Publication Type
Peer Reviewed Journal
Mandatory Citation Fields
Fourniere, V,Skantz, L,Sajtos, F,Oscarson, S,Lahmann, M;
2010
January
Tetrahedron
Synthesis of the Lewis b pentasaccharide and a HSA-conjugate thereof
Published
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Glycosylation Regioselective 3,4-benzylidene opening Glycoconjugates Helicobacter pylori Carbohydrate synthesis BLOOD-GROUP DETERMINANTS HELICOBACTER-PYLORI CONCISE SYNTHESIS ADHESION ANTIGEN TETRASACCHARIDE HEXASACCHARIDE INHIBITION LE(B)
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Helicobacter pylori, a gastric pathogen, binds to various blood group antigens, including the Lewis types, present in the gastric tissue and a relation between the presentation of the ligands and the overall strength of binding has been assumed. Synthetic Lewis b tetra- and hexasaccharide conjugates are available but not the analogous pentasaccharide. An efficient synthesis of the amino spacer equipped Lewis b pentasaccharide, 3-aminopropyl alpha-L-fucopyranosyl-(1 -> 2)-beta-D-galactopyranosyl-(1 3)-[alpha-L-fucopyranosyl-(1 -> 4)]-2-acetamido-2-deoxy-beta-D-glucopyranosyl-(1 -> 3)-beta-D-galactopyranoside, is presented to enable further investigation of the carbohydrate recognition process of H. pylori. (C) 2010 Elsevier Ltd. All rights reserved.
DOI 10.1016/j.tet.2010.07.036
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