EPSRC Reference: |
GR/R46601/01 |
Title: |
Extending the Chemistry of Anomeric Radicals. C-Glycosides of 2-Amino Sugars |
Principal Investigator: |
Gallagher, Professor T |
Other Investigators: |
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Researcher Co-Investigators: |
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Project Partners: |
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Department: |
Chemistry |
Organisation: |
University of Bristol |
Scheme: |
Standard Research (Pre-FEC) |
Starts: |
01 October 2001 |
Ends: |
30 September 2004 |
Value (£): |
77,484
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EPSRC Research Topic Classifications: |
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EPSRC Industrial Sector Classifications: |
No relevance to Underpinning Sectors |
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Related Grants: |
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Panel History: |
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Summary on Grant Application Form |
C-Glycosides represent a group of chemically and metabolically stable carbohydrate variants that can mimic naturally occurring O-glycosides. Such molecules can be used to probe the role of carbohydrates by acting as structural replacements and also by selective inhibition of key carbohydrate processing enzymes.2-Amino sugars occupy a special place in the carbohydrate field, representing the crucial link between the glyco and peptido components of N- and Oglycopeptides. However, general methods are not yet available for the synthesis of C-glycosides corresponding to 2-amino sugars and the project has, as its focus, the development of broadly applicable solutions to this general problem. The key reactions are the generation and trapping of an anomeric radical, and while this is a well known process for other sugars, the 2-amino variants raise a series of issues.W e will use anomeric selenides as the source of radical reactivity, which we provide in a straightforward fashion. W e must also address the stereochemistry of the sugar component and the reactivity of the anomeric radical. In this way we will target both alpha and beta-C-glycosides derived from both simple and more complex (disaccharides) sugars.
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Key Findings |
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Potential use in non-academic contexts |
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Impacts |
Description |
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Summary |
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Date Materialised |
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Sectors submitted by the Researcher |
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Project URL: |
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Further Information: |
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Organisation Website: |
http://www.bris.ac.uk |