SYNTHESIS AND EVALUATION OF RGD PEPTIDOMIMETICS AIMED AT SURFACE BIODERIVATIZATION OF POLYMER SUBSTRATES

Several RGD peptidomimetics have been prepared, in a convergent way, f rom the common ortho-amino-tyrosine template (O-substituted with an an chorage-arm or a methyl group, and alpha N-substituted with a fluorine tag for XPS analysis), and various omega-aminoacid derivatives. The m ost flexible compounds have shown a biological activity similar to tha t of the peptide reference (RGDS) in the platelet aggregation test. Th e compound 16a could be fitted (by modelisation) with DMP 728 and c(RG DfV), two cyclic peptides that are good ligands of integrins. The comp ound 16b has been covalently fixed on the surface of a poly(ethylene t erephthalate) membrane used as support for mammalian cell cultivation. (C) 1998 Elsevier Science Ltd. All rights reserved.