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The dichotomy in the DNA-binding behaviour of ruthenium(II) complexes bearing benzoxazole and benzothiazole groups

Spillane, Catriona B., Dabo, Marième N.V., Fletcher, Nicholas C., Morgan, Joy L., Keene, F. Richard, Haq, Ihtshamul and Buurma, Niklaas Jan 2008. The dichotomy in the DNA-binding behaviour of ruthenium(II) complexes bearing benzoxazole and benzothiazole groups. Journal of Inorganic Biochemistry 102 (4) , pp. 673-683. 10.1016/j.jinorgbio.2007.10.011

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Abstract

The substituted tris(bipyridine)ruthenium(II) complexes {[Ru(bpy)2(4,4′-bbob)]2+ and [Ru(bpy)2(5,5′-bbob)]2+ [where bpy = 2,2′-bipyridine and bbob = bis(benzoxazol-2-yl)-2,2′-bipyridine] have been prepared and compared to the previously studied complex [Ru(bpy)2(4,4′-bbtb)]2+ [where bbtb = bis(benzothiazol-2-yl)-2,2′-bipyridine]. From the UV/VIS titration studies, Δ-[Ru(bpy)2(4,4′-bbob)]2+ displays a stronger association than the Λ-isomer with calf-thymus DNA (ct-DNA). For [Ru(bpy)2(5,5′-bbob)]2+, there appears to be minimal interaction with ct-DNA. The results of fluorescence titration studies suggest that [Ru(bpy)2(4,4′-bbob)]2+ gives an increase in emission intensity with increasing ct-DNA concentrations, with an enantiopreference for the Δ isomer, confirmed by membrane dialysis studies. The fluorescent intercalation displacement studies revealed that [Ru(bpy)2(4,4′-bbob)]2+ and [Ru(bpy)2(5,5′-bbob)]2+ display a preference for more open DNA structures such as bulge and hairpin sequences. While Λ-[Ru(bpy)2(4,4′-bbtb)]2+ has shown the most significant affinity for all the oligonucleotides sequences screened in previous studies, it is the Δ isomer of the comparable benzoxazole ruthenium(II) complex (Δ-[Ru(bpy)2(4,4′-bbob)]2+) that preferentially binds to DNA.

Item Type: Article
Date Type: Publication
Status: Published
Schools: Chemistry
Subjects: Q Science > QD Chemistry
Uncontrolled Keywords: Ruthenium; 2,2′-bipyridine; Benzothiazole; Benzoxazole; Enantioselectivity; DNA-binding
Publisher: Elsevier
ISSN: 0162-0134
Last Modified: 04 Jun 2017 02:57
URI: http://orca-mwe.cf.ac.uk/id/eprint/14485

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