Replacement of carbohydrate sulfates by sugar C-sulfonic acid derivatives

A. Borbás, Magdolna Csávás, László Szilágyi, Gábor Májer, A. Lipták

Research output: Contribution to journalArticle

17 Citations (Scopus)

Abstract

3′-Substituted p-methoxyphenyl β-lactosides and one of their 3′-epimer were synthesized. The common feature of these compounds is the presence of a strong negative charge at position C-3′ in the form of sulfonic acid moieties. The 3′,4′-diol derivative of p-methoxyphenyl lactoside was also glycosylated with the thioglycoside of the sulfoulosonic acid. The two-regioisomeric trisaccharides were isolated but their deprotection failed. The aim of the present study was to find carbohydrate ligand(s), which can inhibit the adhesion between Helicobacter pylori and the gastrointestinal epithelial cells.

Original languageEnglish
Pages (from-to)133-146
Number of pages14
JournalJournal of Carbohydrate Chemistry
Volume23
Issue number2-3
DOIs
Publication statusPublished - 2004

Fingerprint

Sulfonic Acids
Sugars
Sulfates
Thioglycosides
Carbohydrates
Derivatives
Trisaccharides
Helicobacter pylori
Adhesion
Epithelial Cells
Ligands
Acids
lactosides

Keywords

  • Carbohydrate sulfates
  • Epithelial cells
  • p-Methoxyphenyl lactoside
  • Proteins
  • Sulfonic acid

ASJC Scopus subject areas

  • Organic Chemistry
  • Biochemistry, Genetics and Molecular Biology(all)
  • Biochemistry

Cite this

Replacement of carbohydrate sulfates by sugar C-sulfonic acid derivatives. / Borbás, A.; Csávás, Magdolna; Szilágyi, László; Májer, Gábor; Lipták, A.

In: Journal of Carbohydrate Chemistry, Vol. 23, No. 2-3, 2004, p. 133-146.

Research output: Contribution to journalArticle

Borbás, A. ; Csávás, Magdolna ; Szilágyi, László ; Májer, Gábor ; Lipták, A. / Replacement of carbohydrate sulfates by sugar C-sulfonic acid derivatives. In: Journal of Carbohydrate Chemistry. 2004 ; Vol. 23, No. 2-3. pp. 133-146.
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