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Polar Diketopyrrolopyrrole‐Imidazolium Salts as Selective Probes for Staining Mitochondria in Two‐Photon Fluorescence Microscopy
Authors:Dr Marek Grzybowski  Dr Eliza Glodkowska‐Mrowka  Vincent Hugues  Dr Wojciech Brutkowski  Dr Mireille Blanchard‐Desce  Prof Daniel T Gryko
Affiliation:1. Institute of Organic Chemistry, Polish Academy of Sciences, Kasprzaka 44/52, 01‐224 Warsaw (Poland);2. Department of Laboratory Diagnostics and Clinical Immunology of Developmental Age, Medical University of Warsaw, Marsza?kowska 24, 00‐576 Warsaw (Poland);3. Institut des Sciences Moléculaires, Université Bordeaux 1 (CNRS UMR 5255), Batiment A12, 351 cours de la liberation 33405 TALENCE cedex (France);4. Laboratory of Imaging Tissue Structure and Function, Nencki Institute of Experimental Biology, Polish Academy of Sciences, Pasteura 3, 02‐093 Warsaw (Poland)
Abstract:Three rationally designed polar derivatives of diketopyrrolopyrrole consisting of 1,3‐dimethylimidazolium cationic units and benzene, thiophene, or furan rings as π spacers were synthesized and thoroughly studied. The obtained salts are soluble in polar organic solvents and show satisfactory solubility in water, which makes them suitable for the applications in bioimaging. Photophysical measurements revealed that the obtained derivatives are characterized by strong absorption and good fluorescence quantum yields. The corresponding two‐photon properties were also examined and showed that the synthesized salts exhibit large two‐photon absorption cross‐sections reaching 4000 GM (GM=Goeppert‐Mayer unit, 1 GM=10?50 cm4 s photon?1) and very high two‐photon brightness values exceeding 2000 GM. It was demonstrated that these salts can be safely applied in two‐photon fluorescence microscopy for selective staining of mitochondria in living cells.
Keywords:chromophores  dyes/pigments  fluorescence  imaging  photophysics
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