Decarboxylative alkylation for site-selective bioconjugation of native proteins via oxidation potentials.

ABSTRACT: The advent of antibody-drug conjugates as pharmaceuticals has fuelled a need for reliable methods of site-selective protein modification that furnish homogeneous adducts. Although bioorthogonal methods that use engineered amino acids often provide an elegant solution to the question of selective functionalization, achieving homogeneity using native amino acids remains a challenge. Here, we explore visible-light-mediated single-electron transfer as a mechanism towards enabling site- and chemoselective bioconjugation. Specifically, we demonstrate the use of photoredox catalysis as a platform to selectivity wherein the discrepancy in oxidation potentials between internal versus C-terminal carboxylates can be exploited towards obtaining C-terminal functionalization exclusively. This oxidation

SUBMITTER: Bloom S 

PROVIDER: S-EPMC6343675 | biostudies-literature | 2018 Feb

REPOSITORIES: biostudies-literature