Binding modes of phosphotriesterase-like lactonase complexed with δ-nonanoic lactone and paraoxon using molecular dynamics simulations

J Biomol Struct Dyn. 2017 Feb;35(2):273-286. doi: 10.1080/07391102.2016.1142899. Epub 2016 Mar 4.

Abstract

Phosphotriesterase-like lactonases (PLLs) have received much attention because of their physical and chemical properties. They may have widespread applications in various fields. For example, they show potential for quorum-sensing signaling pathways and organophosphorus (OP) detoxification in agricultural science. However, the mechanism by which PLLs hydrolyze, which involves OP compounds and lactones and a variety of distinct catalytic efficiencies, has only rarely been explored. In the present study, molecular dynamics (MD) simulations were performed to characterize and contrast the structural dynamics of DrPLL, a member of the PLL superfamily in Deinococcus radiodurans, bound to two substrates, δ-nonanoic lactone and paraoxon. It has been observed that there is a 16-fold increase in the catalytic efficiency of the two mutant strains of DrPLL (F26G/C72I) vs. the wild-type enzyme toward the hydrolysis of paraoxon, but an explanation for this behavior is currently lacking. The analysis of the molecular trajectories of DrPLL bound to δ-nonanoic lactone indicated that lactone-induced conformational changes take place in loop 8, which is near the active site. Binding to paraoxon may lead to conformational displacement of loop 1 residues, which could lead to the deformation of the active site and so trigger the entry of the paraoxon into the active site. The efficiency of the F26G/C72I mutant was increased by decreasing the displacement of loop 1 residues and increasing the flexibility of loop 8 residues. These results provide a molecular-level explanation for the experimental behavior.

Keywords: docking; free energy calculations; molecular dynamics; phosphotriesterase-like lactonase.

MeSH terms

  • Binding Sites
  • Hydrogen Bonding
  • Lactones / chemistry*
  • Ligands
  • Molecular Dynamics Simulation*
  • Mutation
  • Paraoxon / chemistry*
  • Phosphoric Triester Hydrolases / chemistry*
  • Phosphoric Triester Hydrolases / genetics
  • Protein Binding

Substances

  • Lactones
  • Ligands
  • Phosphoric Triester Hydrolases
  • Paraoxon