Radiation-Induced Carboxylation Reactions of Aliphatic Amino Acids and Monocarboxylic Acids

Abstract

results. In our present work two types of study were made: 1. The studies of the carboxylation of aliphatic amino acids were carried out with a-aminobutyric acid, norvaline, norleucine, valine, leucine, and isoleucine. The carboxylation products were identified, and the quantitative yield was determined. A detailed study of the carboxylation of a-aminobutyric acid was made-of the dependence on the radiation dose, the concentration of the irradiated compound, and the ratio of amino acid to C02. From the results, certain conclusions concerning the optimum conditions were drawn. Under the given conditions an exchange reaction on C-1 occurred with all the a-amino acids investigated, yielding the carboxyl-labeled starting material. 2. The carboxylation of aliphatic monocarboxylic acids under the influence of radiation was studied. The optimum conditions for the production of dicarboxylic acids from valeric acid were determined. The carboxylation of the aliphatic acids from C-2 to C-6 were investigated to elucidate the effect of chain length on yield. The radiation-induced carboxylation could be applicable as a method for the preparation of C14-labeled dicarboxylic amino acids.