Elsevier

Carbohydrate Research

Volume 259, Issue 2, 17 June 1994, Pages 311-318
Carbohydrate Research

Note
Relationship of chemical shift to glycosidic conformation in the solid-state13C NMR spectra of (1 → 4)-linked glucose polymers and oligomers: anomeric and related effects

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      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.

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      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

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