Structure determination of glycolipids using two dimensional proton nmr spectroscopy

Globoside

T. A.W. Koerner, J. N. Scarsdale, J. H. Prestegard, Robert K Yu

Research output: Contribution to journalArticle

18 Citations (Scopus)

Abstract

High resolution one and two dimensional proton nuclear magnetic resonance (2D-NMR) spectra of the glycosphingolipid globoside (the P blood group antigen) have been obtained at 500 WHz and 40–50 degrees C in dimethylsulfoxide-d6-deuterium oxide (98:2 v/v). Analysis of a scalar coupling correlated spectrum (SECSY) allows assignment of resonances to residue types. Analysis of the oligosaccharide anomeric proton signals in the 3–6 ppm region of the 2D nuclear Overhauser effect (2D-N0E) spectrum of globoside reveals inter-residue couplings that allow identification of glycosidic linkage interactions and hence a primary structure. The diversity of linkage types in globoside demonstrates that oligosaccharide sequence determination via 2D-NMR spectroscopy may be considered a general approach, regardless of the type of anomeric linkage involved. Measurement of the intra-oligosaccharide and inter-oligosaccharide NOE-couplings allows an estimation of the glycosidic interproton distances for each glycosidic linkage. These distances are shown to be consistent with current views of preferred glycosidic bond conformations.

Original languageEnglish (US)
Pages (from-to)565-580
Number of pages16
JournalJournal of Carbohydrate Chemistry
Volume3
Issue number4
DOIs
StatePublished - Jan 1 1984

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Globosides
Glycolipids
Oligosaccharides
Protons
Spectrum Analysis
Spectroscopy
Nuclear magnetic resonance
Magnetic Resonance Spectroscopy
Deuterium Oxide
Glycosphingolipids
Blood Group Antigens
Dimethyl Sulfoxide
Nuclear magnetic resonance spectroscopy
Sequence Analysis
Conformations

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry

Cite this

Structure determination of glycolipids using two dimensional proton nmr spectroscopy : Globoside. / Koerner, T. A.W.; Scarsdale, J. N.; Prestegard, J. H.; Yu, Robert K.

In: Journal of Carbohydrate Chemistry, Vol. 3, No. 4, 01.01.1984, p. 565-580.

Research output: Contribution to journalArticle

Koerner, T. A.W. ; Scarsdale, J. N. ; Prestegard, J. H. ; Yu, Robert K. / Structure determination of glycolipids using two dimensional proton nmr spectroscopy : Globoside. In: Journal of Carbohydrate Chemistry. 1984 ; Vol. 3, No. 4. pp. 565-580.
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