The Influence of Aggregation of Porphyrins on the Efficiency of Photogeneration of Hydrogen Peroxide in Aqueous Solution

概要

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The pH-dependence of the ability of coproporphyrin (CP) and uroporphyrin (UP) to photogenerate hydrogen peroxide (H_2O_2) in aqueous solution was investigated, with special attention to the structure-activity relationship related to the aggregation of the porphyrins. It was found that the efficiency was strongly dependent on the aggregation of CP and UP mediated by changes in the pH of the solution, and a dimeric form had a weak ability to produce H_2O_2, while a highly aggregated form had a good ability. The increased efficiency of the highly aggregated porphyrin to produce H_2O_2 was further demonstrated using a different type of aggregate formed by the electrostatic interaction of cationic tetrakis-5,10,15,20-(N-methyl-4-pyridyl)porphin (TMPyP) with anionic tetrakis-5,10,15,20-(4-sulfonatophenyl)porphin (TSPP). The present results demonstrated the importance of the state of aggregation of porphyrin to photogenerate H_2O_2, and the results may help to develop a new type of medicine for photodynamic therapy.
公益社団法人日本薬学会の論文
2006-07-01