Adduct of tyrosine and the oncogen 3-acetoxyxanthine.
A major product of the reaction of L-tyrosine (I) with the activated oncogen 3-acetoxyxanthine (II) at neutral pH has been characterized as 8-xanthinyl-4'-O-tyrosine (III). A similar product is formed with tyrosylglycine. Another major product was the hydantoin of tyrosine. 8-Xanthinyl-4'-O-tyrosine is hydrolyzed in acid to yield tyrosine and uric acid but is stable in base. The synthesis of 8-phenoxyxanthine is also described. A metabolite identical with III in several chromatographic systems was found in the urine of two rats after administration of radioactive 3-hydroxyxanthine. This represented about 0.05% of the urinary radioactivity.
D055598:Chemical Phenomena; D002621:Chemistry; D013058:Mass Spectrometry; D008968:Molecular Conformation; D013329:Structure-Activity Relationship; D014443:Tyrosine; D014970:Xanthines
D014970:Xanthines; D014443:Tyrosine