Investigation of glycosylating properties of 1-deoxy-1-ethoxysulfonyl-hept- 2-ulopyranosyl derivatives. Synthesis of a new sulfonic acid mimetic of the sialyl Lewis X tetrasaccharide

Magdolna Csávás, Gábor Májer, Mihály Herczeg, Judit Remenyik, László Lázár, Attila Mándi, A. Borbás, S. Antus

Research output: Article

5 Citations (Scopus)

Abstract

Glycosylation reactions of the ethylthio, bromo and chloro derivatives of 1-deoxy-1-ethoxysulfonyl-hept-2-ulopyranose were studied applying different acceptors under different conditions. Elimination side-reactions affording exo- and endoglycals occured in all cases, however, with different proportions. Glycosyl chloride donor was applied to glycosylate a trisaccharide acceptor obtaining a new sulfonic acid mimetic of the sialyl Lewis X tetrasaccharide in high yield.

Original languageEnglish
Pages (from-to)1527-1533
Number of pages7
JournalCarbohydrate Research
Volume346
Issue number12
DOIs
Publication statusPublished - szept. 6 2011

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Glycosylation
Trisaccharides
Sulfonic Acids
Chlorides
Derivatives

ASJC Scopus subject areas

  • Biochemistry
  • Analytical Chemistry
  • Organic Chemistry

Cite this

Investigation of glycosylating properties of 1-deoxy-1-ethoxysulfonyl-hept- 2-ulopyranosyl derivatives. Synthesis of a new sulfonic acid mimetic of the sialyl Lewis X tetrasaccharide. / Csávás, Magdolna; Májer, Gábor; Herczeg, Mihály; Remenyik, Judit; Lázár, László; Mándi, Attila; Borbás, A.; Antus, S.

In: Carbohydrate Research, Vol. 346, No. 12, 06.09.2011, p. 1527-1533.

Research output: Article

Csávás, Magdolna ; Májer, Gábor ; Herczeg, Mihály ; Remenyik, Judit ; Lázár, László ; Mándi, Attila ; Borbás, A. ; Antus, S. / Investigation of glycosylating properties of 1-deoxy-1-ethoxysulfonyl-hept- 2-ulopyranosyl derivatives. Synthesis of a new sulfonic acid mimetic of the sialyl Lewis X tetrasaccharide. In: Carbohydrate Research. 2011 ; Vol. 346, No. 12. pp. 1527-1533.
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AU - Májer, Gábor

AU - Herczeg, Mihály

AU - Remenyik, Judit

AU - Lázár, László

AU - Mándi, Attila

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AU - Antus, S.

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