Cysteine-Selective Installation of Functionally Diverse Boronic Acid Probes on Peptides
Saurav Chatterjee, Anupam Bandyopadhyay
Abstract
The current methods for direct late-stage and residue-selective installation of a versatile boronic acid (BA) repertoire on peptides are inadequate for a wide range of applications. Here, we show the suitability and efficiency of thiol-ene radical click chemistry to install functionally versatile BA derivatives on numerous bioactive, native peptides. Our work highlights that the methodology is operationally simple and adaptable for applications with BA-modified peptides, such as cyclization, conjugation, and functional group alteration.
Topics & Concepts
ChemistryBoronic acidCysteineCombinatorial chemistryResidue (chemistry)ThiolClick chemistryBiochemistryEnzymeChemical Synthesis and AnalysisClick Chemistry and ApplicationsPeptidase Inhibition and Analysis