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    J Med Chem. 2003 Aug 28;46(18):3771-4.

    Structure-based design of a macrocyclic inhibitor for peptide deformylase.

    Hu X, Nguyen KT, Verlinde CL, Hol WG, Pei D.

    Source

    Department of Chemistry and Ohio State Biochemistry Program, The Ohio State University, 100 West 18th Avenue, Columbus, Ohio 43210, USA.

    Abstract

    A macrocyclic, peptidomimetic inhibitor of peptide deformylase was designed by covalently cross-linking the P1' and P3' side chains. The macrocycle, which contains an N-formylhydroxylamine side chain as the metal-chelating group, was synthesized from a diene precursor via olefin metathesis using Grubbs's catalyst. The cyclic inhibitor showed potent inhibitory activity toward Escherichia coli deformylase (K(I) = 0.67 nM) and antibacterial activity against both Gram-positive and Gram-negative bacteria (MIC = 0.7-12 microg/mL).

    PMID:
    12930137
    [PubMed - indexed for MEDLINE]

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