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

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Title Development of highly pure α-helical lipoglycopeptides as self-adjuvanting vaccines
Author Zhong, Wei; Skwarczynski, Mariusz; Simerska, Pavla; Good, Michael Francis; Toth, Istvan
Journal Name Tetrahedron
Year Published 2009
Place of publication United Kingdom
Publisher Pergamon
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 peptides. Circular dichroism measurements provided the evidence of a-helix formation of the assembled peptide epitopes, which may have impact on their immunogenicity.
Peer Reviewed Yes
Published Yes
Publisher URI http://dx.doi.org/10.1016/j.tet.2009.02.060
Volume 65
Issue Number 17
Page from 3459
Page to 3464
ISSN 1464-5416
Date Accessioned 2011-07-13
Date Available 2011-08-12T06:22:15Z
Language en_AU
Research Centre Institute for Glycomics
Faculty Faculty of Science, Environment, Engineering and Technology
Subject Organic Chemistry
URI http://hdl.handle.net/10072/39991
Publication Type Journal Articles (Refereed Article)
Publication Type Code c1x

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