Nonenzymatic reaction of dihydroxyacetone with hydrogen peroxide enhanced via a Fenton reaction.
An analysis of the reaction of dihydroxyacetone with hydrogen peroxide was performed using HPLC with electrochemical and spectrophotometric detection and EPR spectroscopy of the reactants and products. Glycolate production in such a reaction has been documented, and the glycolate yield analyzed at different pH values. The participation of hydroxyl free radical is shown with DEPMPO spin trap. Two types of mechanisms are proposed, one at higher pH values and pronounced participation of free radicals (enhanced by the presence of metal ions and Fenton reaction) and the other at lower pH values, with decreased free radical production and lower glycolate yield.
Maksimović
Vuk
V
Center for Multidisciplinary Studies, University of Belgrade, Serbia and Montenegro. maxivuk@ibiss.bg.ac.yu
Mojović
Milos
M
Neumann
Günter
G
Vucinić
Zeljko
Z
D002412:Cations; D002851:Chromatography, High Pressure Liquid; D004098:Dihydroxyacetone / Q000737:chemistry*; D004578:Electron Spin Resonance Spectroscopy; D006016:Glycolates / Q000737:chemistry; D006861:Hydrogen Peroxide / Q000737:chemistry*; D006863:Hydrogen-Ion Concentration; D017665:Hydroxyl Radical / Q000032:analysis / Q000737:chemistry; D007501:Iron / Q000737:chemistry*; D008670:Metals / Q000737:chemistry; D016877:Oxidants / Q000737:chemistry; D010084:Oxidation-Reduction; D011758:Pyrroles / Q000737:chemistry; D019097:Spin Trapping
C510912:(diethoxyphosphoryl)-5-methylpyrroline N-oxide; D002412:Cations; C045076:Fenton's reagent; D006016:Glycolates; D008670:Metals; D016877:Oxidants; D011758:Pyrroles; C031149:glycolic acid; D017665:Hydroxyl Radical; D006861:Hydrogen Peroxide; D007501:Iron; D004098:Dihydroxyacetone