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Biocatalytic Fluoroalkylation Using Fluorinated -Adenosyl-l-methionine Cofactors. | LitMetric

Biocatalytic Fluoroalkylation Using Fluorinated -Adenosyl-l-methionine Cofactors.

Org Lett

Key Laboratory of Pesticide & Chemical Biology of Ministry of Education, International Joint Research Center for Intelligent Biosensor Technology and Health, College of Chemistry, Central China Normal University, Wuhan 430079, China.

Published: August 2023

Modification of organic molecules with fluorine functionalities offers a critical approach to develop new pharmaceuticals. Here, we report a multienzyme strategy for biocatalytic fluoroalkylation using -adenosyl-l-methionine (SAM)-dependent methyltransferases (MTs) and fluorinated SAM cofactors prepared from ATP and fluorinated l-methionine analogues by an engineered human methionine adenosyltransferase hMAT2A. This work introduces the first example of biocatalytic 3,3-difluoroallylation. Importantly, this strategy can be applied to late-stage site-selective fluoroalkylation of complex molecule vancomycin with conversions up to 99%.

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Source
http://dx.doi.org/10.1021/acs.orglett.3c02028DOI Listing

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