Peptide-small molecule hybrids via orthogonal deprotection-chemoselective conjugation to cysteine-anchored scaffolds. A model study

…, SN Savinov, UV Manjappara, IM Chaiken

Index: Smith III, Amos B.; Savinov, Sergey N.; Manjappara, Uma V.; Chaiken, Irwin M. Organic Letters, 2002 , vol. 4, # 23 p. 4041 - 4044

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Citation Number: 40

Abstract

The feasibility of an orthogonal deprotection-conjugation protocol, holding the promise of libraries of functionally diverse chemical probes attached to cysteine-anchored peptide scaffolds, has been explored with a model system. The necessary tools for assembly of the hybrid libraries have been prepared and the tandem procedure optimized. S-Alkylation and S-sulfenylation are featured as the chemoselective ligation reactions.