Urinary Mercapturic Acids and a Hemoglobin Adduct for the Dosimetry of Acrylamide Exposure in Smokers and Nonsmokers

REFERENCES

• Bader M., Hecker H., Wrbitzky R. Querschnittsstudie zur ernährungs- und tabarauchbedingten Belastung mit Acrylamid. Dtsch. Ärzteblatt 2005; 102: A2640–A2643
   Google Scholar
• Benowitz N. L. Cotinine as a biomarker of environmental tobacco smoke exposure. Epidemiol. Rev. 1996; 18: 188–204, [INFOTRIEVE], [CSA]
   PubMed Web of Science ®Google Scholar
• Bergmark E. Hemoglobin adducts of acrylamide and acrylonitrile in laboratory workers, smokers, and nonsmokers. Chem. Res. Toxicol. 1997; 10: 78–84, [INFOTRIEVE], [CSA]
   PubMed Web of Science ®Google Scholar
• Bergmark E., Calleman C. J., Costa L. G. Formation of hemoglobin adducts of acrylamide and its epoxide metabolite glycidamide in the rat. Toxicol. Appl. Pharmacol. 1991; 111: 352–363, [INFOTRIEVE], [CSA]
   PubMed Web of Science ®Google Scholar
• Besaratinia A., Pfeifer G. P. DNA adduction and mutagenic properties of acrylamide. Mutat. Res. 2005; 580: 31–40, [INFOTRIEVE], [CSA]
   PubMed Web of Science ®Google Scholar
• Boettcher M. I., Angerer J. Determination of the major mercapturic acids of acrylamide and glycidamide in human urine by LC-ESI-MS/MS. J. Chromatogr. B Anal. Technol. Biomed. Life Sci. 2005; 824: 283–294, [CSA]
   PubMed Web of Science ®Google Scholar
• Boettcher M. I., Bolt H. M., Drexler H., Angerer J. Excretion of mercapturic acids of acrylamide and glycidamide in human urine after single oral administration of deuterium-labelled acrylamide. Arch. Toxicol. 2005a; 80: 55–61, [INFOTRIEVE], [CSA]
   PubMedGoogle Scholar
• Boettcher M. I., Schettgen T., Kutting B., Pischetsrieder M., Angerer J. Mercapturic acids of acrylamide and glycidamide as biomarkers of the internal exposure to acrylamide in the general population. Mutat. Res. 2005b; 580: 167–176, [INFOTRIEVE], [CSA]
   PubMed Web of Science ®Google Scholar
• Costa L. G., Deng H., Gregotti C., Manzo L., Faustman E. M., Bergmark E., Calleman C. J. Comparative studies on the neuro- and reproductive toxicity of acrylamide and its epoxide metabolite glycidamide in the rat. Neurotoxicology 1992; 13: 219–224, [INFOTRIEVE], [CSA]
   PubMed Web of Science ®Google Scholar
• de Rooij B. M., Commandeur J. N., Hommes J. W., Aalbers T., Groot E. J., Vermeulen N. P. Urinary metabolite profile of phenyl and o-cresyl glycidyl ether in rats: Identification of a novel pathway leading to N-acetylserine O-conjugates. Chem. Res. Toxicol. 1998; 11: 111–118, [INFOTRIEVE], [CSA]
   PubMedGoogle Scholar
• Deutsche Forschungsgemeinschaft. Senatskommission zur Prüfung gesundheitsschädlicher Arbeitsstoffe. Wiley-VCH, Weinheim 1998, MAK- und BAT-Werte-Liste 1998
   Google Scholar
• Doerge D. R., Gamboa, d. C., McDaniel L. P., Churchwell M. I., Twaddle N. C., Beland F. A. DNA adducts derived from administration of acrylamide and glycidamide to mice and rats. Mutat. Res. 2005; 580: 131–141, [INFOTRIEVE], [CSA]
   PubMed Web of Science ®Google Scholar
• Dybing E., Farmer P. B., Andersen M., Fennell T. R., Lalljie S. P., Muller D. J., Olin S., Petersen B. J., Schlatter J., Scholz G., Scimeca J. A., Slimani N., Tornqvist M., Tuijtelaars S., Verger P. Human exposure and internal dose assessments of acrylamide in food. Food Chem. Toxicol. 2005; 43: 365–410, [INFOTRIEVE], [CSA]
   PubMed Web of Science ®Google Scholar
• Fennell T. R., Sumner S. C., Snyder R. W., Burgess J., Spicer R., Bridson W. E., Friedman M. A. Metabolism and hemoglobin adduct formation of acrylamide in humans. Toxicol. Sci. 2005; 85: 447–459, [INFOTRIEVE], [CSA]
   PubMed Web of Science ®Google Scholar
• Friedman M. Relative nucleophilic reactivities of amino groups and mercaptide ions in addition reactions with α,β-unsaturated compounds. J. Am. Chem. Soc. 1965; 87: 3672–3682, [CSA]
   Web of Science ®Google Scholar
• Friedman M. Chemistry, biochemistry, and safety of acrylamide. A review. J. Agric. Food Chem. 2003; 51: 4504–4526, [INFOTRIEVE], [CSA]
   PubMed Web of Science ®Google Scholar
• Gamboa d. C., Churchwell M. I., Hamilton L. P., Von Tungeln L. S., Beland F. A., Marques M. M., Doerge D. R. DNA adduct formation from acrylamide via conversion to glycidamide in adult and neonatal mice. Chem. Res. Toxicol. 2003; 16: 1328–1337, [CSA]
   PubMedGoogle Scholar
• German Federal Agency for Consumer Protection and Food Safety. Acrylamidgehalte in Lebensmitteln. 2003, http://www.verbraucherfenster.de/artikeldaten/2_ern_lm_ueberwa/nov03_ergebnis1.pdfandhttp://www.verbraucherfenster.de/artikeldaten/2_ern_lm_ueberwa/nov03_ergebnis2.pdf
   Google Scholar
• Ghanayem B. I., Witt K. L., El Hadri L., Hoffler U., Kissling G. E., Shelby M. D., Bishop J. B. Comparison of germ cell mutagenicity in male CYP2E1-null and wild-type mice treated with acrylamide: Evidence supporting a glycidamide-mediated effect. Biol. Reprod. 2005; 72: 157–163, [INFOTRIEVE], [CSA]
   PubMed Web of Science ®Google Scholar
• International Agency for Research on Cancer. Acrylamide. IARC Monogr. Eval. Carcinen. Risks Hum. 1994; 60: 389–433, [CSA]
   PubMedGoogle Scholar
• Irving J. M., Clark E. C., Crombie I. K., Smith W. C. S. Evaluation of a portable measure of expired-air carbon monoxide. Preventive Medicine. 1988; 17: 109–115, [INFOTRIEVE], [CSA]
   PubMed Web of Science ®Google Scholar
• Li C. M., Hu C. W., Wu K. Y. Quantification of urinary N-acetyl-S- (propionamide)cysteine using an on-line clean-up system coupled with liquid chromatography/tandem mass spectrometry. J. Mass Spectrom. 2005; 40: 511–515, [INFOTRIEVE], [CSA]
   PubMed Web of Science ®Google Scholar
• Martin T. A., Causey D. H., Corrigan J. R. N-Acylcysteines. J. Med. Chem. 1968; 11: 625–627, [INFOTRIEVE], [CSA]
   PubMedGoogle Scholar
• Meger M., Meger-Kossien I., Schuler-Metz A., Janket D., Scherer G. Simultaneous determination of nicotine and eight nicotine metabolites in urine of smokers using liquid chromatography tandem mass spectrometric (LC-MSMS) detection. Journal of Chromatogr. B. 2002; 778: 251–261, [CSA]
   Google Scholar
• Payne G., Williams P. H. Reactions of hydrogen peroxide. VI. Alkaline epoxidation of acrylonitrile. J. Org. Chem. 1961; 26: 651–659, [CSA]
   Web of Science ®Google Scholar
• Schettgen T., Broding H., Angerer J., Drexler H. Hemoglobin adducts of ethylene oxide, propylene oxide, acrylonitrile and acrylamide-biomarkers in occupational and environmental medicine. Toxicol. Lett. 2002; 134: 65, [INFOTRIEVE], [CSA]
   PubMed Web of Science ®Google Scholar
• Schettgen T., Rossbach B., Kutting B., Letzel S., Drexler H., Angerer J. Determination of haemoglobin adducts of acrylamide and glycidamide in smoking and non-smoking persons of the general population. Int. J. Hyg. Environ. Health. 2004; 207: 531–539, [INFOTRIEVE], [CSA]
   PubMed Web of Science ®Google Scholar
• Segerbäck D., Calleman C. J., Schroeder J. L., Costa L. G., Faustman E. M. Formation of N-7-(2-carbamoyl-2-hydroxyethyl)guanine in DNA of the mouse and the rat following intraperitoneal administration of [14C]acrylamide. Carcinogenesis 1995; 16: 1161–1165, [CSA]
   PubMed Web of Science ®Google Scholar
• Smith C. J., Perfetti T. A., Rumple M. A., Rodgman A., Doolittle D. J. “IARC group 2A carcinogens” reported in cigarette mainstream smoke. Food Chemical Toxicology. 2000; 38: 371–383, [CSA]
   PubMed Web of Science ®Google Scholar
• Sumner S. C., Fennell T. R., Moore T. A., Chanas B., Gonzalez F., Ghanayem B. I. Role of cytochrome P450 2E1 in the metabolism of acrylamide and acrylonitrile in mice. Chem. Res. Toxicol. 1999; 12: 1110–1116, [INFOTRIEVE], [CSA]
   PubMed Web of Science ®Google Scholar
• Sumner S. C., MacNeela J. P., Fennell T. R. Characterization and quantitation of urinary metabolites of [1,2,3-13C]acrylamide in rats and mice using 13C nuclear magnetic resonance spectroscopy. Chem. Res. Toxicol. 1992; 5: 81–89, [INFOTRIEVE], [CSA]
   PubMed Web of Science ®Google Scholar
• Sumner S. C., Selvaraj L., Nauhaus S. K., Fennell T. R. Urinary metabolites from F344 rats and B6C3F1 mice coadministered acrylamide and acrylonitrile for 1 or 5 days. Chem. Res. Toxicol. 1997; 10: 1152–1160, [INFOTRIEVE], [CSA]
   PubMed Web of Science ®Google Scholar
• Tareke E., Rydberg P., Karlsson P., Eriksson S., Tornqvist M. Analysis of acrylamide, a carcinogen formed in heated foodstuffs. J. Agric. Food Chem. 2002; 50: 4998–5006, [INFOTRIEVE], [CSA]
   PubMed Web of Science ®Google Scholar
• Tareke E., Rydberg P., Karlsson P., Eriksson S., Törnqvist M. Acrylamide: A cooking carcinogen?. Chemical Research in Toxicology 2000; 13: 517–522, [INFOTRIEVE], [CSA]
   PubMed Web of Science ®Google Scholar
• Twaddle N. C., McDaniel L. P., Gamboa, d. C., Churchwell M. I., Beland F. A., Doerge D. R. Determination of acrylamide and glycidamide serum toxicokinetics in B6C3F1 mice using LC-ES/MS/MS. Cancer Lett. 2004; 207: 9–17, [INFOTRIEVE], [CSA]
   PubMed Web of Science ®Google Scholar
• van Sittert N. J. N-2-Cyanoethyl-Valin, N-2-Hydroxyethyl-Valin, N-Methyl-Valin (zum Nachweis einer Belastung/ Beanspruchung durch Acrylnitril, Ethylenoxid sowie methylie-rende Substanzen) Analytische Methoden zur Prüfung gesundheitsschädlicher Arbeitsstoffe. Analysen in biologischem Material, H. Greim. VCH Verlagsgesellschaft, Weinheim 1996; Band 2: 1–21, 12. Lieferung
   Google Scholar
• Wu Y. Q., Yu A. R., Tang X. Y., Zhang J., Cui T. Determination of acrylamide metabolite, mercapturic acid by high performance liquid chromatography. Biomed. Environ. Sci. 1993; 6: 273–280, [INFOTRIEVE], [CSA]
   PubMedGoogle Scholar