The nature of the (oligo/hetero)arene linker connecting two triarylborane cations controls fluorimetric and circular dichroism sensing of various ds-DNAs and ds-RNAs
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- A series of tetracationic bis-triarylborane dyes, differing in the aromatic linker connecting two dicationic triarylborane moieties, showed very high submicromolar affinities toward ds-DNA and ds-RNA. The linker strongly influenced the emissive properties of triarylborane cations and controlled the fluorimetric response of dyes. The fluorene-analog shows the most selective fluorescence response between AT-DNA, GC-DNA, and AU-RNA, the pyrene-analog’s emission is non-selectively enhanced by all DNA/RNA, and the dithienyl-diketopyrrolopyrroleA series of tetracationic bis-triarylborane dyes, differing in the aromatic linker connecting two dicationic triarylborane moieties, showed very high submicromolar affinities toward ds-DNA and ds-RNA. The linker strongly influenced the emissive properties of triarylborane cations and controlled the fluorimetric response of dyes. The fluorene-analog shows the most selective fluorescence response between AT-DNA, GC-DNA, and AU-RNA, the pyrene-analog’s emission is non-selectively enhanced by all DNA/RNA, and the dithienyl-diketopyrrolopyrrole analog’s emission is strongly quenched upon DNA/RNA binding. The emission properties of the biphenyl-analog were not applicable, but the compound showed specific induced circular dichroism (ICD) signals only for AT-sequence-containing ds-DNAs, whereas the pyrene-analog ICD signals were specific for AT-DNA with respect to GC-DNA, and also recognized AU-RNA by giving a different ICD pattern from that observed upon interaction with AT-DNA. The fluorene- and dithienyl-diketopyrrolopyrrole analogs were ICD-signal silent. Thus, fine-tuning of the aromatic linker properties connecting two triarylborane dications can be used for the dual sensing (fluorimetric and CD) of various ds-DNA/RNA secondary structures, depending on the steric properties of the DNA/RNA grooves.…
Autor(en): | Lidija-Marija Tumir, Dijana Pavlović Saftić, Ivo Crnolatac, Željka Ban, Matea Maslać, Stefanie Griesbeck, Todd B. Marder, Ivo Piantanida |
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URN: | urn:nbn:de:bvb:20-opus-319322 |
Dokumentart: | Artikel / Aufsatz in einer Zeitschrift |
Institute der Universität: | Fakultät für Chemie und Pharmazie / Institut für Anorganische Chemie |
Sprache der Veröffentlichung: | Englisch |
Titel des übergeordneten Werkes / der Zeitschrift (Englisch): | Molecules |
ISSN: | 1420-3049 |
Erscheinungsjahr: | 2023 |
Band / Jahrgang: | 28 |
Heft / Ausgabe: | 11 |
Aufsatznummer: | 4348 |
Originalveröffentlichung / Quelle: | Molecules (2023) 28:11, 4348. https://doi.org/10.3390/molecules28114348 |
DOI: | https://doi.org/10.3390/molecules28114348 |
Allgemeine fachliche Zuordnung (DDC-Klassifikation): | 5 Naturwissenschaften und Mathematik / 54 Chemie / 540 Chemie und zugeordnete Wissenschaften |
Freie Schlagwort(e): | DNA recognition; RNA recognition; circular dichroism; fluorescent probe; triarylborane |
Datum der Freischaltung: | 08.03.2024 |
Datum der Erstveröffentlichung: | 25.05.2023 |
Lizenz (Deutsch): | CC BY: Creative-Commons-Lizenz: Namensnennung 4.0 International |