Identification of new agonists of urotensin-II from a cyclic peptide library

Bioorg Med Chem. 2009 Sep 15;17(18):6742-7. doi: 10.1016/j.bmc.2009.07.058. Epub 2009 Jul 28.

Abstract

Urotensin-II (UT-II) is thought to be involved in the regulation of cardiovascular homeostasis and pathology. A head-to-tail cyclic hexapeptide library based on UT-II sequence was designed, synthesized, and evaluated by the activity on the UT-II receptor (GPR-14). A new synthetic sequence, WK[Xaa] (Xaa: amino acid with aromatic side chain), was identified as a characteristic minimum fragment activating hUT-II receptor instead of the WK[Y] sequence. Compound 1 showed an agonistic activity with an EC(50) value of 6.94 nM. The conformational investigation suggested that 1 did not have typical secondary structure in the message sequence. Structural analyses may enable us to investigate the active conformation of UT-II and lead to the identification of new ligands for GPR-14.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amino Acid Sequence
  • Cell Line
  • Humans
  • Models, Molecular
  • Molecular Conformation
  • Peptide Library
  • Peptides, Cyclic / chemistry*
  • Peptides, Cyclic / pharmacology*
  • Receptors, G-Protein-Coupled / agonists*
  • Receptors, G-Protein-Coupled / metabolism*
  • Urotensins / chemistry*

Substances

  • Peptide Library
  • Peptides, Cyclic
  • Receptors, G-Protein-Coupled
  • UTS2R protein, human
  • Urotensins
  • urotensin II