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. 2001 Sep 17;11(18):2561-4.
doi: 10.1016/s0960-894x(01)00499-1.

Glutamyl-gamma-boronate inhibitors of bacterial Glu-tRNA(Gln) amidotransferase

C P Decicco  1 , D J Nelson, Y Luo, L Shen, K Y Horiuchi, K M Amsler, L A Foster, S M Spitz, J J Merrill, C F Sizemore, K C Rogers, R A Copeland, M R Harpel
Affiliations

Glutamyl-gamma-boronate inhibitors of bacterial Glu-tRNA(Gln) amidotransferase

C P Decicco et al. Bioorg Med Chem Lett. .

Erratum in

  • Bioorg Med Chem Lett 2001 Dec 3;11(23):3089

Abstract

Analogues of glutamyl-gamma-boronate (1) were synthesized as mechanism-based inhibitors of bacterial Glu-tRNA(Gln) amidotransferase (Glu-AdT) and were designed to engage a putative catalytic serine nucleophile required for the glutaminase activity of the enzyme. Although 1 provides potent enzyme inhibition, structure-activity studies revealed a narrow range of tolerated chemical changes that maintained activity. Nonetheless, growth inhibition of organisms that require Glu-AdT by the most potent enzyme inhibitors appears to validate mechanism-based inhibitor design of Glu-AdT as an approach to antimicrobial development.

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