TY  - JOUR
A1  - Berger, Sarina M.
A1  - Rühe, Jessica
A1  - Schwarzmann, Johannes
A1  - Phillipps, Alexandra
A1  - Richard, Ann-Katrin
A1  - Ferger, Matthias
A1  - Krummenacher, Ivo
A1  - Tumir, Lidija-Marija
A1  - Ban, Željka
A1  - Crnolatac, Ivo
A1  - Majhen, Dragomira
A1  - Barišić, Ivan
A1  - Piantanida, Ivo
A1  - Schleier, Domenik
A1  - Griesbeck, Stefanie
A1  - Friedrich, Alexandra
A1  - Braunschweig, Holger
A1  - Marder, Todd B.
T1  - 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
JF  - Chemistry—A European Journal
N2  - 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.
KW  - singlet oxygen
KW  - boron
KW  - bioimaging
KW  - luminescence
KW  - nucleic acid
Y1  - 2021
U6  - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-256963
VL  - 27
IS  - 56
ER  - 
TY  - JOUR
A1  - Tumir, Lidija-Marija
A1  - Pavlović Saftić, Dijana
A1  - Crnolatac, Ivo
A1  - Ban, Željka
A1  - Maslać, Matea
A1  - Griesbeck, Stefanie
A1  - Marder, Todd B.
A1  - Piantanida, Ivo
T1  - The nature of the (oligo/hetero)arene linker connecting two triarylborane cations controls fluorimetric and circular dichroism sensing of various ds-DNAs and ds-RNAs
JF  - Molecules
N2  - A series of tetracationic bis-triarylborane dyes, differing in the aromatic linker connecting two dicationic triarylborane moieties, showed very high submicromolar affinities toward ds-DNA and ds-RNA. The linker strongly influenced the emissive properties of triarylborane cations and controlled the fluorimetric response of dyes. The fluorene-analog shows the most selective fluorescence response between AT-DNA, GC-DNA, and AU-RNA, the pyrene-analog’s emission is non-selectively enhanced by all DNA/RNA, and the dithienyl-diketopyrrolopyrrole analog’s emission is strongly quenched upon DNA/RNA binding. The emission properties of the biphenyl-analog were not applicable, but the compound showed specific induced circular dichroism (ICD) signals only for AT-sequence-containing ds-DNAs, whereas the pyrene-analog ICD signals were specific for AT-DNA with respect to GC-DNA, and also recognized AU-RNA by giving a different ICD pattern from that observed upon interaction with AT-DNA. The fluorene- and dithienyl-diketopyrrolopyrrole analogs were ICD-signal silent. Thus, fine-tuning of the aromatic linker properties connecting two triarylborane dications can be used for the dual sensing (fluorimetric and CD) of various ds-DNA/RNA secondary structures, depending on the steric properties of the DNA/RNA grooves.
KW  - triarylborane
KW  - fluorescent probe
KW  - circular dichroism
KW  - DNA recognition
KW  - RNA recognition
Y1  - 2023
U6  - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-319322
SN  - 1420-3049
VL  - 28
IS  - 11
ER  -