Ha. Azab et al., ACIDITY CONSTANTS OF ADENOSINE-5'-MONOPHOSPHATE AND DIPHOSPHATE IN VARIOUS WATER-ORGANIC SOLVENT MIXTURES, Monatshefte fuer Chemie, 125(10), 1994, pp. 1049-1057
The acidity constants of adenosine-5'-mono- and diphosphate (AMP and A
DP) were determined at 25.00 +/- 0.1-degrees-C by potentiometric titra
tion in pure water and different solvent mixtures (methanol, ethanol,
N,N-dimethylformamide, dimethylsulfoxide, acetone, and dioxane). The i
onization of AMP and ADP depends on both the proportion and the nature
of the organic solvent used. The pK(a1 values for both AMP and ADP ar
e slightly influenced as the solvent is enriched in ethanol and methan
ol and remains practically constant in presence of different amounts o
f DMF and DMSO. A pronounced change in the pK(a1) values is observed a
s the solvent is enriched in acetone or dioxane. It is concluded that
the electrostatic effect has only a relatively small influence on the
dissociation equilibrium, whereas other solvent effects such as solven
t basicity, hydrogen bonding and protonsolvent interactions play an im
portant role.