α‐Silylated Diazoalkynes: New Tools for Bioconjugation of Proteins

Abstract

alpha‐Silylated diazoalkynes are stabilized diazo compounds that can selectively react with carboxylic residues in buffered aqueous media. In‐situ fluoride induced desilylation increases this reactivity, leading to a very fast reaction. Application to the selective functionalization of RNase A, followed by post‐functionalization using click chemistry, is described. These new reagents expand the toolbox for native protein modification at carboxylic residues.