高等学校化学学报

高等学校化学学报

• 研究论文 • 上一篇    下一篇

一种苊并杂环有机小分子嵌入DNA的几何学模式研究

杨源源1, 张志超1, 盛辉2, 刘凤玉1, 钱旭红1,3, 徐芹1, 张晶1,4   

    1. 大连理工大学精细化工国家重点实验室, 大连 116012;
    2. 吉林大学第一医院, 长春 130021;
    3. 华东理工大学化学生物学上海重点实验室, 上海 200237;
    4. 南开大学元素有机化学国家重点实验室, 天津 300071
  • 收稿日期:2006-05-11 修回日期:1900-01-01 出版日期:2007-03-10 发布日期:2007-03-10
  • 通讯作者: 张志超

Studies on the Binding Geometry of Intercalation of 4-(2-Diethylamino-ethylamino)-8-oxo-8H-acenaphtho[1,2-b]pyrrole-9-carbonitrile to DNA by Molecular Spectra

YANG Yuan-Yuan1, ZHANG Zhi-Chao1, SHENG Hui2, LIU Feng-Yu1, QIAN Xu-Hong1,3, XU Qin1, ZHANG Jing1,4   

    1. State Key Laboratory of Fine Chemicals, Dalian University of Technology, Dalian 116012, China;
    2. The First Hospital of Jilin University, Changchun 130021, China;
    3. Shanghai Key Laboratory of Chemical Biology, East China University of Science and Technology, Shanghai 200237, China;
    4. State Key Laboratory of Elemento-Organic Chemistry, Nankai University, Tianjin 300071, China
  • Received:2006-05-11 Revised:1900-01-01 Online:2007-03-10 Published:2007-03-10
  • Contact: ZHANG Zhi-Chao

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被引次数

17

摘要： 利用圆二色谱(CD)、紫外-可见吸收光谱以及荧光光谱等方法对苊并杂环化合物8-氧-8H-苊并[1,2-b]吡咯-9-腈(A1) 与小牛胸腺DNA(CT DNA) 的相互作用进行了研究. 结果表明, 随着n(A1)/n(CT DNA)的变化存在两种不同的几何学结合构型. 当n(A1)/n(CT DNA)值低于0.20时, A1分子与DNA的结合方式是不均一的, 化合物分子以多种角度嵌入到DNA碱基对之间. 表现为A1-DNA复合物的诱导圆二色光谱图上较小的正峰和紫外吸收光谱图缺省等吸收点. DNA的特征圆二色谱图表明, 在n(A1)/n(CT DNA)≤0.20范围内, CT DNA的构象从标准的B型转化为A-like型; 当n(A1)/n(CT DNA)>0.20时, 诱导圆二色光谱由正峰转变为强度大、波形复杂的负峰, 表明A1分子开始堆积到DNA螺旋的表面, 同时DNA的二级结构发生了进一步变化.

关键词: 嵌入剂, 几何学构型, DNA构象, 圆二色谱

Abstract: The binding geometry of a heterocyclic compound, 4-(2-diethylamino-ethylamino)-8-oxo-8H-acenaphtho[1,2-b]pyrrole-9-carbonitrile(A1) to CT DNA was studied by using molecular spectroscopy. Deduced from SYBR Green-DNA melt curve, fluorescence spectroscopy, UV-Vis spectroscopy and circular dichroism(CD), there were two different interaction mechanisms involved in the whole interaction process depending on the the molar ratios of A1 to CT DNA base pairs. The binding geometry of A1 to CT DNA was investigated by the induced CD spectroscopy based on the different n(A1)/n(CT DNA) ratio. The value n(A1)/n(CT DNA)=0.20 was the turning point; when n(A1)/n(CT DNA)≤0.20, the intercalation orientation of A1 to the dyad axis of DNA double helix was heterogeneous and stacking of A1 on the surface helix of DNA was available when n(A1)/n(CT DNA)>020.

Key words: Intercalator, Geometry, DNA conformation, Circular dichroism

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