Preorganized Fluorescent Receptor for the Preferential Binding of the Glutarate Anion

  • Miriam Más‐Montoya
    Faculty of Chemistry University of Murcia Campus of Espinardo 30100 Murcia Spain
  • David Curiel
    Faculty of Chemistry University of Murcia Campus of Espinardo 30100 Murcia Spain
  • Carmen Ramírez de Arellano
    Department of Organic Chemistry Faculty of Pharmacy University of Valencia c/ Vicente Andres Estelles s/n 46100 Burjasot Valencia Spain
  • Alberto Tárraga
    Faculty of Chemistry University of Murcia Campus of Espinardo 30100 Murcia Spain
  • Pedro Molina
    Faculty of Chemistry University of Murcia Campus of Espinardo 30100 Murcia Spain

書誌事項

公開日
2016-07-18
権利情報
  • http://onlinelibrary.wiley.com/termsAndConditions#vor
DOI
  • 10.1002/ejoc.201600521
公開者
Wiley

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説明

<jats:p>A carbazolo[1,2‐<jats:italic>a</jats:italic>]carbazole‐2,11‐dicarboxamide has been synthesized and studied as a dicarboxylate anion receptor. The preorganized structure of this ligand affords a size‐selective response when a homologous series of dicarboxylates are analyzed. The structural correlation between the receptor and the different dianions was confirmed by <jats:sup>1</jats:sup>H NMR studies, and different binding modes were also studied by X‐ray crystal structure analysis. The fluorescent properties of the carbazolocarbazole unit give a ratiometric response for those anions that have the best size fit. During the recognition process, the selective signaling of the glutarate anion results in a switch in the fluorescence color between the free and bound species. The detection of glutarate metabolites is important for the diagnosis of glutaric aciduria.</jats:p>

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