Convergent synthetic methodology for the construction of self-adjuvanting lipopeptide vaccines using a novel carbohydrate scaffold

• Vincent Fagan,
• Istvan Toth and
• Pavla Simerska

Beilstein J. Org. Chem. 2014, 10, 1741–1748, doi:10.3762/bjoc.10.181

• by the preparation of a second vaccine candidate which incorporated an additional promiscuous T-helper epitope. Keywords: amino acid lipidation; cycloadditon reaction; multivalent glycosystems; peptide vaccine; tetrapropargyl glucopyranose; Introduction Vaccination is often the most effective and

• building block 1 reported here is concise and efficient, involving only one chromatographic step and takes advantage of the highly efficient “click” reaction. Synthesis of lipo-amino acid Lipidation of peptides is important as it is often used to improve stability and permeability of potential therapeutics