Potent Fluoro‐oligosaccharide Probes of Adhesion in Toxoplasmosis |
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| Authors: | Sarah A Allman Henrik H Jensen Drs Balakumar Vijayakrishnan James A Garnett Ester Leon Yan Liu Dr Daniel C Anthony Dr Nicola R Sibson Dr Ten Feizi Prof Stephen Matthews Prof Benjamin G Davis Prof |
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| Affiliation: | 1. Department of Chemistry, University of Oxford, Chemistry Research Laboratory, Mansfield Road, Oxford OX1 3TA (UK), Fax: (+44)?1865‐285‐002;2. Molecular Biosciences, Imperial College London, Exhibition Road, London SW7 2AZ (UK), Fax: (+44)?207‐594‐3057;3. Glycosciences Laboratory, Faculty of Medicine, Imperial College London, Northwick Park Campus, Harrow, HA1 3GX (UK);4. Department of Pharmacology, University of Oxford, Mansfield Road, Oxford, OX1 3QT (UK);5. CRUK‐MRC Gray Institute for Radiation Oncology and Biology, University of Oxford, Churchill Hospital, Oxford, OX3 7LJ (UK) |
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| Abstract: | Unnatural, NMR‐ and MRI‐active fluorinated sugar probes, designed and synthesised to bind to the pathogenic protein TgMIC1 from Toxoplasma gondii, were found to display binding potency equal to and above that of the natural ligand. Dissection of the binding mechanism and modes, including the first X‐ray crystal structures of a fluoro‐oligosaccharide bound to a lectin, demonstrate that it is possible to create effective fluorinated probe ligands for the study of, and perhaps intervention in, sugar–protein binding events. |
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| Keywords: | fluorine fluorosugars lectins oligosaccharides toxoplasmosis |
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