Citation: HOU Ruo-Bing, TANG Zong-Xiang, FAN You-Jun, YI Xiang-Hui, WANG Bei-Bei, SUN Yan-Li. Radicals Created fromthe Reactions of 2’-Deoxyadenosine-5’-monophosphate with Hydroxyl Radical[J]. Acta Physico-Chimica Sinica, ;2013, 29(09): 1937-1944. doi: 10.3866/PKU.WHXB201307023 shu

Radicals Created fromthe Reactions of 2’-Deoxyadenosine-5’-monophosphate with Hydroxyl Radical

1.
1 College of Chemistry and Chemical Engineering, Guangxi Normal University, Guilin 541004, Guangxi Province, P. R. China;
2 College of Basic Medicine, Nanjing University of Chinese Medicine, Nanjing 210046, P. R. China;
3 Guilin Normal College, Guilin 541002, Guangxi Province, P. R. China

Received Date: 8 May 2013
Available Online: 2 July 2013
Fund Project: 国家自然科学基金(31271181, 21263002) (31271181, 21263002)江苏省自然科学基金(BK2011811) (BK2011811)广西自然科学基金(2013GXNSFAA019024)资助项目 (2013GXNSFAA019024)

The radicals generated fromreactions of 2'-deoxyadenosine-5'-monophosphate (dAMP) with an HO· radical were studied by the reliable B3LYP/DZP++ method. The results show that the initial primary products are the radicals of HO· addition at the C8 and C4 sites of dAMP and those of dehydrogenation from the NH₂ moiety of dAMP. Moreover, the initial radicals of the C4 site adducts of HO· tend thermodynamically to take place dehydration reactions that yields strong oxidizing, H-abstraction radicals fromthe NH₂ group of dAMP. The electrostatic repeller interaction between the dAMP molecule and HO· results in HO· addition radicals of the C2 atomof dAMP to be a by-product, even if they are relative stable species. These theoretical results agree well with available experimental observations and give proper explanations for some experimental results.
- 2’-Deoxyadenosine-5’-monophosphate,
- Hydroxyl radical,
- Addition reaction,
- Hydrogen abstraction reaction
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