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A quadrupolar bis‐triarylborane chromophore as a fluorimetric and chirooptic probe for simultaneous and selective sensing of DNA, RNA and proteins

Ban, Željka; Griesbeck, Stefanie; Tomić, Sanja; Nitsch, Jörn; Marder, Todd; Piantanida, Ivo (2020) A quadrupolar bis‐triarylborane chromophore as a fluorimetric and chirooptic probe for simultaneous and selective sensing of DNA, RNA and proteins. Chemistry - A European Journal, 26 . pp. 2195-2203. ISSN 0947-6539

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Abstract

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 Δν ̃ = 3600 cm-1, allowing 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.

Item Type: Article
Uncontrolled Keywords: Borane ; Fluorescent probe ; Luminescence ; Sensor ; Circular Dichroism
Subjects: NATURAL SCIENCES > Chemistry
Divisions: Division of Organic Chemistry and Biochemistry
Projects:
Project titleProject leaderProject codeProject type
Višekromoforne probe za prepoznavanje pojedinih struktura DNA, RNA i proteina-BioMultiChromoProbesIvo PiantanidaIP-2018-01-5475HRZZ
Depositing User: Ivo Piantanida
Date Deposited: 20 Mar 2020 08:34
Last Modified: 20 Mar 2020 12:48
URI: http://fulir.irb.hr/id/eprint/5368
DOI: 10.1002/chem.201903936

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