TD-DFT/molecular mechanics study of the Photinus pyralis bioluminescence system

J Phys Chem B. 2012 Feb 16;116(6):2008-13. doi: 10.1021/jp2120059. Epub 2012 Feb 6.

Abstract

This is the first report of a computational study of the bioluminescence of ligand-bound Photinus pyralis luciferase. A time-dependent PBE0/molecular mechanics approach was used to study the interaction between excited-state oxyluciferin (Keto-(-1)) and neighboring active site molecules. The results of these calculations demonstrated that the most important intermolecular interactions are: blue-shifting ionic interactions, red-shifting π-π stacking, and red/blue shifting hydrogen bonding. Subsequent molecular dynamics simulations further supported these conclusions.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Catalytic Domain
  • Fireflies / enzymology*
  • Hydrogen Bonding
  • Indoles / chemistry
  • Ligands
  • Luciferases, Firefly / chemistry*
  • Luciferases, Firefly / metabolism
  • Molecular Dynamics Simulation*
  • Pyrazines / chemistry

Substances

  • Indoles
  • Ligands
  • Pyrazines
  • luciferase, Photinus
  • oxyluciferin
  • Luciferases, Firefly