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Synthesis of a disulfide-linked octameric peptide construct carrying three different antigenic determinants

G Kragol1, L Otvos, J Feng

  • 1The Wistar Institute, 3601 Spruce Street, Philadelphia, PA 19104, USA. kragol@wistar.upenn.edu

Bioorganic & Medicinal Chemistry Letters
|May 30, 2001
PubMed

In an effort to develop peptide vaccines against the influenza virus, we have successfully synthesized a disulfide-linked octameric homodimer that bears four copies of the influenza virus M2 protein ectodomain as well as two copies each of T-helper cell hemagglutinin epitopes, the I-E(d) restricted S1 and the I-A(d) restricted S2 fragments. Peptide attachment was via intermolecular disulfide formation from free sulfhydryl-bearing cysteine derivatives in solution. This reaction was efficient only when the amino-group of the cysteine was Fmoc-protected.

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