Karas, J.Scanlon, D.Forbes, B.Vetter, I.Lewis, R.Gardiner, J.Separovic, F.Wade, J.Hossain, M.2015-06-222015-06-222014Chemistry: A European Journal, 2014; 20(31):9549-95520947-65391521-3765http://hdl.handle.net/2440/92451Chemical synthesis of peptides can allow the option of sequential formation of multiple cysteines through exploitation of judiciously chosen regioselective thiol-protecting groups. We report the use of 2-nitroveratryl (oNv) as a new orthogonal group that can be cleaved by photolysis under ambient conditions. In combination with complementary S-pyridinesulfenyl activation, disulfide bonds are formed rapidly in situ. The preparation of Fmoc-Cys(oNv)-OH is described together with its use for the solid-phase synthesis of complex cystine-rich peptides, such as insulin.en© 2014 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheimcysteine-protecting groups; insulin; peptides; photochemistry; regioselectivityJournal article003002513610.1002/chem.2014035740003401766000132-s2.0-849299925092-s2.0-8490556380984657