Oxidation chemistry of adenosine-3′, 5′-cyclic monophosphate at pyrolytic graphite eletrode

The voltammetric oxidation of adenosine-3',5'-cyclic monophosphate (3',5'-CAMP) has been studied in the pH range 2.13-10.07 using pyrolytic graphite electrode (PGE). Voltammetric, coulometric, spectral studies, and product characterization indicate that the oxidation of 3',5'-CAMP occurs in an EC reaction involving a 6H(+), 6e process at pH 7.24. Electrooxidized products were seperated by semipreparative high performance liquid chromatography (HPLC) and were characterized by mp, (HNMR)-H-1, FTIR, and GC-mass as allantoin cyclic ribose monophosphate and 3 dimers as the major products. A detailed interpretation of the redox mechanism of 3',5'-CAMP also has been presented to account for the formation of various products.