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EPSRC Reference: GR/N16044/01
Title: ENANTIOMERIC DISCRIMINATION OF ORGANO-FLUORINE COMPOUNDS USING THE ORSAY 2H-NMR METHOD
Principal Investigator: O'Hagan, Professor D
Other Investigators:
Courtieu, Professor J
Researcher Co-Investigators:
Project Partners:
University of Paris South (Paris XI)
Department: Chemistry
Organisation: University of St Andrews
Scheme: Standard Research (Pre-FEC)
Starts: 14 May 2001 Ends: 13 August 2004 Value (£): 141,268
EPSRC Research Topic Classifications:
Asymmetric Chemistry
EPSRC Industrial Sector Classifications:
Chemicals Electronics
Pharmaceuticals and Biotechnology No relevance to Underpinning Sectors
Related Grants:
Panel History:  
Summary on Grant Application Form
This programme has two key objectives:Firstly the stereochemical course of the fluorination enzyme operating in Streptomcyces cattleya will be evaluated. This will require preparing ( R ) and (S) [1-2H2]-glycerols for feeding experiments. The e.e of the resultant chiral [2H]-fluoroacetate will then be determined using the Orsay 2H-NMR method. A sample of [2H]-fluoroacetate of known configuration will be required as a reference compound. A knowledge of the stereochemical course of this enzyme will contribute to our understanding of the mechanism of this unique bio-transformation.Secondly a series of compounds will be pepared with fluorine at remote stereogenic centres. The limits of the enantiomeric discrimination of these systems will be explored by preparing fluoroalkanes isotopically enriched with deuterium also at the stereogenic centre. This study will be developed towards the preparation of homochiral organofluorine fatty acids to assess the influence of chirality on the properties of the materials.
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Organisation Website: http://www.st-and.ac.uk