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Experimental chiroptical verification of linkage flexibility in methyl 3-O-(α-D-mannopyranosyl)-α-D-mannopyranoside

✍ Scribed by Edward R. Arndt; Eugene S. Stevens

Publisher
Wiley (John Wiley & Sons)
Year
1998
Tongue
English
Weight
404 KB
Volume
38
Category
Article
ISSN
0006-3525

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✦ Synopsis

Experimental

Chiroptical Verification of Linkage Flexibility in Methyl 3-0-(a-D-Mannopyranosyl)a-D-Mannopyranoside State University of New York P.O. Box 6016

Vaciriim U V CD spectra qfmrthyl3-0-(a-o-mannopyranosyl) -a-o-munnopyranoside in D 2 0 and as a cast f i l m were obtained in the 145-200 n M region. The disuccharidc .soliltion CD pcr residitr is ncwrlj, identical to thut qfthe monosaccharide solution CD, and to thc monosaccharidejilm CD. Convt.rsely, the disacchari&>,fiIm spectrum exhibits a strong positive C'D linkage contribution in the 160-I70 nm rangev which is consisfent with the known crystal co&)rmation undw the a q i s yfprrvioitsly determined sector rules. The close sitnilarity bet N w n the monosaccharide and disucchuride solution spectra, thert:fi,re, reflects conj0rmational averaging in i4.hic-h the net linkuge contribution is approximatcly zero. The prcsmt observation ofsignificant solution linka~~~,flt~xibilit.v conJrm.s previous conclusions bused on optical rotation, as w l l as concliisions qfothers hasc~d on nmr data Moreowr, when combined with those curlier results, the present work demonstrates the population ofat least three distinct potential energy w~4l.s on the disaccharide 4.4 potential cwergj' surface. 0 I996 John Wiley & Sons, Inc.

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