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Stereoselective synthesis of γ-hydroxy-α-amino acids through aldolase–transaminase recycling cascades†
Christine Guérard-Hélaine,Egon Heuson,Moussa Ndiaye,Léa Gourbeyre,Marielle Lemaire,Virgil Hélaine,Franck Charmantray,Jean-Louis Petit,Marcel Salanoubat,Véronique de Berardinis,Thierry Gefflaut
Chemical Communications Pub Date : 04/24/2017 00:00:00 , 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.

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