biostudies-literatureTashiro RJapan Agency for Medical Research and DevelopmentNCI NIH HHSJapan Society for the Promotion of Science532-545https://www.ebi.ac.uk/biostudies/studies/S-EPMC9197447biostudies-literatureUnknown98(3)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.Photochemistry and photobiologyPhotoreaction of DNA Containing 5-Halouracil and its Products.PMC9197447JP20am0101101R01 CA23635020H0593616H06356Sugiyama HTashiro RfalsePhotoreaction of DNA Containing 5-Halouracil and its Products.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.2022-01-01T00:00:00Z2022 May2024-11-15T17:38:04.017Z2024-11-15T17:38:04.017ZS-EPMC91974473454345110.1111/php.13521