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通过醛缩酶-转氨酶循环级联反应立体选择性合成γ-羟基-α-氨基酸

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

作者信息

Guérard-Hélaine Christine, Heuson Egon, Ndiaye Moussa, Gourbeyre Léa, Lemaire Marielle, Hélaine Virgil, Charmantray Franck, Petit Jean-Louis, Salanoubat Marcel, de Berardinis Véronique, Gefflaut Thierry

机构信息

Université Clermont Auvergne, CNRS, SIGMA Clermont, Institut de Chimie de Clermont-Ferrand, F-63000 Clermont-Ferrand, France.

出版信息

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

DOI:10.1039/c7cc00742f
PMID:28466909
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.

摘要

设计了将醛缩酶和α-转氨酶相结合的高效双酶级联反应,用于合成γ-羟基-α-氨基酸。这些循环级联反应具有高立体选择性、原子经济性和转氨作用的平衡转移。因此,从简单底物一步制备l-顺式或反式-4-羟基谷氨酸和d-反式-4,5-二羟基正缬氨酸,产率为83-95%。

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