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Literature summary for 1.14.13.22 extracted from

  • Romero, E.; Castellanos, J.R.; Mattevi, A.; Fraaije, M.W.
    Characterization and crystal structure of a robust cyclohexanone monooxygenase (2016), Angew. Chem. Int. Ed. Engl., 55, 15852-15855 .
    View publication on PubMedView publication on EuropePMC
Search for more literature for 1.14.13.22

Crystallization (Commentary)

Crystallization (Comment) Organism
-
 Thermocrispum municipale

KM Value [mM]

KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
0.009
-
 cyclohexanone pH 7.0, 25°C Acinetobacter calcoaceticus
0.02
-
 Cyclopentanone pH 7.0, 25°C Thermocrispum municipale
0.2
-
 phenylacetone pH 7.0, 25°C Thermocrispum municipale
0.4
-
 Cyclopentanone pH 7.0, 25°C Acinetobacter calcoaceticus
0.5
-
 2-butanone pH 7.0, 25°C Thermocrispum municipale
1
-
 thioanisole pH 7.0, 25°C Acinetobacter calcoaceticus
3
-
 phenylacetone pH 7.0, 25°C Acinetobacter calcoaceticus
5
-
 acetophenone pH 7.0, 25°C Thermocrispum municipale
13
-
 acetophenone pH 7.0, 25°C Acinetobacter calcoaceticus

Organic Solvent Stability

Organic Solvent Comment Organism
acetonitrile 25 min incubation in 14% acetonitrile at 20°C, enzyme retain more than 80% of its activity Thermocrispum municipale
acetonitrile 25 min incubation in 14% acetonitrile at 20°C, loss of activity Acinetobacter calcoaceticus

Organism

Organism UniProt Comment Textmining
Acinetobacter calcoaceticus
-
-
-
Acinetobacter calcoaceticus NCIMB 9871
-
-
-
Thermocrispum municipale A0A1L1QK39
-
-
Thermocrispum municipale DSM 44D49 A0A1L1QK39
-
-

Purification (Commentary)

Purification (Comment) Organism
-
 Thermocrispum municipale

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
2 thioanisole + NADPH + H+ + O2 the enzyme produces both enantiomers, leading to an ee of only 16% for the (R)-sulfoxide Thermocrispum municipale (R)-thioanisole sulfoxide + (S)-thioanisole sulfoxide + 2 NADP+ + 2 H2O
-
 ?
2 thioanisole + NADPH + H+ + O2 the enzyme produces both enantiomers, leading to an ee of only 16% for the (R)-sulfoxide Thermocrispum municipale DSM 44D49 (R)-thioanisole sulfoxide + (S)-thioanisole sulfoxide + 2 NADP+ + 2 H2O
-
 ?
2-butanone + NADPH + H+ + O2 the ratio between the products methyl propanoate and ethyl acetate was found to be about 3:7 in the absence of any cosolvent Acinetobacter calcoaceticus ethyl acetate + NADP+ + H2O
-
 ?
2-butanone + NADPH + H+ + O2 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 Thermocrispum municipale ethyl acetate + NADP+ + H2O
-
 ?
2-butanone + NADPH + H+ + O2 the ratio between the products methyl propanoate and ethyl acetate was found to be about 3:7 in the absence of any cosolvent Acinetobacter calcoaceticus NCIMB 9871 ethyl acetate + NADP+ + H2O
-
 ?
2-butanone + NADPH + H+ + O2 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 Thermocrispum municipale DSM 44D49 ethyl acetate + NADP+ + H2O
-
 ?
2-butanone + NADPH + H+ + O2 the ratio between the products methyl propanoate and ethyl acetate was found to be about 3:7 in the absence of any cosolvent Acinetobacter calcoaceticus methyl propanoate + NADP+ + H2O
-
 ?
2-butanone + NADPH + H+ + O2 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 Thermocrispum municipale methyl propanoate + NADP+ + H2O
-
 ?
acetophenone + NADPH + H+ + O2
-
 Acinetobacter calcoaceticus ?
-
 ?
acetophenone + NADPH + H+ + O2
-
 Thermocrispum municipale ?
-
 ?
bicyclo[3.2.0]hept-2-en-6-one + NADPH + H+ + O2
-
 Acinetobacter calcoaceticus ?
-
 ?
bicyclo[3.2.0]hept-2-en-6-one + NADPH + H+ + O2 the enzyme produces all four possible lactones Thermocrispum municipale ?
-
 ?
bicyclo[3.2.0]hept-2-en-6-one + NADPH + H+ + O2
-
 Acinetobacter calcoaceticus NCIMB 9871 ?
-
 ?
bicyclo[3.2.0]hept-2-en-6-one + NADPH + H+ + O2 the enzyme produces all four possible lactones Thermocrispum municipale DSM 44D49 ?
-
 ?
cyclobutanone + NADPH + H+ + O2
-
 Acinetobacter calcoaceticus ?
-
 ?
cyclobutanone + NADPH + H+ + O2
-
 Thermocrispum municipale ?
-
 ?
cyclohexanone + NADPH + H+ + O2
-
 Acinetobacter calcoaceticus hexano-6-lactone + NADP+ + H2O
-
 ?
cyclohexanone + NADPH + H+ + O2
-
 Thermocrispum municipale hexano-6-lactone + NADP+ + H2O
-
 ?
cyclohexanone + NADPH + H+ + O2
-
 Acinetobacter calcoaceticus NCIMB 9871 hexano-6-lactone + NADP+ + H2O
-
 ?
cyclohexanone + NADPH + H+ + O2
-
 Thermocrispum municipale DSM 44D49 hexano-6-lactone + NADP+ + H2O
-
 ?
cyclopentanone + NADPH + H+ + O2
-
 Acinetobacter calcoaceticus ?
-
 ?
cyclopentanone + NADPH + H+ + O2
-
 Thermocrispum municipale ?
-
 ?
cyclopentanone + NADPH + H+ + O2
-
 Acinetobacter calcoaceticus NCIMB 9871 ?
-
 ?
cyclopentanone + NADPH + H+ + O2
-
 Thermocrispum municipale DSM 44D49 ?
-
 ?
phenylacetone + NADPH + H+ + O2
-
 Acinetobacter calcoaceticus ?
-
 ?
phenylacetone + NADPH + H+ + O2
-
 Thermocrispum municipale ?
-
 ?
thioanisole + NADPH + H+ + O2
-
 Acinetobacter calcoaceticus ?
-
 ?
thioanisole + NADPH + H+ + O2
-
 Acinetobacter calcoaceticus NCIMB 9871 ?
-
 ?

Synonyms

Synonyms Comment Organism
CHMO
-
 Acinetobacter calcoaceticus
CHMO
-
 Thermocrispum municipale

Temperature Stability [°C]

Temperature Stability Minimum [°C] Temperature Stability Maximum [°C] Comment Organism
37
-
 Tm-value Acinetobacter calcoaceticus
45
-
 the enzyme displays 58% residual activity after 5.5 h at 45°C Thermocrispum municipale
48
-
 Tm-value Thermocrispum municipale

Turnover Number [1/s]

Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
0.1
-
 acetophenone pH 7.0, 25°C Thermocrispum municipale
0.3
-
 2-butanone pH 7.0, 25°C Acinetobacter calcoaceticus
0.4
-
 acetophenone pH 7.0, 25°C Acinetobacter calcoaceticus
0.4
-
 2-butanone pH 7.0, 25°C Thermocrispum municipale
1
-
 Cyclopentanone pH 7.0, 25°C Acinetobacter calcoaceticus
1
-
 phenylacetone pH 7.0, 25°C Acinetobacter calcoaceticus
1
-
 phenylacetone pH 7.0, 25°C Thermocrispum municipale
2
-
 cyclohexanone pH 7.0, 25°C Thermocrispum municipale
2
-
 Cyclopentanone pH 7.0, 25°C Thermocrispum municipale
2
-
 thioanisole pH 7.0, 25°C Thermocrispum municipale
2
-
 Cyclobutanone pH 7.0, 25°C Thermocrispum municipale
2
-
 bicyclo[3.2.0]hept-2-en-6-one pH 7.0, 25°C Thermocrispum municipale
3
-
 thioanisole pH 7.0, 25°C Acinetobacter calcoaceticus
4
-
 Cyclobutanone pH 7.0, 25°C Acinetobacter calcoaceticus
4
-
 bicyclo[3.2.0]hept-2-en-6-one pH 7.0, 25°C Acinetobacter calcoaceticus
6
-
 cyclohexanone pH 7.0, 25°C Acinetobacter calcoaceticus

kcat/KM [mM/s]

kcat/KM Value [1/mMs-1] kcat/KM Value Maximum [1/mMs-1] Substrate Comment Organism Structure
0.02
-
 acetophenone pH 7.0, 25°C Thermocrispum municipale
0.03
-
 acetophenone pH 7.0, 25°C Acinetobacter calcoaceticus
0.3
-
 phenylacetone pH 7.0, 25°C Acinetobacter calcoaceticus
1
-
 2-butanone pH 7.0, 25°C Thermocrispum municipale
3
-
 Cyclopentanone pH 7.0, 25°C Acinetobacter calcoaceticus
3
-
 thioanisole pH 7.0, 25°C Acinetobacter calcoaceticus
5
-
 phenylacetone pH 7.0, 25°C Thermocrispum municipale
100
-
 Cyclopentanone pH 7.0, 25°C Thermocrispum municipale
667
-
 cyclohexanone pH 7.0, 25°C Acinetobacter calcoaceticus