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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

Reaction

cyclohexanone
+
NADPH
+
H+
+
O2
=
hexano-6-lactone
+
NADP+
+
H2O

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

     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
                1.14.13.22 cyclohexanone monooxygenase

KM Value

KM Value on EC 1.14.13.22 - cyclohexanone monooxygenase

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KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
1
(+)-Camphor
-
-
0.045
1,3-dithiane
-
pH 8.6, 25°C
0.33
1-Phenyl-2-propanone
-
-
0.5
2-butanone
pH 7.0, 25°C
0.12
2-hydroxycyclobutanone
pH 8.0, 25°C
0.0093 - 0.0112
2-Hydroxycyclohexanone
0.012
2-methylcyclohexanone
-
-
0.07
2-methylcyclohexyl boronic acid
-
-
0.35
2-Phenyl-1-ethanal
-
-
0.33
2-phenylcyclohexanone
pH 8.0, 25°C
0.01
3-thiacyclohexanone
-
substrate inactivates enzyme after a few turnovers
0.39
4-Hydroxycyclohexanone
-
-
0.009 - 0.016
4-methylcyclohexanone
0.021
4-thiacyclohexanone
-
-
5 - 13
acetophenone
0.0007 - 0.0014
bicyclo[3.2.0]hept-2-en-6-one
0.025
Butanal
-
-
0.0096
cis-hex-2-enyl phenyl selenide
-
-
0.0035
Cuprizone
-
-
0.007
Cyclobutanone
pH 8.0, 25°C
0.2 - 0.88
Cycloheptanone
0.143 - 0.17
Cyclohexan-1,2-dione
0.19
Cyclohexan-1,4-dione
-
-
0.00048 - 1.648
cyclohexanone
1.03 - 1.8
Cyclooctanone
0.02 - 4.66
Cyclopentanone
0.64
dihydrocarvone
-
-
0.22
ethyl p-tolyl sulfide
-
-
2.5
Iodide
-
-
0.009
n-Butylboronic acid
-
-
0.0025
n-Octylboronic acid
-
-
0.00071 - 0.372
NADPH
0.14
Norcamphor
-
-
0.0022 - 0.1
O2
0.03
Phenyl allyl selenide
-
-
0.11
Phenyl allyl sulfide
-
-
0.044
Phenyl methyl selenide
-
-
0.128
phenyl propargyl selenide
-
-
0.2 - 3
phenylacetone
0.043
phenylboronic acid
-
-
0.026 - 0.028
pyrmetazole
-
0.024
Thiane
0.178
Thiane sulfoxide
-
-
1
thioanisole
-
pH 7.0, 25°C
0.0068
trans-hex-2-enyl phenyl selenide
-
-
0.36
triethyl phosphite
-
-
additional information
additional information
-