Photochemical Generation and Reactivity of the Major Hydroxyl Radical Adduct of Thymidine
Photochemical Generation and Reactivity of the Major Hydroxyl Radical Adduct of Thymidine
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DOI：
10.1021/ol301109z
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发表时间：
2012-06-01
期刊：
影响因子：
5.2
通讯作者：
Greenberg, Marc M.
中科院分区：
文献类型：
--
作者：
San Pedro, Joanna Maria N.;Greenberg, Marc M.
5，6-二氢-5-羟基胸苷-6-基自由基（1）是由羟基自由基加成到嘧啶的C5产生的主要反应性中间体，通过2，5-二甲氧基苯硫醚前体（2）的350 nm光解产生。O-2和巯基之间对1的竞争表明，与其他烷基自由基相比，该自由基与β-巯基乙醇的反应相对较慢。总的来说，芳基硫醚2应该是DNA中胸苷的主要羟基自由基加合物的有效前体。
5,6-Dihydro-5-hydroxythymidin-6-yl radical (1), the major reactive intermediate resulting from hydroxyl radical addition to C5 of the pyrimidine, is produced via 350 nm photolysis of a 2,5-dimethoxyphenylsulfide precursor (2). Competition between O-2 and thiol for 1 suggests that the radical reacts relatively slowly with beta-mercaptoethanol compared to other alkyl radicals. Overall, aryl sulfide 2 should be an effective precursor for the major hydroxyl radical adduct of thymidine in DNA.