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

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The dichotomy in the DNA-binding behaviour of ruthenium(II) complexes bearing benzoxazole and benzothiazole groups. / Spillane, Catriona B.; Dabo, Marieme N. V.; Fletcher, Nicholas C.; Morgan, Joy L.; Keene, F. Richard; Haq, Ihtshamul; Buurma, Niklaas J.

In: Journal of Inorganic Biochemistry, Vol. 102, No. 4, 04.2008, p. 673-683.

Research output: Contribution to journalJournal article

Harvard

Spillane, CB, Dabo, MNV, Fletcher, NC, Morgan, JL, Keene, FR, Haq, I & Buurma, NJ 2008, 'The dichotomy in the DNA-binding behaviour of ruthenium(II) complexes bearing benzoxazole and benzothiazole groups', Journal of Inorganic Biochemistry, vol. 102, no. 4, pp. 673-683. https://doi.org/10.1016/j.jinorgbio.2007.10.011

APA

Spillane, C. B., Dabo, M. N. V., Fletcher, N. C., Morgan, J. L., Keene, F. R., Haq, I., & Buurma, N. J. (2008). The dichotomy in the DNA-binding behaviour of ruthenium(II) complexes bearing benzoxazole and benzothiazole groups. Journal of Inorganic Biochemistry, 102(4), 673-683. https://doi.org/10.1016/j.jinorgbio.2007.10.011

Vancouver

Spillane CB, Dabo MNV, Fletcher NC, Morgan JL, Keene FR, Haq I et al. The dichotomy in the DNA-binding behaviour of ruthenium(II) complexes bearing benzoxazole and benzothiazole groups. Journal of Inorganic Biochemistry. 2008 Apr;102(4):673-683. https://doi.org/10.1016/j.jinorgbio.2007.10.011

Author

Spillane, Catriona B. ; Dabo, Marieme N. V. ; Fletcher, Nicholas C. ; Morgan, Joy L. ; Keene, F. Richard ; Haq, Ihtshamul ; Buurma, Niklaas J. / The dichotomy in the DNA-binding behaviour of ruthenium(II) complexes bearing benzoxazole and benzothiazole groups. In: Journal of Inorganic Biochemistry. 2008 ; Vol. 102, No. 4. pp. 673-683.

Bibtex

@article{8f8fac894cd84b479b20aa6aa13886bc,
title = "The dichotomy in the DNA-binding behaviour of ruthenium(II) complexes bearing benzoxazole and benzothiazole groups",
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, Delta-[Ru(bpy)(2)(4,4'bbob)](2+) displays a stronger association than the Lambda-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 A 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 Delta-[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 A isomer of the comparable benzoxazole ruthenium(II) complex (Delta-[Ru(bpy)(2)(4,4'-bbob)](2+)) that preferentially binds to DNA. (c) 2007 Elsevier Inc. All rights reserved.",
keywords = "ruthenium, 2,2'-bipyridine, benzothiazole, benzoxazole, enantioselectivity, DNA-binding, HETEROCYCLIC-COMPOUNDS, ANTITUMOR DRUGS, NUCLEIC-ACIDS, LIGHT SWITCH, AFFINITY, TRIS(PHENANTHROLINE)RUTHENIUM(II), HAT=1,4,5,8,9,12-HEXAAZATRIPHENYLENE, PHEN=1,10-PHENANTHROLINE, STEREOSELECTIVITY, STEREOISOMERS",
author = "Spillane, {Catriona B.} and Dabo, {Marieme N. V.} and Fletcher, {Nicholas C.} and Morgan, {Joy L.} and Keene, {F. Richard} and Ihtshamul Haq and Buurma, {Niklaas J.}",
year = "2008",
month = apr
doi = "10.1016/j.jinorgbio.2007.10.011",
language = "English",
volume = "102",
pages = "673--683",
journal = "Journal of Inorganic Biochemistry",
issn = "0162-0134",
publisher = "Elsevier Inc.",
number = "4",

}

RIS

TY - JOUR

T1 - The dichotomy in the DNA-binding behaviour of ruthenium(II) complexes bearing benzoxazole and benzothiazole groups

AU - Spillane, Catriona B.

AU - Dabo, Marieme N. V.

AU - Fletcher, Nicholas C.

AU - Morgan, Joy L.

AU - Keene, F. Richard

AU - Haq, Ihtshamul

AU - Buurma, Niklaas J.

PY - 2008/4

Y1 - 2008/4

N2 - 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, Delta-[Ru(bpy)(2)(4,4'bbob)](2+) displays a stronger association than the Lambda-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 A 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 Delta-[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 A isomer of the comparable benzoxazole ruthenium(II) complex (Delta-[Ru(bpy)(2)(4,4'-bbob)](2+)) that preferentially binds to DNA. (c) 2007 Elsevier Inc. All rights reserved.

AB - 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, Delta-[Ru(bpy)(2)(4,4'bbob)](2+) displays a stronger association than the Lambda-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 A 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 Delta-[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 A isomer of the comparable benzoxazole ruthenium(II) complex (Delta-[Ru(bpy)(2)(4,4'-bbob)](2+)) that preferentially binds to DNA. (c) 2007 Elsevier Inc. All rights reserved.

KW - ruthenium

KW - 2,2'-bipyridine

KW - benzothiazole

KW - benzoxazole

KW - enantioselectivity

KW - DNA-binding

KW - HETEROCYCLIC-COMPOUNDS

KW - ANTITUMOR DRUGS

KW - NUCLEIC-ACIDS

KW - LIGHT SWITCH

KW - AFFINITY

KW - TRIS(PHENANTHROLINE)RUTHENIUM(II)

KW - HAT=1,4,5,8,9,12-HEXAAZATRIPHENYLENE

KW - PHEN=1,10-PHENANTHROLINE

KW - STEREOSELECTIVITY

KW - STEREOISOMERS

U2 - 10.1016/j.jinorgbio.2007.10.011

DO - 10.1016/j.jinorgbio.2007.10.011

M3 - Journal article

VL - 102

SP - 673

EP - 683

JO - Journal of Inorganic Biochemistry

JF - Journal of Inorganic Biochemistry

SN - 0162-0134

IS - 4

ER -