Get 20M+ Full-Text Papers For Less Than $1.50/day. Start a 14-Day Trial for You or Your Team.

Learn More →

A Novel Linker Methodology for the Synthesis of Tailored Conjugate Vaccines Composed of Complex Carbohydrate Antigens and Specific TH‐Cell Peptide Epitopes

A Novel Linker Methodology for the Synthesis of Tailored Conjugate Vaccines Composed of Complex... Pathogenic organisms or oncogenically transformed cells often express complex carbohydrate structures at their cell surface, which are viable targets for active immunotherapy. We describe here a novel, immunologically neutral, linker methodology for the efficient preparation of highly defined vaccine conjugates that combine complex saccharide antigens with specific TH‐cell peptide epitopes. This novel heterobifunctional approach was employed for the conjugation of a (1→2)‐β‐mannan trisaccharide from the pathogenic fungus Candida albicans as well as the carbohydrate portion of tumor‐associated ganglioside GM2 to a TH‐cell peptide epitope derived from the murine 60 kDa self heat‐shock protein (hsp60). Moreover, the linkage chemistry has proven well suited for the synthesis of more complex target structures such as a biotinylated glycopeptide, a three component vaccine containing an immunostimulatory peptide epitope from interleukin‐1β (IL‐1β), and for the conjugation of complex carbohydrates to carrier proteins such as bovine serum albumin. http://www.deepdyve.com/assets/images/DeepDyve-Logo-lg.png Chemistry - A European Journal Wiley

A Novel Linker Methodology for the Synthesis of Tailored Conjugate Vaccines Composed of Complex Carbohydrate Antigens and Specific TH‐Cell Peptide Epitopes

Download PDF
10 pages

Loading next page...
 
/lp/wiley/a-novel-linker-methodology-for-the-synthesis-of-tailored-conjugate-F0103fz62I

References (53)

Publisher
Wiley
Copyright
Copyright © 2008 Wiley Subscription Services, Inc., A Wiley Company
ISSN
0947-6539
eISSN
1521-3765
DOI
10.1002/chem.200800065
pmid
18478617
Publisher site
See Article on Publisher Site

Abstract

Pathogenic organisms or oncogenically transformed cells often express complex carbohydrate structures at their cell surface, which are viable targets for active immunotherapy. We describe here a novel, immunologically neutral, linker methodology for the efficient preparation of highly defined vaccine conjugates that combine complex saccharide antigens with specific TH‐cell peptide epitopes. This novel heterobifunctional approach was employed for the conjugation of a (1→2)‐β‐mannan trisaccharide from the pathogenic fungus Candida albicans as well as the carbohydrate portion of tumor‐associated ganglioside GM2 to a TH‐cell peptide epitope derived from the murine 60 kDa self heat‐shock protein (hsp60). Moreover, the linkage chemistry has proven well suited for the synthesis of more complex target structures such as a biotinylated glycopeptide, a three component vaccine containing an immunostimulatory peptide epitope from interleukin‐1β (IL‐1β), and for the conjugation of complex carbohydrates to carrier proteins such as bovine serum albumin.

Journal

Chemistry - A European Journal – Wiley

Published: Mar 27, 2010

Keywords: ; ; ;

There are no references for this article.