2-Nitroveratryl (oNv) is a new orthogonal group which is compatible with SPPS protocols and which 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.

This oNV is the latest addition to our repertoire of cysteine protecting groups. Find many more new and innovative technologies for the synthesis of peptides with several disulfide bridges in our brochure “Strategies and Building Blocks for the Synthesis of Cyclic Peptides”.

• 2-Nitroveratryl as a Photocleavable Thiol-Protecting Group for Directed Disulfide Bond Formation in the Chemical Synthesis of Insulin; J. A. Karas, D. B. Scanlon, B. E. Forbes, I. Vetter, R. J. Lewis, J. Gardiner, F. Separovic, J. D. Wade and M. A. Hossain; Chemistry – A European Journal 2014; 20: 9549-9552. doi:10.1002/chem.201403574