Glutathione S-Conjugate Formation And Metabolism In Hepg2 Cells: A Cell Model OF Mercapturic Acid Biosynthesis

Journal of Toxicology and Environmental Health - Part A

Volumn 53, Issue 8, 1998, Pages 651-663

  Rebbeor, James F ^a   Wang, Wei ^a   Clifton, Dawn ^a   Ballatori, Nazzareno ^a  

^a UNIVERSITY OF ROCHESTER SCHOOL OF MEDICINE AND DENTISTRY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

1 CHLORO 2,4 DINITROBENZENE; ACETYLCYSTEINE; CYSTEINE; CYSTEINE CONJUGATE; GLUTATHIONE;

ACETYLATION; AMINO ACID SYNTHESIS; ARTICLE; CELL STRAIN HEPG2; CONTROLLED STUDY; DETOXIFICATION; GLUTATHIONE METABOLISM; HUMAN; HUMAN CELL; MODEL; PRIORITY JOURNAL;

ACETYLCYSTEINE; BIOLOGICAL TRANSPORT; CARCINOMA, HEPATOCELLULAR; CYSTEINE; DINITROCHLOROBENZENE; GLUTATHIONE; HUMANS; LIVER NEOPLASMS; METABOLIC DETOXICATION, DRUG; MODELS, BIOLOGICAL; TUMOR CELLS, CULTURED;

EID: 0031720665     PISSN: 15287394     EISSN: 10872620     Source Type: Journal    
DOI: 10.1080/009841098159097     Document Type: Article

References (46)

1. Aden, D. P., Fogel, A., Plotkin, S., Damjanov, I., and Knowles, B. B. 1979. Controlled synthesis of HBsAg in a differentiated human liver carcinoma-derived cell line. Nature 282:615-616.
2. Anders, M. W., Elfarra, A. A., and Lash, L. H. 1987. Cellular effects of reactive intermediates: Nephrotoxicity of 5-conjugates of amino acids. Arch. Toxicol. 60:103-108.
3. Bouma, M. E., Rogier, E., Verthier, N., Labarre, C., and Feldmann, G. 1989. Further cellular investigation of the human hepatoblastoma-derived cell line HepG2: Morphology and immunocyto-chemical studies of hepatic-secreted proteins. In Vitro Cell. Dev. Biol. 25:267-275.
4. Boyland, E., and Chasseaud, L. F. 1969. The role of glutathione and glutathione 5-transferase in mer-capturic acid biosynthesis. Adv. Enzymol. 32:173-219.
5. Chasseaud, L. F. 1979. The role of glutathione and glutathione 5-transferase in the metabolism of chemical carcinogens and other electrophilic agents. Adv. Cancer Res. 29:175-274.
6. Chen, J.-L., and Amsler, K. 1995. Expression of gamma-glutamyl transpeptidase by renal epithelial cells occurs on a cell-by-cell basis and is inhibited by chronic TPA treatment. J. Cell. Biochem. 58:73-82.
7. Darlington, G. J., Kelly, J. H., and Buffone, G. J. 1987. Growth and hepatospecific gene expression of human hepatoma cells in a defined medium. In Vitro Cell Dev. Biol. 23:349-354.
8. Duffel, M. W., and Jacoby, W. B. 1982. Cysteine 5-conjugate /V-acetyltransferase from rat kidney microsomes. Mol. Pharmacol. 21:444-448.
9. Dutczak, W. J., and Ballatori, N. 1994. Transport of the glutathione-methylmercury complex across liver canalicular membranes on reduced glutathione carriers. J. Biol. Chem. 269:9746-9751.
10. Duthie, S. J., Coleman, C. S., and Grant, M. H. 1988. Status of reduced glutathione in the human hepatoma cell line, Hep G2. Biochem. Pharmacol. 37:3365-3368.
11. Edwards, A. M., Lucas, C. M., and Baddams, H. M. 1987. Modulation of y-glutamyltranspeptidase in normal rat hepatocytes in culture by cell density, epidermal growth factor and agents which alter cell differentiation. Carcinogenesis 8:1837-1842.
12. Elfarra, A. A., and Anders, M. W. 1984. Renal processing of glutathione conjugates: Role in nephrotoxicity. Biochem. Pharmacol. 33:3729-3732.
13. Griffith, O. W. 1980. Determination of glutathione and glutathione disulfide using glutathione reductase and 2-vinylpyridine. Anal. Biochem. 106:207-212.
14. Hamilos, D. L., Zelarney, P., and Mascali, J. J. 1989. Lymphocyte proliferation i n glutathione-depleted lymphocytes: Direct relationship between glutathione availability and the proliferative response. Immunopharmacology 18:223-235.
15. Hinchman, C. A., and Ballatori, N. 1990. Glutathione-degrading capacities of liver and kidney in different species. Biochem. Pharmacol. 40:1131-1135.
16. Hinchman, C. A., and Ballatori, N. 1994. Glutathione conjugation and conversion to mercapturic acids can occur as an intrahepatic process. J. Toxicol. Environ. Health 41:387-409.
17. Hinchman, C. A., Matsumoto, H., and Ballatori, N. 1991. Intrahepatic conversion of a glutathione conjugate to its mercapturic acid. J. Biol. Chem. 266:22179-22185.
18. Hinchman, C. A., Truong, A. T., and Ballatori, N. 1993. Hepatic uptake of intact glutathione 5-conjugate, inhibition by organic anions, and sinusoidal catabolism. Am. J. Physiol. 265:G547-G554.
19. Ishikawa, T. 1 992. The ATP-dependent glutathione 5-conjugate export pump. TIB5 17:463-468.
20. Ishikawa, T., Muller, M., Klunemann, C., Schaub, T., and Keppler, D. 1990. ATP-dependent primary active transport of cysteinyl leukotrienes across liver canalicular membrane. J. Biol. Chem. 265:19279-19286.
21. Jones, D. P., Moldeus, P., Stead, A. H., Ormstad, K., Jornvall, H., and Orrenius, S. 1979. Metabolism of glutathione and a glutathione conjugate by isolated kidney cells. J. Biol. Chem. 254:2787-2792.
22. Knowles, B. B., Howe, C. C., and Aden, D. P. 1980. Human hepatocellular carcinoma cell lines secrete the major plasma proteins and hepatitis B surface antigen. 5cience 209:497-499.
23. Koob, M., and Dekant, W. 1990. Metabolism of hexafluoropropene. Evidence for bioactivation by glutathione conjugate formation in the kidney. Drug. Metab. Dispos. 18:911-916.
24. Lash, L. H., Xu, Y., Elfarra, A. A., Duescher, R. J., and Parker, J. C. 1995. Glutathione-dependent metabolism of trichloroethylene in isolated liver and kidney cells of rats and its role in mitochondria and cellular toxicity. Drug Metab. Dispos. 23:846-853.
25. Lock, E. A. 1988. Studies on the mechanism of nephrotoxicity and nephrocarcinogenicity of halo-genated alkenes. CRC Crit. Rev. Toxicol. 19:23-42.
26. Lowry, O. H., Rosebrough, N. J., Farr, A. L., and Randall, R. J. 1951. Protein measurement with the Folin phenol reagent. J. Biol. Chem. 193:265-275.
27. Lu, S. C., and Ge, J.-L. 1992. Loss of suppression of GSH synthesis at low cell density in primary cultures of rat hepatocytes. Am. J. Physiol. 263:C1181-C1189.
28. Lu, S. C., and Huang, H.-Y. 1994. Comparison of sulfur amino acid utilization for GSH synthesis between HepG2 cells and cultured rat hepatocytes. Biochem. Pharmacol. 47:859-869.
29. Meister, A., and Anderson, M. E. 1983. Glutathione. Annu. Rev. Biochem. 52:711-760.
30. Meister, A., and Tate, S. S. 1976. Glutathione and related y-glutamyl compounds: Biosynthesis and utilization. Annu. Rev. Biochem. 45:559-604.
31. Moldeus, P., Jones, D. P., Ormstad, K., and Orrenius, S. 1978. Formation and metabolism of a glutathione-5-conjugate in isolated rat liver and kidney cells. Biochem. Biophys. Res. Commun. 83:195-200.
32. Morgenstern, K., Hanson-Painton, O., and De Bault, L. 1991. Cell surface y-glutamyl transpeptidase in liver cultures. Anal. Biochem. 192:165-172.
33. Morgenstern, K., Hanson-Painton, O., Wang, B.-L., and DeBault, L. 1992. Density-dependent regulation of cell surface y-glutamyl transpeptidase in cultured glial cells. J. Cell. Physiol. 150:104-115.
34. Olive, C., and Board, P. 1994. Glutathione 5-conjugate transport by cultured human cells. Biochem. Biophys. Acta 1224:264-268.
35. Orrenius, S., Ormstad, K., Thor, H., and Jewell, S. 1983. Turnover and functions of glutathione studied in hepatic and renal cells. Fed. Proc. 42:3177-3188.
36. Pocsik, E., Mihalik, R., Ali-Osman, F., and Aggarwal, B. B. 1994. Cell density-dependent regulation of cell surface expression of two types of human tumor necrosis factor receptors and its effect on cellular response. J. Cell. Biochem. 54:453-464.
37. 1 cells into an epithelial membrane. J. Biol. Chem. 259:574-582.
38. Rosalki, S. B., and Tarlow, D. 1974. Optimized determination of y-glutamyltransferase by reaction rate analysis. Clin. Chem. 20:1121-1124.
39. Shaw, J. P., and Chou, I. N. 1986. Elevation of intracellular glutathione content associated with mito-genic stimulation of quiescent fibroblasts. J. Cell Physiol. 129:193-198.
40. Shaw, L. M., London, J. W., and Petersen, L. E. 1978. Isolation of y-glutamyltransferase from human liver, and comparison with the enzyme from human kidney. Clin. Chem. 24:905-915.
41. Simmons, T. W., Hinchman, C. A., and Ballatori, N. 1991. Polarity of hepatic glutathione and glutathione 5-conjugate efflux, and intraorgan mercapturic acid formation in the skate. Biochem. Pharmacol. 42:2221-2228.
42. Stevens, J. L., and Jones, D. P. 1989. The mercapturic acid pathway: Biosynthesis, intermediary metabolism, and physiological disposition. In Glutathione—Chemical, biochemical, and medical aspects, eds. D. Dolphin, O. Avramovic, and R. Poulson, pp. 45-84. New York: John Wiley and Sons.
43. Sze, G., Kaplowitz, N., Ookhtens, M., and Lu, S. C. 1993. Bidirectional membrane transport of intact glutathione i n HepG2 cells. Am. J. Physiol. 265:G1128-G1134.
44. Tate, S. S., and Galbraith, R. A. 1987. A human hepatoma cell line expresses a single chain form of gamma-glutamyl transpeptidase. J. Biol. Chem. 262:11404-11406.
45. Tietze, F. 1969. Enzymatic method for quantitative determination of nanogram amounts of total and oxidized glutathione: Applications to mammalian blood and other tissues. Anal. Biochem. 27:502-522.
46. Visvikis, A., Goergen, J. L., Oster, T., Bagrel, D., Wellman, M., Marc, A., Engasser, J. M., and Siest, G. 1990. Gamma-glutamyltransferase from human hepatoma cell lines: Purification and cell culture of HepG2 on microcarriers. Clin. Chim. Acta 191:221-232.