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Efficient synthesis of thioether-based cyclic peptide libraries

โœ Scribed by Kade D. Roberts; John N. Lambert; Nicholas J. Ede; Andrew M. Bray

Publisher
Elsevier Science
Year
1998
Tongue
French
Weight
244 KB
Volume
39
Category
Article
ISSN
0040-4039

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โœฆ Synopsis

A new method for the synthesis of cychc peptide libraries has been developed where the key cyclisation step involves reaction between a C-terminal cysteine side chain and an N-terminal bromoacyl group. We report conditions whereby liberation of peptides from the solid support and cyclisation occur concurrently to form thioether-linked cyclic peptides in generally >95% yield.

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Examination of methodology for the synth
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## Abstract A new cysteineโ€based disulfide linker for Fmoc solid phase peptide synthesis was developed (Fmocโ€Cys(3โ€mercaptoโ€3โ€methylbutanoic acid)OPp) that allows the onโ€resin assembly and side chain deprotection of cyclic peptides. Model peptides and a cyclic peptide library of the structure [aโ€aโ€