A novel peptidoglycan cross-linking enzyme for a beta-lactam-resistant transpeptidation pathway

J Biol Chem. 2005 Nov 18;280(46):38146-52. doi: 10.1074/jbc.M507384200. Epub 2005 Sep 6.

Abstract

The beta-lactam antibiotics remain the most commonly used to treat severe infections. Because of structural similarity between the beta-lactam ring and the d-alanyl(4)-d-alanine(5) extremity of bacterial cell wall precursors, the drugs act as suicide substrates of the dd-transpeptidases that catalyze the last cross-linking step of cell wall assembly. Here, we show that this mechanism of action can be defeated by a novel type of transpeptidase identified for the first time by reverse genetics in abeta-lactam-resistant mutant of Enterococcus faecium. The enzyme, Ldt(fm), catalyzes in vitro the cross-linking of peptidoglycan subunits in a beta-lactam-insensitive ld-transpeptidation reaction. The specificity of Ldt(fm) for the l-lysyl(3)-d-alanine(4) peptide bond of tetrapeptide donors accounts for resistance because the substrate does not mimic beta-lactams in contrast to d-alanyl(4)-d-alanine(5) in the pentapeptide donors required for dd-transpeptidation. Ldt(fm) homologues are encountered sporadically among taxonomically distant bacteria, indicating that ld-transpeptidase-mediated resistance may emerge in various pathogens.

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alanine / chemistry
  • Amino Acid Sequence
  • Ampicillin / pharmacology
  • Animals
  • Anti-Bacterial Agents / pharmacology
  • Brain / microbiology
  • Catalysis
  • Cell Wall / metabolism
  • Chromatography
  • Chromatography, Ion Exchange
  • Cross-Linking Reagents / pharmacology
  • Dose-Response Relationship, Drug
  • Drug Resistance, Bacterial
  • Enterococcus faecium / enzymology*
  • Enterococcus faecium / metabolism
  • Escherichia coli / metabolism
  • Mass Spectrometry
  • Models, Biological
  • Models, Chemical
  • Models, Genetic
  • Molecular Sequence Data
  • Peptides / chemistry
  • Peptidoglycan / chemistry*
  • Peptidyl Transferases / chemistry
  • Protein Binding
  • Substrate Specificity
  • beta-Lactams / chemistry
  • beta-Lactams / pharmacology

Substances

  • Anti-Bacterial Agents
  • Cross-Linking Reagents
  • Peptides
  • Peptidoglycan
  • beta-Lactams
  • Ampicillin
  • Peptidyl Transferases
  • Alanine