title: Detection of 2-deoxy-D-ribose radicals generated by the reaction with the hydroxyl radical using a rapid flow-ESR method.
abstract: ESR spectrum of the short-lived radicals derived from 2-deoxy-D-ribose by the reaction with the hydroxyl radical (HO*) was measured using a rapid flow method. A dielectric mixing resonator was used for the measurement, which made it possible to measure the highly sensitive ESR spectra of the radicals with a lifetime of the order of milliseconds. A complex spectrum was obtained and the spectral simulation was done to show that it was the superposition of the signals due to five radicals (I-V). Three of them were those formed by the dehydrogenation with the HO* at C-1 (I), C-3 (II), and C-4 (III) positions of the 2-deoxy-D-ribose molecule. The other two (IV and V) were carbonyl-conjugated radicals formed by the elimination of a water molecule from III and II. The results showed that dehydrogenation occurred randomly at the positions where hydroxyl groups are attached, but the most preferred position was C-3 and the radical position moved from C-3 to C-4 by the elimination of water molecule.
authors.affiliation: Radiochemistry Research Laboratory, Faculty of Science, Shizuoka University, Shizuoka-shi, Japan.
authors.forename: Yasunori
authors.initials: Y
authors.lastname: Ohashi
authors.forename: Hisashi
authors.initials: H
authors.lastname: Yoshioka
authors.forename: Hiroe
authors.initials: H
authors.lastname: Yoshioka
mesh_terms: D003855:Deoxyribose / Q000737:chemistry*; D004578:Electron Spin Resonance Spectroscopy / Q000379:methods; D005609:Free Radicals / Q000737:chemistry; D017665:Hydroxyl Radical / Q000737:chemistry*; D007700:Kinetics; D008958:Models, Molecular; D008968:Molecular Conformation
chemical_list: D005609:Free Radicals; D017665:Hydroxyl Radical; D003855:Deoxyribose