Electron-Induced Decomposition of Uracil-5-yl O-(N,N-dimethylsulfamate): Role of Methylation in Molecular Stability - Publication - MOST Wiedzy

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Electron-Induced Decomposition of Uracil-5-yl O-(N,N-dimethylsulfamate): Role of Methylation in Molecular Stability

Abstract

The incorporation of modified uracil derivatives into DNA leads to the formation of radical species that induce DNA damage. Molecules of this class have been suggested as radiosensitizers and are still under investigation. In this study, we present the results of dissociative electron attachment to uracil-5-yl O-(N,N-dimethylsulfamate) in the gas phase. We observed the formation of 10 fragment anions in the studied range of electron energies from 0–12 eV. Most of the anions were predominantly formed at the electron energy of about 0 eV. The fragmentation paths were analogous to those observed in uracil-5-yl O-sulfamate, i.e., the methylation did not affect certain bond cleavages (O-C, S-O and S-N), although relative intensities differed. The experimental results are supported by quantum chemical calculations performed at the M06-2X/aug-cc-pVTZ level of theory. Furthermore, a resonance stabilization method was used to theoretically predict the resonance positions of the fragment anions O- and CH3-.

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Authors (9)

Details

Category:
Articles
Type:
artykuły w czasopismach
Published in:
INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES no. 22,
ISSN: 1422-0067
Language:
English
Publication year:
2021
Bibliographic description:
Arthur-Baidoo E., Falkiewicz K., Chomicz-Mańka L., Czaja A., Demkowicz S., Biernacki K., Kozak W., Rak J., Denifl S.: Electron-Induced Decomposition of Uracil-5-yl O-(N,N-dimethylsulfamate): Role of Methylation in Molecular Stability// INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES -Vol. 22,iss. 5 (2021), s.2344-
DOI:
Digital Object Identifier (open in new tab) 10.3390/ijms22052344
Sources of funding:
  • Austrian Science Fund (FWF), Vienna (P30332)
  • Projekt NCN nr: UMO- 2014/14/A/ST4/00405
Verified by:
Gdańsk University of Technology

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