Rapid Photolysis-Mediated Folding of Disulfide-Rich Peptides.
Chemistry
; 25(36): 8599-8603, 2019 Jun 26.
Article
em En
| MEDLINE
| ID: mdl-30924212
ABSTRACT
Structure-activity relationship studies are a highly time-consuming aspect of peptide-based drug development, particularly in the assembly of disulfide-rich peptides, which often requires multiple synthetic steps and purifications. Therefore, it is vital to develop rapid and efficient chemical methods to readily access the desired peptides. We have developed a photolysis-mediated "one-pot" strategy for regioselective disulfide bond formation. The new pairing system utilises two ortho-nitroveratryl protected cysteines to generate two disulfide bridges in less than one hour in good yield. This strategy was applied to the synthesis of complex disulfide-rich peptides such as Rho-conotoxin ρ-TIA and native human insulin.
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Texto completo:
1
Base de dados:
MEDLINE
Assunto principal:
Peptídeos
/
Raios Ultravioleta
/
Dissulfetos
Limite:
Humans
Idioma:
En
Ano de publicação:
2019
Tipo de documento:
Article