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Wiley, Chemistry - A European Journal, 56(27), p. 14057-14072, 2021

DOI: 10.1002/chem.202102308

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Bithiophene‐Cored,mono‐,bis‐, andtris‐(Trimethylammonium)‐Substituted,bis‐Triarylborane Chromophores: Effect of the Number and Position of Charges on Cell Imaging and DNA/RNA Sensing

Journal article published in 2021 by Sarina M. Berger ORCID, Jessica Rühe, Johannes Schwarzmann, Alexandra Phillipps, Ann‐Katrin Richard, Matthias Ferger ORCID, Ivo Krummenacher ORCID, Lidija‐Marija Tumir, Željka Ban ORCID, Ivo Crnolatac, Dragomira Majhen ORCID, Ivan Barišić ORCID, Ivo Piantanida ORCID, Domenik Schleier, Stefanie Griesbeck ORCID and other authors.
This paper was not found in any repository, but could be made available legally by the author.
This paper was not found in any repository, but could be made available legally by the author.

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Abstract

AbstractThe synthesis, photophysical, and electrochemical properties of selectivelymono‐,bis‐ andtris‐dimethylamino‐ and trimethylammonium‐substitutedbis‐triarylborane bithiophene chromophores are presented along with the water solubility and singlet oxygen sensitizing efficiency of the cationic compoundsCat1+,Cat2+,Cat(i)2+, andCat3+. Comparison with themono‐triarylboranes reveals the large influence of the bridging unit on the properties of thebis‐triarylboranes, especially those of the cationic compounds. Based on these preliminary investigations, the interactions ofCat1+,Cat2+,Cat(i)2+, andCat3+with DNA, RNA, and DNApore were investigated in buffered solutions. The same compounds were investigated for their ability to enter and localize within organelles of human lung carcinoma (A549) and normal lung (WI38) cells showing that not only the number of charges but also their distribution over the chromophore influences interactions and staining properties.