G. Daves, Rodney B. Belshee, W. Anderson
Jul 1, 1975
Citations
0
Influential Citations
11
Citations
Journal
Molecular Pharmacology
Abstract
Solution conformations of 5-ethyl-5-(19-methylbutyl)-, 5-ethyl-5-(19,39-dimethylbutyl)-, and 5-ethyl-5-(19,39,39-trimethylbutyl)barbituric acids in a variety of solvents have been studied by nuclear magnetic resonance techniques. Implications of the results obtained in this study for discrimination between the enantiomers of 5-ethyl-5-(19,39-dimethylbutyl)barbituric acid [ R -(+), excitatory, and S -(-), depressant] at the excitatory receptor site are discussed. It is suggested that discrimination between the enantiomers is based primarily on a required binding orientation of the pyrimidinetrione ring and differing aliphatic side chain geometries resulting from a strong conformational preference of the isopropyl termini.