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Solid-phase synthesis of hydroxyproline-based cyclic hexapeptides

✍ Scribed by Andrea Basso; Beat Ernst

Publisher: Elsevier Science
Year: 2001
Tongue: French
Weight: 64 KB
Volume: 42
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(01)01368-5

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✦ Synopsis

Cyclic peptides are excellent tools to investigate the functional and spatial requirements for ligands to bind to a given target. In this paper we report the synthesis of a library of cyclic hexapeptides, designed to be Selectin antagonists. Based on molecular modelling calculations, these peptides contain a hydroxyproline building block that serves also as the point of attachment to the solid phase. A modified THP linker has been prepared to bind the hydroxy group of this amino acid to aminomethyl SynPhase™ Lanterns. Amino acids of the D-and L-series are used and their influence onto the cyclisation step is also investigated.

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