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Pro-oxidant activity of vitamin C in drinking water ... - Åbo Akademi

Pro-oxidant activity of vitamin C in drinking water ... - Åbo Akademi

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Review <strong>of</strong> the literatureOH • + H 2O 2 → H 2O + H + + O 2• − Eq. 4O 2• − + Fe 3+ → Fe 2+ + O 2 Eq. 5HO 2• + Fe 2+ + H + → Fe 3+ + H 2O 2 Eq. 6OH • + Fe 2+ → Fe 3+ + OH − Eq. 7HO 2• + Fe 3+ → Fe 2+ + H + +O 2 Eq. 8For example, if hydroxyl radicals are formed and they do not have anyth<strong>in</strong>g to react with,they can react with hydrogen peroxide, or alternatively, take one electron from Fe 2+ andoxidize it to Fe 3+ . However, if hydroxyl radicals are formed <strong>in</strong> vivo many target moleculeswill be available.In the laboratory, hydroxyl radicals can be easily generated by UV <strong>in</strong>duced homolyticfission <strong>of</strong> hydrogen peroxide (Equation 9) or by metal-catalyzed (copper or iron) reduction<strong>of</strong> oxygen to superoxide that reacts with hydrogen peroxide (Equation 10). 140, 141UVH 2O 2 −−−→ OH • + OH • Eq. 9H 2O 2 + O 2• − → O 2 + OH • + OH − (Haber-Weiss reaction) Eq. 102.4. The re<strong>activity</strong> <strong>of</strong> hydrogen peroxide and hydroxyl radicalsThe formation <strong>of</strong> hydroxyl radicals has been studied us<strong>in</strong>g the sp<strong>in</strong> trap technique, 142aromatic hydroxylation <strong>of</strong> target molecules 143-145 and by study<strong>in</strong>g radical attacks on targetmolecules such as DNA 4 and deoxyribose 146 . Generally, standards for the f<strong>in</strong>al products(e.g. 8-hydroxyguanos<strong>in</strong>e to demonstrate hydroxyl radical attack on guanos<strong>in</strong>e) have beenused <strong>in</strong> order to identify the radicals (ROS or RNS) that are generated. In addition, radicalscavenger molecules have been used to confirm the presence <strong>of</strong> a specific radical. Thishowever, can sometimes be mislead<strong>in</strong>g, as some hydroxyl radical generat<strong>in</strong>g reactions canbe site-specific. In this case radical scavengers fail to scavenge the radicals, but this doesnot mean that hydroxyl radicals do not form.Of the ROS, hydroxyl radicals are very harmful due to their high re<strong>activity</strong>. 134 Hydroxylradicals are short-lived and extremely reactive and easily attack any nearby molecule by19

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