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  • Title: Inhibitors of bacterial tyrosyl tRNA synthetase: synthesis of four stereoisomeric analogues of the natural product SB-219383.
    Author: Berge JM, Copley RC, Eggleston DS, Hamprecht DW, Jarvest RL, Mensah LM, O'Hanlon PJ, Pope AJ.
    Journal: Bioorg Med Chem Lett; 2000 Aug 21; 10(16):1811-4. PubMed ID: 10969974.
    Abstract:
    Synthetic analogues of the microbial metabolite SB-219383 have been synthesised with defined stereochemistry. Densely functionalised hydroxylamine containing amino acids were prepared by the addition of a glycine anion equivalent to sugar-derived cyclic nitrones. One of four stereoisomeric dipeptides incorporating these novel amino acids was found to be a potent and selective inhibitor of bacterial tyrosyl tRNA synthetase, suggesting analogous stereochemistry of the natural product.
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