Water-Soluble Triarylborane Chromophores for One- and Two-Photon Excited Fluorescence Imaging of Mitochondria in Cells

Griesbeck, Stefanie; Zhang, Zuolyn; Gutman, Marcus; Lühmann, Tessa; Edkins, Robert M.; Clermont, Guilaume; Lazar, Adina N.; Haehnel, Martin; Edkins, Katharina; Eichhorn, Antonius; Blanchard-Desce, Mireille; Meinel, Lorenz; Marder, Todd B.

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.

Citation

Griesbeck, S., Zhang, Z., Gutman, M., Lühmann, T., Edkins, R. M., Clermont, G., …Marder, T. B. (2016). Water-Soluble Triarylborane Chromophores for One- and Two-Photon Excited Fluorescence Imaging of Mitochondria in Cells. Chemistry - A European Journal, 22(41), 14701-14706. https://doi.org/10.1002/chem.201602639

• Journal Article Type: Article
• Acceptance Date: Jul 19, 2016
• Online Publication Date: Sep 15, 2016
• Publication Date: Oct 4, 2016
• Deposit Date: Jul 19, 2016
• Publicly Available Date: Sep 15, 2017
• Journal: Chemistry - A European Journal
• Print ISSN: 0947-6539
• Electronic ISSN: 1521-3765
• Publisher: Wiley
• Peer Reviewed: Peer Reviewed
• Volume: 22
• Issue: 41
• Pages: 14701-14706
• DOI: https://doi.org/10.1002/chem.201602639
• Public URL: https://durham-repository.worktribe.com/output/1379380