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一种转氨酶介导的羟醛反应及其在合成苯乙烯基吡啶级联反应中的应用。

A transaminase-mediated aldol reaction and applications in cascades to styryl pyridines.

作者信息

Wang Yu, Li Yiwen, Ni Yeke, Bučar Dejan-Krešimir, Dalby Paul A, Ward John M, Jeffries Jack W E, Hailes Helen C

机构信息

Department of Chemistry, University College London 20 Gordon Street London WC1H 0AJ UK

Department of Biochemical Engineering, University College London Gower Street London WC1E 6BT UK

出版信息

Catal Sci Technol. 2024 Mar 1;14(9):2390-2399. doi: 10.1039/d3cy01370g. eCollection 2024 May 7.

Abstract

Transaminase enzymes are well established biocatalysts that are used in chemical synthesis due to their beneficial sustainability profile, regio- and stereoselectivity and substrate specificity. Here, the use of a wild-type transaminase (TAm) in enzyme cascades revealed the formation of a novel hydroxystyryl pyridine product. Subsequent studies established it was a transaminase mediated reaction where it was exhibiting apparent aldolase reactivity. This promiscuous enzyme reaction mechanism was then explored using other wild-type transaminases and the formation of TAm mutants. Application of one pot multi-step enzyme cascades was subsequently developed to produce a range of hydroxystyryl pyridines.

摘要

转氨酶是公认的生物催化剂,由于其具有有益的可持续性、区域和立体选择性以及底物特异性,因此被用于化学合成。在此,野生型转氨酶(TAm)在酶级联反应中的应用揭示了一种新型羟基苯乙烯基吡啶产物的形成。随后的研究证实这是一种转氨酶介导的反应,其中该酶表现出明显的醛缩酶反应活性。然后使用其他野生型转氨酶和TAm突变体的形成来探索这种混杂的酶反应机制。随后开发了一锅多步酶级联反应来生产一系列羟基苯乙烯基吡啶。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5c0f/11075132/dee335decd24/d3cy01370g-s1.jpg

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