Solid phase synthesis of 'head-to-tail' cyclic peptides using a sulfonamide 'safety-catch' linker: The cleavage by cyclization approach
Yang, L.; Morriello, G.
Tetrahedron Letters 40(47): 8197-8200
ISSN/ISBN: 0040-4039 DOI: 10.1016/s0040-4039(99)01701-3
A new approach to the synthesis of cyclic peptides using Kenner's 'safety-catch' sulfonamide linker is described. After the linear peptide is assembled by Fmoc peptide synthesis, trityl is adopted as a temporary protecting group for the N-terminus amine while activating the acyl sulfonamide linker. Head-to-tail cyclization-cleavage of the amine to the acyl sulfonamide ensured final product purity.