On the use of s-t-butylsulphenyl group for protection of cysteine in solid-phase peptide synthesis using fmoc-amino acids

Article abstract of DOI:10.1016/S0040-4020(01)86872-1

The utilization of the N^α-fluorenylmethoxycarbonyl derivative of S-t-butyl sulphenyl cysteine in solid-phase peptide synthesis for the preparation of several cysteine-containing peptides is described. When this derivative is located in the C-terminal position a side reaction prevents the formation of the desired product. Finally, a peptide containing a disulphide bond has been obtained in excellent yields by selective deprotection of the cysteines and disulfide bond formation on the solid support.