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Identification of constituent sugar residues in oligosaccharides by two-dimensional 1H NMR phase-sensitive correlated spectroscopy

✍ Scribed by Janusz Dabrowski; Andrzej Ejchart; Maria Kordowicz; Peter Hanfland

Publisher
John Wiley and Sons
Year
1987
Tongue
English
Weight
807 KB
Volume
25
Category
Article
ISSN
0749-1581

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✦ Synopsis

Pure absorption phase-sensitive shift-correlated 'H NMR spectra were shown to furnish complete information on chemical shifts, their connectivities (including one-and two-step remote connectivities) and coupling constants for oligosaccharides of considerable complexity. Therefore, a strategy using these spectra as a first step in ab initio structure elucidation of carbohydrates may require less effort and spectrometer time than alternative strategies exploiting $-resolved, double quantum and relayed coherence transfer spectra. All these methods and also triple quantum filtered spectra were applied in order to compare their merits and to identify the constituent sugar residues of three peracetylated glycosphingolipids, viz. Gala(l-3)Galf3( 14)GlcNAc~(l-3)Galfi( 14)Glcf3( 1-1)Cer (Cer=ceramide), Gala(l-3)Galfi(1-4)GlcNAc~(l-3)[Gala(l-3)Gal~(l4)GlcNAcf3(l~)~Galf3( 14)GlcNAcf3(l-3)Galf3( 14)Glcf3( 1-1)Cer and GalNAcp( 1-3)Gala( 14)Calf3(l~)Glcf3(l-1)Cer(globoside).

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