Faculty of Pharmaceutical Sciences, Suzuka University of Medical Science, Suzuka, Mie, Japan.
Department of Chemistry, Graduate School of Science, Kyoto University, Sakyo, Kyoto, Japan.
Photochem Photobiol. 2022 May;98(3):532-545. doi: 10.1111/php.13521. Epub 2021 Oct 5.
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.
5-卤代尿嘧啶，它是一种 DNA 碱基类似物，其中胸腺嘧啶的 C5 位置上的甲基被卤素原子取代，已被用于 DNA 损伤的研究。在 DNA 链中，由 5-卤代尿嘧啶产生的尿嘧啶自由基通过氢提取反应引起 DNA 损伤。我们分析了各种 DNA 结构中 5-卤代尿嘧啶的光反应，揭示了该反应是依赖于 DNA 结构的。在这篇综述中，我们总结了对各种 DNA 局部结构中 5-卤代尿嘧啶反应性的分析结果。在 5-卤代尿嘧啶分子中，5-溴代尿嘧啶已被用作通过 DNA 进行光诱导电子转移分析的探针。使用基于 5-溴代尿嘧啶的电子转移系统分析沟结合物/DNA 和蛋白质/DNA 复合物的情况也进行了描述。
