Interaction of Dicationic Bis(imidazoliumyl)porphyrinatometals with DNA

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A pair of dicationic metalloporphyrins with only two <I>meso</I>-substituents, i.e. copper(II) and zinc(II) complexes of 5,15-bis(1,3-dimethylimidazolium-2-yl)porphyrin (H<SUB>2</SUB>-<B>1</B>), have been synthesized by insertion reaction of the metal ions. Interactions of [5,15-bis(1,3-dimethylimidazolium-2-yl)porphyrinato]copper(II) (Cu-<B>1</B>) and [5,15-bis(1,3-dimethylimidazolium-2-yl)porphyrinato]zinc(II) (Zn-<B>1</B>) with calf thymus DNA (CT-DNA) and double-helical synthetic polynucleotides ( [poly(dA–dT)]<SUB>2</SUB> and [poly(dG–dC)]<SUB>2</SUB> ) have been studied by melting temperature, viscometric, visible absorption, CD and MCD spectroscopic measurements. The copper(II) complex, Cu-<B>1</B>, intercalates into the base pairs of DNA such as CT-DNA, [poly(dA–dT)]<SUB>2</SUB> and [poly(dG–dC)]<SUB>2</SUB> to stabilize the DNA duplex due to its high affinity for them. In contrast, the zinc(II) complex, Zn-<B>1</B>, binds edge-on to CT-DNA, [poly(dA–dT)]<SUB>2</SUB> and [poly(dG–dC)]<SUB>2</SUB> as an outside binder. The binding constant of Cu-<B>1</B> to DNA is in the order of 10<SUP>6</SUP> M<SUP>−1</SUP> in a phosphate buffer (pH 6.8) at 25 °C, while that of Zn-<B>1</B> ranges from 10<SUP>4</SUP> to 10<SUP>5</SUP> M<SUP>−1</SUP> under the same experimental conditions. The binding of Cu-<B>1</B> and Zn-<B>1</B> to DNA is entropically driven, although that of H<SUB>2</SUB>-<B>1</B> is enthalpically driven. As a result, it has been revealed that the kind of central metal ions in dicationic metalloporphyrins influences the binding properties of the dicationic porphyrin to DNA.

収録刊行物

  • Bulletin of the Chemical Society of Japan

    Bulletin of the Chemical Society of Japan 76(10), 1947-1955, 2003-10-15

    The Chemical Society of Japan

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各種コード

  • NII論文ID(NAID)
    10013929961
  • NII書誌ID(NCID)
    AA00580132
  • 本文言語コード
    ENG
  • 資料種別
    ART
  • ISSN
    00092673
  • NDL 記事登録ID
    6711893
  • NDL 雑誌分類
    ZP1(科学技術--化学・化学工業)
  • NDL 請求記号
    Z53-B35
  • データ提供元
    CJP書誌  NDL  J-STAGE 
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