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Fmoc-L-Cys(oNv)-OH
Chemical name: N-alpha-(9-Fluorenylmethyloxycarbonyl)-S-(2-nitroveratryl)-L-cysteine // Synonyms: (R)-2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-(4,5-dimethoxy-2-nitrobenzylthio)propanoic acid, Fmoc-Cys(oNv)-OH
- Product code:FAA3970
- CAS No.:214633-71-3
- Formula:C27H26N2O8S
- Storage temperature:2-8°C
- Molecular weight:538.57 g/mol
from $593.75
description
2-nitroveratryl (oNv) is a new orthogonal group which is compatible with SPPS protocols and that can be cleaved by photolysis (350 nm) under ambient conditions. In combination with complementary S-pyridinesulfenyl activation, disulfide bonds are formed rapidly in situ. In order to demonstrate the versatility of this approach, it was applied to the synthesis of a number of model peptides: oxytocin, alpha-conotoxin ImI, and human insulin.
references
Karas J.A., Scanlon D.B., Forbes B.E., Vetter I., Lewis R.J., Gardiner J., Separovic F., Wade J.D., Hossain M.A.; 2-Nitroveratryl as a Photocleavable Thiol-Protecting Group for Directed Disulfide Bond Formation in the Chemical Synthesis of Insulin; Chem. Eur. J. 2014; 20: 9549-9552. DOI: 10.1002/chem.201403574.
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