ACIDITY CONSTANTS OF ADENOSINE-5'-MONOPHOSPHATE AND DIPHOSPHATE IN VARIOUS WATER-ORGANIC SOLVENT MIXTURES

Citation
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
Citations number
50
Categorie Soggetti
Chemistry
Journal title
ISSN journal
00269247
Volume
125
Issue
10
Year of publication
1994
Pages
1049 - 1057
Database
ISI
SICI code
0026-9247(1994)125:10<1049:ACOAAD>2.0.ZU;2-6
Abstract
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.