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Updated: Apr 18, 2026

Constructing Cyclic Peptides Using an On-Tether Sulfonium Center
Published on: September 28, 2022
Chemoselective C-Terminal Activation Platform for Direct Conversion of Native Linear Peptides into
Bao Quang Gia Le1, Minyoung Kwon1, Monika Raj1
1Department of Chemistry, Emory University, Atlanta, Georgia 30322, United States.
Abstract:
We report a sequence-independent, chemoselective C-terminal activation platform to synthesize thiazoline/thiazole macrocycles from native linear peptides. Selective C-terminal primary amide-to-nitrile conversion proceeds in solution on fully unprotected peptides with broad functional-group compatibility. This approach eliminates the need for presynthesized α-amino nitrile building blocks and minimizes epimerization risk. Our method enables rapid macrocyclization, supporting the direct total syntheses of Mollamide F, Sanguinamide A, and Haligramide A from linear precursors.
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