Journal
CHEMISTRY-A EUROPEAN JOURNAL
Volume 22, Issue 41, Pages 14701-14706Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201602639
Keywords
boron; fluorescence; fluorescent probes; imaging agents; nonlinear optics
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Funding
- Bavarian State Ministry of Science, Research, and the Arts
- Alexander von Humboldt Foundation
- Royal Commission for the Exhibition of 1851
- Region Aquitaine (chair of excellence)
- French State
- Deutsche Forschungsgemeinschaft (DFG) [ME-3820/3-1]
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Three water-soluble tetracationic quadrupolar chromophores comprising two three-coordinate boron -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 268GM at 800nm 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.
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