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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
- Source :
- Chemistry – A European Journal. 27:14057-14072
- Publication Year :
- 2021
- Publisher :
- Wiley, 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 Cat1+ , Cat2+ , Cat(i)2+ , and Cat3+ . 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 Cat1+ , Cat2+ , Cat(i)2+ , and Cat3+ 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.
- Subjects :
- Tris
Aqueous solution
010405 organic chemistry
Chemistry
Singlet oxygen
Organic Chemistry
Cationic polymerization
General Chemistry
Chromophore
010402 general chemistry
Electrochemistry
01 natural sciences
Catalysis
0104 chemical sciences
chemistry.chemical_compound
Polymer chemistry
Nucleic acid
DNA
Subjects
Details
- ISSN :
- 15213765 and 09476539
- Volume :
- 27
- Database :
- OpenAIRE
- Journal :
- Chemistry – A European Journal
- Accession number :
- edsair.doi...........c1efa3a1771c5a55295b315dbdfcdf13