Phenylthioethyl (Pte)/Phenylsulfonylethyl (Pse) as Safety Catch Protecting Groups for Peptide Synthesis

Organic Letters 2026

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Authors: Sunday Adewale Akintelu, Sikabwe Noki, Kwazi Masuku, Hossain H. Saneii, Beatriz Garcia de la Torre, Fernando Albericio
DOI: 10.1021/acs.orglett.5c05452
Cited by: 1
References: 32

Abstract

A safety-catch protecting group allows for the use of the same reagent/chemical mechanism for the removal of different protecting groups in the same synthetic scheme. While the first of these is removed directly, the removal of the second requires previous manipulation to make the protecting group labile to the reagent. Herein, phenylthioethyl (Pte)- and phenylsulfonylethyl (Pse)-based protecting groups are described. While Pte is stable to piperidine, Pse, which is its oxidized form, is labile in the presence of DBU-methylpiperidine. This system allows the preparation of linear, branched, cyclic, and other complex peptides.

Fields of Study & Subjects

Chemical Synthesis and Analysis Click Chemistry and Applications Chemical Synthesis and Reactions

Publication details

Journal / source
Organic Letters
Publisher
American Chemical Society (ACS)
Volume
28
Issue
6
Pages
2154–2159
Publication date
4 February 2026
Language
EN