Adriamycin-catalyzed aerobic photooxidation of NAD dimers to NAD+.
The photooxidation of the dimers of nicotinamide adenine dinucleotide, (NAD)2, is catalyzed by adriamycin under aerobic conditions. (NAD)2 and O2 react in 1:1 molar ratio to yield 2 mol of NAD+. Experiments carried out by irradiating at 340 and 485 nm, corresponding to the absorption maxima of (NAD)2 and adriamycin, respectively, clearly indicate that the process is primed by photoexcitation of adriamycin. The key step of the process is the redox reaction between (NAD)2 and adriamycin with formation of the semiquinone radical anion, identified by the EPR spectrum. The semiquinone is then oxidized back to adriamycin by oxygen with formation of the superoxide radical.
Carelli
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Dipartimento di Studi di Chimica e Tecnologia delle Sostanze Biologicamente Attive, Università di Roma La Sapienza, Italy.
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Liberatore
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Tortorella
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D000332:Aerobiosis; D016227:Benzoquinones; D002384:Catalysis; D004317:Doxorubicin; D004578:Electron Spin Resonance Spectroscopy; D005609:Free Radicals; D009243:NAD / Q000528:radiation effects*; D010084:Oxidation-Reduction; D010777:Photochemistry; D011809:Quinones / Q000138:chemical synthesis; D013053:Spectrophotometry; D013481:Superoxides / Q000138:chemical synthesis
D016227:Benzoquinones; D005609:Free Radicals; D011809:Quinones; D009243:NAD; D013481:Superoxides; C025232:semiquinone radicals; D004317:Doxorubicin