The glutathione dependence of inorganic sulfate formation from L- or D- cysteine in isolated rat hepatocytes

Chemico-Biological Interactions

Volumn 110, Issue 3, 1998, Pages 189-202

  Huang, James ^a   Khan, Sumsullah ^a   O'Brien, Peter J ^a  

^a UNIVERSITY OF TORONTO   (Canada)

Author keywords

[No Author keywords available]

Indexed keywords

AMINOTRANSFERASE; DEXTRO AMINO ACID OXIDASE; GLUTATHIONE; THIOSULFATE;

AMINO ACID METABOLISM; ANIMAL CELL; ANIMAL EXPERIMENT; ANIMAL MODEL; ARTICLE; CATALYSIS; CELL ISOLATION; ENZYME ACTIVITY; ENZYME INHIBITION; LIVER CELL; NONHUMAN; PROTEIN METABOLISM; RAT; TRANSAMINATION;

ALKYNES; ANIMALS; BENZOATES; BENZOIC ACID; BUTHIONINE SULFOXIMINE; CELLS, CULTURED; CYANIDES; CYCLOSERINE; CYSTEINE; GLUTATHIONE; GLYCINE; KINETICS; LIVER; MALE; NEUROTRANSMITTER AGENTS; RATS; RATS, SPRAGUE-DAWLEY; STEREOISOMERISM; SULFATES; THIOSULFATES;

EID: 0032478595     PISSN: 00092797     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0009-2797(98)00015-5     Document Type: Article

References (39)

1. R.T. Williams, Detoxication Mechanisms, 2nd ed., Chapman and Hall, London, 1959.
2. Mulder G.J. Sulfation of Drugs and other Compounds. 1981;CRC Press, Boca Raton, FL.
3. G.J. Mulder, W.B. Jakoby, Sulfation, in: G.J. Mulder (Ed.), Conjugation Reactions in Drug Metabolism, Taylor and Francis, London, 1990, pp. 107-161.
4. Hobkirk R. Steroid sulfotransferases and steroid sulfate sulfatases: characteristics and biological roles. Can. J. Biochem. Cell. Biol. 63:1985;1127-1144.
5. Segel I.H., Renosto F., Seubert P.A. Sulfate activating enzymes. Methods Enzymol. 143:1987;334-349.
6. Dawson J.R., Norbeck K., Moldeus P. The effectiveness of different sulfate precursors in supporting extra-hepatic sulfate conjugation. Biochem. Pharmacol. 32:1983;1789-1791.
7. Moldeus P., Anderson B., Gergely V. Regulation of glucuronidation and sulfate conjugation in isolated hepatocytes. Drug Metab. Dispos. 7:1979;416-419.
8. Krijgsheld K.R., Scholtens E., Mulder G.J. The dependence of the rate of sulphate conjugation on the plasma concentration of inorganic sulphate in the rat in vivo. Biochem. Pharmacol. 31:1982;3997-4000.
9. Levy G. Sulfate conjugation in drug metabolism: role of inorganic sulfate. Fed. Proc. 45:1986;2235-2240.
10. Griffith O.W. Mammalian sulfur amino acid metabolism: an overview. Methods Enzymol. 143:1987;366-375.
11. Papadopoulou D.B. Urinary sulfur partition in normal men and in cancer patients. Clin. Chem. 3:1957;257-262.
12. J.C. Jocelyn, The metabolism of thiols and disulphides, in: Biochemistry of the SH group, Academic Press, London, 1972, pp. 163-189.
13. Krijgsheld K.R., Glazenburg E.J., Scholtens E., Mulder G.J. The oxidation of L- and D-cysteine to inorganic sulfate and taurine in the rat. Biochim. Biophys. Acta. 677:1981;7-12.
14. Gregus Z., White C., Howell S., Klaassen C.D. Effect of glutathione depletion on sulfate activation and sulfate ester formation in rats. Biochem. Pharmacol. 37:1988;4307-4312.
15. Coloso R.M., Drake M.R., Stipanuk M.H. Effect of bathocuproine disulfonate, a copper chelator, on cyst(e)ine metabolism by freshly isolated rat hepatocytes. Am. J. Physiol. 259:1990;E443-3450.
16. Wainer A. The production of sulfate from cysteine without the formation of free cysteinesulfinic acid. Biochem. Biophys. Res. Comm. 16:1964;141-144.
17. Chauncey T.R., Uhteg L.C., Westley J. Thiosulfate reductase. Methods Enzymol. 143:1987;350-354.
18. M.H. Stipanuk, P.J. Bagley, Y.C. Hou, D.L. Bella, M.F. Banks, L.L. Hirschberger, Hepatic regulation of cysteine utilization for taurine synthesis, in: R. Huxtable, D.V. Michalk, (Eds.), Taurine in Health and Disease, Plenum Press, New York, 1994, pp. 79-89.
19. Glazenburg E.J., Jekel-Halsema I.M.C., Baranczyk-Kuzma A., Krijgsheld K.R., Mulder G.J. D-Cysteine as a selective precursor for inorganic sulfate in the rat in vivo. Biochem. Pharmacol. 33:1984;625-628.
20. Moldeus P., Hogberg J., Orrenius S. Isolation and use of liver cells. Methods Enzymol. 52:1978;60-71.
21. Khan S., O'Brien P.J. 1-Bromoalkanes as new potent nontoxic glutathione depletors in isolated rat hepatocytes. Biochem. Biophys. Res. Commun. 179:1991;436-441.
22. Sorbo B. Sulfate: turbidimetric and nephelometric methods. Methods Enzymol. 143:1987;3-6.
23. Westley J. Thiocyanate and thiosulfate. Methods Enzymol. 143:1987;22-25.
24. Reed D.J., Babson J.R., Beatty P.W., Brodie A.E., Ellis W.W., Potter D.W. High performance liquid chromatography analysis of nanomole levels of glutathione, glutathione distilfides, related thiols and distilfides. Anal. Biochem. 106:1980;55-62.
25. Stipanuk M.H., Rosa J.D., Hirschberger L.L. Catabolism of cysteine by rat renal cortical tubules. J. Nutr. 120:1990;450-458.
26. A. Mattevi, M.A. Vanoni, F. Todone, M. Rizzi, A.Teplyakov, A. Coda, M. Bolognesi, B. Curti, Crystal structure of D-amino acid oxidase: a case of active site mirror-image convergent evolution with flavocytochrome b2, Proc. Natl. Acad. Sci. USA 93 (1996) 7496-7501.
27. Szczepkowski T.W., Skarzynski B., Weber M. The metabolic state of thiosulphate. Nature. 189:1961;1007-1008.
28. Anderson M.E., Meister A. Intracellular delivery of cysteine. Methods Enzymol. 143:1987;313-325.
29. Tateishi N., Higashi T., Shinya S., Naruse A., Sakamoto Y. Studies on the regulation of glutathione level in rat liver. J. Biochem. 75:1974;93-103.
30. Richman P.G., Meister A. Regulation of γ-glutamyl-cysteine synthetase by non-allosteric feedback inhibition by glutathione. J. Biol. Chem. 250:1975;1422-1426.
31. Banks M., Stipanuk M. The utilization of N-acetylcysteine and 2-oxothiazolidine-4-carboxylate by rat hepatocytes is limited by their rate of uptake and conversion to cysteine. J. Nutr. 124:1994;378-387.
32. Stipanuk M., Coloso R.M., Garcia R.A., Banks M.F. Cysteine concentration regulates cysteine metabolism to glutathione, sulfate and taurine in rat hepatocytes. J. Nutr. 122:1992;420-427.
33. Beatty P., Reed D. Influence of cysteine upon the glutathione status of isolated rat hepatocytes. Biochem. Pharmacol. 30:1981;1227-1230.
34. Sorbo B. Mechanism of oxidation of inorganic thiosulfate and thiosulfate esters in mammals. Acta. Chem. Scand. 18:1964;821-823.
35. 35S]Thiosulfate oxidation by rat liver mitochondria in the presence of glutathione. Biochem. J. 103:1967;791-795.
36. Ubuka T., Yuasa S., Ohta J., Masuoka N., Yao K., Kinuta M. Formation of sulfate from L-cysteine in rat liver mitochondria. Acta. Med. Okayama. 44:1990;55-64.
37. Drake M.R., De La Rosa J., Stipanuk M.H. Metabolism of cysteine in rat hepatocytes: evidence for cysteinesulphinate-independent pathways. Biochem. J. 244:1987;279-286.
38. Palmieri F., Stipani I., Iacobazzi V. The transport of L-cysteinesulfinate in rat liver mitochondria. Biochim. Biophys. Acta. 555:1979;531-546.
39. J. Huang, H. Niknahad, S. Khan, P.J. O'Brien, Hepatocytes catalysed detoxification of cyanide by L- and D-cysteine, Biochem. Pharmacol. (in press).