Abstract
The cocaine binding site at the dopamine transporter has been found to be stereoselective. Thus, the seven possible stereoisomers of (-)-cocaine have been synthesized and found to inhibit [3H]-2 beta-carbomethoxy-3 beta-(4-fluoro-phenyl)tropane [( 3H]WIN 35,428) with potencies ranging from 1/60 to 1/600 of that of (-)-cocaine. The synthesis and characterization of all new compounds is presented.
Publication types
-
Research Support, U.S. Gov't, P.H.S.
MeSH terms
-
Animals
-
Binding, Competitive
-
Carrier Proteins*
-
Cell Membrane / metabolism
-
Chemical Phenomena
-
Chemistry
-
Cocaine / analogs & derivatives
-
Cocaine / chemical synthesis*
-
Cocaine / chemistry
-
Cocaine / metabolism
-
Corpus Striatum / metabolism
-
Male
-
Molecular Structure
-
Rats
-
Rats, Inbred Strains
-
Receptors, Drug / metabolism*
-
Stereoisomerism
Substances
-
Carrier Proteins
-
Receptors, Drug
-
cocaine receptor
-
(1R-(exo,exo))-3-(4-fluorophenyl)-8-methyl-8- azabicyclo(3.2.1)octane-2-carboxylic acid, methyl ester
-
Cocaine