L [αS, 5S] α amino 3 chloro 4,5 dihydro 5 isoxazoleacetic acid (NSC 163501): a new amino acid antibiotic with the properties of an antagonist of L glutamine

H. N. Jayaram, D. A. Cooney, J. A. Ryan

Research output: Contribution to journalArticle

94 Scopus citations

Abstract

L [αS,5S] α amino 3 chloro 4,5 dihydro 5 isoxazoleacetic acid (NSC 163501), an antibiotic elaborated by Streptomyces sviceus, has been shown to be a powerful inhibitor of many mammalian and bacterial reactions involving the transfer of nitrogen from the γ carboxamide of L glutamine. Thus, the utilization of L glutamine for the synthesis of carbamyl phosphate, L asparagine, guanosine 5' monophosphate, cytidine 5' triphosphate, N formylglycinamidine ribonucleotide, NAD, glucosamine 6 phosphate, and anthranilic acid is strongly or totally inhibited by a concentration of NSC 163501 of 1 x 10-3 M. L Glutamate synthetase of Escherichia coli is only modestly inhibited and 5 phosphoribosylamine synthesis in fetal rat liver is comparatively refractory to inhibition. NSC 163501 treatment of L1210 cells growing in a low L glutamine culture medium produced arrest in G1 or early S phase. Of the amino acids tested, only L glutamine antagonized such growth inhibition.

Original languageEnglish (US)
Pages (from-to)481-491
Number of pages11
JournalCANCER CHEMOTHER.REP.
Volume59
Issue number3
StatePublished - Jan 1 1975

ASJC Scopus subject areas

  • Medicine(all)

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