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3), the sites of protonation are N1 of adenosine and N3 of cytidine. At more acidic pH, the N7 of guanosine and adenosine and the O4 of uridine are protonated. Thus, all the bases remain mostly uncharged in the physiological range of pH 5 to 9 (Saenger, 1984). It is noteworthy that each of the nucleosides A, C, and G becomes protonated at one of the ring nitrogens rather than on the exocyclic amino group. Thus, the electron pair of the amino group can delocalize into the heteroaromatic ring. Indeed the C–NH2 bonds of A, C, and G are.

The And Pka Values Of Nucleobases Essay.
1.34 Å long and have 40% to 50% double-bond character (Saenger, 1984). The charge on a nucleobase, its tautomeric structures, and its ability to form and accept hydrogen bonds are also determined by its pKa values as well as by the pH of the medium. At physiological pH, the major nucleobases exist almost exclusively in the amino and keto tautomeric forms. However, under appropriate pH conditions, the tautomeric equilibrium could shift to where both imino…
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