Litcius/Paper detail

MYC-Targeting Inhibitors Generated from a Stereodiversified Bicyclic Peptide Library

Z. Li, Yi Huang, Ta I Hung, Jianan Sun, Desiree Aispuro, Boxi Chen, Nathan Guevara, Fei Ji, Cong Xu, Lingchao Zhu, Siwen Wang, Zhili Guo, Chia‐en A. Chang, Min Xue

2024Journal of the American Chemical Society23 citationsDOIOpen Access PDF

Abstract

High Resolution Image Download MS PowerPoint Slide Here, we present the second generation of our bicyclic peptide library (NTB), featuring a stereodiversified structure and a simplified construction strategy. We utilized a tandem ring-opening metathesis and ring-closing metathesis reaction (ROM-RCM) to cyclize the linear peptide library in a single step, representing the first reported instance of this reaction being applied to the preparation of macrocyclic peptides. Moreover, the resulting bicyclic peptide can be easily linearized for MS/MS sequencing with a one-step deallylation process. We employed this library to screen against the E 363 -R 378 epitope of MYC and identified several MYC-targeting bicyclic peptides. Subsequent in vitro cell studies demonstrated that one candidate, NT-B2R, effectively suppressed MYC transcription activities and cell proliferation.

Topics & Concepts

Bicyclic moleculeChemistryPeptideSalt metathesis reactionMetathesisCombinatorial chemistryPeptide libraryStereochemistryRing-closing metathesisEpitopeComputational biologyPeptide sequenceBiochemistryBiologyImmunologyAntigenOrganic chemistryGenePolymerizationPolymerProtein Degradation and InhibitorsChemical Synthesis and AnalysisCancer-related gene regulation