Chemical speciation of nucleotide 5′-monophosphates in the presence of biogenic amines
AbstractThe interaction of adenosine-, uridine-, inosine- and guanosine-5’-monophosphates with protonated ethylenediamine, putrescine, cadaverine, spermidine and spermine, was studied potentiometrically, at t = 25°C. The species ALH20 are formed with diamines, ALH20, ALH3+ with triamine, and, ALH20, ALH3+ and ALH42+ with tetramine. The stability of these species is strongly dependent on the product charge, ζ = |zanion • zcation|: the ratio log/СД is fairly constant, and, for the different systems, varies from 0.53 to 0.59. This behaviour is very similar to that shown by the analogous species of ATP (logKr/ζ = 0.52), already studied in these laboratories. Two other factors are taken into account for the analysis of stability data, i.e., the length of alkyl chain(s) in the amine, and the difference between total and protonated amino groups. These factors are related to steric arrangement and to the possibility of hydrogen bonding contribution. The relevance of these complexes in the chemical speciation of b...