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  • THE SYNTHESIS AND BIOLOGICA...
    Nowakowski, Mark; Tishler, Max; Doweyko, Arthur M.

    Phosphorus, sulfur, and silicon and the related elements, 10/1989, Volume: 45, Issue: 3-4
    Journal Article

    The phosphonate analogues of methionine and buthionine sulfoximide were synthesized by the action of NaN 3 on the corresponding sulfoxides. Analogues 3 and 4 were prepared to determine the effect of altering the carboxyl portion of known inhibitors in the glutamate synthase cycle. Results of biological testing revealed that 3 and 4 did not posses the potency found with buthionine and methionine sulfoximide in cellular systems. However 3 was found to be an effective and irreversible inhibitor of glutamine synthetase.