Mechanism of inhibition of botulinum neurotoxin type A light chain by two quinolinol compounds

Arch Biochem Biophys. 2017 Mar 15:618:15-22. doi: 10.1016/j.abb.2017.01.006. Epub 2017 Jan 28.

Abstract

Quinolinol-based compounds are a promising starting point for discovery of effective inhibitors of the clostridial neurotoxin, botulinum neurotoxin type A light chain (BoNT/A LC). Insights into the mechanism of inhibition by quinolinol compounds facilitate interpretation of docking data and inhibitor optimization. In this study, a fluorogenic substrate of BoNT/A, SNAPtide, was used to study the mechanism by which two new quinolinol compounds, MSU58 and MSU84, with IC50 values of 3.3 μM and 5.8 μM, respectively, inhibit BoNT/A LC. Kinetic studies and model discrimination analysis showed both compounds to be competitive inhibitors of BoNT/A LC with inhibition constants (KI) 3.2 μM and 6.2 μM for MSU58 and MSU84, respectively. These data indicate that the inhibitors bind in the BoNT/A LC active site and that inhibitor binding is mutually exclusive with the binding of the substrate. This is the first study to report the competitive inhibition of BoNT/A LC by quinolinol compounds. These data help define the inhibitor binding pocket and, along with structure activity relationship studies, provide immediate direction for further compound synthesis.

Keywords: Botulinum; Competitive inhibitor; FRET peptide; Fluorescence quenching; Neurotoxin; Quinolinol.

Publication types

  • Research Support, U.S. Gov't, Non-P.H.S.
  • Research Support, Non-U.S. Gov't

MeSH terms

  • Binding, Competitive
  • Botulinum Toxins, Type A / antagonists & inhibitors*
  • Botulinum Toxins, Type A / chemistry
  • Catalysis
  • Catalytic Domain
  • Hydroxyquinolines / chemistry*
  • Inhibitory Concentration 50
  • Kinetics
  • Light
  • Peptides / chemistry
  • Protein Binding
  • Recombinant Proteins / chemistry
  • Structure-Activity Relationship
  • Water / chemistry
  • Zinc / chemistry

Substances

  • Hydroxyquinolines
  • Peptides
  • Recombinant Proteins
  • Water
  • Botulinum Toxins, Type A
  • Zinc