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The Preferred Conformations of Glycosylalditols

✍ Scribed by Lichtenthaler, Frieder W. ;Lindner, Hans J.

Publisher: John Wiley and Sons
Year: 1981
Tongue: English
Weight: 655 KB
Volume: 1981
Category: Article
ISSN: 0947-3440
DOI: 10.1002/jlac.198119811221

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✦ Synopsis

Abstract

Crystal structure analysis shows 6‐O‐(α‐D‐glucopyranosyl)‐D‐glucitol (isomaltitol 1) to have a bent glucitol chain linked to glucose in normal ^4^C~1~‐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‐mannitol analogue 2, and of some (1 → 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.

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