Direct Peptide Lipidation through Thiol-Ene Coupling Enables Rapid Synthesis and Evaluation of Self-Adjuvanting Vaccine Candidates

A radical lipidation: Application of a novel thiol–ene lipidation enables the one‐step synthesis of self‐adjuvanting antigenic peptides as vaccine candidates. The resultant monoacyl lipopeptides are shown to activate monocytes in a robust manner.

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Bibliographic Details
Published in:Angewandte Chemie International Edition 2013-09, Vol.52 (40), p.10616-10619
Main Authors: Wright, Tom H., Brooks, Anna E. S., Didsbury, Alicia J., Williams, Geoffrey M., Harris, Paul W. R., Dunbar, P. Rod, Brimble, Margaret A.
Format: Article
Language:English
Subjects:
adjuvants
Antigens
Antigens - chemistry
Antigens - immunology
Humans
immunology
Joining
Lipopeptides - chemical synthesis
Lipopeptides - immunology
Peptides
Peptides - chemistry
Peptides - immunology
Radicals
Resultants
Stereoisomerism
Sulfhydryl Compounds - chemistry
Synthesis
thiol-ene reaction
Vaccines
Vaccines - chemical synthesis
Vaccines - pharmacology
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Description
Summary:A radical lipidation: Application of a novel thiol–ene lipidation enables the one‐step synthesis of self‐adjuvanting antigenic peptides as vaccine candidates. The resultant monoacyl lipopeptides are shown to activate monocytes in a robust manner.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.201305620