M. Oivanen et al., EFFECTS OF 3'-C-METHYLATION ON THE HYDROLYTIC STABILITY AND HYDROXYL PK(A) VALUES OF DINUCLEOSIDE 2',5'-MONOPHOSPHATE AND 3',5'-MONOPHOSPHATE, Nucleosides & nucleotides, 17(8), 1998, pp. 1325-1331
The first-order rate constants for hydrolysis of 3'-C-methyluridylyl(2
',5')- and -(3',5')adenosine and the corresponding native dinucleoside
monophosphates (2',5'- and 3',5'-UpA) have been determined as a funct
ion of hydroxide-ion concentration (0.025 - 7 M) at 25 degrees C. In a
ddition to the effects on the hydrolytic stability of the compounds, t
he effects of the 3'-C-methyl substitution on the kinetically determin
ed pK(a) values for the sugar hydroxyls of the uridine moiety are disc
ussed.