Biocatalytic Alkylation Cascades: Recent Advances and Future Opportunities for Late-Stage Functionalization.

Iain J W McKean, Paul A Hoskisson, Glenn A Burley

Journal: Chembiochem : a European journal of chemical biology 2021;21(20):2890-2897

PMID: 32459052

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Abstract

This Concept article describes the latest developments in the emerging area of late-stage biocatalytic alkylation. Central to these developments is the ability to efficiently prepare S-adenosyl methionine (SAM) cofactor analogues and couple this with enzymatic alkyl transfer. Recent developments in the enzymatic synthesis of SAM cofactor analogues are summarized first, followed by their application as alkyl transfer agents catalyzed by methyltransferases (MTases). Second, innovative methods to regenerate SAM cofactors by enzymatic cascades is reported. Finally, future opportunities towards establishing a generalized platform for late-stage alkylation are described.

Address: Department of Pure & Applied Chemistry, University of Strathclyde, 295 Cathedral Street, Glasgow, G1 1XL, United Kingdom.; Strathclyde Institute of Pharmacy & Biomedical Sciences, University of Strathclyde, 161 Cathedral Street, Glasgow, G4 0RE, United Kingdom.

DOI: 10.1002/cbic.202000187

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MeSH Terms: Alkylation, Biocatalysis, Methyltransferases, Molecular Conformation, S-Adenosylmethionine