Preparative enzymatic synthesis of polyprenyl-pyrophosphoryl-N-acetylglucosamine, an essential lipid intermediate for the biosynthesis of various bacterial cell envelope polymers

Anal Biochem. 2009 Aug 15;391(2):163-5. doi: 10.1016/j.ab.2009.05.011. Epub 2009 May 12.

Abstract

The WecA transferase is an integral membrane protein and a member of the polyprenyl phosphate N-acetylhexosamine-1-phosphate transferase superfamily. It initiates the biosynthesis of various bacterial cell envelope components such as the lipopolysaccharide O-antigen. We report on the first large-scale enzymatic synthesis, purification, and characterization of the undecaprenyl-pyrophosphoryl-N-acetylglucosamine product of the WecA transferase. This is an essential lipid intermediate for the biosynthesis of various bacterial cell envelope components. Its availability in a pure form will allow the biochemical and structural characterization of the various enzymes requiring it as a substrate for the synthesis of cell wall polymers.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acetylglucosamine / analogs & derivatives*
  • Acetylglucosamine / biosynthesis
  • Acetylglucosamine / isolation & purification
  • Biocatalysis
  • Cell Wall / metabolism
  • Escherichia coli Proteins / metabolism*
  • Polyisoprenyl Phosphates / biosynthesis*
  • Polyisoprenyl Phosphates / isolation & purification
  • Polymers / chemistry
  • Polymers / metabolism*
  • Spectrometry, Mass, Matrix-Assisted Laser Desorption-Ionization
  • Transferases (Other Substituted Phosphate Groups) / metabolism*

Substances

  • Escherichia coli Proteins
  • Polyisoprenyl Phosphates
  • Polymers
  • polyprenyl-pyrophosphoryl-N-acetylglucosamine
  • Transferases (Other Substituted Phosphate Groups)
  • wecA protein, E coli
  • Acetylglucosamine