4-(oxoalkyl)-substituted gaba analogues as inactivators and substrates of gaba aminotransferase

James R. Burke*, Richard B. Silverman

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

4 Scopus citations


On the basis of the mechanism of inactivation of γaminobutyric acid (GABA) aminotransferase by γethynyl GABA that was reported recently (Burke and Silverman, manuscript submitted), three 4-(oxoalkyl)-substituted GABA analogues, 4-amino-5-oxohexanoic acid (7), 4-amino-5-oxopentanoic acid (8), and 4-amino-6-oxohexanoic acid (9) were synthesized and tested as inactivators. Only 8 was an inactivator of the enzyme. A mechanism for the inactivation by 8 is proposed as well as rationalizations for the lack of inactivation by 7 and 9.

Original languageEnglish
Pages (from-to)199-205
Number of pages7
JournalJournal of Enzyme Inhibition and Medicinal Chemistry
Issue number3
StatePublished - 1991


  • 4-amino-5-oxohexanoic acid
  • 4-amino-5-oxopentanoic acid
  • 4-amino-6-oxohexanoic acid
  • Enzyme inactivation
  • γAminobutyric acid
  • γaminobutyric acid aminotransferase

ASJC Scopus subject areas

  • Pharmacology
  • Drug Discovery


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