Adenosine receptor modelling. A1/A2a selectivity

Eur J Med Chem. 2006 Mar;41(3):321-9. doi: 10.1016/j.ejmech.2005.09.011. Epub 2006 Jan 19.

Abstract

Three-dimensional models of the A(1) and A(2a) adenosine receptors (AR) were constructed by means of a homology procedure, using bovine rhodopsin as a template. In order to validate the two models, a docking analysis of selective agonists was carried out. The study shows that A(1)/A(2a) selectivity is mainly influenced by the different ability of the two receptors to give lipophilic interactions, instead of giving different H bonds. The binding site cavity of the A(1)AR is smaller than that of the A(2a)AR, and for this reason, less bulky ligands like CPA are able to give close interactions with the A(1)AR, unlike larger ligands such as CGS-21680. The different dimensions of the binding site cavity could be due to the presence of three residues of proline, which cause a different rearrangement of the TM, thus modifying the side chain disposition inside the inter-helix channel.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Adenosine / analogs & derivatives
  • Adenosine / chemistry
  • Adenosine / pharmacology
  • Adenosine A1 Receptor Agonists*
  • Adenosine A2 Receptor Agonists*
  • Amino Acid Sequence
  • Animals
  • Binding Sites
  • Cattle
  • Computer Simulation*
  • Hydrogen Bonding
  • Ligands
  • Models, Molecular
  • Molecular Sequence Data
  • Phenethylamines / chemistry
  • Phenethylamines / pharmacology
  • Protein Conformation
  • Sequence Alignment

Substances

  • Adenosine A1 Receptor Agonists
  • Adenosine A2 Receptor Agonists
  • Ligands
  • Phenethylamines
  • 2-(4-(2-carboxyethyl)phenethylamino)-5'-N-ethylcarboxamidoadenosine
  • Adenosine