An improved method for the synthesis of lipopeptide TLR2-agonists using click chemistry

摘要

S-[2,3-Bis(palmitoyloxy)propyl]cysteine (Pam_2Cys) is a synthetic lipid motif known to act as a TLR2 agonist when incorporated into peptide vaccines. Herein, we report the synthesis of Pam_2Cys-containing, propargyl-functionalised 'clickable' building blocks and their conjugation with azide-functionalised antigenic peptides using click chemistry. This method facilitates the fully convergent preparation of self-adjuvanting lipopeptides for use as vaccines.