Photoelectron spectroscopic studies of 5-halouracil anions.

Content Provider	Europe PMC
Author	Radisic, Dunja Ko, Yeon Jae Nilles, John M. Stokes, Sarah T. Sevilla, Michael D. Rak, Janusz Bowen, Kit H.
Copyright Year	2011
Abstract	The parent negative ions of 5-chlorouracil, UCl− and 5-fluorouracil, UF− have been studied using anion photoelectron spectroscopy in order to investigate the electrophilic properties of their corresponding neutral halouracils. The vertical detachment energies (VDE) of these anions and the adiabatic electron affinities (EA) of their neutral molecular counterparts are reported. These results are in good agreement with the results of previously published theoretical calculations. The VDE values for both UCl− and UF− and the EA values for their neutral molecular counterparts are much greater than the corresponding values for both anionic and neutral forms of canonical uracil and thymine. These results are consistent with the observation that DNA is more sensitive to radiation damage when thymine is replaced by halouracil. While we also attempted to prepare the parent anion of 5-bromouracil, UBr−, we did not observe it, the mass spectrum exhibiting only Br− fragments, i.e., 5-bromouracil apparently underwent dissociative electron attachment. This observation is consistent with a previous assessment, suggesting that 5-bromouracil is the best radio-sensitizer among these three halo-nucleobases.
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ISSN	00219606
Volume Number	134
DOI	10.1063/1.3525623
PubMed Central reference number	PMC3188609
Issue Number	1
PubMed reference number	21219027
Journal	The Journal of Chemical Physics [J Chem Phys]
e-ISSN	10897690
Language	English
Publisher	American Institute of Physics
Publisher Date	2011-01-01
Access Restriction	Open
Rights License	Copyright © 2011 American Institute of Physics
Content Type	Text
Resource Type	Article
Subject	Physics and Astronomy Medicine Physical and Theoretical Chemistry