Solid-phase synthesis of hydroxyproline-based cyclic hexapeptides

Cyclic peptides are excellent tools to investigate the functional and spati al requirements for ligands to bind to a given target. In this paper we rep ort the synthesis of a library of cyclic hexapeptides, designed to be Selec tin antagonists. Based on molecular modelling calculations, these peptides contain a hydroxyproline building block that serves also as the point of at tachment to the solid phase. A modified THP linker has been prepared to bin d the hydroxy group of this amino acid to aminomethyl SynPhase(TM) Lanterns . Amino acids of the D- and L-series are used and their influence onto the cyclisation step is also investigated. (C) 2001 Elsevier Science Ltd. All r ights reserved.