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Sensitizing DNA Towards Low-Energy Electrons with 2-Fluoroadenine

  • 2-Fluoroadenine ((2F)A) is a therapeutic agent, which is suggested for application in cancer radiotherapy. The molecular mechanism of DNA radiation damage can be ascribed to a significant extent to the action of low-energy (<20 eV) electrons (LEEs), which damage DNA by dissociative electron attachment. LEE induced reactions in (2F)A are characterized both isolated in the gas phase and in the condensed phase when it is incorporated into DNA. Information about negative ion resonances and anion-mediated fragmentation reactions is combined with an absolute quantification of DNA strand breaks in (2F)A-containing oligonucleotides upon irradiation with LEEs. The incorporation of (2F)A into DNA results in an enhanced strand breakage. The strand-break cross sections are clearly energy dependent, whereas the strand-break enhancements by (2F)A at 5.5, 10, and 15 eV are very similar. Thus, (2F)A can be considered an effective radiosensitizer operative at a wide range of electron energies.

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Author details:Jenny RackwitzGND, Janina KopyraORCiD, Iwona Dabkowska, Kenny EbelORCiD, MiloS Lj. Rankovic, Aleksandar R. Milosavljevic, Ilko BaldORCiDGND
DOI:https://doi.org/10.1002/anie.201603464
ISSN:1433-7851
ISSN:1521-3773
Pubmed ID:https://pubmed.ncbi.nlm.nih.gov/27481662
Title of parent work (English):Angewandte Chemie : a journal of the Gesellschaft Deutscher Chemiker ; International edition
Publisher:Wiley-VCH
Place of publishing:Weinheim
Publication type:Article
Language:English
Year of first publication:2016
Publication year:2016
Release date:2020/03/22
Tag:DNA origami; DNA radiation damage; ab initio calculations; dissociative electron attachment; fludarabine
Volume:55
Number of pages:5
First page:10248
Last Page:10252
Funding institution:Federal Institute for Materials Research and Testing (BAM); Polish Ministry of Science and Higher Education; Marie Curie FP7 Integration Grant within the 7th European Union Framework Programme; Deutsche Forschungsgemeinschaft (DFG); University of Potsdam; European Union via the COST Action [MP1002]; Foundation for Polish Science - POIG [POMOST/2012-6/3]; MESTD of the Republic of Serbia [171020]
Organizational units:Mathematisch-Naturwissenschaftliche Fakultät / Institut für Chemie
Peer review:Referiert
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