Nucleic acids, adenine, formaldehyde

Figure 3.1 Two essential steps of chemical reaction of formaldehyde (HCHO) with nucleic acid exemplified by adenine that are similar to formaldehyde-protein reactions, (a) Addition reaction as the first step, resulting in a methylol derivative, methylol adenylic acid (b) Second step is a condensation reaction, a stable product methylene-bis-adenylic acid is derived between the methylol derivative and another adenine. Reproduced with permission from Shi et al.,AIMM 2001 9 107-116. 

Hikoya, H., Yasuhiro, Y., Seiko, Y., Yuriko, Y Kenichi, T., and Kazuo, N., N-Sult omc-thylation of guanine, adenine and cytosine with formaldehyde bisulfite. Nucleic Acids Res.. 10, 6281, 1982 Chem. Ahsir.. 98. 89805, 1983. 

Hyatsu H, Yamashita Y, Yui S, Yamagata Y, Tomita K, Negishi K (1980) N-sulfomethylation of guanine, adenine and cytidine with formaldehyde-bisulfite. A selective modification of guanine in DNA. Nucleic Acids Res 10 6281-6293... 

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