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BIOLOGICAL ACTIVITIES OF PHTHALOCYANINES—IV. TYPE II SENSITIZED PHOTOOXIDATION OF L-TRYPTOPHAN AND CHOLESTEROL BY SULFONATED METALLO PHTHALOCYANINES
Authors:R Langlots    H Ali    N Brasseur    J R Wagner  J E van  Lier
Institution:MRC Group in the Radiation Sciences, Faculty of Medicine, University of Sherbrooke, Sherbrooke, Quebec, Canada J1H 5N4
Abstract:Abstract— Sulfonated phthalocyanine and a series of its metal chelates in combination with red light irradiation led to the degradation of L-tryptophan in oxygenated aqueous solution. The photoproducts and the rate of transformation of L-tryptophan are compared with hematoporphyrin and rose bengal sensitized photooxidation. In all cases the primary photoproducts are characterized as cis and trans -3a-hydroperoxy-l,2,3,3a,8,8a-hexahydropyrrolo2,3-b]indole-2-carboxylic acid. Support for the involvement of singlet excited oxygen is obtained from azide inhibition and the formation of the specific singlet oxygen product with cholesterol. We observed the contribution of another pathway in the case of the manganese complex.
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