The quorum-quenching N-acyl homoserine lactone acylase PvdQ is an Ntn-hydrolase with an unusual substrate-binding pocket

Proc Natl Acad Sci U S A. 2010 Jan 12;107(2):686-91. doi: 10.1073/pnas.0911839107. Epub 2009 Dec 22.

Abstract

In many Gram-negative pathogens, their virulent behavior is regulated by quorum sensing, in which diffusible signals such as N-acyl homoserine lactones (AHLs) act as chemical messaging compounds. Enzymatic degradation of these diffusible signals by, e.g., lactonases or amidohydrolases abolishes AHL regulated virulence, a process known as quorum quenching. Here we report the first crystal structure of an AHL amidohydrolase, the AHL acylase PvdQ from Pseudomonas aeruginosa. PvdQ has a typical alpha/beta heterodimeric Ntn-hydrolase fold, similar to penicillin G acylase and cephalosporin acylase. However, it has a distinct, unusually large, hydrophobic binding pocket, ideally suited to recognize C12 fatty acid-like chains of AHLs. Binding of a C12 fatty acid or a 3-oxo-C12 fatty acid induces subtle conformational changes to accommodate the aliphatic chain. Furthermore, the structure of a covalent ester intermediate identifies Serbeta1 as the nucleophile and Asnbeta269 and Valbeta70 as the oxyanion hole residues in the AHL degradation process. Our structures show the versatility of the Ntn-hydrolase scaffold and can serve as a structural paradigm for Ntn-hydrolases with similar substrate preference. Finally, the quorum-quenching capabilities of PvdQ may be utilized to suppress the quorum-sensing machinery of pathogens.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Agrobacterium tumefaciens / enzymology
  • Amidohydrolases / chemistry*
  • Amidohydrolases / metabolism*
  • Bacillus thuringiensis / enzymology
  • Bacterial Proteins / chemistry
  • Bacterial Proteins / metabolism
  • Binding Sites
  • Catalytic Domain
  • Conserved Sequence
  • Disulfides / analysis
  • Gram-Negative Bacteria / enzymology*
  • Hydrolysis
  • Ligands
  • Models, Molecular
  • Protein Conformation
  • Quorum Sensing

Substances

  • Bacterial Proteins
  • Disulfides
  • Ligands
  • Amidohydrolases
  • N-acylhomoserine lactone-acylase, Shewanella

Associated data

  • PDB/2WYB
  • PDB/2WYC
  • PDB/2WYD
  • PDB/2WYE