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Enantioselective biocatalytic formal α-amination of hexanoic acid to L-norleucine

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Abstract

A three-step one-pot biocatalytic cascade was designed for the enantioselective formal α-amination of hexanoic acid to L-norleucine. Regioselective hydroxylation by P450CLA peroxygenase to 2-hydroxyhexanoic acid was followed by oxidation to the ketoacid by two stereocomplementary dehydrogenases. Combination with final stereoselective reductive amination by amino acid dehydrogenase furnished L-norleucine in >97% ee.

Graphical abstract: Enantioselective biocatalytic formal α-amination of hexanoic acid to l-norleucine

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Publication details

The article was received on 07 Sep 2018, accepted on 05 Oct 2018 and first published on 05 Oct 2018


Article type: Communication
DOI: 10.1039/C8OB02212G
Citation: Org. Biomol. Chem., 2018, Advance Article
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    Enantioselective biocatalytic formal α-amination of hexanoic acid to L-norleucine

    A. Dennig, S. Gandomkar, E. Cigan, T. C. Reiter, T. Haas, M. Hall and K. Faber, Org. Biomol. Chem., 2018, Advance Article , DOI: 10.1039/C8OB02212G

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