Incorporation of a S-glycosidic linkage into a glyconucleoside changes the conformational preference of both furanose sugarsBuckingham, J., Brazier, J. A., Fisher, J. and Cosstick, R. (2007) Incorporation of a S-glycosidic linkage into a glyconucleoside changes the conformational preference of both furanose sugars. Carbohydrate Research, 342 (1). pp. 16-22. ISSN 0008-6215 Full text not archived in this repository. It is advisable to refer to the publisher's version if you intend to cite from this work. See Guidance on citing. To link to this item DOI: 10.1016/j.carres.2006.11.007 Abstract/SummaryA glyconucleoside containing a thioglycoside linkage, namely 1-(3-S-beta-D-ribofuranosyl-2,3-dideoxy-3-thio-beta-D-ribofuranosyl)-thy mine, has been prepared through condensation of a suitably protected derivative of 3'-thiothymidine with an activated ribose sugar. NMR has been used to study the conformation of the S-disaccharide and the unmodified O-disaccharide. A full pseudorotational analysis showed that for the S-disaccharide, the ribose and deoxy ribose sugars have a preference for the south and north pucker, respectively; which is the reverse of what is seen for the O-disaccharide. (c) 2006 Elsevier Ltd. All rights reserved.
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