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Literature summary extracted from

  • Latham, J.A.; Walsh, C.
    Mechanism-based in activation of the flavoenzyme cyclohexanone oxygenase during oxygenation of cyclic thiol ester substrates (1987), J. Am. Chem. Soc., 109, 3421-3427.
No PubMed abstract available

Inhibitors

EC Number Inhibitors Comment Organism Structure
1.14.13.22 2-Thiacyclohexanone substrate inactivates enzyme after a few turnovers Acinetobacter sp.
1.14.13.22 2-Thiocyclohexanone
-
 Acinetobacter sp.
1.14.13.22 delta-thiovalerolactone substrate inactivates enzyme after a few turnovers Acinetobacter sp.
1.14.13.22 ethylene monothiocarbonate substrate inactivates enzyme after a few turnovers Acinetobacter sp.
1.14.13.22 additional information inactivation mechanism Acinetobacter sp.
1.14.13.22 S-gamma-Thiobutyrolactone substrate inactivates enzyme after a few turnovers Acinetobacter sp.

KM Value [mM]

EC Number KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
1.14.13.22 0.006
-
 cyclohexanone
-
 Acinetobacter sp.
1.14.13.22 0.01
-
 3-thiacyclohexanone substrate inactivates enzyme after a few turnovers Acinetobacter sp.
1.14.13.22 0.016
-
 4-methylcyclohexanone substrate inactivates enzyme after a few turnovers Acinetobacter sp.
1.14.13.22 0.021
-
 4-thiacyclohexanone
-
 Acinetobacter sp.
1.14.13.22 0.024
-
 Thiane substrate inactivates enzyme after a few turnovers Acinetobacter sp.

Organism

EC Number Organism UniProt Comment Textmining
1.14.13.22 Acinetobacter sp.
-
 NCIB 9871
-

Purification (Commentary)

EC Number Purification (Comment) Organism
1.14.13.22 partially Acinetobacter sp.

Specific Activity [micromol/min/mg]

EC Number Specific Activity Minimum [µmol/min/mg] Specific Activity Maximum [µmol/min/mg] Comment Organism
1.14.13.22 8 10 partially purified enzyme, substrate 4-methylcyclohexanone Acinetobacter sp.

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
1.14.13.22 2-thiacyclohexanone + NADPH + O2 substrate inactivates enzyme after a few turnovers Acinetobacter sp. 1-oxa-2-oxo-3-thiacycloheptane + NADP+ + H2O
-
 ?
1.14.13.22 3-thiacyclohexanone + NADPH + H+ + O2
-
 Acinetobacter sp. ?
-
 r
1.14.13.22 4-methylcyclohexanone + NADPH + O2
-
 Acinetobacter sp. 1-oxa-2-oxo-5-methylcycloheptane + NADP+ + H2O
-
 ?
1.14.13.22 4-thiacyclohexanone + NADPH + H+ + O2
-
 Acinetobacter sp. ?
-
 r
1.14.13.22 cyclohexanone + NADPH + O2
-
 Acinetobacter sp. 6-hexanolide + NADP+ + H2O
-
 ?
1.14.13.22 delta-thiovalerolactone + NADPH + O2 substrate inactivates enzyme after a few turnovers Acinetobacter sp. ?
-
 ir
1.14.13.22 epsilon-thiocaprolactone + NADPH + O2 substrate inactivates enzyme after a few turnovers Acinetobacter sp. ?
-
 ir
1.14.13.22 ethylene monothiocarbonate + NADPH + O2 substrate inactivates enzyme after a few turnovers Acinetobacter sp. ?
-
 ?
1.14.13.22 ethylene monothiocarbonate + NADPH + O2 substrate inactivates enzyme after a few turnovers Acinetobacter sp. ?
-
 ir
1.14.13.22 gamma-thiobutyrolactone + NADPH + O2 substrate inactivates enzyme after a few turnovers Acinetobacter sp. ?
-
 ir
1.14.13.22 S-gamma-thiobutyrolactone + NADPH + O2 substrate irreversibly inactivates enzyme after a few turnovers Acinetobacter sp. ?
-
 ?
1.14.13.22 thiane + NADPH + O2
-
 Acinetobacter sp. ?
-
 ?

Turnover Number [1/s]

EC Number Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
1.14.13.22 0.227
-
 epsilon-thiocaprolactone substrate inactivates enzyme after a few turnovers Acinetobacter sp.
1.14.13.22 0.24
-
 delta-thiovalerolactone substrate inactivates enzyme after a few turnovers Acinetobacter sp.
1.14.13.22 0.683
-
 gamma-thiobutyrolactone substrate inactivates enzyme after a few turnovers Acinetobacter sp.
1.14.13.22 2.38
-
 ethylene monothiocarbonate substrate inactivates enzyme after a few turnovers Acinetobacter sp.

Cofactor

EC Number Cofactor Comment Organism Structure
1.14.13.22 NADPH
-
 Acinetobacter sp.

Ki Value [mM]

EC Number Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
1.14.13.22 2
-
 ethylene monothiocarbonate
-
 Acinetobacter sp.
1.14.13.22 2
-
 S-gamma-Thiobutyrolactone
-
 Acinetobacter sp.
1.14.13.22 2
-
 2-Thiocyclohexanone
-
 Acinetobacter sp.
1.14.13.22 2.9
-
 delta-thiovalerolactone
-
 Acinetobacter sp.