Preorganized Fluorescent Receptor for the Preferential Binding of the Glutarate Anion. Issue 22 (18th July 2016) - Más‐Montoya, Miriam
Abstract : A carbazolo[1, 2‐ a ]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 1 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. Abstract : A carbazolo[1, 2‐ a ]carbazole‐2, 11‐dicarboxamide was employed as a dianion receptor that affords a size‐selective response when a homologous series of dicarboxylates are analyzed. Interestingly, a preferential ratiometric fluorescent response was observed for the glutarate anion during the recognition process, which produced an evident color change in the emitted light.