Screening for DNA adducts by data-dependent constant neutral loss-triple stage mass spectrometry with a linear quadrupole ion trap mass spectrometer

Analytical Chemistry

Volumn 81, Issue 2, 2009, Pages 809-819

  Bessette, Erin E ^a   Goodenough, Angela K ^a,b   Langouët, Sophie ^c,d   Yasa, Isil ^a   Kozekov, Ivan D ^e   Spivack, Simon D ^f   Turesky, Robert J ^a  

^a WADSWORTH CENTER   (United States)

^b BRISTOL MYERS SQUIBB   (United States)

^c UNIVERSITÉ DE RENNES 1   (France)

^d IFR 140   (France)

^e VANDERBILT UNIVERSITY SCHOOL OF MEDICINE   (United States)

^f ALBERT EINSTEIN COLLEGE OF MEDICINE   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

4-HYDROXY-NONENAL; AGLYCONE; BENZO[A]PYRENE; DNA BASIS; DNA-ADDUCTS; HUMAN HEPATOCYTES; LINEAR QUADRUPOLE ION TRAPS; LIPID PEROXIDATION; NEUTRAL LOSS; NEUTRAL LOSS SCANNING; PROTONATED; QUINOXALINE; SCAN MODES; SCANNING TECHNIQUES; TOBACCO SMOKES; TRIPLE STAGE MASS SPECTROMETRIES; TWO-DIMENSIONAL;

ALDEHYDES; AMINATION; AMINES; CARCINOGENS; DNA; GENES; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; MASS SPECTROMETERS; MASS SPECTROMETRY; SCANNING; SPECTRUM ANALYSIS; TOBACCO;

NUCLEIC ACIDS;

2 AMINO 1 METHYL 6 PHENYLMIDAZO[4,5 B]PYRIDINE; 2 AMINO 3,8 DIMETHYLIMIDAZO[4,5 F]QUINOXALINE; 2 AMINO ALPHA CARBOLINE; 4 BIPHENYLAMINE; 4 HYDROXYNONENAL; ACROLEIN; BENZO[A]PYRENE; CARCINOGEN; DEOXYRIBOSE; DNA; UNCLASSIFIED DRUG; 2 AMINO 3,8 DIMETHYLIMIDAZO(4,5 F)QUINOXALINE; 2-AMINO-3,8-DIMETHYLIMIDAZO(4,5-F)QUINOXALINE; 4-BIPHENYLAMINE; AMINOBIPHENYL DERIVATIVE; QUINOXALINE DERIVATIVE;

ANALYTICAL EQUIPMENT; ANIMAL EXPERIMENT; ANIMAL MODEL; ARTICLE; CIGARETTE SMOKING; CONTROLLED STUDY; DIETARY INTAKE; DNA ADDUCT; ENVIRONMENTAL MONITORING; GENOTOXICITY; HUMAN; HUMAN CELL; IMMUNOHISTOCHEMISTRY; ION TRAP MASS SPECTROMETRY; LIQUID CHROMATOGRAPHY; LIVER CELL; MALE; MASS SPECTROMETER; MASS SPECTROMETRY; MEAT; NONHUMAN; RAT; SOLID PHASE EXTRACTION; TOBACCO; ANIMAL; CELL CULTURE; CHEMISTRY; DRUG EFFECT; ELECTROSPRAY MASS SPECTROMETRY; LIVER; MOUTH MUCOSA;

AMINOBIPHENYL COMPOUNDS; ANIMALS; CARCINOGENS; CELLS, CULTURED; DNA ADDUCTS; HEPATOCYTES; HUMANS; LIVER; MALE; MOUTH MUCOSA; QUINOXALINES; RATS; SOLID PHASE EXTRACTION; SPECTROMETRY, MASS, ELECTROSPRAY IONIZATION;

EID: 60549090590     PISSN: 00032700     EISSN: None     Source Type: Journal    
DOI: 10.1021/ac802096p     Document Type: Article

References (73)

1. Miller, E. C. Cancer Res. 1978, 38, 1479-1496.
2. Swenberg, J. A.; La, D. K.; Scheller, N. A.; Wu, K. Y. Toxicol. Lett. 1995, 82-83, 751-756.
3. Poirier, M. C.; Beland, F. A. Chem. Res. Toxicol. 1992, 5, 749-755.
4. Beach, A. C.; Gupta, R. C. Carcinogenesis 1992, 13, 1053-1074.
5. Floyd, R. A.; Watson, J. J.; Wong, P. K.; Altmiller, D. H.; Rickard, R. C. Free Radical Res. Commun. 1986, 1, 163-172.
6. Jankowiak, R.; Small, G. J. Anal Chem. 1989, 61, 1023A-1024A.
7. Poirier, M. C.; Santella, R. M.; Weston, A. Carcinogenesis 2000, 21, 353-359.
8. Turteltaub, K. W.; Dingley, K. H. Toxicol. Lett. 1998, 102-103, 435-439.
9. Farmer, P. B.; Brown, K.; Tompkins, E.; Emms, V. L.; Jones, D. J.; Singh, R.; Phillips, D. H. Toxicol. Appl. Pharmacol. 2005, 207, 293-301.
10. Koc, H.; Swenberg, J. A. J. Chromatogr., B: Anal. Technol. Biomed. Life Sci. 2002, 778 , 323-343.
11. Turesky, R. J.; Vouros, P. J. Chromatogr., B: Anal. Technol Biomed. Life Sci. 2004, 802, 155-166.
12. Singh, R.; Farmer, P. B. Carcinogenesis 2006, 27, 178-196.
13. Paehler, A.; Richoz, J.; Soglia, J.; Vouros, P.; Turesky, R. J. Chem. Res. Toxicol. 2002, 15, 551-561.
14. McLuckey, S. A.; Van Berkel, G. J.; Goeringer, D. E.; Glish, G. L. Anal Chem. 1994, 66, 689A-696A.
15. Gangl, E.; Utkin, I.; Gerber, N.; Vouros, P. J. Chromatogr, A 2002, 974, 91-101.
16. Paul, W. Agnew. Chem., Int. Ed. 1990, 29, 739-748.
17. Mikesh, L M.; Ueberheide, B.; Chi, A.; Coon, J. J.; Syka, J. E.; Shabanowitz, J.; Hunt, D. F. Biochim. Biophys. Acta 2006, 1764, 1811-1822.
18. Jackson, P. E.; Scholl, P. F.; Groopman, J. D. Mol Med. Today 2000, 6, 271-276.
19. Chowdhury, G.; Guengerich, F. P. Angew. Chem., Int. Ed. 2008, 47, 381-384.
20. Andreu, V.; Pico, Y. Curr. Anal Chem. 2005, 1, 241-265.
21. Anari, M. R.; Sanchez, R. I.; Bakhtiar, R.; Franklin, R. B.; Baillie, T. A. Anal. Chem. 2004, 76, 823-832.
22. Ma, L.; Wen, B.; Ruan, Q.; Zhu, M. Chem. Res. Toxicol. 2008, 21, 1477-1483.
23. Li, L.; Chiarelli, M. P.; Branco, P. S.; Antunes, A. M.; Marques, M. M.; Goncalves, L. L.; Beland, F. A. J. Am. Soc. Mass Spectrom. 2003, 14, 1488-1492.
24. Turesky, R. J.; Goodenough, A. K.; Ni, W.; McNaughton, L.; LeMaster, D. M.; Holland, R. D.; Wu, R. W.; Felton, J. S. Chem. Res. Toxicol. 2007, 20, 520-530.
25. Goodenough, A. K.; Schut, H. A.; Turesky, R. J. Chem. Res. Toxicol. 2007, 20, 263-276.
26. Liu, X.; Lovell, M. A.; Lynn, B. C. Chem. Res. Toxicol. 2006, 19, 710-718.
27. Schwartz, J. C.; Senko, M. W.; Syka, J. E. P. J. Am. Soc. Mass Spectrom. 2002, 13, 659-669.
28. Thermo Electron. Product Support Bulletin 117, Thermo Electron Corporation: Waltham, MA, 2006.
29. Bonilla, L E.; Thakur, R.; Guzzetta, A.; Jaffe, J. D. Application Note 328, 2006.
30. Riter, L S.; Gooding, K. M.; Hodge, B. D.; Julian, R. K, Jr. Proteomics 2006, 6, 1735-1740.
31. National Toxicology Program. Report on Carcinogenesis, 11th ed.; U.S. Department of Health and Human Services, Public Health Service: Research Triangle Park, NC, 2005.
32. Sugimura, T.; Wakabayashi, K.; Nakagama, H.; Nagao, M. Cancer Sci 2004, 95, 290-299.
33. Churchwell, M. I.; Beland, F. A.; Doerge, D. R. Chem. Res. Toxicol. 2002, 15, 1295-1301.
34. Lao, Y.; Villalta, P. W.; Sturla, S. J.; Wang, M.; Hecht, S. S. Chem. Res. Toxicol. 2006, 19, 674-682.
35. Kanaly, R. A.; Hanaoka, T.; Sugimura, H.; Toda, H.; Matsui, S.; Matsuda, T Antioxid. Redox Signaling 2006, 8, 993-1001.
36. Witze, E. S.; Old, W. M.; Resing, K. A.; Ahn, N. G. Nat. Methods 2007, 4, 798-806.
37. Mutlib, A.; Lam, W.; Atherton, J.; Chen, H.; Galatsis, P.; Stolle, W. Rapid Commun. Mass Spectrom. 2005, 19, 3482-3492.
38. Lin, D.; Kaderlik, K. R.; Turesky, R. J.; Miller, D. W.; Lay, J. O., Jr.; Kadlubar, F. F. Chem. Res. Toxicol. 1992, 5, 691-697.
39. Turesky, R. J.; Rossi, S. C.; Welti, D. H.; Lay, J. O., Jr.; Kadlubar, F. F. Chem. Res. Toxicol. 1992, 5, 479-490.
40. Frederiksen, H.; Frandsen, H.; Pfau, W. Carcinogenesis 2004, 25, 1525-1533.
41. Jones, C. R.; Sabbioni, G. Chem. Res. Toxicol. 2003, 16, 1251-1263.
42. Ruan, Q.; Kim, H. Y.; Jiang, H.; Penning, T. M.; Harvey, R. G.; Blair, I. A Rapid Commun. Mass Spectrom. 2006, 20 , 1369-1380.
43. Nechev, L V.; Kozekov, I. D.; Brock, A. K.; Rizzo, C. J.; Harris, T. M. Chem. Res. Toxicol. 2002, 15, 607-613.
44. Nechev, L. V.; Harris, C. M.; Harris, T. M. Chem. Res. Toxicol. 2000, 13, 421-429.
45. Wang, H.; Rizzo, C. J. Org. Lett. 2001, 3, 3603-3605.
46. Beland, F. A.; Doerge, D. R.; Churchwell, M. I.; Poirier, M. C.; Schoket, B.; Marques, M. M. Chem. Res. Toxicol. 1999, 12, 68-77.
47. Beland, F. A.; Churchwell, M. I.; Von Tungeln, L. S.; Chen, S.; Fu, P. P.; Culp, S. J.; Schoket, B.; Gyorffy, E.; Minarovits, J.; Poirier, M. C.; Bowman, E. D.; Weston, A.; Doerge, D. R. Chem. Res. Toxicol. 2005, 18,1306-1315.
48. Langouët, S.; Paehler, A.; Welti, D. H.; Kerriguy, N.; Guillouzo, A.; Turesky, R. J. Carcinogenesis 2002, 23, 115-122.
49. Lum, A.; Le Marchand, L. Cancer Epidemiol. Biomarkers Prev. 1998, 7, 719-724.
50. Hecht, S. S. Nat. Rev. Cancer 2003, 3, 733-744.
51. Patrianakos, C.; Hoffann, D. J. Assoc. Off .Anal. Chem. 1979, 3, 150-154.
52. Matsumoto, T.; Yoshida, D.; Tomita, H. Cancer Lett. 1981, 12, 105-110.
53. Chung, F. L.; Nath, R. G.; Nagao, M.; Nishikawa, A.; Zhou, G. D.; Randerath, K. Mutat. Res. 1999, 424, 71-81.
54. Beland, F. A.; Kadlubar, F. F. Environ. Health Perspect. 1985, 62, 19-30.
55. Swaminathan, S.; Hatcher, J. F. Chem.Biol. Inteact. 2002, 139, 199-213.
56. Ricicki, E. M.; Soglia, J. R.; Teitel, C.; Kane, R.; Kadlubar, F.; Vouros, P. Chem. Res. Toxicol. 2005, 18, 692-699.
57. Chiarelli, M. P.; Lay, J. O., Jr. Mass Spectrom. Rev. 1992, 11, 447-493.
58. Jamin, E. L.; Arquier, D.; Canlet, C.; Rathahao, E.; Tulliez, J.; Debrauwer, L. J. Am. Soc. Mass Spectrom. 2007, 18, 2107-2118.
59. Foiles, P. G.; Miglietta, L M.; Quart, A. M.; Quart, E.; Kabat, G. C.; Hecht, S. S. Carcinogenesis 1989, 10, 1429-1434.
60. Zhang, S.; Villalta, P. W.; Wang, M.; Hecht, S. S. Chem. Res. Toxicol. 2007, 20, 565-571.
61. Yoshida, D.; Matsumoto, T. Cancer Lett. 1980, 10, 141-149.
62. Manabe, S.; Tohyama, K.; Wada, O.; Aramaki, T. Carcinogenesis 1991, 12, 1945-1947.
63. Vondracek, M.; Xi, Z.; Larsson, P.; Baker, V.; Mace, K.; Pfeifer, A.; Tjalve, H.; Donato, M. T.; Gomez-Lechon, M. J.; Grafstrom, R. C. Carcinogenesis 2001, 22, 481-488.
64. Spivack, S. D.; Hurteau, G. J.; Jain, R.; Kumar, S. V.; Aldous, K. M.; Gierthy, J. F.; Kaminsky, L S. Cancer Res. 2004, 64, 6805-6813.
65. Liu, Y.; Sundqvist, K.; Belinsky, S. A.; Castonguay, A.; Tjalve, H.; Grafstrom, R. C. Carcinogenesis 1993, 14, 2383-2388.
66. Stone, M. P.; Cho, Y. J.; Huang, H.; Kim, H. Y.; Kozekov, I. D.; Kozekova, A.; Wang, H.; Minko, I. G.; Lloyd, R. S.; Harris, T. M.; Rizzo, C. J. Acc. Chem. Res. 2008, 41, 793-804.
67. Nath, R. G.; Ocando, J. E.; Guttenplan, J. B.; Chung, F. L. Cancer Res. 1998, 58, 581-584.
68. Liu, X.; Lovell, M. A.; Lynn, B. C. Anal. Chem. 2005 , 77, 5982-5989.
69. Zhang, Y. J.; Hsu, T. M.; Santella, R. M. Cancer Epidemiol. Biomarkers Prev. 1995, 4, 133-138.
70. Romano, G.; Mancini, R.; Fedele, P.; Curigliano, G.; Flamini, G.; Giovagnoli, M. R.; Malara, N.; Boninsegna, A.; Vecchione, A.; Santella, R. M.; Cittadini, A. Anticancer Res. 1997, 17, 2827-2830.
71. Gangl, E. T.; Annan, M. M.; Spooner, N.; Vouros, P. Anal. Chem. 2001, 73, 5635-5644.
72. Grollman, A. P.; Shibutani, S.; Moriya, M.; Miller, F.; Wu, L.; Moll, U.; Suzuki, N.; Fernandes, A.; Rosenquist, T.; Medverec, Z.; Jakovina, K.; Brdar, B.; Slade, N.; Turesky, R. J.; Goodenough, A. K.; Rieger, R.; Vukelic, M.; Jelakovic, B. Proc. Natl. Acad. Sci. U.S.A 2007, 104, 12129-12134.
73. Baillie, T. A. Chem. Res. Toxicol. 2008, 21, 129-137.