A Study of Methyl β-Xylobioside: An Illustrative Example of Two-Dimensional NMR Methods

Wise, William B.; Pfeffer, Philip E.; Ková, Pavol

doi:10.1080/07328308408057915

Cited by 11 publications

References 11 publications

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Conformational analysis of ß(1→4)‐linked polysaccharides in aprotic solvent solutions

Nardin

Vincendon

1988

Makromol. Chem.

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The I H NMR parameters (chemical shift and coupling constant) of s(1+4)-linked polysaccharides xylan, cellulose, and chitin are compared in solutions of aprotic solvents. The following NMR parameters are analyzed: 1) Chemical shifts of labile protons, 2) their variation with temperature, 3) coupling constants through the H-C-0-H moietyfor monomers, dimers, and the corresponding polymers. It is observed that the OH-3 hydroxyl group for cellulose and chitin oligomers and polymers present a particular behaviour, which is in agreement with the existence of an intramolecular hydrogen bond between this hydroxyl of one monomeric unit, and the heterocyclic oxygen atom of the adjacent monomeric unit. This kind of intramolecular hydrogen bond is not observed in case of the xylan series. It can be concluded that substitution of an equatorial hydrogen atom at the C-5 position of the sugar ring by a CH20H groupwhen passing from xylan to cellulose and chitininduces a rotation restriction around the glycosidic bond. This places the OH-3 hydroxyl group in a favourable position to be hydrogen-bonded. The consequent implication on the respective conformations of the chains in solution is discussed.

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Conformational analysis of ß(1→4)‐linked polysaccharides in aprotic solvent solutions

Nardin

Vincendon

1988

Makromol. Chem.

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Analysis of Complex Carbohydrate Primary and Secondary Structure via Two-Dimensional Proton Nuclear Magnetic Resonance Spectroscopy

Koerner

Scarsdale

et al. 1988

The Molecular Immunology of Complex Carbohydrates

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Elucidation of glycolipid structure by proton nuclear magnetic resonance spectroscopy

Koerner

Scarsdale

et al. 1986

Chemistry and Physics of Lipids

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A Study of Methyl β-Xylobioside: An Illustrative Example of Two-Dimensional NMR Methods

Cited by 11 publications

References 11 publications

Conformational analysis of ß(1→4)‐linked polysaccharides in aprotic solvent solutions

Conformational analysis of ß(1→4)‐linked polysaccharides in aprotic solvent solutions

Analysis of Complex Carbohydrate Primary and Secondary Structure via Two-Dimensional Proton Nuclear Magnetic Resonance Spectroscopy

Elucidation of glycolipid structure by proton nuclear magnetic resonance spectroscopy

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