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Literature summary for 1.14.13.22 extracted from

  • Alexander, A.; Biedermann, D.; Fink, M.; Mihovilovic, M.; Mattes, T.
    Enantioselective oxidation by a cyclohexanone monooxygenase from the xenobiotic-degrading Polaromonas sp. strain JS666 (2012), J. Mol. Catal. B, 78, 105-110.
No PubMed abstract available

Cloned(Commentary)

Cloned (Comment) Organism
expression in Escherichia coli Polaromonas sp.

Organism

Organism UniProt Comment Textmining
Polaromonas sp. Q11Z78
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Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
(2R)-2-ethylcyclohexanone + NADPH + H+ + O2 92% conversion, 30% enantiomeric excess, (-)-product Polaromonas sp. (7S)-7-ethyloxepan-2-one + NADP+ + H2O
-
?
(2S)-2-(prop-2-en-1-yl)cyclohexanone + NADPH + H+ + O2 75% conversion, 99% enantiomeric excess, (-)-product Polaromonas sp. (7R)-7-(prop-2-en-1-yl)oxepan-2-one + NADP+ + H2O
-
?
3,5-dimethylcyclohexanone + NADPH + H+ + O2 less than 50% conversion, 90% enantiomeric excess, (-)-product Polaromonas sp. 4,6-dimethyloxepan-2-one + NADP+ + H2O
-
?
3-(1,3-benzodioxol-5-yl)cyclobutanone + NADPH + H+ + O2 more than 90% conversion,36% enantiomeric excess, (+)-product Polaromonas sp. 4-(1,3-benzodioxol-5-yl)dihydrofuran-2(3H)-one + NADP+ + H2O
-
?
3-(3,4,5-trimethoxyphenyl)cyclobutanone + NADPH + H+ + O2 less than 50% conversion, 96% enantiomeric excess, (-)-product Polaromonas sp. 4-(3,4,5-trimethoxyphenyl)dihydrofuran-2(3H)-one + NADP+ + H2O
-
?
4,4-dimethylcyclohexanone + NADPH + H+ + O2 50-90% conversion Polaromonas sp. 5,5-dimethyloxepan-2-one + NADP+ + H2O
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?
4-phenylcyclohexanone + NADPH + H+ + O2 less than 50% conversion, 97% enantiomeric excess, (-)-product Polaromonas sp. 5-phenyloxepan-2-one + NADP+ + H2O
-
?
ethyl 4-oxocyclohexanecarboxylate + NADPH + H+ + O2 less than 50% conversion, 98% enantiomeric excess, (-)-product Polaromonas sp. ethyl 7-oxooxepane-4-carboxylate + NADP+ + H2O
-
?
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 Polaromonas sp. ?
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?

Synonyms

Synonyms Comment Organism
Bpro_556 locus name Polaromonas sp.