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- W2045626051 abstract "5,6-Dihydrothymidin-5-yl (1) and 2‘-deoxyuridin-1‘-yl (3) were independently generated in solution under aerobic conditions. The release of superoxide (O2•-) from the respective peroxyl radicals derived from 1 and 3 was determined spectrophotometrically. Competition studies enable one to estimate that the rate constant for elimination of O2•- from the peroxyl radical (4) derived from 3 is ∼1 s-1. This process is competitive with the anticipated rate of trapping of 4 in DNA by glutathione. Relative rate studies indicate that O2•- generation resulting from the formation of 1 under aerobic conditions competes effectively with trapping of the peroxyl radical by Bu3SnH. Superoxide elimination from the peroxyl radical of 1 (2) restores the damaged nucleoside to its unaltered form, implying that this reactive intermediate has a naturally occurring detoxification pathway available to it. However, the freely diffusible superoxide can react further to generate other reactive species capable of damaging nucleic acids, suggesting that the elimination of O2•- from 2 is a potential double-edged sword." @default.
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- W2045626051 date "1998-04-29" @default.
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- W2045626051 title "Release of Superoxide from Nucleoside Peroxyl Radicals, a Double-Edged Sword?" @default.
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- W2045626051 doi "https://doi.org/10.1021/ja973200s" @default.
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