Stereoselective synthesis of γ-hydroxy-α-amino acids through aldolase-transaminase recycling cascades

Chem Commun (Camb). 2017 May 11;53(39):5465-5468. doi: 10.1039/c7cc00742f.

Abstract

Efficient bi-enzymatic cascades combining aldolases and α-transaminases were designed for the synthesis of γ-hydroxy-α-amino acids. These recycling cascades provide high stereoselectivity, atom economy, and an equilibrium shift of the transamination. l-syn or anti-4-hydroxyglutamic acid and d-anti-4,5-dihydroxynorvaline were thus prepared in 83-95% yield in one step from simple substrates.

MeSH terms

  • Aldehyde-Lyases / chemistry
  • Aldehyde-Lyases / metabolism*
  • Amino Acids / chemical synthesis*
  • Molecular Structure
  • Stereoisomerism
  • Transaminases / chemistry
  • Transaminases / metabolism*

Substances

  • Amino Acids
  • Transaminases
  • Aldehyde-Lyases