期刊
RSC ADVANCES
卷 4, 期 13, 页码 6825-6829出版社
ROYAL SOC CHEMISTRY
DOI: 10.1039/c3ra46735j
关键词
-
资金
- Polish Ministry of Science and Higher Education
- European Union via the COST Action [MP1002]
- Deutsche Forschungsgemeinscha. (DFG) support through a Marie Curie FP7 Integration Grant within the 7th European Union Framework Programme
- University of Potsdam
- Alexander von Humboldt foundation
Gemcitabine (20',20'-difluorocytidine) is a well-known radiosensitizer routinely applied in concomitant chemoradiotherapy. During irradiation of biological media with high-energy radiation secondary low-energy (<10 eV) electrons are produced that can directly induce chemical bond breakage in DNA by dissociative electron attachment (DEA). Here, we investigate and compare DEA to the three molecules 20'-deoxycytidine, 20'-deoxy-5-fluorocytidine, and gemcitabine. Fluorination at specific molecular sites, i.e., nucleobase or sugar moiety, is found to control electron attachment and subsequent dissociation pathways. The presence of two fluorine atoms at the sugar ring results in more efficient electron attachment to the sugar moiety and subsequent bond cleavage. For the formation of the dehydrogenated nucleobase anion, we obtain an enhancement factor of 2.8 upon fluorination of the sugar, whereas the enhancement factor is 5.5 when the nucleobase is fluorinated. The observed fragmentation reactions suggest enhanced DNA strand breakage induced by secondary electrons when gemcitabine is incorporated into DNA.
作者
我是这篇论文的作者
点击您的名字以认领此论文并将其添加到您的个人资料中。
推荐
暂无数据