Biocatalytic Synthesis of Chiral N-Functionalized Amino Acids

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

Research output: Contribution to journalArticleResearch

16 Citations (Scopus)

Abstract

© 2018 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim 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 through 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.
Original languageEnglish
Pages (from-to)13821-13824
JournalAngewandte Chemie - International Edition
Volume57
DOIs
Publication statusPublished - 15 Oct 2018

Keywords

  • biocatalysis
  • ketimine reductases
  • N-methyl amino acid dehydrogenases
  • reductive amination
  • α-keto amino acids

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