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Issue 6, 2009
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Binding of [Pt(1C3)(dien)]2+ to the duplex DNA oligonucleotide 5′-d(TGGCCA)-3′: the effect of an appended positive charge on the orientation and location of anthraquinone intercalation

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Abstract

The binding of a platinum intercalator complex [Pt(1C3)(dien)]2+ (1C3 = 1-[(3-aminopropyl)amino]-anthracene-9,10-dione, dien = 3-azapentane-1,5-diamine) to DNA and to the self-complementary oligonucleotide 5′-d(TGGCCA)-3′ has been investigated by UV–visible spectrophotometry and 2D NMR spectroscopy, respectively. The uncomplexed anthraquinone, 1C3, has an apparent DNA binding constant of 1.4 × 104, similar to that of ethidium bromide. Addition of the coordinatively saturated {Pt(dien)} moiety increases the binding constant to 3.7 × 105 M−1, showing the effect of the increased positive charge introduced by this moiety. Multiple binding modes are evident from the lack of isosbestic points in the titration spectra and the non-linear nature of the half-reciprocal plot used to calculate the binding constant. [Pt(1C3)(dien)]2+ forms a 2 : 1 adduct with 5′-d(TGGCCA)-3′ and is shown by 2D NMR to intercalate primarily in the TG:CA base pairs at the ends of the oligonucleotide with the side chain and {Pt(dien)} situated in the minor groove.

Graphical abstract: Binding of [Pt(1C3)(dien)]2+ to the duplex DNA oligonucleotide 5′-d(TGGCCA)-3′: the effect of an appended positive charge on the orientation and location of anthraquinone intercalation

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Publication details

The article was received on 21 Aug 2008, accepted on 30 Oct 2008, published on 15 Dec 2008 and first published online on 15 Dec 2008


Article type: Paper
DOI: 10.1039/B814604G
Citation: Dalton Trans., 2009, 932-939
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    Binding of [Pt(1C3)(dien)]2+ to the duplex DNA oligonucleotide 5′-d(TGGCCA)-3′: the effect of an appended positive charge on the orientation and location of anthraquinone intercalation

    R. M. Whan, B. A. Messerle and T. W. Hambley, Dalton Trans., 2009, 932
    DOI: 10.1039/B814604G

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