Simultaneous Stabilization and Multimerization of a Peptide α-Helix by Stapling Polymerization

Young Joo Lee, Sanghun Han, Yong-beom Lim

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Abstract

Maintaining specific conformations of peptide ligands is crucial for improving the efficacy of biological interactions. Here, a one-pot polymerization strategy for stabilizing the α-helical conformation of peptides while simultaneously constructing multimeric ligands is presented. The new method, termed stapling polymerization, uses radical polymerization between acryloylated peptide side chains and vinylic monomers. Studies with model peptides indicate that i, i+7 crosslinking is effective for the helix stabilization, whereas i, i+4 crosslinking is not. The stapling polymerization results in the formation of peptide-polyacrylamide conjugates that include ≈3-16 peptides in a single conjugate. This stapling polymerization provides a simple but powerful methodology to fabricate multimeric α-helices that can further be developed to modulate multivalent biomacromolecular interactions.

Original languageEnglish
Pages (from-to)1021-1026
Number of pages6
JournalMacromolecular Rapid Communications
Volume37
Issue number13
DOIs
Publication statusPublished - 2016 Jul 1

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All Science Journal Classification (ASJC) codes

  • Organic Chemistry
  • Polymers and Plastics
  • Materials Chemistry

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