Synthesis and stabilities of peptide-based rotaxanes: molecular grafting onto lasso peptide scaffolds†
The chemical synthesis of peptide-based rotaxanes (lasso peptides) was achieved by rotaxane formation followed by two chemoselective ligation reactions. Our approach enabled incorporation of various peptide sequences into a common rotaxane structure. The synthetic lasso peptides were characterized by NMR, chromatography, and partial degradation by proteases. A linear peptide epitope grafted onto the rotaxane scaffold showed significantly improved proteolytic stability.