The relationship between Van der Waals volume of 4-substituent of phenol and sulfation in the rat.
The influence of 4-substituent of phenol on the sulfate conjugation was studied in the rat. 4-Substituents used were 4-ethyl, 4-tert-butyl and 4-phenyl. The in vivo and in vitro sulfations decreased in the order of phenol, 4-ethylphenol, 4-tert-butylphenol and 4-phenylphenol. The activity of sulfotransferase was correlated with the van der Waals volume of 4-substituent. The modification of thiol and arginyl residues of cytosol protein showed a similar degree of inactivation of sulfotransferase to all substituents used. Inactivation by the modification of histidyl residue of the protein increased with the increase of the van der Waals volume of 4-substituent. This result suggests that histidyl residue recognized van der Waals volume of 4-substituent.
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Tokai Research Laboratories, Daiichi Pure Chemicals Co., Ltd., Ibaraki, Japan.
D000818:Animals; D002855:Chromatography, Thin Layer; D008297:Male; D010636:Phenols / Q000737:chemistry*; D051381:Rats; D011919:Rats, Inbred Strains; D013464:Sulfuric Acids / Q000737:chemistry*
D010636:Phenols; D013464:Sulfuric Acids