Fipronil-based photoaffinity probe for Drosophila and human beta 3 GABA receptors.
Modification of the major insecticide fipronil (1) by replacing three pyrazole substituents (hydrogen for both cyano and amino and trifluoromethyldiazirinyl for trifluoromethylsulfinyl) gives a candidate photoaffinity probe (3) of high potency (IC(50) 2-28 nM) in blocking the chloride channel of Drosophila and human beta 3 GABA receptors.
Sirisoma
N S
NS
Environmental Chemistry and Toxicology Laboratory, Department of Environmental Science, Policy and Management, University of California, Berkeley, CA 94720-3112, USA.
Ratra
G S
GS
Tomizawa
M
M
Casida
J E
JE
D000818:Animals; D004305:Dose-Response Relationship, Drug; D004330:Drosophila; D006801:Humans; D007306:Insecticides / Q000494:pharmacology*; D019920:Photoaffinity Labels / Q000378:metabolism; D011720:Pyrazoles / Q000138:chemical synthesis / Q000737:chemistry* / Q000378:metabolism / Q000494:pharmacology*; D018080:Receptors, GABA-B / Q000187:drug effects*; D005680:gamma-Aminobutyric Acid / Q000494:pharmacology
D007306:Insecticides; D019920:Photoaffinity Labels; D011720:Pyrazoles; D018080:Receptors, GABA-B; D005680:gamma-Aminobutyric Acid; C082360:fipronil