Stability of the Parent Anion of the Potential Radiosensitizer 8-Bromoadenine Formed by Low-Energy (<3 eV) Electron Attachment

The Journal of Physical Chemistry. B
R SchürmannIlko Bald

Abstract

8-Bromoadenine (8BrA) is a potential DNA radiosensitizer for cancer radiation therapy due to its efficient interaction with low-energy electrons (LEEs). LEEs are a short-living species generated during the radiation damage of DNA by high-energy radiation as it is applied in cancer radiation therapy. Electron attachment to 8BrA in the gas phase results in a stable parent anion below 3 eV electron energy in addition to fragmentation products formed by resonant exocyclic bond cleavages. Density functional theory (DFT) calculations of the 8BrA- anion reveal an exotic bond between the bromine and the C8 atom with a bond length of 2.6 Å, where the majority of the charge is located on bromine and the spin is mainly located on the C8 atom. The detailed understanding of such long-lived anionic states of nucleobase analogues supports the rational development of new therapeutic agents, in which the enhancement of dissociative electron transfer to the DNA backbone is critical to induce DNA strand breaks in cancerous tissue.

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Citations

Mar 10, 2018·Chemistry : a European Journal·Robin SchürmannIlko Bald
Jan 12, 2019·Physical Chemistry Chemical Physics : PCCP·Stefanie VogelIlko Bald
Jul 9, 2020·Physical Chemistry Chemical Physics : PCCP·Stanislav A Pshenichnyuk, Nail L Asfandiarov
Feb 8, 2018·Physical Chemistry Chemical Physics : PCCP·Anita RibarStephan Denifl
Oct 9, 2019·The Journal of Chemical Physics·N L AsfandiarovS N Tseplina
Sep 17, 2020·The Journal of Chemical Physics·Robin SchürmannIlko Bald
Feb 2, 2019·Chemistry : a European Journal·Filipe Ferreira da SilvaJanina Kopyra
Jul 19, 2019·International Journal of Molecular Sciences·Rebecca MeißnerStephan Denifl
Jul 10, 2021·The Journal of Chemical Physics·T F M LuxfordJ Kočišek
Jan 19, 2019·The Journal of Physical Chemistry. B·Rebecca MeißnerStephan Denifl

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