It has previously been shown that formaldehyde causes the formation of hydroxymethylated derivatives with nucleobases, but these were identified after separation of the reaction products; such handling might destroy labile derivatives or remove products present in small proportions. This work is based on a study of the reactivity of formaldehyde on adenine, adenosine and adenosine monophosphate in the reaction medium. It demonstrates the high reactivity of the N-9 site of adenine, the reactivity of the hydroxymethyl at the C-5' of the ribose and brings to light such new derivatives as N-9-CH,OCH2OH and N-CCH,OCH,OH. Further, the order of appearance of different derivatives and their approximate determination were achieved.
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