Fluoroamino Acid Containing Analogues of Folic Acid and Methotrexate

Takashi Tsukamoto, James K. Coward, John J. McGuire

Research output: Contribution to journalArticlepeer-review

1 Scopus citations


Various fluorinated analogues of folic acid and methotrexate have been synthesized from fluorine-containing glutamic acids, ornithine, and dipeptides. These analogues were evaluated as substrates or inhibitors of three folate-dependent enzymes, folylpoly-γ-glutamate synthetase (FPGS), γ-glutamyl hydrolase (γ-GH) and dihydrofolate reductase (DHFR), and also for their effects on intact mammalian cells; e.g., transport and cytotoxicity. The most marked effects of fluorine substitution were observed with FPGS and γ-GH which catalyze the ligation or hydrolysis of glutamyl moieties, respectively.

Original languageEnglish (US)
Pages (from-to)117-128
Number of pages12
JournalACS Symposium Series
StatePublished - Dec 1 1996
Externally publishedYes

ASJC Scopus subject areas

  • Chemistry(all)
  • Chemical Engineering(all)


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