NoteRelationship of chemical shift to glycosidic conformation in the solid-state13C NMR spectra of (1 → 4)-linked glucose polymers and oligomers: anomeric and related effects
References (30)
- et al.
Carbohydr. Res.
(1992) - et al.
Int. J. Biol. Macromol.
(1987) - et al.
Carbohydr. Res.
(1987) - et al.
Carbohydr. Res.
(1984) Carbohydr. Res.
(1990)- et al.
Adv. Carbohydr. Chem. Biochem.
(1989) Adv. Phys. Org. Chem.
(1988)Tetrahedron
(1974)- et al.
Adv. Carbohydr. Chem. Biochem.
(1984) - et al.
Carbohydr. Res.
(1987)
Carbohydr. Res.
Magn. Reson. Chem.
Carbohydr. Res.
Bull. Magn. Reson.
J. Am. Chem. Soc.
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Determination of the three-dimensional structure of oligosaccharides in the solid state from experimental <sup>13</sup>C NMR data and ab initio chemical shift surfaces
2005, Carbohydrate ResearchCitation Excerpt :It has long been known that the chemical shifts of the glycosidic bond carbons hold a periodic dependency with the ϕ and ψ glycosidic linkage angles.10–13 Since these dihedral angles are the principal determinants of the global fold of oligosaccharide chains, the relationship has been utilized in combination with 13C NMR data from cross-polarization magic angle spinning (CP/MAS) experiments to study, at least qualitatively, the 3D structure of repetitive carbohydrates in the solid state.12–15 A vast number of morphological studies of cellulose and amylose polymorphs by CP/MAS 13C NMR spectroscopy attest to the predictive power of this approach.14–19
Use of <sup>13</sup>C chemical shift surfaces in the study of carbohydrate conformation. Application to cyclomaltooligosaccharides (cyclodextrins) in the solid state and in solution
2004, Carbohydrate ResearchCitation Excerpt :We believe that the work presented here serves to demonstrate the utility of the chemical shift surface method in the study of oligosaccharide conformation. Despite the investigations were limited to the study of anomeric carbon chemical shifts, the approach could be applied to other nuclei whose shielding varies systematically with conformation, particularly the nonanomeric carbon of the glycosidic linkage.10,11 In fact, preliminary results from our laboratory indicate that the experimental CP/MAS shifts for the C-4′ carbons in α-, β, and γ-CD can be predicted using the corresponding chemical shift surface and 〈Φ,Ψ〉 angles from the X-ray structures.
Analysis of pyruvylated β-carrageenan by 2D NMR spectroscopy and reductive partial hydrolysis
2003, Carbohydrate ResearchCrystal and molecular structure of methyl 4-O-methyl-β-D-glucopyranosyl-(1→4)-β-D-glucopyranoside
2002, Carbohydrate ResearchCitation Excerpt :Column chromatography of the residue (10:1 EtOAc–MeOH) gave 2 as colourless crystals (0.782 g, 63%), mp 150–152 °C, lit. 151–152 °C (EtOH);12 [α]D20 −32° (c 1.2, MeOH), lit. [ α]D20 −37° (c 1.9, DMF).12