Comparison of the structures of the endothelin A receptor antagonists BQ123 and N-methyl leucine BQ123 with the crystal structure of the C-terminal tail of endothelin-1

FEBS Lett. 1995 Nov 6;374(3):379-83. doi: 10.1016/0014-5793(95)01156-9.

Abstract

The functionally important regions of the cyclic pentapeptide endothelin A receptor antagonist BQ123 are shown to correlate with the structure of the C-terminal tail of endothelin-1, as found in the recently-determined X-ray crystal structure. Residues 18 and 21 of endothelin-1 are spatially juxtaposed such that they superpose extremely well with D-Asp and D-Trp of the antagonist, consistent with the residues on this surface of the endothelin helix being important for binding. This study provides new information on the three-dimensional nature of the endothelin A receptor binding site which may prove useful for rational drug design.

Publication types

  • Comparative Study
  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amino Acid Sequence
  • Binding Sites
  • Computer Simulation
  • Crystallization
  • Endothelin Receptor Antagonists*
  • Endothelins / chemistry*
  • Humans
  • Magnetic Resonance Spectroscopy
  • Models, Molecular
  • Molecular Sequence Data
  • Peptide Fragments / chemistry*
  • Peptides, Cyclic / chemistry*
  • Protein Conformation
  • Receptor, Endothelin A

Substances

  • Endothelin Receptor Antagonists
  • Endothelins
  • Peptide Fragments
  • Peptides, Cyclic
  • Receptor, Endothelin A
  • cyclo(tryptophyl-aspartyl-prolyl-valyl-N-methylleucyl)
  • cyclo(Trp-Asp-Pro-Val-Leu)