Issue 39, 2017

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

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.

Graphical abstract: Stereoselective synthesis of γ-hydroxy-α-amino acids through aldolase–transaminase recycling cascades

Supplementary files

Article information

Article type
Communication
Submitted
26 Jan 2017
Accepted
24 Apr 2017
First published
24 Apr 2017

Chem. Commun., 2017,53, 5465-5468

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

C. Guérard-Hélaine, E. Heuson, M. Ndiaye, L. Gourbeyre, M. Lemaire, V. Hélaine, F. Charmantray, J. Petit, M. Salanoubat, V. de Berardinis and T. Gefflaut, Chem. Commun., 2017, 53, 5465 DOI: 10.1039/C7CC00742F

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