[3H]BMS-599240--a novel tritiated ligand for the characterization of BACE1 inhibitors

Eur J Pharmacol. 2008 Sep 28;593(1-3):10-5. doi: 10.1016/j.ejphar.2008.06.112. Epub 2008 Jul 11.

Abstract

In this report we describe a novel radioligand, [(3)H](S)-2-((S)-3-Acetylamino-3-sec-butyl-2-oxo-pyrrolidin-1-yl)-N-[(1S,2R)-1-benzyl-2-hydroxy-3-(3-methoxy-benzylamino)-propyl]-4-phenyl-butyramide ([(3)H]BMS-599240), that exhibits robust specific binding in homogenates from cell cultures overexpressing beta-site amyloid precursor protein cleaving enzyme-1 (BACE1). Radioligand binding exhibited high affinity, K(d)=2 nM, commensurate with its inhibitory potency against BACE1. Inhibition of radioligand binding in the presence of a range of different BACE1 inhibitors exhibited the same rank order of potency as for inhibition of BACE1 enzymatic activity. BACE1-dependent binding of the radioligand was also demonstrated in mouse brain homogenates, where genetic ablation of BACE1 eliminated high affinity binding. Thus, the radioligand [(3)H]BMS-599240 is a novel tool potentially useful for evaluation of BACE1 enzyme in biological samples, and for evaluation of inhibitor binding to BACE1.

MeSH terms

  • Amyloid Precursor Protein Secretases / antagonists & inhibitors*
  • Amyloid Precursor Protein Secretases / biosynthesis
  • Amyloid Precursor Protein Secretases / genetics
  • Animals
  • Aspartic Acid Endopeptidases / antagonists & inhibitors*
  • Aspartic Acid Endopeptidases / biosynthesis
  • Aspartic Acid Endopeptidases / genetics
  • Brain / cytology
  • Cells, Cultured
  • DNA, Complementary / biosynthesis
  • DNA, Complementary / genetics
  • Humans
  • Kinetics
  • Ligands
  • Mice
  • Proto-Oncogene Proteins c-myc / metabolism
  • Pyrrolidinones*
  • Radioligand Assay

Substances

  • ((3)H)(S)-2-((S)-3-acetylamino-3-sec-butyl-2-oxo-pyrrolidin-1-yl)-N-((1S,2R)-1-benzyl-2-hydroxy-3-(3-methoxy-benzylamino)-propyl)-4-phenyl-butyramide
  • DNA, Complementary
  • Ligands
  • Proto-Oncogene Proteins c-myc
  • Pyrrolidinones
  • Amyloid Precursor Protein Secretases
  • Aspartic Acid Endopeptidases
  • BACE2 protein, human
  • BACE1 protein, human