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

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Dabrowski,  Janusz
Department of Organic Chemistry, Max Planck Institute for Medical Research, Max Planck Society;

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Ejchart,  Andrzej
Department of Organic Chemistry, Max Planck Institute for Medical Research, Max Planck Society;

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Citation

Dabrowski, J., Ejchart, A., Kordowicz, M., & Hanfland, P. (1987). Identification of constituent sugar residues in oligosaccharides by two‐dimensional 1H NMR phase‐sensitive correlated spectroscopy. Magnetic Resonance in Chemistry, 25(4), 338-346. doi:10.1002/mrc.1260250414.


Cite as: http://hdl.handle.net/21.11116/0000-0007-2F26-B
Abstract
Pure absorption phase‐sensitive shift‐correlated 1H 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 J‐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. Galα(1–3)Galβ(1–4)GlcNAcβ(1–3)Galβ(1–4)Glcβ(1–1)Cer(Cer=ceramide),Galα(1–3)Galβ(1–4)GlcNAcβ(1–3)[Galα(1–3)Galβ(1–4)GlcNAcβ(1–6)]Galβ(1–4)GlcNAcβ(1–3)Galβ(1–4)Glcβ(1–1)Cer and GalNAcβ(1–3)Galα(1–4)Galβ(1–4)Glcβ(1–1)Cer(globoside).