Structure and Taste of 4,4'-Dideoxy-α,α-xylotrehalose1
Title:
Structure and Taste of 4,4'-Dideoxy-α,α-xylotrehalose1
Author:
Lee, C.-Kuan Linden, Anthony
Appeared in:
Journal of carbohydrate chemistry
Paging:
Volume 13 (1994) nr. 4 pages 619-629
Year:
1994-06-01
Contents:
The X-ray structure of 4,4'-dideoxy-α,α-xylotrehalose is reported. The two symmetry independent molecules in the asymmetric unit differ significantly in the orientation of the hydroxymethyl groups. There is also a twist of ∼19° about the anomeric linkage in molecule B. The pyranose rings have slightly distorted 4C1 conformations. As observed for α,α-trehalose, the two pyranose residues are not exactly related by a twofold axis of symmetry through the O(1) atom. The X-ray data show that O(3) is optimally positioned to function as B in the Shallenberger AH,B system, with O(2) acting as AH, therefore explaining why the compound is nearly as sweet as the parent sugar.