2-Hydroxy-4-methoxybenzyl as a Thiol-Protecting Group for Directed-Disulfide Bond Formation - Archive ouverte HAL
Article Dans Une Revue Organic Letters Année : 2022

2-Hydroxy-4-methoxybenzyl as a Thiol-Protecting Group for Directed-Disulfide Bond Formation

Rémy Béroud
  • Fonction : Auteur
Didier Boturyn

Résumé

The chemical synthesis of disulfide-rich peptides such as toxins can be accomplished by using numerous orthogonal cysteine-protecting groups. Herein we report the use of Hmb off/on protecting group for directed disulfide bond formation. Its combination with classical Trt, Acm and Mob groups was studied for the synthesis of NMB-1 and Phlotoxin-1 toxins highlighting new orthogonal strategies for directed disulfide bond formation.

Domaines

Chimie organique
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Dates et versions

hal-03693367 , version 1 (10-06-2022)

Identifiants

Citer

Claude Zoukimian, Rémy Béroud, Didier Boturyn. 2-Hydroxy-4-methoxybenzyl as a Thiol-Protecting Group for Directed-Disulfide Bond Formation. Organic Letters, 2022, 24 (18), pp.3407-3410. ⟨10.1021/acs.orglett.2c01190⟩. ⟨hal-03693367⟩
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