Preorganized Fluorescent Receptor for the Preferential Binding of the Glutarate Anion

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• 作者：Miriam Má ; s-Montoya ; David Curiel ; Carmen Ramí ; rez de Arellano ; Alberto Tá ; rraga and Pedro Molina
• 刊名：European Journal of Organic Chemistry
• 出版年：2016
• 出版时间：August 2016
• 年：2016
• 卷：2016
• 期：22
• 页码：3878-3883
• 全文大小：1256K
• ISSN：1099-0690

文摘

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 ¹H 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.