Abstract:
Lipidation is a key modification affecting the physiochemical properties of peptides and widely used in the design of drug candidates. Cysteine Lipidation on a Peptide or Amino Acid (CLipPA) enables rapid synthesis of a library of S-lipidated peptides via a thiol-ene reaction between a free sulfhydryl group on cysteine-containing peptide and a vinyl ester bearing a lipid. Optimization of the CLipPA procedure was performed by replacing the malodorous tert-butylthiol and modifying the work-up procedure to facilitate the analysis and isolation of lipopeptides.