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Studies of carbohydrate structure, properties and interactions by nmr spectroscopy

Morssing Vilén, Eric (2013). Studies of carbohydrate structure, properties and interactions by nmr spectroscopy. Diss. (sammanfattning/summary) Uppsala : Sveriges lantbruksuniv., Acta Universitatis Agriculturae Sueciae, 1652-6880 ; 2013:75
ISBN 978-91-576-7888-1
eISBN 978-91-576-7889-8
[Doctoral thesis]

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In this thesis the structure, properties and interactions of different types of carbohydrates were investigated by NMR spectroscopy.

The structures of kappa- (κ) and kappa/mu- (κ/μ) carrageenan oligosaccharides were analyzed by studying the hydroxy protons. It was shown that a hydrogen bonding interaction is present across the 1-4 glycosidic linkages of μ-carrabiose in the κμκ hexa- and κμμκ octasaccharides. The occurrence of hydrogen bonding in κ/μ-carrageenan oligosaccharides may suggest that μ-carrabiose units, mostly found in the non-helicoidal regions of κ-carrageenans have an underestimated role in the structural organization of the κ-carrageenan gel network.

Hydroxy proton NMR was also used to study the effect of trehalose on the hydration and hydrogen bonding in lactose in aqueous solutions. The small effects of trehalose on the hydration and hydrogen bonding interaction in lactose were very similar to those found for sucrose. The results suggested that, at concentrations below 40% (w/w), it is the concentration of hydroxy groups that governs sugar-sugar and sugar-water interactions rather than the type of sugar.

A method using diffusion-edited NMR spectroscopy was developed for solvent suppression when determining the mannuronic (M) to guluronic (M) acid ratio in alginate polysaccharides. The method could be employed to determine the M/G-ratio at temperatures below 50 °C. Through all of the work in the thesis diffusion-edited NMR experiments also proved to be practical for studies of biomolecules, to for example selectively remove interfering signals from buffer to enable the interpretation of sample signals.

The activities and specificities of four different glycosaminoglycan (GAG) sulfatases from the human gut commensal Bacteroides thetaiotaomicron were determined. One of the sulfatases, BT3349, was found to be the first bacterial GAG endolytic-O-sulfatase, with chondroitin specific GalNAc-4-O-sulfatase activity. The other three enzymes were shown to possess strictly exolytic activity, BT3333 as a GalNAc-6-O-sulfatase, BT4656 as a GlcNAc-6-O-sulfatase and the third one, BT1596, as a Δ-4-hexuronate-2-O-sulfatase.

Authors/Creators:Morssing Vilén, Eric
Title:Studies of carbohydrate structure, properties and interactions by nmr spectroscopy
Series Name/Journal:Acta Universitatis Agriculturae Sueciae
Year of publishing :2013
Number of Pages:78
I.Morssing Vilén, E., Lundqvist, L.C.E., Jouanneau, D., Helbert, W., Sandstöm, C., (2010). NMR study on hydroxy protons of κ- and κ-/μ-hybrid carrageenan oligosaccharides: Experimental evidence of hydrogen bonding and chemical exchange interactions in κ/μ oligosaccharides. Biomacromolecules 11(12), 3487-3494.
II.Morssing Vilén, E., Klinger, M., Sandström, C., (2011). Application of diffusion-edited NMR spectroscopy for selective suppression of water signal in the determination of monomer composition in alginates. Magnetic Resonance in Chemistry 49(9), 584-591
III.Ulmer, J., Morssing Vilén, E., Babu Namburi, R., Benjdia, A., Beneteau, J., Malleron, A., Bonnaffé, D., Driguez, P.A., Descroix, K., Lassalle, G., Le Narvor, C., Sandström, C., Spillmann, D., Berteau, O., The first bacterial glycosaminoglycan endosulfatase reveals novel metabolic pathways in the prominent human gut symbiont Bacteroides thetaiotaomicron. Manuscript to be submitted to Journal of Biological Chemistry.
IV.Morssing Vilén, E., Sandström, C., (2013). NMR study on the interaction of trehalose with lactose and its effect on the hydrogen bond interaction in lactose. Molecules 18(8), 9735-9754.
Place of Publication:Uppsala
Publisher:Institutionen för kemi, Sveriges lantbruksuniversitet
ISBN for printed version:978-91-576-7888-1
ISBN for electronic version:978-91-576-7889-8
Publication Type:Doctoral thesis
Full Text Status:Public
Agris subject categories.:X Agricola extesions > X50 Chemistry
Subjects:(A) Swedish standard research categories 2011 > 1 Natural sciences > 104 Chemical Sciences > Analytical Chemistry
(A) Swedish standard research categories 2011 > 1 Natural sciences > 104 Chemical Sciences > Organic Chemistry
Agrovoc terms:carbohydrates, chemical structure, chemicophysical properties, nmr spectroscopy, polysaccharides, oligosaccharides, sugars, analytical methods
Keywords:NMR, carbohydrate, polysaccharide, oligosaccharide, sugar, analysis, structure, interaction, diffusion, hydroxy proton
Permanent URL:
ID Code:10887
Department:(NL, NJ) > Dept. of Chemistry (until 131231)
External funders:Carl Tryggers stiftelse för vetenskaplig forskning and EU FP7
Deposited By: Eric Morssing Vilén
Deposited On:07 Nov 2013 09:58
Metadata Last Modified:13 Dec 2014 23:03

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