Site-selective peptide functionalisation mediated via vinyl-triazine linchpins

Chem Commun (Camb). 2024 Jan 16;60(6):706-709. doi: 10.1039/d3cc05213c.

Abstract

Herein we introduce 3-vinyl-1,2,4-triazines derivatives as dual-reactive linkers that exhibit selectivity towards cysteine and specific strained alkynes, enabling conjugate addition and inverse electron-demand Diels-Alder (IEDDA) reactions. This approach facilitates site-selective bioconjugation of biologically relevant peptides, followed by rapid and highly selective reactions with bicyclononyne (BCN) reagents.

MeSH terms

  • Alkynes
  • Cycloaddition Reaction
  • Electrons
  • Peptides*
  • Triazines*

Substances

  • Triazines
  • Peptides
  • Alkynes