Sensitizing DNA towards low-energy electrons with 2-fluoroadenine

Jenny Rackwitz , Janina Kopyra , Iwona Dąbkowska , Kenny Ebel , Miloš Lj. Ranković , Aleksandar R. Milosavljević , Ilko Bald


2‐Fluoroadenine (2FA) 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 2FA 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 2FA‐containing oligonucleotides upon irradiation with LEEs. The incorporation of 2FA into DNA results in an enhanced strand breakage. The strand‐break cross sections are clearly energy dependent, whereas the strand‐break enhancements by 2FA at 5.5, 10, and 15 eV are very similar. Thus, 2FA can be considered an effective radiosensitizer operative at a wide range of electron energies.
Author Jenny Rackwitz
Jenny Rackwitz,,
, Janina Kopyra
Janina Kopyra,,
, Iwona Dąbkowska (FCh / DACh / LSCh)
Iwona Dąbkowska,,
- Laboratory of Supramolecular Chemistry
, Kenny Ebel
Kenny Ebel,,
, Miloš Lj. Ranković
Miloš Lj. Ranković,,
, Aleksandar R. Milosavljević
Aleksandar R. Milosavljević,,
, Ilko Bald
Ilko Bald,,
Journal seriesAngewandte Chemie-International Edition, ISSN 1433-7851, (A 45 pkt)
Issue year2016
Publication size in sheets0.5
Keywords in Englishab initio calculations, dissociative electron attachment, DNA origami, DNA radiation damage, fludarabine
ASJC Classification1600 General Chemistry; 1503 Catalysis
Languageen angielski
Score (nominal)45
ScoreMinisterial score = 45.0, 24-07-2019, ArticleFromJournal
Ministerial score (2013-2016) = 45.0, 24-07-2019, ArticleFromJournal
Publication indicators Scopus SNIP (Source Normalised Impact per Paper): 2016 = 2.146; WoS Impact Factor: 2016 = 11.994 (2) - 2016=11.838 (5)
Citation count*30 (2020-02-22)
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