Synthesis and chromatographic study of methyl-2,3-O-isopropylidene-5-dimethyl-arsinoyl-β-d-ribofuranoside and methyl-2,3-O-isopropylidene-5-deoxy-5-dimethyl-thioarsinoyl-β-d-ribofuranoside

Attila Gyepes, Richárd Schäffer, Gábor Bajor, Ágnes Woller, P. Fodor

Research output: Contribution to journalArticle

4 Citations (Scopus)

Abstract

The synthesis of two riboside-containing arsenic compounds, methyl-2,3-O-isopropylidene-5-dimethyl-arsinoyl-β-d-ribofuranoside and methyl-2,3-O-isopropylidene-5-deoxy-5-dimethyl-thioarsinoyl-β-d- ribofuranoside is presented in this paper. Intermediates and final products of the synthesis were examined by gas chromatography and thin layer chromatography. The purity of the products was assessed by NMR spectroscopy. Trimethylsilylation was used to volatilise sugar compounds and thus use of the costly HPLC-MS technique was avoided. The results affirmed the presence of tautomers in case of arsenosugars.

Original languageEnglish
Pages (from-to)2655-2661
Number of pages7
JournalPolyhedron
Volume27
Issue number12
DOIs
Publication statusPublished - Aug 21 2008

Fingerprint

arsenic compounds
Arsenic compounds
thin layer chromatography
Arsenicals
Thin layer chromatography
tautomers
synthesis
products
gas chromatography
sugars
Thin Layer Chromatography
Sugars
Gas chromatography
Gas Chromatography
Nuclear magnetic resonance spectroscopy
purity
Magnetic Resonance Spectroscopy
High Pressure Liquid Chromatography
nuclear magnetic resonance
spectroscopy

Keywords

  • Arsenosugars
  • Gas chromatography
  • Methyl-2,3-O-isopropylidene-5-deoxy-5-dimethyl-thioarsinoyl-β-d-ribofuranoside
  • Methyl-2,3-O-isopropylidene-5-dimethyl-arsinoyl-β-d-ribofuranoside
  • Thin-layer chromatography
  • Trimethylsilylation

ASJC Scopus subject areas

  • Biochemistry
  • Inorganic Chemistry
  • Physical and Theoretical Chemistry
  • Materials Chemistry

Cite this

Synthesis and chromatographic study of methyl-2,3-O-isopropylidene-5-dimethyl-arsinoyl-β-d-ribofuranoside and methyl-2,3-O-isopropylidene-5-deoxy-5-dimethyl-thioarsinoyl-β-d-ribofuranoside. / Gyepes, Attila; Schäffer, Richárd; Bajor, Gábor; Woller, Ágnes; Fodor, P.

In: Polyhedron, Vol. 27, No. 12, 21.08.2008, p. 2655-2661.

Research output: Contribution to journalArticle

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abstract = "The synthesis of two riboside-containing arsenic compounds, methyl-2,3-O-isopropylidene-5-dimethyl-arsinoyl-β-d-ribofuranoside and methyl-2,3-O-isopropylidene-5-deoxy-5-dimethyl-thioarsinoyl-β-d- ribofuranoside is presented in this paper. Intermediates and final products of the synthesis were examined by gas chromatography and thin layer chromatography. The purity of the products was assessed by NMR spectroscopy. Trimethylsilylation was used to volatilise sugar compounds and thus use of the costly HPLC-MS technique was avoided. The results affirmed the presence of tautomers in case of arsenosugars.",
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