Investigation toward multi-epitope vaccine candidates using native chemical ligation

Fujita, Yoshio, Moyle, Peter M., Hieu, Suzanne, Simerska, Pavla and Toth, Istvan (2008) Investigation toward multi-epitope vaccine candidates using native chemical ligation. Biopolymers: Peptide Science, 90 5: 624-632. doi:10.1002/bip.21002

Author Fujita, Yoshio
Moyle, Peter M.
Hieu, Suzanne
Simerska, Pavla
Toth, Istvan
Title Investigation toward multi-epitope vaccine candidates using native chemical ligation
Journal name Biopolymers: Peptide Science   Check publisher's open access policy
ISSN 0006-3525
Publication date 2008-01-01
Sub-type Article (original research)
DOI 10.1002/bip.21002
Volume 90
Issue 5
Start page 624
End page 632
Total pages 9
Editor Heather Benson
Istvan Toth
Place of publication Hoboken, NJ, U.S.A.
Publisher John Wiley & Sons
Language eng
Subject C1
030499 Medicinal and Biomolecular Chemistry not elsewhere classified
920109 Infectious Diseases
Formatted abstract
We applied native chemical ligation (NCL) method to the synthesis of highly pure lipid-core peptide (LCP) vaccines to attach various peptide epitopes. In the case of the synthesis of LCP vaccine with two different peptide epitopes, LCP moieties having two free Cys and two protected Cys derivatives (S-acetamidemethyl-Cys, (Cys(Acm)), N-methylsulfonylethyloxycarbonyl-Cys (Msc-Cys), or 1,3-thiazolidine-4-carboxylic acid (Thz)) on oligolysine branches were prepared in order to couple two different epitopes by stepwise NCL. It was found that the difficulty in NCL of first two peptide antigen was associated with the steric hindrance. Using Thz instead of Cys(Acm) and Msc-Cys was important to reduce the steric hindrance and improve NCL yield.
Keyword Native chemical ligation
Lipid core peptide
Multiple epitope vaccine
Q-Index Code C1
Q-Index Status Confirmed Code
Institutional Status UQ

Document type: Journal Article
Sub-type: Article (original research)
Collections: 2009 Higher Education Research Data Collection
School of Chemistry and Molecular Biosciences
School of Pharmacy Publications
Version Filter Type
Citation counts: TR Web of Science Citation Count  Cited 13 times in Thomson Reuters Web of Science Article | Citations
Scopus Citation Count Cited 13 times in Scopus Article | Citations
Google Scholar Search Google Scholar
Created: Thu, 19 Feb 2009, 00:33:51 EST by Jennifer Falknau on behalf of School of Chemistry & Molecular Biosciences