Late-stage construction of stapled peptides through Fujiwara–Moritani reaction between tryptophan and olefins
Jiang Liu, Peng Wang, Wei Zeng, Qi Lu, Qing Zhu
Abstract
Herein, the first example of a palladium-catalyzed Fujiwara-Moritani reaction for olefination of tryptophan (Trp) residues, free from directing groups, was presented. The developed reaction proceeds efficiently for peptide modification, ligation and peptide stapling.
Topics & Concepts
TryptophanChemistryPeptideCombinatorial chemistryCatalysisPalladiumLigationReaction conditionsStereochemistryOrganic chemistryBiochemistryAmino acidBiologyMolecular biologyChemical Synthesis and AnalysisClick Chemistry and ApplicationsPeptidase Inhibition and Analysis