Studies on Biologically Active Pteridines. IV. Synthesis of Several Biopterin Derivatives as an Antigen in Radioimmunoassay for Biopterin

Abstract

Abstract The synthesis of biopterin, d(and l)-erythro-neopterins, and their derivatives having a substituent at the 2-amino group via the 2-methylthio analogues is described. The 2-(methylthio)pteridines were synthesized by condensation of 4,5-diamino-6-hydroxy-2-(methylthio)pyrimidine with 5-deoxy-l-arabinose and d(and l)-arabinose phenylhydrazones, followed by oxidation with K3[Fe(CN)6] and O2 in the presence of KI in an acidic solution, respectively. Aminolysis of these thioethers with ammonia and other amines in the presence of acetic acid gave the title compounds.