Replacement of carbohydrate sulfates by sugar C-sulfonic acid derivatives

Anikó Borbás, Magdolna Csávás, László Szilágyi, Gábor Májer, András 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 - Dec 1 2004

Keywords

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

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry

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