Direct Synthesis of Peptide-Containing Silicones: A New Way to Bioactive Materials

Chemistry. 2020 Oct 6;26(56):12839-12845. doi: 10.1002/chem.202001571. Epub 2020 Sep 11.

Abstract

A simple and efficient way to synthesize peptide-containing silicone materials is described. Silicone oils containing a chosen ratio of bioactive peptide sequences were prepared by acid-catalyzed copolymerization of dichlorodimethylsilane, hybrid dichloromethyl peptidosilane, and Si(vinyl)- or SiH-functionalized monomers. Functionalized silicone oils were first obtained and then, after hydrosilylation cross-linking, bioactive polydimethylsiloxane (PDMS)-based materials were straightforwardly obtained. The introduction of an antibacterial peptide yielded PDMS materials showing activity against Staphylococcus aureus. PDMS containing RGD ligands showed improved cell-adhesion properties. This generic method was fully compatible with the stability of peptides and thus opened the way to the synthesis of a wide range of biologically active silicones.

Keywords: antimicrobials; hydrosilylation; peptides; polymerization; silicones.

MeSH terms

  • Cell Adhesion
  • Dimethylpolysiloxanes*
  • Peptides
  • Polymerization
  • Silicone Oils

Substances

  • Dimethylpolysiloxanes
  • Peptides
  • Silicone Oils