Synthesis and biological evaluation of analogues of bacterial lipid I

Bioorg Med Chem Lett. 2000 Dec 18;10(24):2811-3. doi: 10.1016/s0960-894x(00)00583-7.

Abstract

Bacterial Lipid I analogues containing different anomeric groups at the muramic acid moiety were synthesized and screened in MurG enzyme assays run in the presence and absence of cell wall membranes. The results obtained in this study help elucidate the role of the lipid diphosphate in the recognition of Lipid I by MurG.

MeSH terms

  • Bacteria / chemistry
  • Bacteria / enzymology
  • Bacteria / ultrastructure
  • Bacterial Outer Membrane Proteins / antagonists & inhibitors*
  • Cell Membrane / metabolism
  • Enzyme Inhibitors / chemical synthesis
  • Enzyme Inhibitors / pharmacology
  • Glycolipids / chemical synthesis*
  • Glycolipids / pharmacology*
  • Molecular Sequence Data
  • Muramic Acids / chemical synthesis
  • Muramic Acids / pharmacology
  • N-Acetylglucosaminyltransferases / antagonists & inhibitors
  • Peptidoglycan
  • Polyisoprenyl Phosphate Monosaccharides / chemical synthesis*
  • Structure-Activity Relationship
  • Substrate Specificity

Substances

  • Bacterial Outer Membrane Proteins
  • Enzyme Inhibitors
  • Glycolipids
  • Muramic Acids
  • Peptidoglycan
  • Polyisoprenyl Phosphate Monosaccharides
  • undecaprenyl biphosphate-N-acetylmuramoyl-pentapeptide
  • N-Acetylglucosaminyltransferases
  • UDP-N-acetylglucosamine-N-acetylmuramyl-(pentapeptide)pyrophosphoryl-undecaprenol N-acetylglucosamine transferase

Associated data

  • GENBANK/P17443