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Issue 34, 2019
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Selective biocatalytic hydroxylation of unactivated methylene C–H bonds in cyclic alkyl substrates

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Abstract

The cytochrome P450 monooxygenase CYP101B1 from Novosphingobium aromaticivorans selectively hydroxylated methylene C–H bonds in cycloalkyl rings. Cycloketones and cycloalkyl esters containing C6, C8, C10 and C12 rings were oxidised with high selectively on the opposite side of the ring to the carbonyl substituent. Cyclodecanone was oxidised to oxabicycloundecanol derivatives in equilibrium with the hydroxycyclodecanones.

Graphical abstract: Selective biocatalytic hydroxylation of unactivated methylene C–H bonds in cyclic alkyl substrates

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Publication details

The article was received on 13 Mar 2019, accepted on 04 Apr 2019 and first published on 04 Apr 2019


Article type: Communication
DOI: 10.1039/C9CC02060H
Citation: Chem. Commun., 2019,55, 5029-5032

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    Selective biocatalytic hydroxylation of unactivated methylene C–H bonds in cyclic alkyl substrates

    M. R. Sarkar, S. Dasgupta, S. M. Pyke and S. G. Bell, Chem. Commun., 2019, 55, 5029
    DOI: 10.1039/C9CC02060H

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