Methyl Viologens of Bis-(4'-pyridylethynyl)arenes - Structures, Photophysical and Electrochemical Studies, and their Potential Application in Biology (CROSBI ID 309138)
Prilog u časopisu | izvorni znanstveni rad | međunarodna recenzija
Podaci o odgovornosti
Kole, Goutam Kumar ; Košćak, Marta ; Amar, Anissa ; Majhen, Dragomira ; Božinović, Ksenija ; Brkljača, Zlatko ; Ferger, Matthias ; Michail, Evripidis ; Lorenzen, Sabine ; Friedrich, Alexandra ; Krummenacher, Ivo ; Moos, Michael ; Braunschweig, Holger ; Boucekkine, Abdou ; Lambert, Christoph ; Halet, Jean-François ; Piantanida, Ivo ; Müller-Buschbaum, Klaus ; Marder, Todd B.
engleski
Methyl Viologens of Bis-(4'-pyridylethynyl)arenes - Structures, Photophysical and Electrochemical Studies, and their Potential Application in Biology
A series of bis-(4'-pyridylethynyl)arenes (arene = benzene, tetrafluorobenzene, and anthracene) were synthesized and their bis-N-methylpyridinium compounds were investigated as a class of π-extended methyl viologens. Their structures were determined by single crystal X-ray diffraction, and their photophysical and electrochemical properties (cyclic voltammetry), as well as their interactions with DNA/RNA were investigated. The dications showed bathochromic shifts in emission compared to the neutral compounds. The neutral compounds showed very small Stokes shifts, which are a little larger for the dications. All of the compounds showed very short fluorescence lifetimes (< 4 ns). The neutral compound with an anthracene core has a quantum yield of almost unity. With stronger acceptors, the analogous bis-N-methylpyridinium compound showed a larger two-photon absorption cross-section than its neutral precursor. All of the dicationic compounds interact with DNA/RNA ; while the compounds with benzene and tetrafluorobenzene cores bind in the grooves, the one with an anthracene core intercalates as a consequence of its large, condensed aromatic linker moiety, and it aggregates within the polynucleotide when in excess over DNA/RNA.
Methyl Viologen ; Two-photon Absorption ; Singlet Oxygen ; DNA/RNA Binding ; Cell Imaging
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Podaci o izdanju
28 (40)
2022.
e202200753
22
objavljeno
0947-6539
1521-3765
10.1002/chem.202200753
Povezanost rada
Biologija, Kemija