The crystal structure of 4-<i>O</i>-β-<scp>D</scp>-galactopyranosyl-<scp>L</scp>-rhamnitol

Takagi, Shōzō

doi:10.1107/s0567740877008553

Cited by 8 publications

(1 citation statement)

References 8 publications

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“…Weights for geometric parameters and the correlation of thermal factors were adjusted to obtain a model that followed their behavior in well-re®ned high-resolution studies (Tronrud, 1992). Bond lengths and angles for L-rhamnose and L-rhamnitol were derived from a model for rhamnitol deposited in the Cambridge Structural Database (Access Code GAPRHM10; Takagi & Jeffrey, 1977).…”

Section: Model Building Refinement and Analysismentioning

confidence: 99%

The Structure of Rhamnose Isomerase from Escherichia coli and its Relation with Xylose Isomerase Illustrates a Change Between Inter and Intra-subunit Complementation During Evolution

Korndörfer

Fessner

Matthews

2000

Journal of Molecular Biology

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Section: Model Building Refinement and Analysismentioning

confidence: 99%

The Structure of Rhamnose Isomerase from Escherichia coli and its Relation with Xylose Isomerase Illustrates a Change Between Inter and Intra-subunit Complementation During Evolution

Korndörfer

Fessner

Matthews

2000

Journal of Molecular Biology

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Pyroelectricity of Aromatic Compounds

Weiß

Fleck

1987

Ber Bunsenges Phys Chem

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Recent studies of pyroelectricity in crystallized aromatic compounds – benzene derivatives – are discussed and summarized. The dielectric and pyroelectric behaviour of some di‐ and trisubstituted benzenes as a function of temperature is presented and experimental results are compared with evaluations based on the INDO‐approximation including a self‐consistant electrostatic crystal field approach.

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The Preferred Conformations of Glycosylalditols

Lichtenthaler

Lindner

1981

Liebigs Ann. Chem.

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Crystal structure analysis shows 6-O-(ff-D-glucopyraiosyl)-D-glucitol (isomaltitol 1) to have a bent glucitol chain linked to glucose in normal 4Cl-chair form, the middle section forming a planar zigzag chain that extends into the pyranoid ring. Comparative assessment of the conformational features of 1, its D-tnannitOl analogue 2, and of some (1 4 4)-linked analogues allows -in combination with Jeffrey's alditol rules and the exo-anomeric effect principles -to predict with significant confidence the preferred conformations of glycosylalditols in general. Glycosylalditols, a sizable, long-known group of disaccharide-derived sugar alcohols'), have recently attracted considerable interest due to the high potential of isomaltitol [6-O-(cc-D-glucopyranosyl)-D-glucitol (l)] and its D-mannitol analogue 2 as non-cariogenic", l~w-nutritive~) sugar substitutes with about half the sweetness of sucrose4,'). The appeal inherent in such compounds raised questions as to structuresweetness relationships, which may be assessed in terms of the presently available, mostly contentious concepts after uncovering their conformational features. However, in contrast to the opulent con formational information on pyranoid sugars 7,8) and on acyclic sugar chains7x9), there appears to be an exceedingly scarce knowledge on systems, in which both of these structural features are combined. This is mainly due to highly complex NMR spectra of glycosylalditols -l3C-NMR and 270 MHz 'H-NMR spectra of 1 and 2, e.g., failed to provide any relevant conformational information") -thus necessitating crystal structure analyses, which in the case of (1 + 1)-or (1 + 6)-linked glycosylalditols have only been performed with 2"). Subject of this paper is the X-ray crystallographic determination of the conformation of 1 and a comparative assessment of the molecular geometries of 1 -4, as well as those of (1 -+ 4)-linked analogues, allowing elaboration of the principles that govern their basic conformational features. Bevorzugte Konformationen von Glycosylalditen

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The crystal structure of 4-O-β-D-galactopyranosyl-L-rhamnitol

Cited by 8 publications

References 8 publications

The Structure of Rhamnose Isomerase from Escherichia coli and its Relation with Xylose Isomerase Illustrates a Change Between Inter and Intra-subunit Complementation During Evolution

The Structure of Rhamnose Isomerase from Escherichia coli and its Relation with Xylose Isomerase Illustrates a Change Between Inter and Intra-subunit Complementation During Evolution

Pyroelectricity of Aromatic Compounds

The Preferred Conformations of Glycosylalditols

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