Synthesis and Characterization of a Fluorescent Analogue of Methotrexate

A. Ashok Kumar, James H. Freisheim, Robert J. Kempton, Gregory M. Anstead, Angelique M. Black, Larry Judge

Research output: Contribution to journalArticlepeer-review

17 Scopus citations


The lysine analogue (4) of methotrexate (1) was treated with 5-(dimethylamino)naphthalene-l-sulfonyl chloride to give the corresponding dansyl analogue 5. The product isolated by preparative TLC was further purified on a preparative HPLC column. Analogue 5 exhibited fluorescence properties characteristic of the dansyl moiety and was a potent inhibitor of dihydrofolate reductase purified from Lactobacillus casei, chicken liver, and a human lymphoblastoid cell line.

Original languageEnglish (US)
Pages (from-to)111-113
Number of pages3
JournalJournal of Medicinal Chemistry
Issue number1
StatePublished - Jan 1983
Externally publishedYes

ASJC Scopus subject areas

  • Molecular Medicine
  • Drug Discovery


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