Silicon Chemistry

, Volume 1, Issue 3, pp 215–222

Amino acid and peptide chemistry on silicones


  • Frank J. LaRonde
    • Department of ChemistryMcMaster University
  • Michael A. Brook
    • Department of ChemistryMcMaster University
  • Gang Hu
    • Department of ChemistryMcMaster University

DOI: 10.1023/A:1021290121661

Cite this article as:
LaRonde, F.J., Brook, M.A. & Hu, G. Silicon Chemistry (2002) 1: 215. doi:10.1023/A:1021290121661


Poly(dimethylsiloxanes), di-terminated with amino acids, were synthesized by employing the Diels-Alder reaction of cyclopentadiene- or furan-terminated poly(dimethylsiloxanes) with functional dienophiles including N-maleoyl-protected phenylalanine. The amino acid could be chain extended using conventional solution peptide coupling with DCC, DMAP and N-hydroxysuccinimide to give a dipeptide-terminated silicone. The molecular weight of the silicone component of the telechelic system could be increased by acid-catalyzed redistribution with octamethylcyclotetrasiloxane (D4).

functional siliconesamino acidspeptides
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© Kluwer Academic Publishers 2002