Identification of a novel pharmacophore for peptide toxins interacting with K+ channels

J Biol Chem. 2005 Jun 3;280(22):21246-55. doi: 10.1074/jbc.M502376200. Epub 2005 Mar 30.

Abstract

KappaM-conotoxin RIIIK blocks TSha1 K+ channels from trout with high affinity by interacting with the ion channel pore. As opposed to many other peptides targeting K+ channels, kappaM-RIIIK does not possess a functional dyad. In this study we combine thermodynamic mutant cycle analysis and docking calculations to derive the binding mode of kappaM-conotoxin RIIIK to the TSha1 channel. The final model reveals a novel pharmacophore, where no positively charged side chain occludes the channel pore. Instead the positive-charged residues of the toxin form a basic ring; kappaM-RIIIK is anchored to the K+ channel via electrostatic interactions of this basic ring with the loop and pore helix residues of the channel. The channel amino acid Glu-354 is likely to be a fundamental determinant of the selectivity of kappaM-RIIIK for the TSha1 channel. The Cgamma-OH of Hyp-15 is in contact with the carbonyls of the selectivity filter, disturbing the charge distribution pattern necessary for the coordination of K+ ions. This novel, experimentally based pharmacophore model proves the existence of diverse binding modes of peptidic toxins to K+ channels and underlines the role of intermolecular electrostatic interactions involving channel loop side chains in determining the selectivity of toxins for specific K+ channel types.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amino Acid Sequence
  • Animals
  • Cluster Analysis
  • Conotoxins / chemistry*
  • Conotoxins / genetics
  • DNA Mutational Analysis
  • Electrophysiology
  • Inhibitory Concentration 50
  • Ions
  • Models, Molecular
  • Molecular Sequence Data
  • Mutagenesis, Site-Directed
  • Mutation
  • Oocytes / metabolism
  • Peptides / chemistry
  • Point Mutation
  • Potassium / chemistry
  • Potassium Channels / chemistry*
  • Protein Binding
  • Protein Conformation
  • Protein Structure, Secondary
  • Software
  • Static Electricity
  • Thermodynamics
  • Trout
  • Xenopus

Substances

  • Conotoxins
  • Ions
  • Peptides
  • Potassium Channels
  • kappaM-conotoxin RIIIK, Conus radiatus
  • Potassium