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  • Development of highly pure α-helical lipoglycopeptides as self-adjuvanting vaccines

    Author(s)
    Zhong, Wei
    Skwarczynski, Mariusz
    Simerska, Pavla
    F. Good, Michael
    Toth, Istvan
    Griffith University Author(s)
    Good, Michael F.
    Year published
    2009
    Metadata
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    Abstract
    The incorporation of lipid moieties into synthetic peptide vaccines has been demonstrated to self-adjuvant otherwise poorly immunogenic peptides, whereas carbohydrates have emerged to be advantageous carriers for assembling these peptides. With the advent of an efficient native chemical ligation method, which is compatible with both peptides and carbohydrates, we have developed highly pure self-adjuvanting tetravalent group A streptococcal vaccine candidates assembled on carbohydrate templates. The utility of chemoselective ligation has overcome difficulties in the synthesis and purification of branched high molecular weight ...
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    The incorporation of lipid moieties into synthetic peptide vaccines has been demonstrated to self-adjuvant otherwise poorly immunogenic peptides, whereas carbohydrates have emerged to be advantageous carriers for assembling these peptides. With the advent of an efficient native chemical ligation method, which is compatible with both peptides and carbohydrates, we have developed highly pure self-adjuvanting tetravalent group A streptococcal vaccine candidates assembled on carbohydrate templates. The utility of chemoselective ligation has overcome difficulties in the synthesis and purification of branched high molecular weight peptides. Circular dichroism measurements provided the evidence of a-helix formation of the assembled peptide epitopes, which may have impact on their immunogenicity.
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    Journal Title
    Tetrahedron
    Volume
    65
    Issue
    17
    DOI
    https://doi.org/10.1016/j.tet.2009.02.060
    Subject
    Organic Chemistry not elsewhere classified
    Medicinal and Biomolecular Chemistry
    Organic Chemistry
    Publication URI
    http://hdl.handle.net/10072/39991
    Collection
    • Journal articles

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