@article{BergerRueheSchwarzmannetal.2021, author = {Berger, Sarina M. and R{\"u}he, Jessica and Schwarzmann, Johannes and Phillipps, Alexandra and Richard, Ann-Katrin and Ferger, Matthias and Krummenacher, Ivo and Tumir, Lidija-Marija and Ban, Željka and Crnolatac, Ivo and Majhen, Dragomira and Barišić, Ivan and Piantanida, Ivo and Schleier, Domenik and Griesbeck, Stefanie and Friedrich, Alexandra and Braunschweig, Holger and Marder, Todd B.}, title = {Bithiophene-Cored, mono-, bis-, and tris-(Trimethylammonium)-Substituted, bis-Triarylborane Chromophores: Effect of the Number and Position of Charges on Cell Imaging and DNA/RNA Sensing}, series = {Chemistry—A European Journal}, volume = {27}, journal = {Chemistry—A European Journal}, number = {56}, doi = {10.1002/chem.202102308}, url = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-256963}, pages = {14057-14072}, year = {2021}, abstract = {The synthesis, photophysical, and electrochemical properties of selectively mono-, bis- and tris-dimethylamino- and trimethylammonium-substituted bis-triarylborane bithiophene chromophores are presented along with the water solubility and singlet oxygen sensitizing efficiency of the cationic compounds Cat\(^{1+}\), Cat\(^{2+}\), Cat(i)\(^{2+}\), and Cat\(^{3+}\). Comparison with the mono-triarylboranes reveals the large influence of the bridging unit on the properties of the bis-triarylboranes, especially those of the cationic compounds. Based on these preliminary investigations, the interactions of Cat\(^{1+}\), Cat\(^{2+}\), Cat(i)\(^{2+}\), and Cat\(^{3+}\) 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.}, language = {en} } @article{BanGriesbeckTomićetal.2020, author = {Ban, Željka and Griesbeck, Stefanie and Tomić, Sanja and Nitsch, J{\"o}rn and Marder, Todd B. and Piantanida, Ivo}, title = {A Quadrupolar Bis-Triarylborane Chromophore as a Fluorimetric and Chirooptic Probe for Simultaneous and Selective Sensing of DNA, RNA and Proteins}, series = {Chemistry - A European Journal}, volume = {26}, journal = {Chemistry - A European Journal}, number = {10}, doi = {10.1002/chem.201903936}, url = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-208154}, pages = {2195-2203}, year = {2020}, abstract = {A water-soluble tetracationic quadrupolar bis-triarylborane chromophore showed strong binding to ds-DNA, ds-RNA, ss-RNA, as well as to the naturally most abundant protein, BSA. The novel dye can distinguish between DNA/RNA and BSA by fluorescence emission separated by Δv =3600 cm\(^{-1}\), allowing for the simultaneous quantification of DNA/RNA and protein (BSA) in a mixture. The applicability of such fluorimetric differentiation in vitro was demonstrated, strongly supporting a protein-like target as a dominant binding site of 1 in cells. Moreover, our dye also bound strongly to ss-RNA, with the unusual rod-like structure of the dye, decorated by four positive charges at its termini and having a hydrophobic core, acting as a spindle for wrapping A, C and U ss-RNAs, but not poly G, the latter preserving its secondary structure. To the best of our knowledge, such unmatched, multifaceted binding activity of a small molecule toward DNA, RNA, and proteins and the selectivity of its fluorimetric and chirooptic response makes the quadrupolar bis-triarylborane a novel chromophore/fluorophore moiety for biochemical applications.}, language = {en} }