ORGN 747 |
| In this contribution we present the synthesis of water-soluble hosts composed of a tetraaza[6.1.6.1]paracyclophane and four branches with a terminal glucose or galactose residue. The cyclophane moiety provides a cavity for guest-binding, while terminal glucoside moieties act as a tag directed toward carbohydrate-binding proteins (lectins). The saccharide cyclophane was selectively bound to the lectin, which was readily monitored by a visible turbidity of the solution due to a cross-linking agglutination of these components. The guest-binding ability of the saccharide cyclophane for hydrophobic guests such as amine-reactive fluorescent dye and its saccharide-directed chemical modification toward a lectin were examined from a viewpoint of fluorescent biosensor. The synthesis and characterization of cyclophanes having other kind of saccharide residues will also be presented. |
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Asymmetric Reactions, Molecular Recognition, Self Assembly, Bioorganic Chemistry, Process R&D
8:00 PM-10:00 PM, Wednesday, 16 March 2005 Convention Center -- Hall D, Poster
Division of Organic Chemistry |