Bulletin of the Chemical Society of Japan
Online ISSN : 1348-0634
Print ISSN : 0009-2673
ISSN-L : 0009-2673
Studies on Biologically Active Pteridines. IV. Synthesis of Several Biopterin Derivatives as an Antigen in Radioimmunoassay for Biopterin
Takashi SugimotoSadao MatsuuraToshiharu Nagatsu
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1980 Volume 53 Issue 8 Pages 2344-2347

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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.

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