Hydroxylating activity of a water-soluble manganese porphyrin associated with potassium hydrogen persulfate: Formation of 8-hydroxyadenosine-5′-mono-phosphate from AMP.

Abstract

The association of potassium monopersulfate, KHSO 5, with a water-soluble manganese porphyrin complex has been recently reported as being a very efficient system for the oxidative cleavage of DNA (Fouquet et al., J. Chem. Soc., Chem. Commun., 1987, 1169); similar results are observed with RNA. As puzzle piece of the mechanism of this oxidative degradation of nucleic acids, we report in the present communication the identification of 8-hydroxyadenosine-5′-monophosphate as oxidation product of adenosine-5′-monophosphate (AMP) by KHSO 5/[Mn(Mepy) 4P](OAc) 5. In the absence of manganese catalyst, the only detectable compound is the adenosine-N 1-oxide- 5′-monophosphate.