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Synthesis of the Lewis b pentasaccharide and a HSA-conjugate thereof
Stockholm University, Faculty of Science, Department of Organic Chemistry.
Stockholm University, Faculty of Science, Department of Organic Chemistry.
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2010 (English)In: Tetrahedron, ISSN 0040-4020, E-ISSN 1464-5416, Vol. 66, no 39, 7850-7855 p.Article in journal (Refereed) Published
Abstract [en]

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.

Place, publisher, year, edition, pages
2010. Vol. 66, no 39, 7850-7855 p.
Keyword [en]
Glycosylation, Regioselective 3, 4-benzylidene opening, Glycoconjugates, Helicobacter pylori, Carbohydrate synthesis
National Category
Organic Chemistry
Research subject
Organic Chemistry
URN: urn:nbn:se:su:diva-50074DOI: 10.1016/j.tet.2010.07.036ISI: 000282071100020OAI: diva2:382688
authorCount :5Available from: 2011-01-03 Created: 2010-12-21 Last updated: 2011-01-03Bibliographically approved

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