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The Effect on Photohaemolysis of Variation in the Structure of the Porphyrin Photosensitizer

The Effect on Photohaemolysis of Variation in the Structure of the Porphyrin Photosensitizer

A de Paolis, S Chandra, A A Charalambides, R Bonnett, I A Magnus

Biochem J. 1985 Mar 15;226(3):757-66.

PMID: 2985045

Abstract:

A comparison of the photosensitizing ability of a variety of porphyrins for photohaemolysis gives the following order of activity: protoporphyrin greater than deuteroporphyrin, mesoporphyrin, haematoporphyrin dimethyl ester much greater than haematoporphyrin diacetate, haematoporphyrin greater than haematoporphyrin monoacetate, coproporphyrin III, haematoporphyrin derivative, coproporphyrin III tetramethyl ester greater than uroporphyrin I, meso-tetra-(N-methyl-4-pyridinium)porphyrin tetratoluene-p-sulphonate, meso-tetra-(p-carboxyphenyl)porphyrin, protoporphyrin dimethyl ester, meso-tetra-(p-hydroxy-sulphonylphenyl)porphyrin tetrasodium salt, uroporphyrin III, deuteroporphyrin-3,8-disulphonic acid and protohaemin. The results for the metal-free porphyrins are rationalized in terms of solubility and partition properties, and a model is proposed for the incorporation of amphipathic porphyrins into the membrane lipid bilayer. Experiments with erythrocytes from patients with erythropoeitic protoporphyria and with normal erythrocytes to which porphyrin was added in a deuterium oxide medium do not lead to an increase in the rate of photohaemolysis. A possible explanation for this somewhat surprising observation is outlined.

Chemicals Related in the Paper:

Catalog Number	Product Name	Structure	CAS Number	Price
AP5522634	Coproporphyrin III tetramethyl ester		5522-63-4	Price

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