Reactivity of 2'-deoxyuridin-1'-yl radical in various DNA structures.
DNA C1' radicals formed by hydrogen atom abstraction from the C1' position of the sugar backbone lead to the production of 2'-deoxyribonolactone as a DNA damage lesion. Although DNA C1' radicals may be involved in a variety of DNA damage processes, there is very little information on the molecular basis of DNA structure dependence in the reactions of C1' radicals. Here, we describe a detailed study of the reactivity of 2'-deoxyuridin-1'-yl radicals in single- and double-stranded B-form DNA and G-quartets in the formation of 2'-deoxyribonolactone, using the unnatural precursor 1'-pivaloyl-2'-deoxyuridine (1).
Hasiba
Waka
W
Graduate School of Science, Kyoto University, Kitashirakawa-Oiwakecho, Sakyo, Kyoto, 606-8502, Japan.
Xu
Yan
Y
Sugiyama
Hiroshi
H
D002851:Chromatography, High Pressure Liquid; D004247:DNA / Q000737:chemistry*; D004249:DNA Damage; D004277:DNA, Single-Stranded / Q000737:chemistry; D003857:Deoxyuridine / Q000031:analogs & derivatives* / Q000737:chemistry; D005609:Free Radicals / Q000737:chemistry; D054856:G-Quadruplexes; D009841:Oligonucleotides / Q000737:chemistry / Q000528:radiation effects; D010782:Photolysis; D013400:Sugar Acids / Q000032:analysis; D014466:Ultraviolet Rays
C520205:1'-pivaloyl-2'-deoxyuridine; D004277:DNA, Single-Stranded; D005609:Free Radicals; D009841:Oligonucleotides; D013400:Sugar Acids; C056405:2,4,5-trihydroxypentanoic acid gamma-lactone; D004247:DNA; D003857:Deoxyuridine