Skip to main content
Biochemical Journal logoLink to Biochemical Journal
. 1970 Aug;118(5):765–771. doi: 10.1042/bj1180765

Formation of mercapturic acids in rats after the administration of aralkyl esters

J J Clapp 1,*, L Young 1
PMCID: PMC1179286  PMID: 5476720

Abstract

1. Benzylmercapturic acid and hippuric acid were isolated from the urine of rats that had been injected subcutaneously with benzyl acetate. 2. 1-Menaphthylmercapturic acid and 1-naphthoic acid were isolated from the urine of rats after the subcutaneous injection of each of the following compounds: 1-menaphthyl alcohol and its acetate, propionate, butyrate and benzoate esters. 3. A quantitative method for determining 1-menaphthylmercapturic acid in urine was developed and used to measure the excretion of this compound in the urine of rats in the 4-day period after the subcutaneous injection of 1-menaphthyl alcohol and its acetate, propionate, butyrate and benzoate esters. 4. Chromatographic evidence was obtained for the presence of S-(1-menaphthyl)glutathione and S-(1-menaphthyl)-l-cysteine in bile collected from rats with cannulated bile ducts after the animals had been injected subcutaneously with each of the following compounds: S-(1-menaphthyl)glutathione, 1-menaphthyl acetate, propionate and butyrate. 5. Benzylmercapturic acid and 1-menaphthylmercapturic acid were isolated from the urine of rats that had been injected with sodium benzyl sulphate and sodium 1-menaphthyl sulphate respectively.

Full text

PDF
765

Selected References

These references are in PubMed. This may not be the complete list of references from this article.

  1. BARNES M. M., JAMES S. P., WOOD P. B. The formation of mercapturic acids. 1. Formation of mercapturic acid and the levels of glutathione in tissues. Biochem J. 1959 Apr;71(4):680–690. doi: 10.1042/bj0710680. [DOI] [PMC free article] [PubMed] [Google Scholar]
  2. BRAY H. G., FRANKLIN T. J., JAMES S. P. The formation of mercapturic acids. 2. The possible role of glutathionase. Biochem J. 1959 Apr;71(4):690–696. doi: 10.1042/bj0710690. [DOI] [PMC free article] [PubMed] [Google Scholar]
  3. BRAY H. G., FRANKLIN T. J., JAMES S. P. The formation of mercapturic acids. 3. N-Acetylation of S-substituted cysteines in the rabbit, rat and guinea pig. Biochem J. 1959 Nov;73:465–473. doi: 10.1042/bj0730465. [DOI] [PMC free article] [PubMed] [Google Scholar]
  4. Barnsley E. A., Thomson A. E., Young L. Biochemical studies of toxic agents. 15. The biosynthesis of ethylmercapturic acid sulphoxide. Biochem J. 1964 Mar;90(3):588–596. doi: 10.1042/bj0900588. [DOI] [PMC free article] [PubMed] [Google Scholar]
  5. Boyland E., Chasseaud L. F. Glutathione S-aralkyltransferase. Biochem J. 1969 Dec;115(5):985–991. doi: 10.1042/bj1150985. [DOI] [PMC free article] [PubMed] [Google Scholar]
  6. Boyland E., Chasseaud L. F. The role of glutathione and glutathione S-transferases in mercapturic acid biosynthesis. Adv Enzymol Relat Areas Mol Biol. 1969;32:173–219. doi: 10.1002/9780470122778.ch5. [DOI] [PubMed] [Google Scholar]
  7. Boyland E., Ramsay G. S., Sims P. Metabolism of polycyclic compounds. 18. The secretion of metabolites of naphthalene, 1:2-dihydronaphthalene and 1:2-epoxy-1:2:3:4-tetrahydronaphthalene in rat bile. Biochem J. 1961 Feb;78(2):376–384. doi: 10.1042/bj0780376. [DOI] [PMC free article] [PubMed] [Google Scholar]
  8. Gillham B., Clapp J. J., Morrison A. R., Young L. The interaction of sulphate esters and glutathione in vivo. Biochem J. 1970 Jun;118(2):24P–25P. doi: 10.1042/bj1180024pb. [DOI] [PMC free article] [PubMed] [Google Scholar]
  9. HAWKINS J. B., YOUNG L. Biochemical studies of toxic agents. V. Observations on the fate of 35S-labelled arylsulphuric acids following their administration of the rat. Biochem J. 1954 Jan;56(1):166–170. doi: 10.1042/bj0560166. [DOI] [PMC free article] [PubMed] [Google Scholar]
  10. Hyde C. W., Young L. Biochemical studies of toxic agents. The metabolic formation of 1- and 2-menaphthylmercapturic acid. Biochem J. 1968 Apr;107(4):519–522. doi: 10.1042/bj1070519. [DOI] [PMC free article] [PubMed] [Google Scholar]
  11. KNIGHT R. H., YOUNG L. Biochemical studies of toxic agents. 11. The occurrence of premercapturic acids. Biochem J. 1958 Sep;70(1):111–119. doi: 10.1042/bj0700111. [DOI] [PMC free article] [PubMed] [Google Scholar]
  12. VAN ZYL A. Note on the effects of thyroidectomy and thyroid hormone administration on the concentration of bile cholesterol and cholic acid. J Endocrinol. 1957 Dec;16(2):213–216. doi: 10.1677/joe.0.0160213. [DOI] [PubMed] [Google Scholar]

Articles from Biochemical Journal are provided here courtesy of The Biochemical Society

RESOURCES