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Water‐Soluble Triarylborane Chromophores for One‐ and Two‐Photon Excited Fluorescence Imaging of Mitochondria in Cells
Authors:Stefanie Griesbeck  Dr Zuolun Zhang  Marcus Gutmann  Dr Tessa Lühmann  Dr Robert M Edkins  Guillaume Clermont  Dr Adina N Lazar  Dr Martin Haehnel  Dr Katharina Edkins  Antonius Eichhorn  Dr Mireille Blanchard‐Desce  Prof Dr Lorenz Meinel  Prof Dr Todd B Marder
Institution:1. Institut für Anorganische Chemie, Julius-Maximilians-Universit?t Würzburg, Würzburg, Germany;2. State Key Laboratory of Supramolecular Structure and Materials, College of Chemistry, Jilin University, Changchun, P.R. China;3. Institut für Pharmazie und Lebensmittelchemie, Julius-Maximilians-Universit?t Würzburg, Würzburg, Germany;4. Chemistry Research Laboratory, University of Oxford, Oxford, UK;5. Institut des Sciences Moléculaires, Univ. Bordeaux, ISM (CNRS UMR5255), Batiment A12, 351 cours de la libération, TALENCE cedex, France;6. School of Medicine, Pharmacy and Health, Durham University, University Boulevard, Stockton-on-Tees, UK
Abstract:Three water‐soluble tetracationic quadrupolar chromophores comprising two three‐coordinate boron π‐acceptor groups bridged by thiophene‐containing moieties were synthesised for biological imaging applications. Compound 3 containing the bulkier 5‐(3,5‐Me2C6H2)‐2,2′‐(C4H2S)2‐5′‐(3,5‐Me2C6H2) bridge is stable over a long period of time, exhibits a high fluorescence quantum yield and strong one‐ and two‐photon absorption (TPA), and has a TPA cross section of 268 GM at 800 nm in water. Confocal laser scanning fluorescence microscopy studies in live cells indicated localisation of the chromophore at the mitochondria; moreover, cytotoxicity measurements proved biocompatibility. Thus, chromophore 3 has excellent potential for one‐ and two‐photon‐excited fluorescence imaging of mitochondrial function in cells.
Keywords:boron  fluorescence  fluorescent probes  imaging agents  nonlinear optics
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