Leukotriene B4 photoaffinity probes: design, synthesis and evaluation of new arylazide-1,3-disubstituted cyclohexanes.
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.
Durand
D
D
Laboratoire de Chimie Biomoléculaire et des Interactions Biologiques, UPRESA-CNRS 5074, Faculté de Pharmacie, Montpellier, France.
Hullot
P
P
Vidal
J P
JP
Girard
J P
JP
Banères
J L
JL
Parello
J
J
Muller
A
A
Bonne
C
C
Rossi
J C
JC
D003510:Cyclohexanes / Q000138:chemical synthesis / Q000737:chemistry*; D015195:Drug Design; D004341:Drug Evaluation; D006801:Humans; D007975:Leukotriene B4 / Q000737:chemistry*; D015335:Molecular Probes; D019920:Photoaffinity Labels; D011994:Recombinant Proteins / Q000737:chemistry; D013237:Stereoisomerism
D003510:Cyclohexanes; D015335:Molecular Probes; D019920:Photoaffinity Labels; D011994:Recombinant Proteins; D007975:Leukotriene B4