Europium-labeled melanin-concentrating hormone analogues: ligands for measuring binding to melanin-concentrating hormone receptors 1 and 2

Anal Biochem. 2004 May 15;328(2):187-95. doi: 10.1016/j.ab.2004.01.017.

Abstract

We investigated the use of Eu3+ chelate-labeled analogues of melanin-concentrating hormone (MCH) as ligands for both human MCH receptors (MCHR1 and MCHR2). The analogues employed were Ala17 MCH, S36057 (Y-ADO-RC*MLGRVFRPC*W, where ADO=8-amino-3,6-dioxyoctanoyl and *=disulfide bond), and R2P (RC*MLGRVFRPC*Y-NH2). The peptides were readily labeled on the alpha-amino residue with the Eu3+ chelate of N1-(p-isothiocyanatobenzyl)-diethylenetriamine-N1,N2,N3,N3-tetraacetic acid and then purified by reverse-phase fast-performance liquid chromatography at neutral pH to maintain Eu3+ chelation. Both labeled Ala17 MCH and S36057 had high affinity for MCHR1 ( Kd = 0.37 and 0.059nM, respectively) while Eu3+ -labeled S36057 and R2P had high affinity for MCHR2 ( Kd = 0.16 and 0.10nM, respectively). Labeled Ala17 MCH had little demonstrable binding affinity for MCHR2. Eu3+ -labeled S36057 and R2P were full agonists at MCHR1 when assessed by measurement of agonist-stimulated GTPgamma(35)S binding. Competition binding experiments with both MCHR isoforms, a series of previously characterized alanine scan MCH analogues, and a recently identified nonpeptide MCHR1-selective antagonist T-226296 confirmed the expected receptor selectivity. These studies further extend the utility of Eu3+ chelate time-resolved fluorescence for the development of high-sensitivity, nonradioactive receptor binding assays and demonstrate the need to select the optimal ligand for labeling.

MeSH terms

  • Binding, Competitive
  • Cell Line
  • Cell Membrane / metabolism
  • Cloning, Molecular
  • Disulfides / chemistry
  • Disulfides / metabolism
  • Europium / chemistry*
  • Fluorescence
  • Humans
  • Ligands
  • Melanins / chemistry
  • Melanins / metabolism*
  • Organometallic Compounds / chemistry
  • Protein Binding
  • Radioligand Assay
  • Receptors, Pituitary Hormone / metabolism*
  • Sensitivity and Specificity
  • Staining and Labeling

Substances

  • Disulfides
  • Ligands
  • Melanins
  • Organometallic Compounds
  • Receptors, Pituitary Hormone
  • europium(III) chelate-2,2',2'',2'''-((4-((4-isothiocyanatophenyl)ethynyl)pyridine-2,6-diyl)bis(methylenenitrilo))tetrakis(acetic acid)
  • melanin-concentrating hormone receptor
  • Europium