Selective agonist binding of (S)-2-amino-3-(3-hydroxy-5-methyl-4-isoxazolyl)propionic acid (AMPA) and 2S-(2alpha,3beta,4beta)-2-carboxy-4-(1-methylethenyl)-3-pyrrolidineacetic acid (kainate) receptors: a molecular modeling study

Biochem Pharmacol. 2003 Dec 15;66(12):2413-25. doi: 10.1016/j.bcp.2003.08.013.

Abstract

Molecular models were constructed, using the published X-ray structure of rat glutamate receptor 2 (GluR2), for the ligand-binding domains of the human (S)-2-amino-3-(3-hydroxy-5-methyl-4-isoxazolyl)propionic acid (AMPA)- and kainate-selective ionotropic glutamate receptors (iGluRs): GluR1-7 and KA1-2. Based on the analysis of the known X-ray structures of GluR2 in complex with glutamate, kainate, and AMPA, we have constructed binding motifs (relative positioning of a ligand in the binding site and the physico-chemical interactions that take place) for selected agonist ligands and found explanations for ligand-binding selectivity to homomeric receptors among the different iGluRs. Even a single sequence difference can explain significant differences in ligand-binding affinities between two receptors. In total, there are seven residues surrounding the binding cavity that affect agonist selectivity: in GluR2, these residues are Pro478, Thr480, Leu650, Ser654, Thr686, Tyr702, and Met708. Each of these seven positions has been shown, or is predicted, to influence the presence of one or more water molecules that, when present, may form bridging hydrogen bonds between particular ligands and receptors. By using this knowledge it should be possible to design new selective agonist ligands with high affinity for any AMPA/kainate receptor.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amino Acid Sequence
  • Animals
  • Binding Sites
  • Excitatory Amino Acid Agonists / chemistry
  • Excitatory Amino Acid Agonists / pharmacology*
  • GluK2 Kainate Receptor
  • GluK3 Kainate Receptor
  • Kainic Acid / chemistry
  • Kainic Acid / pharmacology*
  • Models, Molecular
  • Molecular Sequence Data
  • Molecular Structure
  • Rats
  • Receptors, AMPA / agonists
  • Receptors, Glutamate / metabolism*
  • Receptors, Kainic Acid / metabolism
  • Sequence Homology, Amino Acid
  • Structure-Activity Relationship
  • alpha-Amino-3-hydroxy-5-methyl-4-isoxazolepropionic Acid / chemistry
  • alpha-Amino-3-hydroxy-5-methyl-4-isoxazolepropionic Acid / metabolism

Substances

  • Excitatory Amino Acid Agonists
  • Gluk1 kainate receptor
  • Receptors, AMPA
  • Receptors, Glutamate
  • Receptors, Kainic Acid
  • alpha-Amino-3-hydroxy-5-methyl-4-isoxazolepropionic Acid
  • Kainic Acid