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Fluorescent sensors based on [12]aneN3-modified BODIPY: Discrimination of different biological thiols in aqueous solution and living cells
Affiliation:1. Laboratoire d Étude de Pathologies Vasculaires, Unité de Physiologie Intégrée, Faculté des Sciences de Bizerte, 7021 Jarzouna, Tunisia;2. Laboratoire d Étude de la Microcirculation (EA 3509), Université Paris 7, France;3. Laboratoire de Biochimie, Hôpital Lariboisière, Paris, France;4. Laboratoire d Ecophysiologie Animale, Faculté des Sciences de Sfax, 3000, Tunisia;5. Faculté de Médecine de Sfax, 3000, Tunisia;1. Engineering Research Center of Molecular Medicine of Ministry of Education, Key Laboratory of Fujian Molecular Medicine, School of Medicine, Huaqiao University, Quanzhou 362021, China;2. State Key Laboratory of Fine Chemicals, Dalian University of Technology, Dalian 116024, China
Abstract:Two fluorescent probes, 1 and 2, derived from borondipyrromethene (BODIPY) modified with macrocyclic polyamine [12]aneN3, were synthesized and applied in the discrimination of cysteine (Cys), homocysteine (Hcy), and glutathione (GSH) with absorption and fluorescent spectroscopy in comparison. It was found that Boc-protected 1 showed highly sensitive and selective recognition of GSH over Cys and Hcy; while probe 2 was able to distinguish the three different thiols due to their different reactivities. With its water-solubility, rapid responsiveness, high sensitivity and low cytotoxicity, probe 2 was successfully applied in the fast detection of three biothiols in living cells.
Keywords:BODIPY  Thiols  Sensor
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