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首页> 外文期刊>Chemistry: A European journal >Indications of 5’ to 3’ Interbase Electron Transfer as the First Step of Pyrimidine Dimer Formation Probed by a Dinucleotide Analog
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Indications of 5’ to 3’ Interbase Electron Transfer as the First Step of Pyrimidine Dimer Formation Probed by a Dinucleotide Analog

机译：作为二核苷酸类似物探测的嘧啶二聚体形成的第一步为5'至3'间电子转移的迹象

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摘要

Pyrimidine dimers are the most common DNA lesions generated under UV radiation. To reveal the molecular mechanisms behind their formation, it is of significance to reveal the roles of each pyrimidine residue. We thus replaced the 5’-pyrimidine residue with a photochemically inert xylene moiety (X). The electron-rich X can be readily oxidized but not reduced, defining the direction of interbase electron transfer (ET). Irradiation of the XpT dinucleotide under 254 nm UV light generates two major photoproducts: a pyrimidine (6-4) pyrimidone analog (6-4PP) and an analog of the so-called spore photoproduct (SP). Both products are formed by reaction at C4=O of the photo-excited 3’-thymidine (T), which indicates that excitation of a single “driver” residue is sufficient to trigger pyrimidine dimerization. Our quantum-chemical calculations demonstrated that photo-excited 3’-T accepts an electron from 5’-X. The resulting charge-separated radical pair lowers its energy upon formation of interbase covalent bonds, eventually yielding 6-4PP and SP.
机译：嘧啶二聚体是在紫外线辐射下产生的最常见的DNA病变。为了揭示其形成背后的分子机制，揭示了每种嘧啶残留物的作用是重要的。因此，我们用光化学上惰性二甲苯部分（X）代替5'-嘧啶残基。富含电子的X可以容易地氧化但不降低，限定间基电子传输的方向（ET）。在254nm uV光下的XPT二核苷酸的照射产生两个主要光调节：嘧啶（6-4）嘧啶酮类似物（6-4pp）和所谓的孢子光调节（SP）的类似物。两种产品都是通过在光激发的3'-胸苷（T）的C4 = O的反应形成的，这表明单个“驾驶员”残留物的激发足以引发嘧啶二聚化。我们的量子化学计算证明了照片激发3'-T接受5'-x的电子。所得到的电荷分离的自由基对在形成白藜比核性键时降低其能量，最终产生6-4pp和sp。

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  • 来源
    《Chemistry: A European journal》 |2017年第31期|共12页
  • 作者

    Yajun Jian; Egle Maximowitsch; Degang Liu; Surya Adhikari; Lei Li; Tatiana Domratcheva;

  • 作者单位

    Department of Chemistry and Chemical Biology Indiana University–Purdue University Indianapolis (IUPUI) 402 North Blackford Street Indianapolis Indiana 46202 (USA);

    Department of Biomolecular Mechanisms Max-Planck Institute for Medical Research Jahnstrasse 29 69120 Heidelberg (Germany);

    Department of Chemistry and Chemical Biology Indiana University–Purdue University Indianapolis (IUPUI) 402 North Blackford Street Indianapolis Indiana 46202 (USA);

    Department of Chemistry and Chemical Biology Indiana University–Purdue University Indianapolis (IUPUI) 402 North Blackford Street Indianapolis Indiana 46202 (USA);

    Department of Chemistry and Chemical Biology Indiana University–Purdue University Indianapolis (IUPUI) 402 North Blackford Street Indianapolis Indiana 46202 (USA);

    Department of Biomolecular Mechanisms Max-Planck Institute for Medical Research Jahnstrasse 29 69120 Heidelberg (Germany);

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  • 原文格式 PDF
  • 正文语种 eng
  • 中图分类 应用化学;
  • 关键词

    DNA photochemistry; electron transfer; pyrimidine (6-4) pyrimidone photoproduct; spore photoproduct; thymine dimer;

    机译：DNA光化学;电子转移;嘧啶（6-4）嘧啶光调节;孢子照相;胸腺嘧啶二聚体;

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