Sulfonium-Tethered Peptide

Methods Mol Biol. 2022:2530:169-175. doi: 10.1007/978-1-0716-2489-0_12.

Abstract

Stapled peptides have received widespread attention in therapeutics due to the superior membrane penetration and in vivo stability. We have developed a series of methods including CIH, TD coupling, Met-Met, and Cys-Met bis-alkylation strategy to switch peptides' secondary structure and enhance their stability and cellular uptake. Here we focus on the peptide macrocyclization method of Met-Met and Cys-Met bis-alkylation strategy to generate more stable and permeable sulfonium-tethered peptides to avoid tedious synthesis, which can be utilized for drug delivery and further broad biological applications.

Keywords: Reversible modification; Stapled peptide; Sulfonium.

MeSH terms

  • Alkylation
  • Peptides* / chemistry
  • Protein Structure, Secondary

Substances

  • Peptides