Mild generation of 5-(2′-deoxyuridinyl)methyl radical from a phenyl selenide precursor

被引:32
作者
Hong, IS [1 ]
Greenberg, MM [1 ]
机构
[1] Johns Hopkins Univ, Dept Chem, Baltimore, MD 21218 USA
关键词
D O I
10.1021/ol047754t
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
5-(2'-Deoxyuridinyl) methyl radical (1) resulting from formal hydrogen atom abstraction from the methyl group of thymidine is produced from the respective phenyl selenide precursor (2) via 350 nm photolysis or mild thermolysis (37degreesC in the presence of glutathione) under aerobic or anaerobic conditions. The mild thermal generation of a nucleoside radical provides an alternative to previously reported photochemical methods, which are not always compatible with nucleic acids.
引用
收藏
页码:5011 / 5013
页数:3
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