Abstract

Deoxyribosyl-8-azaadenine has been prepared by deoxyribose transfer from thymidine or deoxyinosine to 8-azaadenine with nucleoside deoxyribosyltransferase (EC 2.4.2.6) from Lactobacillus helveticus. Deoxyribosyl-8-azahypoxanthine was prepared by enzymatic deamination of deoxyribosyl-8-azaadenine. Deoxyribosyl-8-azaadenine is substrate for adenosine deaminase (EC 3.5.4.4) with a K m value of 125·10 −6 and a v max about 4 times that of deoxyadenosine. Deoxyribosyl-8-azaadenien and deoxyribosyl-8-azahypoxanthine have no effect on deoxyribonucleic acid and ribonucleic acid synthesis in Ehrlich ascites cells in vitro. Deoxyribosyl-8-azaadenine is rapidly deaminated in the tumor cells, but 8-azaadenine-deoxyribotides could not be detected. Deoxyribosyl-8-azahypoxanthine is neither cleaved in Ehrlich cells nor by purine nucleoside phosphorylase (EC 2.4.2.1).

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