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GC/MS determination of N-phenylvaline, a possible biomarker for benzene exposure in human hemoglobin by the “N-alkyl Edman method”

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Summary

We report the application of a modified Edman degradation procedure to the analysis of benzene oxide adducts at the N-terminal valine of human hemoglobin (Hb). Benzene oxide is thought to be formed in the liver from benzene and adduct formation with macromolecules is therefore likely to occur. We assumed that benzene oxide could covalently bind to hemoglobin after leaving the hepatic tissue. The “N-alkyl Edman method” was adapted for the approach to investigate this hypothesis. Using capillary gas chromatography/mass spectrometry (GC/MS) with negative chemical ionization, we could not detect N-phenylvaline in blood samples from persons occupationally exposed to benzene. We conclude that adducts of benzene oxide to the N-terminal valine of Hb are not formed in detectable amounts in vivo and consequently are not suitable for biomonitoring purposes. This result clearly indicates that other reactive benzene metabolites have to be taken into account not only in the search for a biomarker but also as the ultimate carcinogenic species.

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References

  • Angerer J, Hörsch B (1992) Determination of aromatic hydrocarbons and their metabolites in human blood and urine. J Chromatogr 580:229–255

    Google Scholar 

  • Angerer J, Rüdiger H, Schaller KH, Lehnert G (1992) Biological Monitoring als diagnostisches Instrument bei der Prävention chemischbedingter Berufskrebse. In: Horst A, Norpoth K, Verkoyen C (eds) Krebsrisiken am Arbeitsplatz. Springer, Berlin Heidelberg New York, pp 219–245

    Google Scholar 

  • Bader M, Angerer J (1993) Strategies for the biological monitoring of benzene exposure by GC/MS determination of protein adducts. Presentation at the 2nd European Workshop on Mass Spectrometry in Occupational Health, 16–18 June, Les Diablerets, Switzerland

  • Bader M, Lehnert G, Angerer J (1993) Addukte des Benzols am Hämoglobin als Parameter des gesundheitlichen Risikos Exponierter. In: Triebig G, Stelzer O (eds) Dokumentationsband über die Verhandlungen der Deutschen Gesellschaft für Arbeitsmedizin und Umweltmedizin e.V. Gentner Verlag, Stuttgart, pp 203–207

    Google Scholar 

  • DFG (1993) MAK- und BAT-Werte-Liste 1993. Senatskommission zur Prüfung gesundheitsschädlicher Arbeitsstoffe (eds), Mitteilung 29, VCH, Weinheim

  • Jerina DM, Daly JW (1974) Arene oxides: a new aspect of drug metabolism. Science 185:573–582

    PubMed  Google Scholar 

  • Kalf GF (1987) Recent advances in the metabolism and toxicity of benzene. CRC Crit Rev Toxicol 18:141–159

    Google Scholar 

  • Mowrer J, Törnqvist M, Jensen S, Ehrenberg L (1986) Modified Edman degradation applied to hemoglobin for monitoring occupational exposure to alkylating agents. Toxicol Environ Chem 11:215–231

    Google Scholar 

  • Osterman-Golkar S, Ehrenberg L, Segerbäck D, Hallström I (1976) Evaluation of genetic risks of alkylating agents. II. Haemoglobin as a dose monitor. Mutat Res 34:1–10

    Google Scholar 

  • Rauscher D, Lehnert G, Angerer J (1993) Biomonitoring of occupational and environmental exposures by measuring the trans, trans-muconic acid excretion in urine. Poster presentation at the First Arnold O. Beckman IFCC European Conference on Environmental Toxicology; biomarkers of chemical exposure, 16–18 June, Munich, Germany

  • Svensson K, Osterman-Golkar S (1984) Kinetics of metabolism of propene and covalent binding to macromolecules in the mouse. Toxicol Appl Pharmacol 73:363–372

    PubMed  Google Scholar 

  • Törngvist M, Mowrer J, Jensen S, Ehrenberg L (1986) Monitoring of environmental cancer initiators through hemoglobin adducts by a modified Edman degradation method. Anal Biochem 154:255–266

    PubMed  Google Scholar 

  • Tunek A, Platt KL, Przybylski M, Oesch F (1980) Multi-step metabolic activation of benzene. Effect of superoxide dismutase on covalent binding to microsomal macromolecules, and identification of glutathione conjugates using high pressure liquid chromatography and field desorption mass spectrometry. Chem Biol Interact 33:1–17

    Google Scholar 

Download references

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Authors and Affiliations

  1. Institute of Occupational and Social Medicine and Policlinic of Occupational Diseases of the University of Erlangen-Niirnberg, Schillerstrasse 25/29, D-91054, Erlangen, Germany

    Michael Bader, Gerhard Lehnert & Jürgen Angerer

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  1. Michael Bader
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  2. Gerhard Lehnert
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  3. Jürgen Angerer
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Bader, M., Lehnert, G. & Angerer, J. GC/MS determination of N-phenylvaline, a possible biomarker for benzene exposure in human hemoglobin by the “N-alkyl Edman method”. Int Arch Occup Environ Health 65, 411–414 (1994). https://doi.org/10.1007/BF00383253

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  • DOI: https://doi.org/10.1007/BF00383253

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