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

Spillane, Caitriona B., Dabo, Marieme N.V., Fletcher, Nicholas C., Morgan, Joy L., Keene, F. Richard, Haq, Ihtshamul, and Buurma, Niklaas J. (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.

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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 ID: 6610
Item Type: Article (Refereed Research - C1)
Keywords: ruthenium; 2,2'-bipyridine; DNA binding; enantioselectivity; benzothiazole; benzoxazole
ISSN: 1873-3344
Date Deposited: 25 Feb 2010 00:37
FoR Codes: 03 CHEMICAL SCIENCES > 0302 Inorganic Chemistry > 030201 Bioinorganic Chemistry @ 50%
03 CHEMICAL SCIENCES > 0302 Inorganic Chemistry > 030207 Transition Metal Chemistry @ 50%
SEO Codes: 97 EXPANDING KNOWLEDGE > 970103 Expanding Knowledge in the Chemical Sciences @ 100%
Citation Count from Web of Science Web of Science 11
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