Amine-bearing hydrocarbon cross-links: Tailoring helix stability, hydrophilicity, and synthetic adaptability in peptides

Duc V.H. Tran, Thanh K. Pham, Young Woo Kim

Research output: Contribution to journalArticlepeer-review

Abstract

This study comprehensively explored the helix-stabilizing effects of amine-bearing hydrocarbon cross-links (ABXs), revealing their context-dependent nature influenced by various structural parameters. Notably, we identified a 9-atom ABX as a robust helix stabilizer, showcasing versatile synthetic adaptability while preserving peptide water solubility. Future investigations are imperative to fully exploit this system's potential and enrich our chemical toolkit for designing innovative peptide-based biomolecules.

Original languageEnglish
Article number117893
JournalBioorganic and Medicinal Chemistry
Volume112
DOIs
StatePublished - 1 Oct 2024

Keywords

  • Amine cross-link
  • Peptide drugs
  • Peptide stapling
  • Ring-closing metathesis
  • α-Helix

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