title: Specificity of an antibody directed against d-methamphetamine. Studies with rigid and nonrigid analogs.
abstract: The specificity of an antibody directed against d-(S)-methamphetamine (MA) was determined by competitive binding assay with more than 50 compounds-metabolites, homologs, and analogs of amphetamine. The antibody appears to be specific both for the side chain and the aromatic ring of d-(S)-amphetamine (A). The basic requirements for a compound to be bound to the antibody are (a) an aromatic ring, (b) a basic nitrogen, and (c) a two-carbon chain between the aromatic ring and the nitrogen. A transoid conformation for the phenethylamine skeleton is preferred. The interaction of the antibody with compounds differing from MA or A in side-chain substitutions was directly proportional to the closeness of their structure to MA and/or A. The antibody exhibited greatly reduced affinity for ring-substituted analogs of A; the p-hydroxy metabolite of A did not bind to the antibody. A radioimmunoassay of A is described; it was utilized to study the disposition of A in dogs.
mesh_terms: D000662:Amphetamines / Q000276:immunology* / Q000494:pharmacology; D000818:Animals; D000918:Antibody Specificity; D001667:Binding, Competitive / Q000187:drug effects; D003913:Dextroamphetamine / Q000097:blood / Q000378:metabolism; D004285:Dogs; D005260:Female; D007106:Immune Sera / Q000494:pharmacology; D008694:Methamphetamine / Q000276:immunology*; D008968:Molecular Conformation; D010627:Phenethylamines / Q000494:pharmacology; D011485:Protein Binding / Q000187:drug effects; D011863:Radioimmunoassay; D013329:Structure-Activity Relationship
chemical_list: D000662:Amphetamines; D007106:Immune Sera; D010627:Phenethylamines; D008694:Methamphetamine; D003913:Dextroamphetamine