Synthetic studies on oligosaccharide of a glycolipid from the spermatozoa of bivalves. VII. The synthesis of di-, tri-, tetrasaccharides related to glycosphingolipid

T. Takeda, N. Hada, Y. Ogihara

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15 Citations (Scopus)

Abstract

The three kinds of oligosaccharides that constitute the partial structure of lipid IV (1) were synthesized as follows. The disaccharide O-β-D-mannopyranosyl-(1 → 4)-D-glucopyranose (13), the trisaccharide O-α-D-mannopyranosyl-(1 → 3)-O-β-D-mannopyranosyl-(1 → 4)-D-glucopyranose (21), and the tetrasaccharide O-α-D-mannopyranosyl-(1 → 3)-O-[β-D-xylopyranosyl-(1 → 2)-O-β-D-mannopyranosyl-(1 → 4)-D-glucopyranose (25) were each synthesized by stepwise condensation of suitable protected monosaccharide units. A 1,6-anhydro-D-glucopyranose derivative was used as the glycosyl acceptor, and bromide derivatives of D-mannose and D-xylose as donors.

Original languageEnglish
Pages (from-to)1930-1933
Number of pages4
JournalChemical and Pharmaceutical Bulletin
Volume40
Issue number7
Publication statusPublished - 1992
Externally publishedYes

Fingerprint

Trisaccharides
Glycosphingolipids
Monosaccharides
Disaccharides
Bivalvia
Xylose
Glycolipids
Mannose
Bromides
Oligosaccharides
Spermatozoa
Derivatives
Condensation
Lipid IV

ASJC Scopus subject areas

  • Chemistry(all)
  • Organic Chemistry
  • Drug Discovery
  • Pharmacology

Cite this

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abstract = "The three kinds of oligosaccharides that constitute the partial structure of lipid IV (1) were synthesized as follows. The disaccharide O-β-D-mannopyranosyl-(1 → 4)-D-glucopyranose (13), the trisaccharide O-α-D-mannopyranosyl-(1 → 3)-O-β-D-mannopyranosyl-(1 → 4)-D-glucopyranose (21), and the tetrasaccharide O-α-D-mannopyranosyl-(1 → 3)-O-[β-D-xylopyranosyl-(1 → 2)-O-β-D-mannopyranosyl-(1 → 4)-D-glucopyranose (25) were each synthesized by stepwise condensation of suitable protected monosaccharide units. A 1,6-anhydro-D-glucopyranose derivative was used as the glycosyl acceptor, and bromide derivatives of D-mannose and D-xylose as donors.",
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AU - Takeda, T.

AU - Hada, N.

AU - Ogihara, Y.

PY - 1992

Y1 - 1992

N2 - The three kinds of oligosaccharides that constitute the partial structure of lipid IV (1) were synthesized as follows. The disaccharide O-β-D-mannopyranosyl-(1 → 4)-D-glucopyranose (13), the trisaccharide O-α-D-mannopyranosyl-(1 → 3)-O-β-D-mannopyranosyl-(1 → 4)-D-glucopyranose (21), and the tetrasaccharide O-α-D-mannopyranosyl-(1 → 3)-O-[β-D-xylopyranosyl-(1 → 2)-O-β-D-mannopyranosyl-(1 → 4)-D-glucopyranose (25) were each synthesized by stepwise condensation of suitable protected monosaccharide units. A 1,6-anhydro-D-glucopyranose derivative was used as the glycosyl acceptor, and bromide derivatives of D-mannose and D-xylose as donors.

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