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

Literature Information

Publication Date 2018-10-05
DOI 10.1039/C8OB02212G
Impact Factor 3.876
Authors

Alexander Dennig, Somayyeh Gandomkar, Emmanuel Cigan, Tamara C. Reiter, Thomas Haas, Mélanie Hall, Kurt Faber


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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.

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Organic & Biomolecular Chemistry

Organic & Biomolecular Chemistry
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Organic & Biomolecular Chemistry (OBC) publishes original and high impact research and reviews in organic chemistry. We welcome research that shows new or significantly improved protocols or methodologies in total synthesis, synthetic methodology or physical and theoretical organic chemistry as well as research that shows a significant advance in the organic chemistry or molecular design aspects of chemical biology, catalysis, supramolecular and macromolecular chemistry, theoretical chemistry, mechanism-oriented physical organic chemistry, medicinal chemistry or natural products. Articles published in the journal should report new work which makes a highly-significant impact in the field. Routine and incremental work is generally not suitable for publication in the journal. More details about key areas of our scope are below. In all cases authors should include in their article clear rationale for why their research has been carried out.

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