Synthesis, Conformational Studies, Binding Assessment and Liposome Insertion of a Thioether‐Bridged Mimetic of the Antigen GM3 Ganglioside Lactone

Abstract

Conformation analysis and synthesis of 2, a hydrolytically stable mimetic of the tumour antigen, GM3 lactone ganglioside (1 a), is reported (see figure for superimposed images of 1 a and 2). The interaction between 2 and wheat germ agglutinin lectin showed that 2 is a veritable mimetic of a sialyl-containing saccharide. DOPC/DOPE liposomes containing thioether 3 were also prepared and characterized; these could prove to be promising carriers for the production of monoclonal antibodies. Supporting information for this article is available on the WWW under http://www.wiley-vch.de/contents/jc_2268/2007/z700208_s.pdf or from the author. Please note: The publisher is not responsible for the content or functionality of any supporting information supplied by the authors. Any queries (other than missing content) should be directed to the corresponding author for the article.