Journal
ORGANIC LETTERS
Volume 24, Issue 18, Pages 3407-3410Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.2c01190
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Funding
- Agence Nationale de la Recherche (ANR) [ANR-11-LABX-0003-01, ANR-17-EURE-0003]
- Association Nationale de la Recherche et de la Technologie (ANRT)
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In this study, we utilized the Hmb(off/on) protecting group for directed disulfide bond formation. By combining it with classical Trt, Acm, and Mob groups, we successfully synthesized NMB-1 and phlotoxin-1 toxins, demonstrating new orthogonal strategies for directed disulfide bond formation.
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 the 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.
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