Active-site architecture and catalytic mechanism of the lipid A deacylase LpxR of Salmonella typhimurium

Proc Natl Acad Sci U S A. 2009 Feb 10;106(6):1960-4. doi: 10.1073/pnas.0813064106. Epub 2009 Jan 27.

Abstract

The lipid A portion of lipopolysaccharide, the major component of the outer leaflet of the outer membrane of gram-negative bacteria, is toxic to humans. Modification of lipid A by enzymes often reduces its toxicity. The outer-membrane protein LpxR from Salmonella typhimurium is a lipid A-modifying enzyme. It removes the 3'-acyloxyacyl moiety of the lipid A portion of lipopolysaccharide in a Ca(2+)-dependent manner. Here, we present the crystal structure of S. typhimurium LpxR, crystallized in the presence of zinc ions. The structure, a 12-stranded beta-barrel, reveals that the active site is located between the barrel wall and an alpha-helix formed by an extracellular loop. Based on site-directed mutagenesis and modeling of a substrate on the active site, we propose a catalytic mechanism similar to that of phospholipase A2, in which a Ca(2+) forms the oxyanion hole and a histidine activates a water molecule (or a cascade of two water molecules) that subsequently attacks the carbonyl oxygen of the scissile bond.

Publication types

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

MeSH terms

  • Calcium
  • Carboxylic Ester Hydrolases / chemistry*
  • Carboxylic Ester Hydrolases / metabolism
  • Catalysis
  • Catalytic Domain
  • Crystallography, X-Ray
  • Histidine
  • Lipid A / metabolism*
  • Models, Molecular
  • Mutagenesis, Site-Directed
  • Protein Binding
  • Protein Conformation
  • Salmonella typhimurium / enzymology*
  • Salmonella typhimurium / metabolism
  • Water
  • Zinc

Substances

  • Lipid A
  • Water
  • Histidine
  • Carboxylic Ester Hydrolases
  • LpxR protein, Salmonella typhimurium
  • Zinc
  • Calcium

Associated data

  • PDB/3FID