Journal
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
Volume 29, Issue 11, Pages 1340-1344Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.bmcl.2019.03.048
Keywords
TLR7 agonist; Synthetic peptide conjugates; 9-Benzyl-2-butoxy-8-oxo-adenine; Dendritic cells; T cell proliferation
Categories
Funding
- Netherlands Organisation for Scientific Research (NWO) through the Institute of Chemical Immunology (NWO Zwaartekracht) [ICI00001]
- Netherlands Organisation for Scientific Research (NWO) through the research program TOP (NWO-ZonMw) [91211011]
- Leiden University Profiling Area Bioscience: the Science Base of Health grant
Ask authors/readers for more resources
Covalent linking of immunogenic oligopeptides with synthetic Toll-like receptor ligands is a useful approach to develop self-adjuvanting vaccines. In particular, small-molecule based agonists of Toll-like receptor 7 (TLR7) that are derived from 8-oxo-adenine core are potentially promising because these chemically robust TLR7 ligands can be connected to peptide T-cell epitopes via straightforward solid-phase peptide synthesis. In this contribution we present the synthesis of a Boc-protected 9-benzyl-2-alkoxy-8-oxo-adenine building block and its application in the online solid phase synthesis of three peptide conjugates that differ in the position of the TLR7 ligand within the peptide. The conjugates are able to induce dendritic cell maturation and T cell proliferation while the position of the ligand impacts T cell proliferation potency.
Authors
I am an author on this paper
Click your name to claim this paper and add it to your profile.
Reviews
Recommended
No Data Available