74494-54-5Relevant articles and documents
Interconversion and Hydrolysis of Monomethyl and Monoisopropyl Esters of Adenosine 2'- and 3'-Monophosphates: Kinetics and Mechanisms
Oivanen, Mikko,Schnell, Ralf,Pfleiderer, Wolfgang,Loennberg, Harri
, p. 3623 - 3628 (2007/10/02)
First-order rate constants for mutual isomerization and hydrolytic cleavage of the monomethyl and monoisopropyl esters of adenosine 2'- and 3'-monophosphates (2'- and 3'-AMP) have been determined by HPLC over a wide pH range.Both reactions preceed at comparable rates under acidic conditions, exhibiting a second-order dependence of rate on hydronium ion concentration at 1 -> -3.No sign of mutual isomerization was detected under these conditions.With the isopropyl esters alkaline degradation of the adenine moiety is considerably faster than the phosphodiester hydrolysis.Mechanisms of phosphate migration and phosphodiester hydrolysis under various conditions have been discussed.