Synthesis of 6,6′-ether linked disaccharides from D-allose, D-galactose, D-glucose and D-mannose; evidence on the structure of coyolosa

Haines, Alan H. (2004) Synthesis of 6,6′-ether linked disaccharides from D-allose, D-galactose, D-glucose and D-mannose; evidence on the structure of coyolosa. Organic and Biomolecular Chemistry, 2 (16). pp. 2352-2358. ISSN 1477-0520

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Abstract

6,6′-Linked ethers derived from D-allose, D-galactose, D-glucose, and D-mannose have been prepared in order to allow comparisons with the reported 6,6′-lmked hexopyranose coyolosa, an hypoglycemic compound which has been isolated by extraction of the root of the palm Acrocomia mexicana. Comparison of NMR data from the ethers and their derived peracetates with corresponding reported data from coyolosa and its peracetate indicate that coyolosa is not a 6,6′-linked disaccharide. The synthesised compounds are representatives of a novel class of disaccharide derivatives which are linked tail to tail in contrast to the more usual head to tail (e.g. maltose) or head to head (e.g. trehalose) disaccharides.

Item Type: Article
Uncontrolled Keywords: biochemistry,physical and theoretical chemistry,organic chemistry ,/dk/atira/pure/subjectarea/asjc/1300/1303
Faculty \ School: Faculty of Science > School of Chemistry
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Depositing User: LivePure Connector
Date Deposited: 14 Jul 2022 12:30
Last Modified: 25 Sep 2022 03:09
URI: https://ueaeprints.uea.ac.uk/id/eprint/86105
DOI: 10.1039/b407468h

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