| A method for obtaining equilibrium tautomeric mixtures of reducing sugars via glycosylamines using nonaqueous media. | |
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MedLine Citation:
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PMID: 12007481 Owner: NLM Status: MEDLINE |
Abstract/OtherAbstract:
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Equilibrium tautomeric mixtures of several mono- and disaccharides are obtained in anhydrous form, without the use of water, by reacting the commercially available reducing sugars with ammonia gas in dry methanol, followed by the concentration of the resultant solution to dryness. Mutarotation and hydrolysis of the initially formed glycosylamine in the resultant medium account for the transformation. Equilibrium anomeric mixtures enriched in the beta-form of commercially available sugars such as alpha-D-glucose and alpha-lactose have not only vastly increased solubility, but are also synthetically valuable as these can be readily converted to the methyl/benzyl/trimethylsilyl ether and other derivatives for further transformations. |
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Authors:
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Sikkander Sulthan Allavudeen; Balagurunathan Kuberan; Duraikkannu Loganathan |
Publication Detail:
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Type: Journal Article |
Journal Detail:
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Title: Carbohydrate research Volume: 337 ISSN: 0008-6215 ISO Abbreviation: Carbohydr. Res. Publication Date: 2002 May |
Date Detail:
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Created Date: 2002-05-14 Completed Date: 2002-12-03 Revised Date: - |
Medline Journal Info:
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Nlm Unique ID: 0043535 Medline TA: Carbohydr Res Country: Netherlands |
Other Details:
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Languages: eng Pagination: 965-8 Citation Subset: IM |
Affiliation:
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Department of Chemistry, Indian Institute of Technology Madras, Chennai 600 036, India. |
Export Citation:
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APA/MLA Format Download EndNote Download BibTex |
| MeSH Terms | |
Descriptor/Qualifier:
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Amines
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chemistry Disaccharides / chemical synthesis*, chemistry* Ethanol / chemistry Glucose / chemistry Hydrolysis Magnetic Resonance Spectroscopy Molecular Structure Monosaccharides / chemical synthesis*, chemistry* Solubility |
| Chemical | |
Reg. No./Substance:
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0/Amines; 0/Disaccharides; 0/Monosaccharides; 50-99-7/Glucose; 64-17-5/Ethanol |
From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
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