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Solution conformation of methyl β-xylobioside from optical rotation

✍ Scribed by Eugene S. Stevens; Slavomir Bystricky; Jan Hirsch

Publisher
Elsevier Science
Year
1993
Tongue
English
Weight
545 KB
Volume
239
Category
Article
ISSN
0008-6215

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✦ Synopsis

ABSTRACX

A recently developed semiempirical model of saccharide optical activity is used to calculate the Nan rotation of methyl @-xylobioside in solution as a function of its conformation. Combining the results with published conformational-energy calculations leads to a picture in which folded conformations, with either 4 or p greater than 120", make up no less than 40% of the total, in aqueous solution. This conclusion is consistent with an earlier analysis of the optical rotation of cellobiose in which folded forms were found to account for < 10% of the total.

D-xylOpyranOSyl-~-D-~l~~~ide).

Methyl /3-xylobioside serves as a particularly simple and useful model compound by virtue of the absence of exocyclic hydroxymethyl groups.

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