieli, B.
Enzymatic Baeyer-Villiger oxidation of bicyclic diketones
Adv. Synth. Catal.
347
1035-1040
2005
Acinetobacter calcoaceticus, Acinetobacter calcoaceticus NCIMB 9871
-
brenda
Secundo, F.; Zambianchi, F.; Crippa, G.; Carrea, G.; Tedeschi, G.
Comparative study of the properties of wild type and recombinant cyclohexanone monooxygenase, an enzyme of synthetic interest
J. Mol. Catal. B
34
1-6
2005
Acinetobacter calcoaceticus
-
brenda
Kayser, M.M.; Clouthier, C.M.
New bioorganic reagents: evolved cyclohexanone monooxygenase - why is it more selective?
J. Org. Chem.
71
8424-8430
2006
Escherichia coli
brenda
Mihovilovic, M.D.; Rudroff, F.; Winninger, A.; Schneider, T.; Schulz, F.; Reetz, M.T.
Microbial Baeyer-Villiger oxidation: stereopreference and substrate acceptance of cyclohexanone monooxygenase mutants prepared by directed evolution
Org. Lett.
8
1221-1224
2006
Acinetobacter sp., Acinetobacter sp. NCIMB 9871
brenda
Lee, W.H.; Park, J.B.; Park, K.; Kim, M.D.; Seo, J.H.
Enhanced production of epsilon-caprolactone by overexpression of NADPH-regenerating glucose 6-phosphate dehydrogenase in recombinant Escherichia coli harboring cyclohexanone monooxygenase gene
Appl. Microbiol. Biotechnol.
76
329-338
2007
Acinetobacter calcoaceticus, Acinetobacter calcoaceticus NCIMB 9871
brenda
Kim, Y.; Jung, S.; Chung, Y.; Yu, C.; Rhee, I.
Cloning and characterization of a cyclohexanone monooxygenase gene from Arthrobacter sp. L661
Biotechnol. Bioprocess Eng.
13
40-47
2008
Arthrobacter sp. (A5HLX5), Arthrobacter sp. (Q84H88), Rhodococcus sp. (Q6RXW1), Rhodococcus sp. (Q84H73), Rhodococcus sp. (Q84H76), Rhodococcus sp. TK6 (Q6RXW1), Rhodococcus sp. Phi1 (Q84H73), Arthrobacter sp. L661 (A5HLX5), Arthrobacter sp. BP2 (Q84H88), Rhodococcus sp. Phi2 (Q84H76)
-
brenda
Mirza, I.A.; Yachnin, B.J.; Wang, S.; Grosse, S.; Bergeron, H.; Imura, A.; Iwaki, H.; Hasegawa, Y.; Lau, P.C.; Berghuis, A.M.
Crystal structures of cyclohexanone monooxygenase reveal complex domain movements and a sliding cofactor
J. Am. Chem. Soc.
131
8848-8854
2009
Rhodococcus sp. HI-31 (C0STX7)
brenda
Doo, E.H.; Lee, W.H.; Seo, H.S.; Seo, J.H.; Park, J.B.
Productivity of cyclohexanone oxidation of the recombinant Corynebacterium glutamicum expressing chnB of Acinetobacter calcoaceticus
J. Biotechnol.
142
164-169
2009
Acinetobacter calcoaceticus, Acinetobacter calcoaceticus NCIMB 9871
brenda
Leipold, F.; Wardenga, R.; Bornscheuer, U.T.
Cloning, expression and characterization of a eukaryotic cycloalkanone monooxygenase from Cylindrocarpon radicicola ATCC 11011
Appl. Microbiol. Biotechnol.
94
705-717
2012
Ilyonectria destructans (G8H1L8), Ilyonectria destructans ATCC 11011 (G8H1L8)
brenda
Bucko, M.; Schenkmayerova, A.; Gemeiner, P.; Vikartovska, A.; Mihovilovic, M.D.; Lacik, I.
Continuous testing system for Baeyer-Villiger biooxidation using recombinant Escherichia coli expressing cyclohexanone monooxygenase encapsulated in polyelectrolyte complex capsules
Enzyme Microb. Technol.
49
284-288
2011
Acinetobacter calcoaceticus, Acinetobacter calcoaceticus NCIMB 9871
brenda
Alexander, A.; Biedermann, D.; Fink, M.; Mihovilovic, M.; Mattes, T.
Enantioselective oxidation by a cyclohexanone monooxygenase from the xenobiotic-degrading Polaromonas sp. strain JS666
J. Mol. Catal. B
78
105-110
2012
Polaromonas sp. (Q11Z78)
-
brenda
van Beek, H.L.; Romero, E.; Fraaije, M.W.
Engineering cyclohexanone monooxygenase for the production of methyl propanoate
ACS Chem. Biol.
12
291-299
2017
Acinetobacter calcoaceticus
brenda
Yachnin, B.J.; McEvoy, M.B.; MacCuish, R.J.; Morley, K.L.; Lau, P.C.; Berghuis, A.M.
Lactone-bound structures of cyclohexanone monooxygenase provide insight into the stereochemistry of catalysis
ACS Chem. Biol.
9
2843-2851
2014
Rhodococcus sp. HI-31 (C0STX7)
brenda
Romero, E.; Castellanos, J.R.; Mattevi, A.; Fraaije, M.W.
Characterization and crystal structure of a robust cyclohexanone monooxygenase
Angew. Chem. Int. Ed. Engl.
55
15852-15855
2016
Acinetobacter calcoaceticus, Thermocrispum municipale (A0A1L1QK39), Thermocrispum municipale, Acinetobacter calcoaceticus NCIMB 9871, Thermocrispum municipale DSM 44D49 (A0A1L1QK39)
brenda
Aalbers, F.S.; Fraaije, M.W.
Coupled reactions by coupled enzymes alcohol to lactone cascade with alcohol dehydrogenase-cyclohexanone monooxygenase fusions
Appl. Microbiol. Biotechnol.
101
7557-7565
2017
Thermocrispum municipale (A0A1L1QK39)
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Karande, R.; Salamanca, D.; Schmid, A.; Buehler, K.
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