Synthesis and evaluation of RGD peptidomimetics aimed at surface bioderivatization of polymer substrates

Bioorg Med Chem. 1998 Sep;6(9):1577-95. doi: 10.1016/s0968-0896(98)00083-2.

Abstract

Several RGD peptidomimetics have been prepared, in a convergent way, from the common ortho-aminotyrosine template (O-substituted with an anchorage-arm or a methyl group, and alpha N-substituted with a fluorine tag for XPS analysis), and various omega-aminoacid derivatives. The most flexible compounds have shown a biological activity similar to that of the peptide reference (RGDS) in the platelet aggregation test. The compound 16a could be fitted (by modelisation) with DMP 728 and c(RGDfV), two cyclic peptides that are good ligands of integrins. The compound 16b has been covalently fixed on the surface of a poly(ethylene terephthalate) membrane used as support for mammalian cell cultivation.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Evaluation Studies as Topic
  • Humans
  • Magnetic Resonance Spectroscopy
  • Molecular Mimicry*
  • Oligopeptides / chemistry*
  • Peptides / chemical synthesis*
  • Peptides / pharmacology
  • Platelet Aggregation / drug effects
  • Polymers
  • Protein Conformation
  • Surface Properties

Substances

  • Oligopeptides
  • Peptides
  • Polymers
  • arginyl-glycyl-aspartic acid