Identification of the hepatic protein targets of reactive metabolites of acetaminophen in vivo in mice using two-dimensional gel electrophoresis and mass spectrometry

Journal of Biological Chemistry

Volumn 273, Issue 28, 1998, Pages 17940-17953

  Qiu, Yongchang ^a   Benet, Leslie Z ^a   Burlingame, Alma L ^a  

^a UNIVERSITY OF CALIFORNIA   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

PARACETAMOL;

ANIMAL EXPERIMENT; ARTICLE; DRUG INDUCED DISEASE; DRUG METABOLISM; LIVER TOXICITY; MOUSE; NONHUMAN; PATHOGENESIS; PRIORITY JOURNAL; PROTEIN ANALYSIS; PROTEIN MODIFICATION;

ACETAMINOPHEN; AMINO ACID SEQUENCE; ANIMALS; AUTORADIOGRAPHY; ELECTROPHORESIS, GEL, TWO-DIMENSIONAL; LIVER; MICE; MOLECULAR SEQUENCE DATA; PEPTIDE MAPPING; PROTEIN BINDING; PROTEINS; SPECTROMETRY, MASS, MATRIX-ASSISTED LASER DESORPTION-IONIZATION;

ANIMALIA;

EID: 0032504193     PISSN: 00219258     EISSN: None     Source Type: Journal    
DOI: 10.1074/jbc.273.28.17940     Document Type: Article

References (102)

1. Hinson, J. A., Pohl, L. R., Monks, T. J., and Gillette, J. R. (1981) Life Sci. 29, 107-116
2. Harvison, P. J., Guengerich, F. P., Rashed, M. S., and Nelson, S. D. (1988) Chem. Res. Toxicol. 1, 47-52
3. Corcoran, G. B., Mitchell, J. R., Vaishnav, Y. N., and Horning, E. C. (1980) Mol. Pharmacol. 18, 536-542
4. Dahlin, D. C., and Nelson, S. D. (1982) J. Med. Chem. 25, 885-886
5. Dahlin, D. C., Miwa, G. T., Lu, A. Y., and Nelson, S. D. (1984) Proc. Natl. Acad. Sci. U. S. A. 81, 1327-1331
6. Holme, J. A., Dahlin, D. C., Nelson, S. D., and Dybing, E. (1984) Biochem. Pharmacol. 33, 401-406
7. Miner, D. J., and Kissinger, P. T. (1979) Biochem. Pharmacol. 28, 3285-3290
8. Potter, W. Z., Thorgeirsson, S. S., Jollow, D. J., and Mitchell, J. R. (1974) Pharmacology 12, 129-143
9. Jollow, D. J., Mitchell, J. R., Potter, W. Z., Davis, D. C., Gillette, J. R., and Brodie, B. B. (1973) J. Pharmacol. Exp. Ther. 187, 195-202
10. Roberts, D. W., Bucci, T. J., Benson, R. W., Warbritton, A. R., McRae, T. A., Pumford, N. R., and Hinson, J. A. (1991) Am. J. Pathol. 138, 359-371
11. Roberts, D. W., Pumford, N. R., Potter, D. W., Benson, R. W., and Hinson, J. A. (1987) J. Pharmacol. Exp. Ther. 241, 527-533
12. Bartolone, J. B., Cohen, S. D., and Khairallah, E. A. (1989) Fundam. Appl. Toxicol. 13, 859-862
13. Bartolone, J. B., Sparks, K., Cohen, S. D., and Khairallah, E. A. (1987) Biochem. Pharmacol. 36, 1193-1196
14. Pumford, N. R., Roberts, D. W., Benson, R. W., and Hinson, J. A. (1990) Biochem. Pharmacol. 40, 573-579
15. Bartolone, J. B., Beierschmitt, W. P., Birge, R. B., Hart, S. G., Wyand, S., Cohen, S. D., and Khairallah, E. A. (1989) Toxicol. Appl. Pharmacol. 99, 240-249
16. Bartolone, J. B., Birge, R. B., Sparks, K., Cohen, S. D., and Khairallah, E. A. (1988) Biochem. Pharmacol. 37, 4763-4774
17. Bartolone, J. B., Birge, R. B., Bulera, S. J., Bruno, M. K., Nishanian, E. V., Cohen, S. D., and Khairallah, E. A. (1992) Toxicol. Appl. Pharmacol. 113, 19-29
18. Pumford, N. R., Martin, B. M., and Hinson, J. A. (1992) Biochem. Biophys. Res. Commun. 182, 1348-1355
19. Bulera, S. J., Birge, R. B., Cohen, S. D., and Khairallah, E. A. (1995) Toxicol. Appl. Pharmacol. 134, 313-320
20. Pumford, N. R., Halmes, N. C., Martin, B. M., Cook, R. J., Wagner, C., and Hinson, J. A. (1997) J. Pharmacol. Exp. Ther. 280, 501-505
21. Halmes, N. C., Hinson, J. A., Martin, B. M., and Pumford, N. R. (1996) Chem. Res. Toxicol. 9, 541-546
22. Landin, J. S., Cohen, S. D., and Khairallah, E. A. (1996) Toxicol. Appl. Pharmacol. 141, 299-307
23. Hong, M., Cohen, S. D., and Khairallah, E. A. (1994) Toxicologist 427
24. Gupta, S., Rogers, L. K., and Smith, C. V. (1995) Toxicologist 153
25. Rabilloud, T., Adessi, C., Giraudel, A., and Lunardi, J. (1997) Electrophoresis 18, 307-316
26. Rashed, M. S., Myers, T. G., and Nelson, S. D. (1990) Drug Metab. Dispos. 18, 765-770
27. Sanchez, J. C., Rouge, V., Pisteur, M., Ravier, F., Tonella, L., Moosmayer, M., Wilkins, M. R., and Hochstrasser, D. F. (1997) Electrophoresis 18, 324-327
28. Anderson, L. (1991) Two-dimensional Electrophoresis: Operation of the ISO-DALT System, 2nd Ed., Large Scale Biology Press, Rockville, MD
29. Rosenfeld, J., Capdevielle, J., Guillemot, J. C., and Ferrara, P. (1992) Anal. Biochem. 203, 173-179
30. Hall, S. C., Smith, D. M., Masiarz, F. R., Soo, V. W., Tran, H. M., Epstein, L. B., and Burlingame, A. L. (1993) Proc. Natl. Acad. Sci. U. S. A. 90, 1927-1931
31. Burlingame, A. L., and Carr, S. A. (1996) in Mass Spectrometry in the Biological Sciences (Burlingame, A. L., and Carr, S. A., eds) pp. 546-553, Humana, Totowa, NJ
32. Rouse, J. C., Yu, W., and Martin, S. A. (1995) J. Am. Soc. Mass Spectrom. 6, 822-835
33. Clauser, K. R., Baker, P., and Burlingame, A. L. (1996) in Proceedings of the 44th ASMS Conference on Mass Spectrometry and Allied Topics, Portland, OR, May 12-16, 1996, p. 365
34. Anderson, N. G., and Anderson, N. L. (1996) Electrophoresis 17, 443-453
35. Clauser, K. R., Hall, S. C., Smith, D. M., Webb, J. W., Andrews, L. E., Tran, H. M., Epstein, L. B., and Burlingame, A. L. (1995) Proc. Natl. Acad. Sci. U. S. A. 92, 5072-5076
36. Adams, M. D., Kelley, J. M., Gocayne, J. D., Dubnick, M., Polymeropoulos, M. H., Xiao, H., Merril, C. R., Wu, A., Olde, B., Moreno, R. F., Kenlavage, A. R., McCombie, W. R., and Venter, J. C. (1991) Science 252, 1651-1656
37. Lanfear, J., Fleming, J., Walker, M., and Harrison, P. (1993) Carcinogenesis 14, 335-340
38. Chang, P. W., Tsui, S. K., Liew, C., Lee, C. C., Waye, M. M., and Fung, K. P. (1997) J. Cell Biochem. 64, 217-224
39. Miller, J. A. (1994) Cancer Lett. 83, 9-14
40. Hinson, J. A., Pumford, N. R., and Nelson, S. D. (1994) Drug Metab. Rev. 26, 395-412
41. Nelson, S. D. (1990) Semin. Liver Dis. 10, 267-278
42. Vermeulen, N. P., Bessems, J. G., and Van de Straat, R. (1992) Drug Metab. Rev. 24, 367-407
43. Tirmenstein, M. A., and Nelson, S. D. (1990) J. Biol. Chem. 265, 3059-3065
44. Boelsterli, U. A. (1993) Drug Metab. Rev. 25, 395-451
45. Miller, J. A. (1994) Cancer Res. 54, 1879-1881
46. Nelson, S. D. (1995) Drug Metab. Rev. 27, 147-177
47. Epstein, L. B., Smith, D. M., Matsui, N. M., Tran, H. M., Sullivan, C., Raineri, I., Burlingame, A. L., Clauser, K. R., Hall, S. C., and Andrews, L. E. (1996) Electrophoresis 17, 1655-1670
48. Matsui, N. M., Smith, D. M., Clauser, K. R., Fichmann, J., Andrews, L. E., Sullivan, C. M., Burlingame, A. L., and Epstein, L. B. (1997) Electrophoresis 18, 409-417
49. O'Farrell, P. H. (1975) J. Biol Chem. 250, 4007-4021
50. Righetti, P. G., and Bossi, A. (1997) Anal. Biochem. 247, 1-10
51. Wu, X. W., Lee, C. C., Muzny, D. M., and Caskey, C. T. (1989) Proc. Natl. Acad. Sci. U. S. A. 86, 9412-9416
52. Shevchenko, A., Jensen, O. N., Podtelejnikov, A. V., Sagliocco, F., Wilm, M., Vorm. O., Mortensen, P., Shevchenko, A., Boucherie, H., and Mann, M. (1996) Proc. Natl. Acad. Sci. U. S. A. 93, 14440-14445
53. Vestal, M. L., Juhasz, P., and Martin, S. A. (1995) Rapid Commun. Mass Spectrom. 9, 1044-1050
54. Medzihradszky, K. F., Bateman, R. H., Green, M. R., Adams, G. W., and Burlingame, A. L. (1996) J. Am. Soc. Mass Spectrom. 7, 1-10
55. Medzihradszky, K. F., Maltby, D. A., Qiu, Y., Yu, Z., Hall, S. C., Chen, Y., and Burlingame, A. L. (1997) Int. J. Mass Spectrom. Ion Proc. 160, 357-369
56. Stimson, E., Truong, O., Richter, W. J., Waterfield, M. D., and Burlingame, A. L. (1997) Int. J. Mass Spectrom. Ion Proc. 169/170, 231-240
57. Adessi, C., Miege, C., Albrieux, C., and Rabilloud, T. (1997) Electrophoresis 18, 127-135
58. Laskey, R. A. (1984) Radioisotope Detection in Fluorography and Intensifying Screens, Amersham Corp., Arlington Heights, IL
59. Andersson, B. S., Rundgren, M., Nelson, S. D., and Harder, S. (1990) Chem. Biol. Interact. 75, 201-211
60. Burcham, P. C., and Harman, A. W. (1990) Toxicol. Lett. 50, 37-48
61. Ramsay, R. R., Rashed, M. S., and Nelson, S. D. (1989) Arch. Biochem. Biophys. 273, 449-457
62. Strubelt, O., and Younes, M. (1992) Biochem. Pharmacol. 44, 163-170
63. Burcham, P. C., and Harman, A. W. (1991) J. Biol. Chem. 266, 5049-5054
64. Esterline, R. L., Ray, S. D., and Ji, S. (1989) Biochem. Pharmacol. 38, 2387-2390
65. Donnelly, P. J., Walker, R. M., and Racz, W. J. (1994) Arch. Toxicol. 68, 110-118
66. Katyare, S. S., and Satav, J. G. (1989) Br. J. Pharmacol. 96, 51-58
67. Meyers, L. L., Beierschmitt, W. P., Khairallah, E. A., and Cohen, S. D. (1988) Toxicol. Appl. Pharmacol. 93, 378-387
68. Parmar, D. V., Ahmed, G., Khandkar, M. A., and Katyare, S. S. (1995) Eur. J. Pharmacol. 293, 225-229
69. Bruno, M. K., Cohen, S. D., and Khairallah, E. A. (1992) Toxicol. Appl. Pharmacol. 112, 282-290
70. Meyer, D. J., Coles, B., Pemble, S. E., Gilmore, K. S., Fraser, G. M., and Ketterer, B. (1991) Biochem. J. 274, 409-414
71. Mannervik, B., Alin, P., Guthenberg, C., Jensson, H., Tahir, M. K., Warholm, M., and Jornvall, H. (1985) Proc. Natl. Acad. Sci. U. S. A. 82, 7202-7206
72. Hayes, J. D., and Wolf, C. R. (1990) Biochem. J. 272, 281-295
73. Ansher, S. S., Dolan, P., and Bueding, E. (1983) Hepatology 3, 932-935
74. Chien, C. I., Kirollos, K. S., Linderman, R. J., and Dauterman, W. C. (1994) Biochim. Biophys. Acta 1204, 175-180
75. Haenen, G. R., Jansen, F. P., Vermeulen, N. P., and Bast, A. (1991) Arch. Biochem. Biophys. 287, 48-52
76. Aniya, Y., and Daido, A. (1993) Jpn. J. Pharmacol. 62, 9-14
77. Mitchell, A. E., Morin, D., Lame, M. W., and Jones, A. D. (1995) Chem. Res. Toxicol. 8, 1054-1062
78. Manautou, J. E., Khairallah, E. A., and Cohen, S. D. (1995) J. Toxicol. Environ. Health 46, 263-269
79. Birge, R. B., Bartolone, J. B., Hart, S. G., Nishanian, E. V., Tyson, C. A., Khairallah, E. A., and Cohen, S. D. (1990) Toxicol. Appl. Pharmacol. 105, 472-482
80. Myers, T. G., Dietz, E. C., Anderson, N. L., Khairallah, E. A., Cohen, S. D., and Nelson, S. D. (1995) Chem. Res. Toxicol. 8, 403-413
81. Kaster, J. K., and Yost, G. S. (1996) Toxicologist 30, 280
82. Adamson, G. M., and Harman, A. W. (1989) Biochem. Pharmacol. 38, 3323-3330
83. Ishii, T., Yamada, M., Sato, H., Matsue, M., Taketani, S., Nakayama, K., Sugita, Y., and Bannai, S. (1993) J. Biol. Chem. 268, 18633-18636
84. Laskin, D. L., Gardner, C. R., Price, V. F., and Jollow, D. J. (1995) Hepatology 21, 1045-1050
85. Laskin, D. L., Pilaro, A. M., and Ji, S. (1986) Toxicol. Appl. Pharmacol. 86, 216-226
86. Laskin, D. L., and Pilaro, A. M. (1986) Toxicol. Appl. Pharmacol. 86, 204-215
87. Goldin, R. D., Ratnayaka, I. D., Breach, C. S., Brown, I. N., and Wickramasinghe, S. N. (1996) J. Pathol. 179, 432-435
88. Gibson, J. D., Pumford, N. R., Samokyszyn, V. M., and Hinson, J. A. (1996) Chem. Res. Toxicol. 9, 580-585
89. Van der Zee, J., Mulder, G. J., and Van Steveninck, J. (1988) Chem. Biol. Interact. 65, 15-23
90. Kamiyama, T., Sato, C., Liu, J., Tajiri, K., Miyakawa, H., and Marumo, F. (1993) Toxicol. Lett. 66, 7-12
91. Nakae, D., Oakes, J. W., and Farber, J. L. (1988) Arch. Biochem. Biophys. 267, 651-659
92. Keller, R. J., and Hinson, J. A. (1991) Drug Metab. Dispos. 19, 184-187
93. van de Straat, R., de Vries, J., Debets, A. J., and Vermeulen, N. P. (1987) Biochem. Pharmacol. 36, 2065-2070
94. Ozdemirler, G., Aykac, G., Uysal, M., and Oz, H. (1994) J. Appl. Toxicol. 14, 297-299
95. Horie, T. (1995) J. Toxicol. Sci. 20, 13-18
96. Lores Arnaiz, S., Llesuy, S., Cutrin, J. C., and Boveris, A. (1995) Free Radical Biol. Med. 19, 303-310
97. Gerson, R. J., Casini, A., Gilfor, D., Serroni, A., and Farber, J. L. (1985) Biochem. Biophys. Res. Commun. 126, 1129-1137
98. Kyle, M. E., Miccadei, S., Nakae, D., and Farber, J. L. (1987) Biochem. Biophys. Res. Commun. 149, 889-896
99. Adamson, G. M., and Harman, A. W. (1993) Biochem. Pharmacol. 45, 2289-2294
100. Ellouk-Achard, S., Levresse, V., Martin, C., Pham-Huy, C., Dutertre-Catella, H., Thevenin, M., Warnet, J. M., and Claude, J. R. (1995) Arch. Toxicol. Suppl. 17, 209-214
101. Comporti, M. (1989) Chem. Biol. Interact. 72, 1-56
102. Holtzman, J. L. (1995) Drug Metab. Rev. 27, 277-297