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Biocatalytic synthesis of chiral N-functionalized amino acids

Research output: Contribution to journalArticle

Author(s)

Julia Hyslop, Sarah L Lovelock, Peter Sutton, Kristin K Brown, Allan J. B. Watson, Gheorghe-Doru Roiban

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Abstract

N-functionalized amino acids are important building blocks for the preparation of diverse bioactive molecules including peptides. The development of sustainable manufacturing routes to chiral N-alkylated amino acids remains a significant challenge in the pharmaceutical and fine chemical industries. Herein we report the discovery of a structurally diverse panel of biocatalysts which catalyze the asymmetric synthesis of N-alkyl amino acids via the reductive coupling of ketones and amines. Reactions have been performed on a gram scale to yield optically pure N-alkyl functionalized products in high yields.
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Original languageEnglish
JournalAngewandte Chemie International Edition
VolumeEarly View
Early online date21 Sep 2018
DOIs
Publication statusE-pub ahead of print - 21 Sep 2018

    Research areas

  • N-methyl amino acid deyhydrogenases, Ketimine reductases, α-keto amino acids, Biocatalysis, Reductive amination

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