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Determination of the thermodynamic functions (parameters) of the intermolecular self-association of N6-monomethyladenosine (m6 Ado) and N6, N6-dimethyladenosine (m26 Ado) in water has been made by solution calorimetric dilution measurements at 298.15K. The standard enthalpy change ΔH° and standard entropy change ΔS° of self-association were as follows; ΔH°: -43∼-50 and -38±3kJ mol-1, ΔS°: -122∼-147 and -100±11kJ K-1 mol-1 for m6 Ado and m26 Ado, respectively. From these values, it is clear that the methylation, especially the dimethylation, of N6-amino group of adenosine leads to a higher stacking equilibrium quotient than that of adenosine in consequence of an increased value of ΔS°. This supports that intermolecular association of N6-methylated adenosines is partly due to a contribution of substituted methyl groups to the formation of hydrophobic bond.
日本熱測定学会の論文