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<p>The gas-phase electron-induced reactions of potential radiosensitizer molecules, 5-fluorouracil and 5-fluoro-2′-deoxyuridine, were studied by negative ion resonant electron capture mass spectrometry in the electronic energy range of 0–14 eV. The absolute cross-sections of formation of characteristic negative ions were measured. The reactions of 5-fluoro-2′-deoxyuridine were found to be similar to those of the previously studied thymidine. Distinctive features of 5-fluoro-2′-deoxyuridine include the ability to form long-lived molecular negative ions with an electron autodetachment lifetime of 30 µs and intense formation of fragment ions at electronic energies &lt;3 eV due to cleavage of glycosidic bond, resulting in the release of a sugar moiety. The last-mentioned process may be responsible for the radiosensitizing properties of 5-fluoro-2′-deoxyuridine. It is assumed that the rearrangement release of HF molecules may play a role in the toxicity of fluorinated radiosensitizing drugs.</p>

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Resonant electron capture by 5-fluorouracil and 5-fluoro-2′-deoxyuridine molecules

  • 期刊论文

  • 发表日期：

    2026年2月1日

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  • M. V. Muftakhov,
  • R. F. Tuktarov,
  • P. V. Shchukin

摘要

The gas-phase electron-induced reactions of potential radiosensitizer molecules, 5-fluorouracil and 5-fluoro-2′-deoxyuridine, were studied by negative ion resonant electron capture mass spectrometry in the electronic energy range of 0–14 eV. The absolute cross-sections of formation of characteristic negative ions were measured. The reactions of 5-fluoro-2′-deoxyuridine were found to be similar to those of the previously studied thymidine. Distinctive features of 5-fluoro-2′-deoxyuridine include the ability to form long-lived molecular negative ions with an electron autodetachment lifetime of 30 µs and intense formation of fragment ions at electronic energies <3 eV due to cleavage of glycosidic bond, resulting in the release of a sugar moiety. The last-mentioned process may be responsible for the radiosensitizing properties of 5-fluoro-2′-deoxyuridine. It is assumed that the rearrangement release of HF molecules may play a role in the toxicity of fluorinated radiosensitizing drugs.