5-Halouracil, which is a DNA base analog in which the methyl group at the C5 position of thymine is replaced with a halogen atom, has been used in studies of DNA damage. In DNA strands, the uracil radical generated from 5-halouracil causes DNA damage via a hydrogen-abstraction reaction. We analyzed the photoreaction of 5-halouracil in various DNA structures and revealed that the reaction is DNA structure-dependent. In this review, we summarize the results of the analysis of the reactivity of 5-halouracil in various DNA local structures. Among the 5-halouracil molecules, 5-bromouracil has been used as a probe in the analysis of photoinduced electron transfer through DNA. The analysis of groove-binder/DNA and protein/DNA complexes using a 5-bromouracil-based electron transfer system is also described.

中文翻译：

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含有 5-卤尿嘧啶及其产物的 DNA 的光反应†

5-卤尿嘧啶是一种 DNA 碱基类似物，其中胸腺嘧啶 C5 位的甲基被卤素原子取代，已用于研究 DNA 损伤。在 DNA 链中，5-卤尿嘧啶产生的尿嘧啶自由基通过氢提取反应导致 DNA 损伤。我们分析了 5-halouracil 在各种 DNA 结构中的光反应，并揭示该反应是 DNA 结构依赖性的。在这篇综述中，我们总结了 5-halouracil 在各种 DNA 局部结构中的反应性分析结果。在 5-卤尿嘧啶分子中，5-溴尿嘧啶已被用作分析通过 DNA 的光诱导电子转移的探针。还描述了使用基于 5-溴尿嘧啶的电子转移系统对凹槽粘合剂/DNA 和蛋白质/DNA 复合物的分析。