On-resin synthesis of cyclic peptides via tandem N-to-S acyl migration and intramolecular thiol additive-free native chemical ligation†
Gloria
Serra, 
*a
Hironobu
Hojo
*b
*a
Hironobu
Hojo
*b
Abstract
On-resin intramolecular native chemical ligation (NCL) assisted by N-ethylcysteine using Fmoc/SPPS to obtain cyclic peptides is described. N-terminal cysteine-containing peptides were subjected to NCL conditions leading to cyclization–cleavage reactions and consecutive S → N shift, rendering cyclic peptides in good yields and purities. The compounds were evaluated against P. falciparum 3D7.
- This article is part of the themed collection: Celebrating Latin American Talent in Chemistry
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