Naslov
Tetracationic bis-triarylborane 1, 3-butadiyne as a combined fluorimetric and Raman probe for simultaneous and selective sensing of various DNA, RNA and proteins

Autori
Amini, Hashem ; Ban, Željka ; Ferger, Matthias ; Lorenzen, Sabine ; Rauch, Florian ; Friedrich, Alexandra ; Crnolatac, Ivo ; Kenđel, Adriana ; Miljanić, Snežana ; Piantanida, Ivo ; Marder, Todd B.

Izvornik
Chemistry : a European journal (0947-6539) 26 (2020); 6017-6028

Vrsta, podvrsta i kategorija rada
Radovi u časopisima, članak, znanstveni

Ključne riječi
Borane ; Fluorescent probe ; Raman probe ; DNA/RNA Sensor ; Protein Sensor ; Circular Dichroism

Sažetak
A new bis-triarylborane tetracation (4-Ar2B-3, 5-Me2C6H2)-C≡C- C≡C-(3, 5-Me2C6H2-4-BAr2 [Ar = (2, 6-Me2-4-NMe3-C6H2)+] (24+) shows distinctly different behaviour in its fluorimetric response than that of our recently published bis-triarylborane 5- (4-Ar2B-3, 5-Me2C6H2)-2, 2’-(C4H2S)2-5’-(3, 5-Me2C6H2-4-BAr2) (34+). Single-crystal X-ray diffraction data on the neutral bis- triarylborane precursor 2N confirm its rod-like dumbbell structure, which is shown to be important for DNA/RNA targeting and also for BSA protein binding. Fluorimetric titrations with DNA/RNA/BSA revealed the very strong affinity of 24+ and indicated the importance of the properties of the linker connecting the two triarylboranes. Using the butadiyne- rather than a bithiophene linker resulted in an opposite emission effect (quenching vs enhancement), and 24+ bound to BSA 100 times stronger than 34+. Moreover, 24+ interacted strongly with ss-RNA, and circular dichroism (CD) results suggest ss- RNA chain-wrapping around the rod-like bis-triarylborane dumbbell structure like a thread around a spindle, a very unusual mode of binding of ss-RNA with small molecules. Furthermore, 24+ yielded strong Raman/SERS signals, allowing DNA or protein detection at ca. 10 nM concentrations. The above observations, combined with low cytotoxicity, efficient human cell uptake and organelle-selective accumulation make such compounds intriguing novel lead structures for bio-oriented, dual fluorescence/Raman-based applications.

Izvorni jezik
Engleski

Znanstvena područja
Kemija

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