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

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...

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Bibliographic Details
Published in:Chembiochem : a European journal of chemical biology 2020-10, Vol.21 (20), p.2890-2897
Main Authors: McKean, Iain J. W., Hoskisson, Paul A., Burley, Glenn A.
Format: Article
Language:English
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Summary: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. Enzymatic approaches that transfer a methyl group from S‐adenosyl methionine to a target substrate are powerful methods used by nature to alter biological function. These processes are now being tailored for late‐stage alkylation of small molecules and bio‐macromolecules. This Concept article summarizes recent approaches and challenges towards establishing a generalized platform for biocatalytic alkylation.
ISSN:1439-4227
1439-7633
DOI:10.1002/cbic.202000187