Analysis of 4-aminobiphenyl hemoglobin adducts in smokers and nonsmokers by pseudo capillary on-column gas chromatography-tandem mass spectrometry

Journal of Analytical Toxicology

Volumn 34, Issue 6, 2010, Pages 304-311

  Seyler, Tiffany H ^a   Reyes, Levi Rose ^a   Bernert, John T ^a  

^a NATIONAL CENTER FOR ENVIRONMENTAL HEALTH   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

2 METHYLANILINE; 2 NAPHTHYLAMINE; 3 AMINOBIPHENYL; 4 BIPHENYLAMINE; BIPHENYL DERIVATIVE; COTININE; HEMOGLOBIN; TOBACCO SMOKE; UNCLASSIFIED DRUG; 4-BIPHENYLAMINE; AMINOBIPHENYL DERIVATIVE; CARCINOGEN;

ADULT; AFRICAN AMERICAN; ARTICLE; BLOOD SAMPLING; CALIBRATION; CAPILLARY GAS CHROMATOGRAPHY; COLUMN CHROMATOGRAPHY; CONCENTRATION (PARAMETERS); CONTROLLED STUDY; DERIVATIZATION; ELECTROSPRAY MASS SPECTROMETRY; FEMALE; GAS CHROMATOGRAPHY; HEMOGLOBIN ANALYSIS; HUMAN; HYDROLYSIS; MALE; NORMAL HUMAN; QUANTITATIVE ANALYSIS; SMOKING; TANDEM MASS SPECTROMETRY; VAPORIZATION; BIOASSAY; BLOOD; CHEMISTRY; EXPOSURE; METABOLISM; METHODOLOGY; PASSIVE SMOKING; VALIDATION STUDY;

NICOTIANA TABACUM;

AMINOBIPHENYL COMPOUNDS; BIOLOGICAL ASSAY; CARCINOGENS; CHROMATOGRAPHY, GAS; FEMALE; HEMOGLOBINS; HUMANS; INHALATION EXPOSURE; MALE; SMOKING; TANDEM MASS SPECTROMETRY; TOBACCO SMOKE POLLUTION;

EID: 78049488992     PISSN: 01464760     EISSN: 01464760     Source Type: Journal    
DOI: 10.1093/jat/34.6.304     Document Type: Article

References (58)

1. M.S. Bryant, P. Vineis, P.L. Skipper, and S.R. Tannenbaum. Hemoglobin adducts of aromatic amines: Associations with smoking status and type of tobacco. Proc.Natl.Acad. Sci.USA 85: 9788-9791 (1988).
2. J.E. Castelao, J.-M.Yuan, P.L. Skipper, S.R. Tannenbaum, M. Gago-Dominguez, J.S. Crowder, R.K. Ross, and M.C. Yu. Gender- and smoking-related bladder cancer risk. J.Nat. Can. Inst. 93: 538-545 (2001).
3. T.R. Fennell, J.P.MacNeela, R.W.Morris,M.Watson, C.L.Thompson, and D.A. Bell. Hemoglobin adducts from acrylonitrile and ethylene oxide in cigarette smokers: effects of glutathione S-transferase T1-null and M1-null genotypes. Cancer Epidemiol. Biomarkers Prev. 9: 705-712 (2000).
4. P. Vineis. Epidemiology of cancer from exposure to arylamines. Environ. Health Perspect. 102: 7-10 (1994).
5. M.C.Yu, P.L. Skipper, K. Taghizadeh, S.R. Tannenbaum, K.K. Chan, B.E. Henderson, and R.K. Ross. Acetylator phenotype, aminobiphenyl-hemoglobin adduct levels, and bladder cancer risk in white, black, and Asian men in Los Angeles, California. J. Natl. Cancer Inst. 86: 712-716 (1994).
6. S.K. Hammond, J. Coghlin, P.H. Gann, M. Paul, K. Taghizadeh, P.L. Skipper, and S.R. Tannenbaum. Relationship between environmental tobacco smoke exposure and carcinogen-hemoglobin adduct levels in non-smokers. J. Natl. Cancer Inst. 85: 474-477 (1993).
7. M. Riffelmann, G. Muller,W. Schmieding,W. Popp, and K. Norpoth. Biomonitoring of urinary aromatic amines and arylamine hemoglobin adducts in exposed workers and nonexposed control persons. Int. Arch. Occup. Environ. Health 68: 36-43 (1995).
8. D.T. Silverman, P. Hartge, A.S. Morrison, and S.S. Devesa. Epidemiology of bladder cancer. Hematol.Oncol. Clin.North Am. 6: 1-30 (1992).
9. P.L. Skipper, S.R. Tannenbaum, R.K. Ross. and M.C. Yu. Nonsmoking-related arylamine exposure and bladder cancer risk. Cancer Epidemiol. Biomarkers Prev. 12: 503-507 (2003).
10. A.W. Teass, D.G. DeBord, K.K. Brown, L.E. Cheever, L.E. Stettler, R.E. Savage,W.W.Weigel, D. Dankovic, and E.Ward. Biological monitoring for occupational exposures to o-toluidine and aniline. Int. Arch. Occup. Environ. Health 65: S115-118 (1993).
11. L.R. Brougham, H. Cheng, and K.A. Pittman. Sensitive high-performance liquid chromatographic method for the determination of chlorhexidine in human serum and urine. J. Chromatogr. 383: 365-373 (1986).
12. J.A. Hinson, R.E. Harrell, H.F. Simmons, and M.S. Bryant. 2,6-Dimethylaniline-hemoglobin adducts from lidocaine in humans. Carcinogenesis. 15: 2287-2290 (1994).
13. M. Riffelmann, G. Muller,W. Schmieding,W. Popp, and K. Norpth. Biomonitoring of urinary aromatic amines and arylamine hemoglobin adducts in exposed workers and nonexposed control persons. Int. Arch. Occup. Environ. Health 68: 36-43 (1995).
14. E.M. Ward, G. Sabbioni, and D.G. DeBord. Monitoring of aromatic amine exposure in workers at a chemical plant with a known bladder cancer excess. J. Natl. Can. Inst. 88: 1046-1052 (1996)
15. T. J. Guzzo, T.J. Bivalacqua, and M.P. Schoenberg. Bladder cancer and the aluminum industry: a review. Brit. J. Urology Int. 102: 1058-1060 (2008).
16. IARC. IARC Monographs on the Evaluation of the Carcinogenic Risk of Chemicals to Humans, 1987.
17. M.S. Bryant, P.L. Skipper, S.R. Tannenbaum. and M. Maclure. Hemoglobin adducts of 4-aminobiphenyl in smokers and nonsmokers. Cancer Res. 47: 602-208 (1987).
18. M.L. Goniewics and J. Czogala. Exposure of active and passive smokers to aromatic amines presents in tobacco smoke. Toxicol. Mechan. Methods 15: 235-245 (2005).
19. G. Lopez-Abente, C.A. Gonzalez, M. Errezola, A. Escolar, I. Izarzugaza, and M. Nebot. Tobacco smoke inhalation pattern, tobacco type, and bladder cancer in Spain. Am. J. Epidem. 134: 830-829 (1991).
20. C.J. Smith, S.D. Livingston, and D.J. Doolittle. An international literature survey of "IARC Group I Carcinogens" reported in mainstream cigarette smoke. Food Chem. Toxicol. 35: 1107-1130 (1997).
21. R. Stabbert, K.-H. Schafer, C. Biefel, and K. Rustemier. Analysis of aromatic amines in cigarette smoke. Rapid Commun.Mass Spectrom. 17: 2125-2132 (2003).
22. P.Vineis, J. Esteve, and B. Terracini. Bladder cancer and smoking in males: types of cigarettes, age of start, effect of stopping and interaction with occupation. Int. J. Cancer 34: 165-170 (1984).
23. W.G. Stillwell, M.S. Bryant, and J.S.Wishnok. GC/MS analysis of biologically important aromatic amines: application to human dosimetry. Biomed. Environ.Mass Spectrom. 14: 221-227 (1987).
24. P.L. Skipper and S.R. Tannenbaum. Molecular dosimetry of aromatic amines in human populations. Environ. Health Perspect. 102: 17-21 (1994).
25. M.S. Bryant, P. Vineis, P.L. Skipper, and S.R. Tannenbaum. Hemoglobin adducts of aromatic amins: Associations with smoking status and type of tobacco. Proc. Natl. Acad. Sci. 85: 9788-9791 (1988).
26. M. Sarkar, R. Stabbert, R.D. Kinser, J. Oey, K. Rustemeier, K. von Holt, G. Schepers, R.A. Walk, and H.J. Roethig. CYP1A2 and NAT2 phenotyping and 3-aminobiphenyl and 4-aminobiphenyl hemoglobin adduct levels in smokers and non-smokers. Toxicol. Appl. Pharmacol. 213: 198-206 (2006).
27. G. Talaska and M.A. Zoughool. Aromatic amine and biomarkers of human exposure. J. Environ. Sci. Health C. Environ. Carcino. Ecotoxicol. Rev. 21: 133-164 (2003).
28. P.L. Skipper. Precision and sensitivity of aminobiphenyl hemoglobin adduct assays in a long-term population study. J. Chromatogr. B 778: 375-381 (2002).
29. G. Grimmer, G. Dettbarn, A. Seildel, and J. Jacob. Detection of carcinogenic aromatic amines in the urine of non-smokers. Sci. Total Environ. 247: 81-90 (2000).
30. L. Airoldi, P. Vineis, A. Colombi, L. Olgiati, C. Dell'Osta., et al. 4-Aminobiphenyl-hemoglobin adducts and risk of smokingrelated disease in never smokers and former smokers in the European Prospective Investigation into Cancer and Nutrition prospective study. Cancer Epidemiol. Biomarkers Prev. 14: 2118-2124 (2005).
31. D.R. Doerge, M.I. Churchwell, M.M. Marques, and F.A. Beland. Quantitative analysis of 4-aminobiphenyl-C8-deoxyguanosyl DNA adducts produced in vitro and in vivo using HPLC-ES-MS. Carcinogenesis 20: 1055-1061 (1999).
32. M.J. Avery. Determination of aromatic amines in urine and serum. J. Chromatogr. 488: 470-475 (1989).
33. K. El-Bayoumy, J.M. Donahue, S.S. Hecht, and D. Hoffman. Identification and quantitative determination of aniline and toluidines in human urine. Cancer Res. 46: 6064-6067 (1986).
34. R. Jeevan, G. Jeevan, M. Bhaskar, and G. Radhadrisnan. Analysis of arylamine isomers by micellar electrokinetic chromatography. Electrophoresis 23: 584-590 (2002).
35. M.C. Garrigos, F. Reche, K. Pernias, A. Sanchez, and A. Jimenez. Determination of some aromatic amines in finger-paints for children's use by supercritical fluid extraction combined with gas chromatography. J. Chromatogr. A 819: 259-266 (1998).
36. G. Palmiotto, G. Pieraccini, G. Moneti, and P. Dolara. Determination of the levels of aromatic amines in indoor and outdoor air in Italy. Chemosphere 43: 355-361 (2001).
37. M.T. Pinorini-Godly and S.R. Myers. HPLC and GC/MS determination of 4-aminobiphenyl haemoglobin adducts in fetuses exposed to the tobacco smoke carcinogen in utero. Toxicol. 107: 209-217 (1996).
38. T. Weiss and J. Angerer. Simultaneous determination of various aromatic amines and metabolites of aromatic nitro compounds in urine for low level exposure using gas chromatography-mass spectrometry. J. Chromatogr. B 778: 179-192 (2002).
39. S. Caudill, R. Sheleicher, and J. Prikle. Multi-rule quality control for the age-related eye disease study. Statist. Med. 27: 4094-4106 (2008).
40. J.T. Bernert, Jr., J.E. McGuffey, M.A. Morrison and J.L. Pirkle. Comparison of serum and salivary cotinine measurements by a sensitive high-performance liquid chromatography-tandem mass spectrometry method as an indicator of exposure to tobacco smoke among smokers and non-smokers. J. Anal. Toxicol. 24: 333-339 (2000).
41. N.L. Benowitz, F. Kuyt, P. Jacob, III, R. Jones, and A.-L. Osman. Cotinine disposition and effects. Clin. Pharm. Ther. 34: 604-611 (1983).
42. H. Bartsch, N. Caporaso, M. Coda, F. Kadlubar, C. Malaveille, P.L. Skipper, G. Talaska, S.R. Tannenbaum, and P. Vineis. Carcinogen hemoglobin adducts, urinary mutagenicity, and metabolic phenotype in active and passive cigarette smokers. J. Natl. Cancer Inst. 82: 1826-1831 (1990).
43. P.Vineis, N. Caporaso, S.R.Tannenbaum, P.L. Skipper, J. Glogowski, H. Bartsch, M. Coda, G. Talaska, and F. Kadlubar. Acetylation phenotype, carcinogen-hemoglobin adducts, and cigarette smoking. Cancer Res. 50: 3002-3004 (1990).
44. E. Richter and B. Branner. Biomonitoring of exposure to aromatic amines: haemoglobin adducts in humans. J. Chromatogr. B 778: 49-62 (2002).
45. J.W. Dallinga, D.M. Pachen, S.W. Wijnhoven, A. Breedijik, L. van't Veer, G. Wigbout, N. van Zandwijk, L.M. Maas, E. van Agen, J.C. Kleinjans, and F.J. van Schooten. The use of 4-aminobiphenyl hemoglobin adducts and aromatic DNA adducts in lymphocytes of smokers as biomarkers of exposure. Cancer Epidemiol. Biomarkers Prev. 7: 571 (1998).
46. H. Ketelslegers, R. Godschalk, B. Eskens, J. Dallinga, R. Gottschalk, F. van Schooten, J. van Delft, and J. Kleinjans. Potential role of cytochrome P450-1B1 in the metabolic activation of 4-aminobiphenyl in humans. Mol. Carcinog. 48: 685-689 (2009).
47. X. Jiang, J. Yuan, P.L. Skipper, S.R. Tannenbaum, and M. Yu. Environmental tobacco smoke and bladder cancer risk in never smokers of Los Angeles county. Cancer Res. 67: 7540-7545 (2007).
48. P. Mendes, Q. Liang, K. Frost-Pineda, S. Munjal, R. Walk, and H. Roethig. The relationship between smoking machine derrived tar yields and biomarkers of exposure in adult cigarette smokers in the U.S. Regul. Toxicol. Pharmacol. 55: 17-27 (2009).
49. J.H. Weisburger and E.K. Weisburger. Chemicals as causes of cancer. Chem. Eng. News 7: 125-142 (1966).
50. P. Vineis and R. Pirastu. Aromatic amines and cancer. Cancer Causes Control. 8: 346-355 (1997).
51. G.R. Howe, J.D. Burch, A.B. Miller, G.M. Cook, J. Esteve, and B. Morrison. Tobacco use, occupation, coffee, various nutrients, and bladder cancer. J. Natl. Cancer Inst. 64: 701-713 (1980).
52. B. Faraglia, S. Chen, M.D. Gammon, Y. Zhang, S.L. Teitebaum, A.I. Neugut, H. Ahsan, G.C. Garbowski, H. Hibshoosh, D. Lin, F.F. Kadlubar, and R.M. Satella. Evaluation of 4-aminobiphenyl-DNA adducts in human breast cancer: the influence of tobacco smoke. Carcinogenesis 24: 719-725 (2003).
53. D. Tang, D.Warburton, S.R. Tannenbaum, P.L. Skipper, R.M. Santella, G.S. Cerijido, F.G. Crawford, and F.P. Perera. Molecular and genetic damage from environmental tobacco smoke in young children. Cancer Epidemiol. Biomarkers Prev. 8: 427-431 (1999).
54. J.T. Bernert, S.M. Gordon, R.B. Jain, M.C. Brinkman, C.S. Sosnoff, T.H. Seyler, Y. Xia, J.E. McGuffey, D.L. Ashley, J.L. Pirkle, and E.J. Sampson. Increases in tobacco exposure biomarders mearsured in non-smokers exposed to sidestream cigarette smoke under controlled conditions. Biomarkers 14: 82-93 (2009).
55. C. Malaveille, P. Vineis, and J. Esteve. Levels of mutagens in the urine of smokers of black and blond tobacco correlate with their risk of bladder cancer. Carcinogenesis 10: 577-586 (1989).
56. P. Hartge, D.T. Silverman, R. Hoover, C. Schairer, R. Altman, and D. Austin. Changing cigarette habits and bladder cancer risk: a case-control study. J. Natl. Cancer Inst. 78: 1119-1125 (1987).
57. N.M. Probst-Hensch, D.A. Bell, M.A. Watson, P.L. Skipper, S.R. Tannenbaum, K.K. Chan, R.K. Ross, and M.C. Yu. N-Acetyltransferase 2 phenotype but not NAT1*10 genotype affects aminobiphenyl-hemoglobin adduct levels. Cancer Epidemiol. Biomarkers Prev. 9: 619-623 (2000).
58. P.L. Skipper and S.R. Tannenbaum. Molecular dosimetry of aromatic amines in human populations. Environ. Health Perspect. 102: 17-21 (1994).