Microbial Synthesis of Purine 2-Amino-2-deoxyribosides

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The microbial synthesis of some purine 2-amino-2-deoxyribonucleosides from purine bases and 2-amino-2-deoxyuridine is described. Various bacteria, especially Erwinia herbicola, Salmonella schottmuelleri, Enterobacter aerogenes and Escherichia coli, were able to transfer the aminoribosyl moiety of 2-amino-2-deoxyuridine to purine bases (transaminoribosylation) in the presence of inorganic phosphate. The optimum conditions for the reaction were pH 7.0 and 63°C. No reaction was observed in the absence of inorganic phosphate and the optimum concentration of it was around 30 mM. Adenine, guanine, 2-chlorohypoxanthine and hypoxanthine were transformed to the corresponding 2-amino-2-deoxyribonucleosides by the catalytic activity of the wet cell paste of Enterobacter aerogenes AJ 11125. The enzymatically synthesized purine 2-amino-2deoxyribonucleosides were isolated and identified by physicochemical means. 2-Amino-2deoxyadenosine strongly inhibited the growth of Hela cells in tissue culture, and the ED50 was 2.5μg/ml.
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