title: BODIPY-modified 2'-deoxyguanosine as a novel tool to detect DNA damages.
abstract: BODIPY-modified 2'-deoxyguanosine was synthesized for use as a detection reagent for genotoxic compounds. BODIPY-FL is a well known fluorescence reagent whose fluorescent light emission diminishes near a guanine base by a photo-induced electron transfer process. We attached BODIPY-Fl to the 5' position of the deoxyribose moiety of 2'-deoxyguanosine. Although this compound has low fluorescence activity, when depurination by the action of alkylating reagents and dG oxidation by singlet oxygen occurred, the emission of strong fluorescence was observed. BODIPY-dG was found, therefore, to be a very useful tool for selectively detecting DNA damaging activity particularly in natural environmental extracts.
authors.affiliation: Department of Applied Chemistry, Kanagawa Institute of Technology, Shimo-Ogino 1030, Atsugi-shi 243-0292, Japan. takamura@chem.kanagawa-it.ac.jp
authors.forename: Takeji
authors.initials: T
authors.lastname: Takamura-Enya
authors.forename: Ryoko
authors.initials: R
authors.lastname: Ishii
mesh_terms: D000478:Alkylation; D001896:Boron Compounds / Q000737:chemistry*; D004247:DNA / Q000737:chemistry*; D004249:DNA Damage; D003849:Deoxyguanosine / Q000737:chemistry* / Q000494:pharmacology; D005456:Fluorescent Dyes / Q000737:chemistry*; D010084:Oxidation-Reduction; D026082:Singlet Oxygen / Q000737:chemistry / Q000378:metabolism; D014466:Ultraviolet Rays
chemical_list: C095489:4,4-difluoro-4-bora-3a,4a-diaza-s-indacene; D001896:Boron Compounds; D005456:Fluorescent Dyes; D026082:Singlet Oxygen; D004247:DNA; D003849:Deoxyguanosine