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Carbohydrate and metabonomic studies by NMR spectroscopy

Nestor, Gustav (2014). Carbohydrate and metabonomic studies by NMR spectroscopy. Diss. (sammanfattning/summary) Uppsala : Sveriges lantbruksuniv., Acta Universitatis Agriculturae Sueciae, 1652-6880 ; 2014:6
ISBN 978-91-576-7960-4
eISBN 978-91-576-7961-1
[Doctoral thesis]

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NMR spectroscopy can be used to investigate organic and biomolecular structures, both as pure compounds and in complex mixtures. In this thesis NMR spectroscopy was used for carbohydrate and metabonomic studies.

Lipopolysaccharides are major components of the outer cell membrane of Gram-negative bacteria and are involved in pathogenic interactions. The structure of a lipopolysaccharide from the human pathogen Plesiomonas shigelloides was analyzed by NMR spectroscopy and mass spectrometry. The structure contained an O-specific polysaccharide with a tetrasaccharide repeating unit. The core oligosaccharide was an undecasaccharide with previously not reported heterogeneity within the carbohydrate backbone.

Hyaluronan is a glycosaminoglycan with high viscosity and water-retaining ability. Hydroxy protons of hyaluronan oligosaccharides were studied by NMR spectroscopy in aqueous solution to investigate hydrogen bonding interactions and hydration. Weak hydrogen bonding was observed between hydroxy protons and the ring oxygens over the β(1→3) and β(1→4) glycosidic linkages. A chemical exchange interaction was also identified between O(4)H of N-acetylglucosamine and O(3)H of glucuronic acid across the β(1→3) linkage. The interaction could be mediated through water bridges and thus contribute to the water-retaining ability of hyaluronan.

Polyunsaturated fatty acids are essential nutritional components of marine lipid sources. A ¹H HR-MAS NMR method was developed to determine the amount of essential polyunsaturated fatty acids in fish muscle without any pretreatment. Additionally, the small metabolite profile of the fish muscle was obtained, which can be used to determine fish quality.

Caloric restriction is known to increase the lifespan of rats. In order to evaluate the metabolic responses to graded caloric restriction in rats, blood serum was analyzed by NMR spectroscopy. Multivariate analysis showed a decrease in blood lipids and alanine, and an increase in creatine and 3-hydroxybutyrate as a response to caloric restriction.

Authors/Creators:Nestor, Gustav
Title:Carbohydrate and metabonomic studies by NMR spectroscopy
Series Name/Journal:Acta Universitatis Agriculturae Sueciae
Year of publishing :14 February 2014
Number of Pages:103
I.Nestor, G., Lukasiewicz, J. and Sandström, C. (2014). Structural analysis of the core oligosaccharide and the O-specific polysaccharide from Plesiomonas shigelloides O33:H3 (Strain CNCTC 34/89) Lipopolysaccharide. European Journal of Organic Chemistry doi 10.1002/ejoc.201301399 (in press).
II.Nestor, G., Kenne, L. and Sandström, C. (2010). Experimental evidence of chemical exchange over the β(1→3) glycosidic linkage and hydrogen bonding involving hydroxy protons in hyaluronan oligosaccharides by NMR spectroscopy. Organic and Biomolecular Chemistry 8(12), 2795-2802.
III.Nestor, G., Bankefors, J., Schlechtriem, C., Brännäs, E., Pickova, J. and Sandström, C. (2010). High-resolution 1H magic angle spinning NMR spectroscopy of intact Arctic char (Salvelinus alpinus) muscle. Quantitative analysis of n-3 fatty acids, EPA and DHA. Journal of Agricultural and Food Chemistry 58(20), 10799-10803.
IV.Nestor, G., Sandström, C., Malmlöf, K. and Eriksson, J. Metabolic responses to graded levels of short term caloric restriction in rats as measured by NMR spectroscopy (manuscript).
Place of Publication:Uppsala
Publisher:Institutionen för kemi och bioteknologi, Sveriges lantbruksuniversitet
ISBN for printed version:978-91-576-7960-4
ISBN for electronic version:978-91-576-7961-1
Publication Type:Doctoral thesis
Full Text Status:Public
Agris subject categories.:X Agricola extesions > X30 Life sciences
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
(A) Swedish standard research categories 2011 > 1 Natural sciences > 106 Biological Sciences (Medical to be 3 and Agricultural to be 4) > Structural Biology
Agrovoc terms:carbohydrates, lipopolysaccharides, hyaluronic acid, plesiomonas shigelloides, metabolites, pathogens, fish, polyunsaturated fatty acids, rats, laboratory animals, energy restricted diets, nmr spectroscopy, mass spectrometry
Keywords:NMR spectroscopy, carbohydrates, metabonomics, lipopolysaccharides, hyaluronan, fish, caloric restriction, Plesiomonas shigelloides
Permanent URL:
ID Code:10996
Faculty:NJ - Fakulteten för naturresurser och jordbruksvetenskap
Department:(NL, NJ) > Department of Chemistry and Biotechnology (140101-161231)
Deposited By: Gustav Nestor
Deposited On:07 Feb 2014 11:58
Metadata Last Modified:02 Dec 2014 11:04

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