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Literature summary for 1.14.13.22 extracted from

  • Trudgill, P.W.
    Cyclohexanone 1,2-monooxygenase from Acinetobacter NCIMB 9871 (1990), Methods Enzymol., 188, 70-77.
    View publication on PubMed

Activating Compound

Activating Compound Comment Organism Structure
7-Chloro-8-demethyl-FAD reactivates apoenzyme Acinetobacter sp.

Inhibitors

Inhibitors Comment Organism Structure
5,5'-dithiobis(2-nitrobenzoate)
-
Acinetobacter sp.
5-deaza-FAD competitive Acinetobacter sp.
p-hydroxymercuribenzoate
-
Acinetobacter sp.

KM Value [mM]

KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
0.004
-
cyclohexanone
-
Acinetobacter sp.
0.02
-
NADPH
-
Acinetobacter sp.
3.6
-
Cyclopentanone
-
Acinetobacter sp.

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
cyclohexanone + NADPH + O2 Acinetobacter sp. enzyme plays an important role in degradation of keto-compounds by microorganisms 1-oxa-2-oxocycloheptane + NADP+ + H2O
-
?

Organism

Organism UniProt Comment Textmining
Acinetobacter sp.
-
NCIB 9871
-

Purification (Commentary)

Purification (Comment) Organism
-
Acinetobacter sp.

Reaction

Reaction Comment Organism Reaction ID
cyclohexanone + NADPH + H+ + O2 = hexano-6-lactone + NADP+ + H2O ter-ter mechanism Acinetobacter sp.
cyclohexanone + NADPH + H+ + O2 = hexano-6-lactone + NADP+ + H2O a stable 4a-hydroperoxy-flavin carries out a nucleophilic attack on the ketone Acinetobacter sp.

Specific Activity [micromol/min/mg]

Specific Activity Minimum [µmol/min/mg] Specific Activity Maximum [µmol/min/mg] Comment Organism
2.1
-
-
Acinetobacter sp.

Storage Stability

Storage Stability Organism
-20°C, more than 1 year Acinetobacter sp.

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
(+)-camphor + NADPH + O2
-
Acinetobacter sp. ?
-
?
2-methylcyclohexanone + NADPH + O2
-
Acinetobacter sp. 1-oxa-2-oxo-3-methylcycloheptane + NADP+ + H2O
-
?
4-methylcyclohexanone + NADPH + O2
-
Acinetobacter sp. 1-oxa-2-oxo-5-methylcycloheptane + NADP+ + H2O
-
?
cyclobutanone + NADPH + O2
-
Acinetobacter sp. 1-oxa-2-oxo-cyclopentane + NADP+ + H2O
-
?
cycloheptanone + NADPH + O2
-
Acinetobacter sp. 1-oxa-2-oxo-cyclooctane + NADP+ + H2O
-
?
cyclohexanone + NADPH + O2
-
Acinetobacter sp. 6-hexanolide + NADP+ + H2O product: epsilon-caprolactone i.e. 1-oxa-2-oxocycloheptane ?
cyclohexanone + NADPH + O2 enzyme plays an important role in degradation of keto-compounds by microorganisms Acinetobacter sp. 1-oxa-2-oxocycloheptane + NADP+ + H2O
-
?
cyclooctanone + NADPH + O2
-
Acinetobacter sp. 1-oxa-2-oxo-cyclononane + NADP+ + H2O
-
?
cyclopentanone + NADPH + O2
-
Acinetobacter sp. 1-oxa-2-oxo-cyclohexane + NADP+ + H2O
-
?
dihydrocarvone + NADPH + O2
-
Acinetobacter sp. ?
-
?
additional information absolutely specific for NADPH as electron donor Acinetobacter sp. ?
-
?
norcamphor + NADPH + O2
-
Acinetobacter sp. ?
-
?

pH Optimum

pH Optimum Minimum pH Optimum Maximum Comment Organism
9
-
-
Acinetobacter sp.

Cofactor

Cofactor Comment Organism Structure
6-Methyl-FAD reactivates apoenzyme Acinetobacter sp.
9-Aza-FAD reactivates apoenzyme Acinetobacter sp.
FAD
-
Acinetobacter sp.
NADPH electron donor Acinetobacter sp.
NADPH absolutely specific for NADPH as electron donor Acinetobacter sp.

Ki Value [mM]

Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
0.062
-
5-deaza-FAD
-
Acinetobacter sp.