Excretion of 2,3-dihydroxy-propionamide (OH-PA), the hydrolysis product of glycidamide, in human urine after single oral dose of deuterium-labeled acrylamide

Archives of Toxicology

Volumn 85, Issue 6, 2011, Pages 601-606

  Hartmann, Eva C ^a   Latzin, Julia M ^b   Schindler, Birgit K ^b   Koch, Holger M ^b   Angerer, Jürgen ^b  

^a UNIVERSITY OF ERLANGEN NUREMBERG   (Germany)

^b RUHR UNIVERSITY BOCHUM   (Germany)

Author keywords

2,3 Dihydroxy propionamide (OH PA); Acrylamide (AA); Biological monitoring; Glycidamide (GA); Metabolism; Toxicokinetics

Indexed keywords

2,3 DIHYDROXYPROPIONAMIDE; ACRYLAMIDE; DEUTERIUM; GLYCIDAMIDE; N ACETYL S (1 CARBAMOYL 2 HYDROXYETHYL)CYSTEINE; N ACETYL S (2 CARBAMOYL 2 HYDROXYETHYL)CYSTEINE; N ACETYL S (2 CARBAMOYLETHYL)CYSTEINE; UNCLASSIFIED DRUG;

AEROBIC METABOLISM; ARTICLE; HUMAN; HUMAN EXPERIMENT; HYDROLYSIS; MALE; NORMAL HUMAN; PRIORITY JOURNAL; QUANTITATIVE ANALYSIS; SENSITIVITY AND SPECIFICITY; TOXICOKINETICS; URINARY EXCRETION; URINE LEVEL;

ANIMALIA;

EID: 79959622733     PISSN: 03405761     EISSN: 14320738     Source Type: Journal    
DOI: 10.1007/s00204-010-0605-x     Document Type: Article

References (30)

1. Bergmark E, Calleman CJ, Costa LG (1991) Formation of hemoglobin adducts of acrylamide and its epoxide metabolite glycidamide in the rat. Toxicol Appl Pharmacol 111:352-363
2. BgVV, Bundesinstitut für gesundheitlichen Verbraucherschutz und Veterinärmedizin (2002) Statement of the BgVV. Einfluss der Ernährung auf die Aufnahme von Acrylamid
3. Boettcher MI, Bolt HM, Drexler H, Angerer J (2006) Excretion of mercapturic acids of acrylamide and glycidamide in human urine after single oral administration of deuterium-labelled acrylamide. Arch Toxicol 80:55-61 (Pubitemid 43130229)
4. Calleman CJ, Bergmark E, Costa LG (1990) Acrylamide is metabolized to glycidamide in the rat: evidence from hemoglobin adduct formation. Chem Res Toxicol 3:406-412 (Pubitemid 20342195)
5. Dearfield KL, Douglas GR, Ehling UH, Moore MM, Sega GA, Brusick DJ (1995) Acrylamide: a review of its genotoxicity and an assessment of heritable genetic risk. Mutat Res 330:71-99
6. DFG, Deutsche Forschungsgemeinschaft (2002) Maximale Arbeitsplatzkonzentrationen und biologische Arbeitsstoff Toleranzwerte 2002. Mitteilung 38 der Senatskommission zur Prüfung gesundheitsschädlicher Arbeitsstoffe
7. Doroshyenko O, Fuhr U, Kunz D, Frank D, Kinzig M, Jetter A, Reith Y, Lazar A, Taubert D, Kirchheiner J, Baum M, Eisenbrand G, Berger FI, Bertow D, Berkessel A, Sorgel F, Schomig E, Tomalik-Scharte D (2009) In vivo role of cytochrome P450 2E1 and glutathione-S-transferase activity for acrylamide toxicokinetics in humans. Cancer Epidemiol Biomarkers Prev 18:433-443
8. EPA US, Office of Toxic substances; US Environmental Protection Agency (1994) Chemical summary for acrylamide
9. EU, European Union, European Commission, Scientific Committee on Food (2001) Opinion on the results of the risk assessment of: acrylamide
10. Fennell TR, Sumner SC, Snyder RW, Burgess J, Spicer R, Bridson WE, Friedman MA (2005) Metabolism and hemoglobin adduct formation of acrylamide in humans. Toxicol Sci 85:447-459 (Pubitemid 40614275)
11. Fennell TR, Sumner SC, Snyder RW, Burgess J, Friedman MA (2006) Kinetics of elimination of urinary metabolites of acrylamide in humans. Toxicol Sci 93:256-267 (Pubitemid 44400444)
12. Fuhr U, Boettcher MI, Kinzig-Schippers M, Weyer A, Jetter A, Lazar A, Taubert D, Tomalik-Scharte D, Pournara P, Jakob V, Harlfinger S, Klaassen T, Berkessel A, Angerer J, Sorgel F, Schomig E (2006) Toxicokinetics of acrylamide in humans after ingestion of a defined dose in a test meal to improve risk assessment for acrylamide carcinogenicity. Cancer Epidemiol.Biomarkers Prev 15:266-271 (Pubitemid 43342173)
13. Gamboa da CG, Churchwell MI, Hamilton LP, Von Tungeln LS, Beland FA, Marques MM, Doerge DR (2003) DNA adduct formation from acrylamide via conversion to glycidamide in adult and neonatal mice. Chem Res Toxicol 16:1328-1337 (Pubitemid 37315222)
14. Hartmann EC, Boettcher MI, Schettgen T, Fromme H, Drexler H, Angerer J (2008) Hemoglobin adducts and mercapturic acid excretion of acrylamide and glycidamide in one study population. J Agric Food Chem 56:6061-6068
15. Hartmann EC, Boettcher MI, Bolt HM, Drexler H, Angerer J (2009) N-Acetyl-S-(1-carbamoyl-2-hydroxy-ethyl)-L-cysteine (iso- GAMA) a further product of human metabolism of acrylamide: comparison with the simultaneously excreted other mercapturic acids. Arch Toxicol 83:731-734
16. IARC, International Agency for Research on Cancer (1994) Summary of Data Reported and Evaluation: acrylamide http://www.monographs.iarc.fr/ENG/ Monographs/vol60/volume60.pdf. Accessed 7 July 2010
17. JRC-IRMM, Joint Research Center (JRC), Institute for Reference Materials and Measurements (IRMM), European Commission (2006) Monitoring Database Acrylamide http://www.irmm.jrc.ec.europa.eu/html/activities/acrylamide/ EUacrylamidelevelmonitoringdatabase-statusJune2006.xls. Accessed 7 Jul 2010
18. Kopp EK, Dekant W (2009) Toxicokinetics of acrylamide in rats and humans following single oral administration of low doses. Toxicol Appl Pharmacol 235:135-142
19. Larsen K (1972) Creatinine assay by a reaction-kinetic principle. Clin Chim Acta 41:209-217
20. Miller MJ, Carter DE, Sipes IG (1982) Pharmacokinetics of acrylamide in Fisher-344 rats. Toxicol Appl Pharmacol 63:36-44
21. Mottram DS, Wedzicha BL, Dodson AT (2002) Acrylamide is formed in the Maillard reaction. Nature 419:448-449
22. Perez HL, Cheong HK, Yang JS, Osterman-Golkar S (1999) Simultaneous analysis of hemoglobin adducts of acrylamide and glycidamide by gas chromatography-mass spectrometry. Anal Biochem 274:59-68 (Pubitemid 29466355)
23. Schettgen T, Broding HC, Angerer J, Drexler H (2002) Hemoglobin adducts of ethylene oxide, propylene oxide, acrylonitrile and acrylamide-biomarkers in occupational and environmental medicine. Toxicol Lett 134:65-70 (Pubitemid 35007287)
24. Segerback D, Calleman CJ, Schroeder JL, Costa LG, Faustman EM (1995) Formation of N-7-(2-carbamoyl-2-hydroxyethyl)guanine in DNA of the mouse and the rat following intraperitoneal administration of [14C]acrylamide. Carcinogenesis 16:1161-1165
25. Smith CJ, Perfetti TA, Rumple MA, Rodgman A, Doolittle DJ (2000) "IARC group 2A Carcinogens" reported in cigarette mainstream smoke. Food Chem Toxicol 38:371-383
26. Sumner SC, MacNeela JP, Fennell TR (1992) 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 5:81-89
27. Sumner SC, Fennell TR, Moore TA, Chanas B, Gonzalez F, Ghanayem BI (1999) Role of cytochrome P450 2E1 in the metabolism of acrylamide and acrylonitrile in mice. Chem Res Toxicol 12:1110-1116
28. Sumner SC, Williams CC, Snyder RW, Krol WL, Asgharian B, Fennell TR (2003) Acrylamide: a comparison of metabolism and hemoglobin adducts in rodents following dermal, intraperitoneal, oral, or inhalation exposure. Toxicol Sci 75:260-270 (Pubitemid 37220273)
29. Tareke E, Rydberg P, Karlsson P, Eriksson S, Tornqvist M (2002) Analysis of acrylamide, a carcinogen formed in heated foodstuffs. J Agric Food Chem 50:4998-5006 (Pubitemid 34856181)
30. WHO, World Health Organization (2002) Health implications of acrylamide in the food report of a Joint FAO/WHO consultation