Hydrolysis and methanolysis of the phenyl ester of thymidine 3',5'-cyclic monophosphate: pH-dependent competition between PO and CO bond ruptures



: Oivanen M, Varila J, Hankamaki T, Koole LH, Lonnberg H

Publisher: INST ORGANIC CHEM AND BIOCHEM

: 1996

Collection of Czechoslovak Chemical Communications

COLLECTION OF CZECHOSLOVAK CHEMICAL COMMUNICATIONS

: COLLECT CZECH CHEM C

: 61

: S26

: S29

: 4

: 0010-0765


pH-Rate profiles and product distributions for the hydrolytic reactions of the cis-phenyl ester of thymidine 3',5'-cyclic monophosphate have been determined over the pH-range 0-14. The pH-independent hydrolysis (pH 2-7) of the phosphotriester moiety appears to proceed mainly by cleavage of the C5'O bund, whereas the hydroxide- and hydronium-ion-catalyzed reactions involve rupture of one of the PO bonds.



Last updated on 2025-13-10 at 12:31