Dark Oxidation of Unsaturated Lipids by the Photoxidized 8-Methoxypsoralen

Abstract
8-Methoxypsoralen (8-MOP) in ethanol, acetone, benzene, or CCl4 is photoxidized under UV- irradiation (320-400 nm). Photoxidized 8-MOP (O2-8-MOP) is stable in the organic solvents, but it is destructed in water or in liposome suspension. The destruction rate constants are 0.04 s-1 in water and 0.004 s-1 in liposome membranes as estimated by the kinetics of the chemilumin­escence accompanying the destruction. In course of O2-8-MOP destruction the residues of phospholipid unsaturated fatty acids are oxidized. Generation of the singlet oxygen (1g) by excited 8-MOP is observed neither in acetone, nor in ethanol. Quantum yield of 1g formation in CCl4 is less than 3%. A pattern is proposed for 8-MOP-sensitized oxidation of unsaturated lipids proceeding without direct attack of lipids by singlet oxygen.

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