Synthesis and Glycoconjugation of an Azido-BF2-Azadipyrromethene Near-Infrared Fluorochrome

Synthesis and Glycoconjugation of an Azido-BF2-Azadipyrromethene Near-Infrared Fluorochrom

Chemoselective synthesis of N-terminal cysteinyl thioesters via β,γ-C,S thiol-Michael addition

Dehydroalanine (ΔAla) is a highly electrophilic residue that can react efficiently with sulfur nucleophiles to furnish cysteinyl analogues. Herein, we report an efficient synthesis of N-terminal cysteinyl thioesters, suitable for S,N-acyl transfer, based on β,γ-C,S thiol-Michael addition. Both ionic and radical-based methodologies were found to be efficient for this process.</p