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Amide bond hydrolysis of peptoids

Pritam Ghosh, Guilin Ruan, Natalia Fridman, Galia Maayan

2022Chemical Communications18 citationsDOI

Abstract

Incorporating a chiral non-coordinating substitution at the N-terminal end within peptoids facilitates regio-selective amide bond hydrolysis mediated by a transition metal ion and/or an acidic buffer as evident by X-ray crystallographic analysis, supported by ESI-MS. This opens up a new direction for peptidomimetic compounds towards future application in chemistry, biology and medicine.

Topics & Concepts

PeptidomimeticAmidePeptide bondHydrolysisChemistryCombinatorial chemistryStereochemistryOrganic chemistryPeptideBiochemistryEnzymeChemical Synthesis and AnalysisMass Spectrometry Techniques and ApplicationsBiochemical and Structural Characterization
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