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Versatile Chemo-Biocatalytic Cascade Driven by a Thermophilic and Irreversible C-C Bond-Forming α-Oxoamine Synthase

Lookup NU author(s): Dr Arnaud Basle, Dr Jon Marles-WrightORCiD



This work is licensed under a Creative Commons Attribution 4.0 International License (CC BY 4.0).


© 2023 The Authors. Published by American Chemical Society.We report a chemo-biocatalytic cascade for the synthesis of substituted pyrroles, driven by the action of an irreversible, thermostable, pyridoxal 5′-phosphate (PLP)-dependent, C-C bond-forming biocatalyst (ThAOS). The ThAOS catalyzes the Claisen-like condensation between various amino acids and acyl-CoA substrates to generate a range of α-aminoketones. These products are reacted with β-keto esters in an irreversible Knorr pyrrole reaction. The determination of the 1.6 Å resolution crystal structure of the PLP-bound form of ThAOS lays the foundation for future engineering and directed evolution. This report establishes the AOS family as useful and versatile C-C bond-forming biocatalysts.

Publication metadata

Author(s): Ashley B, Basle A, Sajjad M, el Ashram A, Kelis P, Marles-Wright J, Campopiano DJ

Publication type: Article

Publication status: Published

Journal: ACS Sustainable Chemistry and Engineering

Year: 2023

Volume: 11

Issue: 21

Pages: 7997–8002

Print publication date: 29/05/2023

Online publication date: 16/05/2023

Acceptance date: 24/04/2023

Date deposited: 13/06/2023

ISSN (electronic): 2168-0485

Publisher: American Chemical Society


DOI: 10.1021/acssuschemeng.3c00243


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Funder referenceFunder name
Derek Stewart Charitable Trust