PMID:21855353

Citation	Vondenhoff, GH, Dubiley, S, Severinov, K, Lescrinier, E, Rozenski, J and Van Aerschot, A (2011) Extended targeting potential and improved synthesis of Microcin C analogs as antibacterials. Bioorg. Med. Chem. 19:5462-7
Abstract	Microcin C (McC) (1) is a potent antibacterial compound produced by some Escherichia coli strains. McC functions through a Trojan-Horse mechanism: it is actively taken up inside a sensitive cell through the function of the YejABEF-transporter and then processed by cellular aminopeptidases. Processed McC (2) is a non-hydrolysable aspartyl-adenylate analog that inhibits aspartyl-tRNA synthetase (AspRS). A new synthesis is described that allows for the production of a wide variety of McC analogs in acceptable amounts. Using this synthesis a number of diverse compounds was synthesized with altered target specificity. Further characteristics of the YejABEF transporters were determined using these compounds.
Links	PubMed Online version:10.1016/j.bmc.2011.07.052
Keywords	Anti-Bacterial Agents/chemical synthesis; Anti-Bacterial Agents/chemistry; Anti-Bacterial Agents/pharmacology; Bacteriocins/chemical synthesis; Bacteriocins/chemistry; Bacteriocins/pharmacology; Cell Proliferation/drug effects; Crystallography, X-Ray; Dose-Response Relationship, Drug; Drug Design; Escherichia coli/cytology; Escherichia coli/drug effects; Microbial Sensitivity Tests; Models, Molecular; Molecular Conformation; Stereoisomerism; Structure-Activity Relationship
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