Premium
Identification of constituent sugar residues in oligosaccharides by two‐dimensional 1 H NMR phase‐sensitive correlated spectroscopy
Author(s) -
Dabrowski Janusz,
Ejchart Andrzej,
Kordowicz Maria,
Hanfland Peter
Publication year - 1987
Publication title -
magnetic resonance in chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.483
H-Index - 72
eISSN - 1097-458X
pISSN - 0749-1581
DOI - 10.1002/mrc.1260250414
Subject(s) - chemistry , nuclear magnetic resonance spectroscopy , spectral line , nmr spectra database , sugar , absorption spectroscopy , two dimensional nuclear magnetic resonance spectroscopy , infrared spectroscopy , stereochemistry , organic chemistry , quantum mechanics , astronomy , physics
Pure absorption phase‐sensitive shift‐correlated 1 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 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).