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Updated: Apr 18, 2026

Constructing Cyclic Peptides Using an On-Tether Sulfonium Center
Published on: September 28, 2022
Peptide and peptide library cyclization via bromomethylbenzene derivatives
David E Hacker1, Mohammed Almohaini, Aruna Anbazhagan
1Department of Chemistry and Massey Cancer Center, Virginia Commonwealth University, 401 College Street, Richmond, VA, 23298-0037, USA.
Abstract:
Cyclization confers several advantages to peptides, cumulatively serving to make them more drug-like. In this protocol, cyclic peptides are generated via bis-alkylation of cysteine-containing peptides using α,α'-dibromo-m-xylene. The reactions are robust and high yielding. Multiple reaction platforms for the application of this versatile strategy are described herein: the cyclization of solid-phase-synthesized peptides, both in solution and on resin, as well as the cyclization of in vitro translated mRNA-peptide fusion libraries on oligo(dT) resin.
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