Leukotriene B4 photoaffinity probes: design, synthesis and evaluation of new arylazide-1,3-disubstituted cyclohexanes

Bioorg Med Chem Lett. 2000 Apr 17;10(8):811-4. doi: 10.1016/s0960-894x(00)00103-7.

Abstract

The synthesis and the binding affinities of new leukotriene B4 receptor photoaffinity probes, where a 1,3-disubstituted cyclohexane ring replaces the conjugated delta6,7 and delta8,9 double bonds of the natural eicosanoid, are described. One enantiomeric compound, 4b alpha, is specifically cross-linked upon photolysis to the recombinant leukotriene B4 receptor from human origin (h-BLTR) solubilized in a micellar medium. This probe appears as a good candidate for identifying the ligand binding site of this receptor.

MeSH terms

  • Cyclohexanes / chemical synthesis
  • Cyclohexanes / chemistry*
  • Drug Design
  • Drug Evaluation
  • Humans
  • Leukotriene B4 / chemistry*
  • Molecular Probes
  • Photoaffinity Labels
  • Recombinant Proteins / chemistry
  • Stereoisomerism

Substances

  • Cyclohexanes
  • Molecular Probes
  • Photoaffinity Labels
  • Recombinant Proteins
  • Leukotriene B4