Abstract
Strong photooxidative activity of dichloroP(V)tetrakis(4-chlorophenyl)porphyrin via electron transfer was expected. To control the activity of this P(V)porphyrin, bis(6-quinolinoxy)P(V)tetrakis(4-chlorophenyl)porphyrin (QuinP(V)TClPP), was synthesized. The pKa of a protonated quinoline moiety, the electron donor, was estimated to be 4.6. The singlet excited state of QuinP(V)TClPP was quenched via intramolecular electron transfer under neutral condition. Under an acidic condition, the fluorescence intensity and the singlet oxygen (1O2) generation yield by photoexcited QuinP(V)TClPP were significantly increased through protonation of the quinoline moiety. The photosensitized damage of human serum albumin by QuinP(V)TClPP through 1O2 generation and electron transfer mechanisms was effectively enhanced under an acidic condition.
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