Evaluation of lipopeptides as toll-like receptor 2 ligands

Hussein, Waleed, Choi, Phil, Zhang, Cheng, Su, Mei, Sierecki, Emma, Johnston, Wayne, Fagan, Vincent, Alexandrov, Kirill, Skwarczynski, Mariusz, Gambin, Yann, Toth, Istvan and Simerska, P. (2016) Evaluation of lipopeptides as toll-like receptor 2 ligands. Current Drug Delivery, 13 7: 935-943. doi:10.2174/1567201813666160804114107


Author Hussein, Waleed
Choi, Phil
Zhang, Cheng
Su, Mei
Sierecki, Emma
Johnston, Wayne
Fagan, Vincent
Alexandrov, Kirill
Skwarczynski, Mariusz
Gambin, Yann
Toth, Istvan
Simerska, P.
Title Evaluation of lipopeptides as toll-like receptor 2 ligands
Journal name Current Drug Delivery   Check publisher's open access policy
ISSN 1875-5704
1567-2018
Publication date 2016-01-01
Year available 2016
Sub-type Article (original research)
DOI 10.2174/1567201813666160804114107
Open Access Status Not yet assessed
Volume 13
Issue 7
Start page 935
End page 943
Total pages 1
Place of publication Bussum, Netherlands
Publisher Bentham Science Publishers
Abstract Peptide-based vaccines are considered to be the next generation of modern immunizations, as they are safe, easy to produce and well-defined. However, due to their weak immunogenic effect, it is important to first develop an appropriate adjuvant for peptide-based vaccines. In this work, a series of four adjuvanting moieties was synthesized as alkyne derivatives, incorporating dipalmitoyl serine (DPS), 1,3-diglyceride (DG), two hexadecane lipoamino acids (diLAA), and 2,3-dipalmitoyl-S-glycerylcysteine (Pam2Cys). The azide derivative of biotinylated J14 peptide (model B-cell epitope) was synthesized and attached to the alkynes through copper-catalyzed alkyne-azide 1,3-dipolar cycloaddition reaction. The final conjugates were analyzed by cell-free expressed toll-like receptor (TLR) 2 or 8 AlphaScreen proximity assay. Among tested compounds, our newly designed self-adjuvanting moiety DPS showed strong binding efficacy, similar to that of the powerful TLR2 agonist Pam2Cys.
Keyword TLR2 agonists
Vaccines
Lipopeptide
Peptide synthesis
AlphaScreen assay
Q-Index Code C1
Q-Index Status Provisional Code
Institutional Status UQ

 
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Created: Tue, 28 Feb 2017, 16:54:55 EST by Chris Ende on behalf of School of Chemistry & Molecular Biosciences