2-Pyridone Formation: An Efficient Method for the Solid-Phase Synthesis of Homodimers

Chemistry. 2024 Jan 8;30(2):e202302937. doi: 10.1002/chem.202302937. Epub 2023 Nov 16.

Abstract

This study presents an efficient method for on-resin dimer generation through self-condensation of 3,3-dimethoxypropionic acid-modified molecules, resulting in 2-pyridones. The approach demonstrated remarkable versatility by producing homodimers of peptides, peptoids, and non-peptidic ligands. Its ease of application, broad utility, and mild reaction conditions not only hold significance for peptide and peptoid research but also offer potential for the on-resin development of a wide range of bivalent ligands.

Keywords: Homodimer; Pyridone; Solid-phase synthesis; peptide.

MeSH terms

  • Ligands
  • Peptides / chemistry
  • Peptoids* / chemistry
  • Pyridones
  • Solid-Phase Synthesis Techniques* / methods

Substances

  • 2-hydroxypyridine
  • Peptides
  • Peptoids
  • Pyridones
  • Ligands