Structure of 2-C-(hydroxymethyl)- d-ribose (hamamelose) in the solid-state analyzed by CP MAS NMR and X-ray crystallography

[Display omitted] d-Hamamelose, a branched-chain ribose (2-C-(hydroxymethyl)- d-ribose), has been synthesized and its solid-state structure analyzed by 13C CP MAS NMR spectra and X-ray data. The presence of the complex pattern of resonances in the anomeric region, as well as in the ring carbon regio...

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Bibliographic Details
Published in:Carbohydrate research 2005-02, Vol.340 (3), p.455-458
Main Authors: Hricovíniová, Z., Lamba, D., Hricovíni, M.
Format: Article
Language:English
Subjects:
Carboxylase/oxygenase regulators
Crystallography, X-Ray
d-Hamamelose
Hexoses - chemistry
Magnetic Resonance Spectroscopy
Molecular Structure
NMR
Plant tannins
Solid-state
X-ray
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Summary:[Display omitted] d-Hamamelose, a branched-chain ribose (2-C-(hydroxymethyl)- d-ribose), has been synthesized and its solid-state structure analyzed by 13C CP MAS NMR spectra and X-ray data. The presence of the complex pattern of resonances in the anomeric region, as well as in the ring carbon region, in 13C CP MAS NMR spectrum indicated that the mixture of four cyclic forms, α- and β-furanoses, as well as both α- and β-pyranoses were present in the solid-state. X-ray analysis of crystals showed that d-hamamelose belongs to the monoclinic system with unit cell: a = 4.790 Å, b = 8.671 Å, c = 8.880 Å and β = 98.89°, space group P2 1 . The furanose ring has the 2 E conformation.
ISSN:0008-6215
1873-426X
DOI:10.1016/j.carres.2004.12.005