| EPSRC Reference: |
GR/T24692/01 |
| Title: |
Electrochemical Glycosylation |
| Principal Investigator: |
Fairbanks, Professor AJ |
| Other Investigators: |
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| Researcher Co-Investigators: |
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| Project Partners: |
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| Department: |
Oxford Chemistry |
| Organisation: |
University of Oxford |
| Scheme: |
Standard Research (Pre-FEC) |
| Starts: |
01 October 2004 |
Ends: |
30 September 2007 |
Value (£): |
165,846
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| EPSRC Research Topic Classifications: |
| Carbohydrate Chemistry |
Electrochemical Science & Eng. |
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| EPSRC Industrial Sector Classifications: |
| Pharmaceuticals and Biotechnology |
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Summary on Grant Application Form |
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The project aims to investigate and develop the use of electrochemical glycosylation, in particular in line with the principle of reactivity tuning, to develop more efficient and more operationally simple methods for the synthesis of oligosaccharides.A series of fully and partially protected thioglycoside donors will be synthesised in which both the nature and pattern of protecting groups and the anomeric substituent will be varied systematically. Cyclic voltametic investigations of these materials will reveal the precise dependence of oxidation potential with protecting group pattern. This will provide a database of values for future synthetic use, and will be correlated with existing kinetic data obtained by other groups from chemically induced competition glycosylation reactions. A series of electrochemically mediated competition reactions between different donors, with a range of acceptors, will elucidate the minimum oxidation potential differences that will be useful synthetically. Using the database of oxidation values the one-pot synthesis of several biologically important oligosaccharides will be designed and undertaken electrochemically. These oligosacahrides will then be used for conformational studies and also for the synthesis of a variety of biologically active neoglycoconjugates for further biological and therapeutic study.Electrochemical glycosylations will be optimised through variation of cell design, electrodes, electrochemical parameters, solvents and cell temperature. Cells will be designed to cope with gram-scale quantities, and to allow sequential addition of reagents by the use of ultrasound to increase mass transport.The project will fund two PhD students for a total of six man years, with a very small amount of technical support. The total cost of the project is low in absolute terms, whilst the training aspect is extremely high. This project represents excellent value for money, both in terms of funding important fundamental research, and also in investing in the future of UK science by providing high levels of specialised training.
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Key Findings |
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This information can now be found on Gateway to Research (GtR) http://gtr.rcuk.ac.uk
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Potential use in non-academic contexts |
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This information can now be found on Gateway to Research (GtR) http://gtr.rcuk.ac.uk
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Impacts |
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| Description |
This information can now be found on Gateway to Research (GtR) http://gtr.rcuk.ac.uk |
| Summary |
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| Date Materialised |
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Sectors submitted by the Researcher |
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This information can now be found on Gateway to Research (GtR) http://gtr.rcuk.ac.uk
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| Project URL: |
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| Further Information: |
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| Organisation Website: |
http://www.ox.ac.uk |