Rapid and Highly Productive Assembly of a Disulfide Bond in Solid-Phase Peptide Macrocyclization
Arnab Chowdhury, Vinod Gour, Basab Kanti Das, Saurav Chatterjee, Anupam Bandyopadhyay
Abstract
Here we report a highly efficient disulfide-driven peptide macrocyclization in 15 min on a solid support using persulfate as a crucial additive in iodine-mediated oxidative cyclization. The method eliminates the side products of classical iodine-mediated peptide cyclization. It is operationally simple and convenient for cyclizing small to lengthier peptides embodying popular cysteine building blocks in a single step.
Topics & Concepts
ChemistryPeptideCysteineDisulfide bondCombinatorial chemistryIodinePersulfateCyclic peptidePeptide synthesisPhase (matter)Solid-phase synthesisStereochemistryOrganic chemistryBiochemistryCatalysisEnzymeChemical Synthesis and AnalysisClick Chemistry and ApplicationsAdvanced biosensing and bioanalysis techniques