Journal
CHEMISTRY-A EUROPEAN JOURNAL
Volume 26, Issue 10, Pages 2195-2203Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201903936
Keywords
boranes; circular dichroism; fluorescent probes; luminescence; sensors
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Funding
- Croatian Science Foundation [IP-2018-01-5475]
- DAAD
- Julius-Maximilians-Universitat Wurzburg
- DFG [NI 1737/2-1]
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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 Delta nu similar to=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.
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