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The Synthesis and in vivo Evaluation of 2′,2′‐Difluoro KRN7000
Authors:Leo Leung Dr  Cyrille Tomassi Dr  Katrien Van?Beneden Dr  Tine Decruy  Matthias Trappeniers  Dirk Elewaut Prof?Dr  Yifang Gao  Tim Elliott Prof  Aymen Al‐Shamkhani Prof  Christian Ottensmeier Prof  Jörn?M Werner Dr  Anthony Williams Dr  Serge Van?Calenbergh Prof?Dr  Bruno Linclau Dr
Affiliation:1. School of Chemistry, University of Southampton Highfield, Southampton SO17?1BJ (UK), Fax: (+44)?23‐8059‐6805;2. Laboratory for Molecular Immunology and Inflammation, Department of Rheumatology, Ghent University Hospital, Ghent University, De?Pintelaan 185, 0K12IB, 9000 Ghent (Belgium);3. Laboratory for Medicinal Chemistry, Faculty of Pharmaceutical Sciences, Ghent University, Harelbekestraat 72, 9000 Ghent (Belgium);4. Cancer Sciences Division, School of Medicine, University of Southampton, Somers Cancer Research Building, MP824, Tremona Road, Southampton SO16?6YD (UK);5. School of Biological Sciences, University of Southampton, Bassett Crescent East, Southampton SO16?7PX (UK)
Abstract:The synthesis of 2′,2′‐difluoro KRN7000 is described. In vivo evaluation demonstrates that this fluorinated glycolipid induces CD1d‐dependent TCR activation of NKT cells, with a bias towards Th2 cytokine production.
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Keywords:α  ‐galactosylceramide  cytokines  fluorination  glycolipids  NKT cells
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