Reaction of Diethyl Pyrocarbonate with Nucleic Acid Components, I. Adenine*

AUTOR(ES)

Leonard, Nelson J.

RESUMO

The use of diethyl pyrocarbonate as a nuclease inhibitor in the preparation of RNA of high molecular weight has prompted a study of the possible reactions of this compound with nucleic acid components under the conditions generally employed for providing inhibition. The first substrate investigated was adenine, which has been found to undergo ring opening with the formation of 5(4)-N-carbethoxyaminoimidazole-4(5)-N′- carbethoxycarboxamidine (II). This product was converted efficiently to isoguanine by treatment with ammonia. The structure of II was established by spectroscopy.

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