Abstract
Nuclear magnetic resonance spectroscopy is a very powerful tool for analyzing the conformation and molecular architecture of carbohydrate molecules. Both ID and 2D methodologies have provided valuable information about small and large molecules, ranging from the anomeric configuration of a monosaccharide to the more complex problem of the sequence of monosaccharide residues that constitute an oligo-, or polysaccharides.
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References
Allerhand A, Doddrell D and Komorowski D (1971) Natural abundance carbon-13 partially relaxaed Fourier transform nuclear magnetic resonance spectra of complex molecules. J. Chem. Phys. 55: 189–198
Allerhand A and Doddrell D (1971) Strategies in the application of partially relaxed Fourier transform nuclear magnetic resonance spectroscopy in assignments of carbon-13 resonances of complex molecules. Stachyose. J. Am. Chem. Soc. 93: 2777–2779
Berry JM, Hall LD and Wong KF (1977) Concerning the tumbling motion of disaccharides in aqueous solution. Carbohydr. Res. 56: C16-C20
Bock K and Lemieux RU (1982) The conformational properties of sucrose in aqueous solution: Intramolecular hydrogen bonding. Carbohydr. Res. 100: 63–74
Czarniecki MF and Thornton ER (1976) 13C spin-lattice relaxation in neuraminic acids. Evidence for an unsual itramolecular hydrogen bonding network. J. Am. Chem. Soc. 98: 1023–1025
Czarniecki MF and Thornton ER (1977) Carbon-13 nuclear magnetic spin-lattice relaxation in the N-acetylneuraminic acids. Probes for internal dynamics and conformational analysis. J. Am. Chem. Soc. 99: 8273–8278
Czarniecki MF and Thornton ER (1977) Carbon-13 nuclear magnetic resonance of ganglioside sugars. Spin-lattice relaxation probes for structure and microdynamics of cell surface carbohydrates. J. Am. Chem. Soc. 99: 8279–8282
Dais P, Shing TK and Perlin AS (1983) Proton spin-lattice relaxation rates and nuclear Overhauser enhancement, in relation to the stereochemistry of p-D-mannopyranose 1,2-orthoacetates. Carbohydr. Res. 122: 305–313
Dais P and Perlin AS (1983) Motional behavior of 2,3: 5,6-di-O-isopropylidene-a-D-mannopyranoside in solution. A 13C spin-lattice relaxation study. Can. J. Chem. 61: 1542- 1548
Dais P and Perlin AS (1985) Stabilization of the p-furanose form, and kinetics of the tautomerization on D-fructose in dimethylsulfoxide. Carbohydr. Res. 136: 215–223
Dais P and Fainos G (1986) Motional behavior of “asperlin” in solution. A 13C spin-lattice relaxation study. Can. J. Chem. 69: 560–565
Dais P and Perlin AS (1986) Chemical shifts of the methyl groups in di-O-isopropylidene furanoses, and their relationship to molecular conformation and site of ring fusion. Spinlattice relaxation measurements and motional characteristics. Carbohydr. Res. 146177–191
Dais P and Perlin AS (1987) Intramolecular hydrogen-bonding and solvation contributions to the relative stability of the p-furanose form of D-fructose in dimethylsulfoxide. Carbohydr. Res. 169: 159–169
Dais P and Perlin AS (1989) A 13C spin-lattice relaxation study of solvent effects on the rotational dynamic of methyl glucosides. Carbohydr. Res. 194 288–195
Harvey JM and Symons MCR (1978) The hydration of monosaccharides. An NMR study. J. Solution Chem. 7: 571–586
Jaques LW, Giant S and Weltner Jr. W (1980) Spin-lattice relaxation times for two isomers of N-acetylneuraminyl lactose. Carbohydr. Res. 80: 207–211
Kovacs H, Bangley S and Kowalewski J (1989) Motional properties of two disaccharides in solution as studied by carbon-13 relaxation and NOE outside the extreme narrowing region. J. Magn. Res. 85: 530–541
London RE (1978) On the interpretation of 13C spin-lattice relaxation sesulting from ring puckering in proline. J. Am. Chem. Soc. 100: 2678–2685
Lyerla Jr. JR and Levy GC (1974) Carbon-13 nuclear spin relaxation. In: Topics in carbon- 13 NMR spectroscopy. Wiley & Sons New York. Vol. 1: 79–148
McCain DC and Markley JL (1986) The solution conformation of sucrose: Concentration and temperature dependence. Carbohydrate Res. 152: 73–80
McCain DC and Marklay JL (1986) Rotational spectral density functions for aqueous fructose: Experimental determination using 13C NMR. J. Am. Chem. Soc. 108: 4259–4264
Neszmelyi A, Liptak A and Nanasi P (1977) 13C NMR relaxation times and chemical shifts of the exo and en do isomers of dioxolane-type benzylidene acetals of carbohydrates: Determination of the absolute configuration. Carbohydr. Res. 58: C7-C9
Neszmelyi A, Tori K and Lukacs G (1977) Use of the carbon-13 spin-lattice relaxation times for sugar sequence determination in steroidal oligosaccharides. Chem. Commun. 613–614
Serianni AS and Barker R (1982) 13C spin-lattice relaxation times of [1-13C]- enriched carbohydrates. J. Magn. Reson. 49: 335–340
Serianni AS and Barker R (1984) [13C]- enriched tetroses and tetrofuranosides: an evaluation of the relationship between NMR parameters and furanosyl ring conformation. J. Org. Chem. 49: 3292–3300
Woessner DE (1962) Nuclear spin-relaxation in ellipsoids undergoing rotational Brownian motion. J. Chem. Phys. 37: 647–654
Wu GD, Serianni AS and Barker (1983) Stereoselective exchange of methylene protons in methyl tetrofuranosides: Hydroxymethyl group conformations in methyl pentofuranosides. J. Org. Chem. 48: 1750–1757
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© 1994 Springer-Verlag Berlin Heidelberg
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Dais, P. (1994). 13C Nuclear Magnetic Relaxation of Carbohydrate Molecules in Solution. In: Stassinopoulou, C.I. (eds) NMR of Biological Macromolecules. NATO ASI Series, vol 87. Springer, Berlin, Heidelberg. https://doi.org/10.1007/978-3-642-79158-1_14
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DOI: https://doi.org/10.1007/978-3-642-79158-1_14
Publisher Name: Springer, Berlin, Heidelberg
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