Red-fluorescent argininamide-type NPY Y1 receptor antagonists as pharmacological tools

Bioorg Med Chem. 2011 May 1;19(9):2859-78. doi: 10.1016/j.bmc.2011.03.045. Epub 2011 Apr 12.


Fluorescently labelled NPY Y(1) receptor (Y(1)R) ligands were synthesized by connecting pyrylium and cyanine dyes with the argininamide-type Y(1)R antagonist core structure by linkers, covering a wide variety in length and chemical nature, attached to the guanidine group. The most promising fluorescent probes had Y(1)R affinities (radioligand binding) and antagonistic activities (calcium assay) in the one- to two-digit nanomolar range. These compounds turned out to be stable under assay conditions and to be appropriate for the detection of Y(1)Rs by confocal microscopy in live cells. To improve the signal-to-noise ratio by shifting the emission into the near infrared, a new benzothiazolium-type fluorescent cyanine dye (UR-DE99) was synthesized and attached to the parent antagonist via a carbamoyl linker yielding UR-MK131, a highly potent fluorescent Y(1)R probe, which was also successfully applied in flow cytometry.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Arginine / analogs & derivatives*
  • Arginine / chemical synthesis
  • Arginine / chemistry
  • Arginine / pharmacology
  • Benzothiazoles / chemistry
  • Cell Line, Tumor
  • Flow Cytometry
  • Fluorescent Dyes / chemical synthesis
  • Fluorescent Dyes / chemistry*
  • Fluorescent Dyes / pharmacology
  • Humans
  • Protein Binding
  • Receptors, Neuropeptide Y / antagonists & inhibitors*
  • Receptors, Neuropeptide Y / metabolism


  • Benzothiazoles
  • Fluorescent Dyes
  • Receptors, Neuropeptide Y
  • neuropeptide Y-Y1 receptor
  • argininamide
  • Arginine