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Rapid Photolysis-Mediated Folding of Disulfide-Rich Peptides.
- Source :
-
Chemistry (Weinheim an der Bergstrasse, Germany) [Chemistry] 2019 Jun 26; Vol. 25 (36), pp. 8599-8603. Date of Electronic Publication: 2019 May 22. - Publication Year :
- 2019
-
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.<br /> (© 2019 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.)
Details
- Language :
- English
- ISSN :
- 1521-3765
- Volume :
- 25
- Issue :
- 36
- Database :
- MEDLINE
- Journal :
- Chemistry (Weinheim an der Bergstrasse, Germany)
- Publication Type :
- Academic Journal
- Accession number :
- 30924212
- Full Text :
- https://doi.org/10.1002/chem.201901334