Synthesis of a New Template with a Built-in Adjuvant and Its Use in Constructing Peptide Vaccine Candidates Through Polyoxime Chemistry

Authors

  • Weiguang Zeng,

    1. Biochimie Médicale, CMU, CH-1211 Geneva 4, Switzerand
    2. Gryphon Sciences, 250E Grand Ave, South San Francisco, CA 94080, USA
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  • David C. Jackson,

    1. Departent of Microbiology, University of Melbourne, Parkvile 3052, Victoria, Australia
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  • Keith Rose

    Corresponding author
    1. Biochimie Médicale, CMU, CH-1211 Geneva 4, Switzerand
    • Biochimie Médicale, CMU, 1 rue Michel-Servet, CH-1211 Geneva 4, Switzerand Tel: (0041) 22 702 55 23, Fax (0041) 22 346 87 58
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Abstract

Synthetic lipopeptides are showing promise as vaccine candidates, but until now it has been very difficult to prepare them in homogeneous form. We describe the synthesis and characterization of a new water-soluble, four-branched template with a built-in lipophilic adjuvant (Pam3Cys). Through the use of oxime chemistry, we attached four copies of an unprotected influenza virus peptide and characterized the product (13kDa) by reversed-phase HPLC and electrospray ionization mass spectrometry. Several other such constructions were made using the new template and different peptides. We seem to have a general method for making synthetic lipopeptides in homogeneous form.

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