Residue-Selective Protein C-Formylation via Sequential Difluoroalkylation-Hydrolysis.

ABSTRACT: The carbonyl group is now a widely useful, nonproteinogenic functional group in chemical biology, yet methods for its generation in proteins have relied upon either cotranslational incorporation of unnatural amino acids bearing carbonyls or oxidative conversion (chemical or enzymatic) of existing natural amino acids. If available, alternative strategies for directly adding the C=O group through C-C bond-forming C-carbonylation, particularly at currently inaccessible amino acid sites, would provide a powerful method for adding valuable reactivity and expanding possible function in proteins. Here, following a survey of methods for HCF₂· generation, we show that reductive photoredox catalysis enables mild radical-mediated difluoromethylation-hydrolysis of native protein residues as

SUBMITTER: Imiolek M 

PROVIDER: S-EPMC7845020 | biostudies-literature | 2021 Jan

REPOSITORIES: biostudies-literature