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

Hailes, Helen C; Wang, Yu; Li, Yiwen; Ni, Yeke; Bucar, Dejan-Kresimir; Dalby, Paul A; Ward, John M; (2024) A transaminase-mediated aldol reaction and applications in cascades to styryl pyridines. Catalysis Science & Technology 10.1039/d3cy01370g. (In press). Green open access

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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 Chromobacterium violaceum transaminase (CvTAm) 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 via the formation of CvTAm mutants. Application of one pot multi-step enzyme cascades was subsequently developed to produce a range of hydroxystyryl pyridines.

Type: Article
Title: A transaminase-mediated aldol reaction and applications in cascades to styryl pyridines
Open access status: An open access version is available from UCL Discovery
DOI: 10.1039/d3cy01370g
Publisher version: http://dx.doi.org/10.1039/d3cy01370g
Language: English
Additional information: © The Royal Society of Chemistry 2024. This article is licensed under a Creative Commons Attribution 3.0 Unported Licence (http://creativecommons.org/licenses/by/3.0/).
UCL classification: UCL
UCL > Provost and Vice Provost Offices > UCL BEAMS
UCL > Provost and Vice Provost Offices > UCL BEAMS > Faculty of Engineering Science
UCL > Provost and Vice Provost Offices > UCL BEAMS > Faculty of Maths and Physical Sciences
UCL > Provost and Vice Provost Offices > UCL BEAMS > Faculty of Engineering Science > Dept of Biochemical Engineering
UCL > Provost and Vice Provost Offices > UCL BEAMS > Faculty of Maths and Physical Sciences > Dept of Chemistry
URI: https://discovery.ucl.ac.uk/id/eprint/10189515
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