Non-enzymatic reduction of alloxan by reduced nicotinamide nucleotide

Biochemical Pharmacology
I Miwa, J Okuda


Much evidence has been reported that the diabetogenic action of alloxan is caused by the formation of cytotoxic free radicals during the autoxidation of dialuric acid, a reduction product of alloan, to alloxan. The mechanism by which alloxan is reduced in vivo to dialuric acid, however, is unknown. The non-enzymatic reaction of alloxan with NAD(P)H was studied as a possible candidate for the reduction of alloxan. The reaction was carried out at 37 degrees in 50 mM phosphate buffer (mostly at pH 7.0) and was followed by measuring the decrease in absorbance at 340 nm. NADH and NADPH were found to be stoichiometrically oxidized by alloxan to NAD and NADP respectively. When the alloxan concentration (1.0 mM) was kept constant and the concentration of NAD(P)H (0.05 to 0.2 mM) was varied, the rate of decrease in the relative concentration of NAD(P)H was almost constant, suggesting that the autoxidation of dialuric acid by O2 was rapid enough to neglect its presence in the medium. The reaction between alloxan and NAD(P)H was accelerated by decreasing the pH. Both the rate of decrease in NAD(P)H concentration and the rate of O2 consumption resulting from autoxidation of the dialuric acid formed by reduction of alloxan were not affected...Continue Reading


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