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Synthesis and Vanilloid Receptor (TRPV1) Activity of the Enantiomers of α‐Fluorinated Capsaicin |
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| Authors: | Margit Winkler Dr. Thomas Moraux Hesham A. Khairy Roderick H. Scott Dr. Alexandra M. Z. Slawin Prof. David O'Hagan Prof. |
| Affiliation: | 1. School of Chemistry and Centre for Biomolecular Sciences, University of St. Andrews, North Haugh, KY16 9ST St. Andrews (UK), Fax: (+44)?1334‐463800;2. School of Medical Sciences, Institute of Medical Sciences, University of Aberdeen, Foresterhill, AB25 2ZD Aberdeen (UK) |
| Abstract: | Spicing it up with fluorine : Enantiomers of α‐fluorinated capsaicin 2 , have been prepared by organocatalytic electrophilic fluorination and have been used as probes for the binding conformation of capsaicin to the TRPV1 pain receptor. No enantiomeric bias is observed, thus suggesting an extended binding conformation along the molecular axis.  |
| Keywords: | capsaicin fluorinated ligands medicinal chemistry organofluorine stereoselective catalysis |