2-Fluoro-ATP: A toxic metabolite of 9-β-D-arabinosyl-2-fluoroadenine

Vassilios I. Avramis, William Plunkett

Research output: Contribution to journalArticlepeer-review

38 Scopus citations

Abstract

Murine P388 cells incubated in vitro with the anticancer drug arabinosyl 2-fluoroadenine accumulate its 5′-triphosphate. F-araATP, as the major phosphorylated metabolite. A new chromatographically separate metabolite that accumulated to levels 10% of that of F-araATP was identified as 2-fluoro-ATP, by the following criteria. 1. The metabolite coeluted with the authentic compound on anio-exchange HPLC. 2. Dephosphorylation of the metabolite yielded a compound that was chromatographically identical to 2-fluoroadenosine. 3. The compound was sensitive to NaIO4 oxidation. Cellular incubation experiments indicated that 2-fluoroadenine, but not arabinosyl 2-fluorohydroxanthine, was the likely intermediate in the formation of 2-fluoro-ATP.

Original languageEnglish (US)
Pages (from-to)35-43
Number of pages9
JournalBiochemical and biophysical research communications
Volume113
Issue number1
DOIs
StatePublished - May 31 1983

ASJC Scopus subject areas

  • Biophysics
  • Biochemistry
  • Molecular Biology
  • Cell Biology

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