Grzybowski Marek, Glodkowska-Mrowka Eliza, Hugues Vincent, Brutkowski Wojciech, Blanchard-Desce Mireille, Gryko Daniel T
Institute of Organic Chemistry, Polish Academy of Sciences, Kasprzaka 44/52, 01-224 Warsaw (Poland).
Department of Laboratory Diagnostics and Clinical Immunology of Developmental Age, Medical University of Warsaw, Marszałkowska 24, 00-576 Warsaw (Poland).
Chemistry. 2015 Jun 15;21(25):9101-10. doi: 10.1002/chem.201500738. Epub 2015 May 12.
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) cm(4) 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.
合成并深入研究了三种经过合理设计的二酮吡咯并吡咯极性衍生物，它们由1,3 - 二甲基咪唑鎓阳离子单元以及苯、噻吩或呋喃环作为π间隔基组成。所得到的盐可溶于极性有机溶剂，并且在水中表现出令人满意的溶解度，这使得它们适用于生物成像应用。光物理测量表明，所得到的衍生物具有强吸收和良好的荧光量子产率。还对相应的双光子性质进行了研究，结果表明合成的盐表现出大的双光子吸收截面，达到4000 GM（GM = 戈培尔 - 迈耶单位，1 GM = 10(-50) cm(4) s photon(-1)）以及超过2000 GM的非常高的双光子亮度值。结果表明，这些盐可安全应用于双光子荧光显微镜中，用于活细胞中线粒体的选择性染色。
