1ybg

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1ybg, resolution 2.6Å

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MurA inhibited by a derivative of 5-sulfonoxy-anthranilic acid

Overview

MurA (UDP-N-acetylglucosamine enolpyruvyl transferase, EC 2.5.1.7), catalyzes the first committed step in the synthesis of the bacterial cell, wall. It is the target of the naturally occurring, broad-spectrum, antibiotic fosfomycin. Fosfomycin, an epoxide, is a relatively poor drug, because an ever-increasing number of bacteria have developed resistance to, fosfomycin. Thus, there is a critical need for the development of novel, drugs that target MurA by a different molecular mode of action. We have, identified a new scaffold of potent MurA inhibitors, derivatives of, 5-sulfonoxy-anthranilic acid, using high-throughput screening. T6361 and, T6362 are competitive inhibitors of MurA with respect to the first, substrate, UDP-N-acetylglucosamine (UNAG), with a K(i) of 16 microM. The, crystal structure of the MurA.T6361 complex at 2.6 angstrom resolution, together with fluorescence data, revealed that the inhibitor targets a, loop, Pro112 to Pro121, that is crucial for the structural changes of the, enzyme during catalysis. Thus, this new class of MurA inhibitors is not, active site-directed but instead obstructs the transition from the open, (unliganded) to the closed (UNAG-liganded) enzyme form. The results, provide evidence for the existence of a MurA.UNAG collision complex that, may be specifically targeted by small molecules different from, ground-state analogs of the enzymatic reaction.

About this Structure

1YBG is a Single protein structure of sequence from Enterobacter cloacae with TAV as ligand. Active as UDP-N-acetylglucosamine 1-carboxyvinyltransferase, with EC number 2.5.1.7 Full crystallographic information is available from OCA.

Reference

A novel inhibitor that suspends the induced fit mechanism of UDP-N-acetylglucosamine enolpyruvyl transferase (MurA)., Eschenburg S, Priestman MA, Abdul-Latif FA, Delachaume C, Fassy F, Schonbrunn E, J Biol Chem. 2005 Apr 8;280(14):14070-5. Epub 2005 Feb 8. PMID:15701635

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