Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 70, Issue 23, Pages 9093-9102Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jo050338h
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The photolysis of CpW(CO)(3)Me has been shown to produce methyl radicals and to cleave DNA in a single-stranded manner, and preliminary evidence implicated a carbon-centered radical in this process. In this work, the mechanism of strand scission in this reaction was determined to occur by hydrogen atom abstraction from the 4'- and 5'-positions of the deoxyribose moiety of the backbone of DNA. Additionally, in a side reaction that does not lead to frank strand scission, all four bases of DNA are methylated under these conditions; however, none of these base or backbone modifications lead to the formation of abasic sites.
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