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Research Article

Carcinogenic Risk of Toluene Diisocyanate and 4,4′-Methylenediphenyl Diisocyanate: Epidemiological and Experimental Evidence

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Pages 737-772 | Published online: 29 Sep 2008

References

  • Brochhagen, F., Isocyanates, In: The Handbook of Environmental Chemistry, Vol. 3, Part G. (Hutzinger, O., Ed.), 1991, 1–95.
  • IARC, Toluene diisocyanate. IARC Monogr Eval Carcinog Risk Chem Hum, 1986; 39: 287–323.
  • Karol, M.H., The development of an animal model for TDI asthma, Bull. Eur. Physiopathol. Respir., 1988; 23: 571–576.
  • Karol, M.H., Ruzhi, J., and Lantz, R.C., Immunohis- tochemical detection of toluene diisocyanate (TDI) adducts in pulmonary tissue of guinea pigs following inhalation exposure, Inhal. Toxicol., 1997; 9: 63–838.
  • Baur, X., New aspects of isocyanate asthma, Lung, 1990; 168: 606–613.
  • Kennedy, A.L. and Brown, W.E., Isocyanates and lung disease: experimental approaches to molecular mechanisms, Occup. Med., 1992; 7: 301–329.
  • Mapp, C.E., Saetta, M., Maestrelli, P., Di Stefano, A., Chitano, P., Boschetto, P., Ciaccia, A., and Fabbri, L.M., Mechanisms and pathology of occupational asthma. Eur. Respir. J., 1994; 7: 544–554.
  • Pauluhn, J., Emura, M., Mohr, U., Popp, A., and Rosenbruch, M., Two-week inhalation toxicity of polymeric diphenylmethane-4, 4’-diisocyanate (PMDI) in rats: analysis of biochemical and morphological markers of early pulmonary response, Inhal. Toxicol., 1999; 11: 1143–1163.
  • Raulf-Heimsoth, M. and Baur, X. Pathomechanisms and pathophysiology of isocyanate-induced diseases — summary of present knowledge. Am. J. Ind. Med. 1998; 324: 137–143.
  • Wisnewski, A.V., Lemus, R., Karol, M.H., and Redlich, C.A., Isocyanate-conjugated human lung epithelial cell proteins: A link between exposure and asthma? J. Allergy Clin. Immunol., 1999; 104: 341– 347.
  • Lange, R.W., Lantz, R.C., Stolz, D.B., Watkins, S.C., Sundareshan, P., Lemus, R., Karol, M.H. Toluene diisocyanate colocalizes with tubulin on cilia of dif- ferentiated human airway epithelial cells. Toxicol. Sci., 1999; 50: 64–71
  • Park, H., Jung, K., Kim, H., Nahm, D., and Kang, K., Neutrophil activation following TDI bronchial challenges to the airway secretion from subjects with TDI-induced asthma, Clin Exp Allergy, 1999; 29: 1395–1401.
  • Bernstein, J.A., Overview of diisocyanate occupa- tional asthma, Toxicology, 1996; 111: 181–189.
  • Karol, M.H. Respiratory effects of inhaled isocyan- ates, Crit. Rev. Toxicol., 1986; 16: 349–379.
  • Baur, X., Marek, W., Ammon, J., Czuppon, A.B., Marczynski, B., Raulf-Heimsoth, M., Roemmelt, H., and Fruhmann, G., Respiratory and other hazards of isocyanates. Int. Arch. Occup. Environ. Health, 1994; 66: 141–152.
  • Nielsen, J., Sango, C., Winroth, G., Hallberg, T., and Skerving, S. Systemic reactions associated with polyisocyanate exposure, Scand. J. Work Environ. Health, 1985; 11: 1–4.
  • Hagmar, L., Welinder, H., and Mikoczy, Z., Cancer incidence and mortality in the Swedish polyurethane foam manufacturing industry, Br. J. Ind. Med., 1993; 50: 537–543.
  • Hagmar, L., Stromberg. U., Welinder, H., and Mikoczy, Z., Incidence of cancer and exposure to toluene diisocyanate and methylene diphenyliisocyanate: a co- hort based case-referent study in the polyurethane foam manifacturing industry, Br. J. Ind. Med., 1993; 50: 1003–1007.
  • Sorahan, T. and Pope, D., Mortality and cancer mor- bidity of production workers in the United Kingdon flexible polyurethane foam industry, Br. J. Ind. Med., 1993; 50: 528–536.
  • Schnorr, T.M., Steenland, K., Egeland, G.M., Boeniger, M., and Egilman, D., Mortality of workers exposed to toluene diisocyanate in the polyurethane foam industry, Occup. Environ. Med., 1996; 53: 703– 707.
  • IARC, Toluene diisocyanates, IARC Monogr. Eval. Carcinog. Risks Chem. Hum., 1999; 71: 865–879.
  • IARC, 4,4’-Methylenediphenyl diisocyanate and poly- meric 4,4’-methylenediphenyl diisocyanate, IARC Monogr. Eval. Carcinog. Risks Chem. Hum., 1999; 71: 1049–1058.
  • WHO World Health Organization, Environmenal Health Criteria 75, Toluene Diisocyanate, Geneva, WHO, 1987.
  • U.S.National Institute for Occupational Safety and Health, Criteria for a recommended standard occupa- tional exposure to diisocyanates, Rockville, Mary- land, NIOSH, 1978.
  • NTP, National Toxicology Program, Toxicology and carcinogenesis studies of commercial grade 2,4(80%) and 2,6(20%) toluene diisocyanate (cas.26741–62–5) in F344/N rats and B6C6F1 mice (gavage studies), National Toxicology Program 3–56, 1986.
  • NCI, National Cancer Institute, Bioassay of 2,4– diaminotoluene for possible carcinogenicity, Bethesda, MD US Dept. of Health, Education, and Welfare. Public Health Service, NCI, National Institutes of Health, Technical Report No. 162, Bethesda MD, 1979.
  • IARC: 2,4– and 2,6–toluene diisocyanates, 1,5– naphtalene diisocyanate, 4,4’-methylendiphenyl diisocyanate and polymethylene polyphenyl isocyan- ate and flexible and rigid polyurethane foams, IARC Monogr. Eval. Carcinog. Risk Chem. Hum., 1979; 19: 314–340.
  • NCI, National Cancer Institute. Bioassay of 2,6 toluenediamine for possible carcinogenicity. Bethesda, MD US Dept. of Health, Education, and Welfare. Public Health Service, NCI, National Institutes of Health. Technical Report No. 200, Bethesda, MD, 1980.
  • Loeser, E., Long term toxicity and carcinogenicity studies of commercial grade 2,4/2,6–toluene diisocyanate (80/20) in rats and mice, Toxicol. Lett., 1983; 15: 71–81.
  • Duncan, B., Scheel, L.D., Fairchild, E.J., Killens, R., and Graham, S., Toluene diisocyanate inhalation tox- icity: pathology and mortality, Am. Ind. Hyg. Assoc. J., 1962; 19: 447–456.
  • U.S. EPA. Proposed guidelines for carcinogen risk assessment. Federal Register Environmental Protec- tion Agency, 1998. Available at: http://www.epa.gov.
  • Kennedy, A.L., Stock, M.F., Alarie, Y., and Brown, W.E., Uptake and distribution of 14C during and fol- lowing inhalation exposure to radioactive toluene diisocyanate, Toxicol. Appl. Pharmacol., 1989; 100: 280–292.
  • Dieter, M.P., Boorman, G.A., Jameson, C.W., Matthews, H.B., and Huff, J.E., The carcinogenic ac-tivity of commercial-grade toluene diisocyanate in rats and mice in relation to the metabolism of 2,4– and 2,6–TDI isomers, Toxicol. Ind. Health, 1990; 6: 599–621.
  • Doe, J.E. and Hoffman, H.D., Toluene diisocyanate: an assessment of carcinogenic risk following oral and inhalation exposure, Toxicol. Ind. Health, 1995; 11: 13–32.
  • Reuzel, P.G.J., Kuper, C.F., Feron, V.J., Appelman, L.M., and Loser, E., Acute, subacute, and subchronic inhalation toxicity studies of respirable polymeric me- thylene diphenyl diisocyanate (polymeric MDI) areosol in rats, Fundam. Appl. Toxicol., 1994; 22: 186–194.
  • Reuzel, P.G.J., Arts, J.H.E., Lomax, L.G., Kuijpers, M.H.M., Kuper, C.F., Gembardt, C., Feron, V.J., and Loser, E., Chronic inhalation toxicity and carcinoge- nicity study of respirable polymeric methylene diphe- nyl diisocyanate (polymeric MDI) aerosol in rats, Fundam. Appl. Toxicol., 1994; 22: 195–210.
  • Hoymann et al. 1995 (unpublished study) in: EPA 1998. Available at: http://www.epa.gov.
  • NTP, National Toxicology Program, Carcinogenesis studies of 4,4–Methylenedianiline dihydrochloride (cas.n.13552–44–8) in F344/N rats and B6C3F1 mice (drinking water studies), 1983.
  • Schütze, D., Sepai, O., Lewalter, J., Miksche, L., Henschler, D., and Sabbioni, G., Biomonitoring of workers exposed to 4,4’-methylenedianiline or 4,4’- methylenediphenyl diisocyanate, Carcinogenesis, 1995; 16: 573–582.
  • Sepai, O., Henschler, D., and Sabbioni, G., Albumin adducts, hemoglobin adducts and urinary metabolites in workers exposed to 4,4’-methylenediphenyl diisocyanate, Carcinogenesis, 1995; 16: 2583–2587.
  • Sepai, O., Schütze, D., Heinrich, U., Hoymann, H.G., Henschler, D., and Sabbioni, G., Hemoglobin adducts and urine metabolites of 4,4’-methylenedianiline after 4,4’-methylenediphenyl diisocyanate exposure to rats, Chem.-Biol. Interact., 1995; 97: 185–198.
  • U.S. EPA., Proposed guidelines for carcinogen risk assessment, Federal Register 61 (79): 17960–18011. Environmental Protection Agency, 1996.
  • Andersen, M., Binderup, M.L., Klel, P., Larsen, H., and Maxlid, J., Mutagenic action of isocyanates used in the production of polyurethanes, Scand. J. Work Environ. Health, 1980; 6: 221–226.
  • Anderson, D. and Styles, J.A., Appendix II. The bac- terial mutation test, Br. J. Cancer, 1978; 37: 924–930.
  • McGregor, D.B., Brown, A., and Howgate, S., Re- sponses of the L5178Y mouse lymphoma cell forward mutation assay, V: 27 coded chemicals, Environ. Mol. Mutagen., 1991; 17: 196–219.
  • Mäki-Paakkanen, J. and Norppa, H., Chromosome aberrations and sister-chromatid exchanges induced by technical grade toluene diisocyanate and methylenediphenyl diisocyanate in cultured human lymphocytes, Toxicol. Lett., 1987; 36: 37–43.
  • Gulati, D.K., Witt, K., Anderson, B., Zeiger, E., and Shelby, M.D., Chromosome aberration and sister chro- matid exchange test in Chinese hamster ovary cells in vitro. III. Results with 27 chemicals, Environ Mol. Mutagen., 1989; 13: 133–193.
  • Shaddock, J.G., Robinson, B.Y., and Casciano, D.A., Effect of pretreatment with hepatic mixed-function oxidase inducers on the genotoxicity of four rat car- cinogens in the hepatocyte/DNA repair assay, Mu- tagenesis, 1990; 5: 387–391.
  • Foureman, P., Mason, J.M., Valencia, R., and Zimmering, S., Chemical mutagenesis testing in Droso- phila. X. Results of 70 coded chemicals tested for the National Toxicology Program, Environ. Mol. Mu- tagen., 1994; 23: 208–227.
  • Zeiger, E, Anderson, B., Haworth, S., Lawlor, T., Mortelmans, K., and Speck, W., Salmonella mutage- nicity test. III. Results from the testing of 255 chemi- cals, Environ. Mutagen., 1987; 9(Suppl. 9):1–110.
  • Herbold, B., Haas, P., Seel, K. and Walber, U., Stud- ies on the effect of the solvents dimethylsufoxide and ethyleneglycoldimethylether on the mutagenicity of four types of diisocyanates in the Salmonella/mi- crosome test, Mutat. Res., 1998; 412: 167–175.
  • Seel, K., Walber, U., Herbold, B., and Kopp, R., Chemi- cal behaviour of seven aromatic diisocyanates and diphenylmethanediisocyanates) under in vitro condi- tions in relationship to their results in the Salmonella/microsome test, Mutat. Res, 1999; 438: 109–123.
  • Ong, T.M., Stewart, J., Whong, W.Z., and Boeniger, M., Mutagenicity assessment of airborne particles from three polyurethane foam manufacturing facilities, Am. J. Ind. Med., 1987; 11: 475–483.
  • Ader, A.W., Mutagenicity assessment of airborne par- ticles from three polyurethane foam manufacturing facilities, Am. J. Ind. Med., 1987; 14: 489–490.
  • Holmen, A., Åkesson, B., Hansen, L., Frithiof, J., Mitelman, F., Karlsson, A., Persson, L., Welinder, H., Skerfving, S., and Högstedt, B., Comparison among five mutagenicity assay in workers producing poly- urethane foams, Int. Arch. Environ. Health, 1988; 60: 175–179.
  • Rao, T.K., Dorsey, G.F., Allen, B.E., and Epler, J.L., Mutagenicity of 4,4’-methylenedianiline derivatives in the Salmonella histidine reversion assay, Arch. Toxicol., 1982; 49: 185–190.
  • Huff, J., Chemicals and cancer in humans: first evi- dence in experimental animals, Environ. Health Perspect., 1993; 100: 201–210.
  • Lamb, J.C., Huff, J.E., Haseman, J.K., Murthy, A.S.K., and Lilja, H., Carcinogenesis, studies of 4,4’- methylenedianiline dihydrochloride given in drinking water to F344/N rats and B6C3F1 mice, J. Toxicol. Environ. Health, 1986; 18: 325–337.
  • NTP, National Toxicology Program, Toxicology and carcinogenesis studies of commercial grade 2,4 (80%)- and 2,6 (20%)- toluene diisocyanate in F344/N rats and B6C3F1 mice (gavage studies), CAS No. 26471– 62–5, Research Triangle Park, North Carolina US Na- tional Toxicology Program (Technical Report No. 251: NIH Publication No. 86–2507), 1986. AppendixL.
  • McQueen, C.A. and Williams, G.M., Review of the genotoxicity and carcinogenicity of 4,4’-methylene-dianiline and 4,4’-methylene-bis-2–chloroaniline, Mutat. Res., 1990; 239: 133–142.
  • Jones, A.S. and Warren, J.H., The reaction of phenyl isocyanate with purines, pyrimidines and deoxyribo- nucleic acid, Tetrahedron, 1970; 26: 791–794.
  • Segal, A., Solomon, J.J. and Li, F., Isolation of methylcarbamoyl-adducts of adenine and cytosine following in vitro reaction of methyl isocyanate with calf thymus DNA, Chem.-Biol. Interact., 1989; 69: 359–372.
  • Tamura, N., Aoki, K., and Lee, M.S., Characteriza- tion and genotoxicity of DNA adducts caused by 2– naphthyl isocyanate, Carcinogenesis, 1990; 11: 2009– 2014.
  • Tamura, N., Aoki, K., and Lee, M.S., Selective reac- tivities of isocyanates towards DNA bases and genotoxicity of methylcarbamoylation of DNA, Mutat. Res., 1992; 283: 97–106.
  • Agarwal, K.L. and Khorana, H.G., Studies on poly- nucleotides. CII. The use of aromatic isocyanates for selective blocking on the terminal 3’-hydroxyl group in protected deoxyribooligonucleotides, J. Am. Chem. Soc., 1972; 94: 3578–3585.
  • Marczynski, B., Czuppon, A.B., Marek, W., and Baur, X., Indication of DNA strand breaks in human white blood cells after in vitro exposure to toluene diisocyanate (TDI), Toxicol. Ind. Health, 1992; 8: 157–169.
  • Marczynski, B., Czuppon, A.B., Schreiber, G.H., Marek, W. and Baur, X., DNA double-strand breaks and apoptosis after in vitro exposure to toluene diisocyanate, Toxicol. in Vitro, 1993; 7: 531–535.
  • Peel, M., Marczynski, B., and Baur, X., Comparison of the binding potential of various diisocyanates on DNA in vitro, J. Toxicol. Environ. Health, 1997; 52: 517–526.
  • Vock, E.H. and Lutz, W.K., Distribution and DNA adduct formation of radiolabeled methylenediphenyl- 4,4’-diisocyanate (MDI) in the rat after topical treat- ment, Toxicol. Lett., 1997; 92: 93–100.
  • Vock, E.H., Cantoreggi, S., Gupta, R.C., and Lutz, W.K., 32P-postlabeling analysis of DNA adducts formed in vitro and in rat skin by methylenediphenyl- 4,4´-diisocyanate (MDI), Toxicol. Lett., 1995; 76: 17– 26.
  • Vock, E., The genotoxic potential of methyl- enediphenyl-4,4-diisocyanate and methylene-4,4- dianiline in the rat. Dissertation. ETH Nr. 11171, Zürich, 1995.
  • Day, B.W., Jin, R., and Karol, M.H., In vivo and in vitro reactions of toluene diisocyanate isomers with guinea pig hemoglobin, Chem. Res. Toxicol., 1996; 9: 568–573.
  • Czuppon, A.B., Marczynski, B., Scheer, E., Hartmann, R., and Baur, X., Increased incidence of anti-dsDNA autoantibody concentration in sera of workers occu- pationally exposed to diisocyanates, Toxicol. Lett., 1993; 66: 29–34.
  • Vock, E.H., Hoymann, H.G., Heinrich, U., and Lutz, W.K., 32P-postlabeling of a DNA adduct derived from 4,4’-methylenedianiline in the olfactory epithe- lium of rats exposed by inhalation to 4,4’- methylenediphenyl diisocyanate, Carcinogenesis, 1996; 17: 1069–1073.
  • Marczynski, B., Czuppon, A.B., Hoffhart, H.P., Marek, W., and Baur, X., DNA damage in human white blood cells after inhalative exposure to methylenediphenyl diisocyanate (MDI) - Case report, Toxicol. Lett., 1992; 60: 131–138.
  • Vock, E.H., Vamvakas, S., Gahlman, R., and Lutz, W.K., Investigation of the induction of DNA double- strand breaks by methylenediphenyl-4,4-diisocyanate in cultured human lung epithelial cells, Toxicol. Sci., 1998; 46: 83–89.
  • Jeong, Y.-C., Park, M., and Kim, D.-H., Covalent interactions of toluenediisocyanate with DNA and pro- teins, J. Toxicol. Pub. Health, 1998; 14: 525–533.
  • Timchalk, C., Smith, F.A. and Bartels, M.J., Route- dependent comparative metabolism of [14C] toluene 2,4–diisocyanate and [14C]toluene 2,4–diamine in Fischer 344 rats, Toxicol. Appl. Pharmacol., 1994; 124: 181–190.
  • Kennedy, A.L., Wilson, T.R., Stock, M.F., Alarie, Y. and Brown, W.E., Distribution and reactivity of in- haled 14C-labeled toluene diisocyanate (TDI) in rats, Arch. Toxicol., 1994; 68: 434–443.
  • Wilson, P.M., La, D.K., and Froines, J.R., Hemoglo- bin and DNA adduct formation in Fischer-344 rats exposed to 2,4– and 2,6–toluenediamine, Arch. Toxicol, 1996; 70: 591–598.
  • Beland, F.A. and Kadlubar, F.F., Metabolic activation and DNA adducts of aromatic amines and nitroaromatic hydrocarbons. In: Chemical Carcinogenesis and Mu- tagenesis I. (Cooper, CS, Grover, PL, Eds.). Heidel- berg: Springer Verlag, 1990; 267–325.
  • Kadlubar, F.F., Talaska, G., Lang, N.P., Benson, R.W. and Roberts, D.W., Assessment of exposure and sus- ceptibility to aromatic amine carcinogens. In: Methods for Detecting DNA Damaging Agents in Humans: Ap- plications in Cancer Epidemiology and Prevention, IARC Scientific Publications No. 89, (Bartsch, H, Hemminki, K, O’Neill, IK, Eds.) (International Agency for Research on Cancer, Lyon), 1989; 166–180.
  • Slatter, J.G., Rashed, M.S., Pearson, P.G., Han, D.H., and Baillie, T.A., Biotransformation of methyl isocy- anate in the rat. Evidence for glutathione conjugation as a major pathway of metabolism and implications for isocyanate-mediated toxicities, Chem. Res. Toxicol., 1991; 4: 157–161.
  • Schütze, D., Sagelsdorff, P., Sepai, O., and Sabbioni, G., Synthesis and quantification of DNA adducts of 4,4’-methylenedianiline, Chem. Res. Toxicol., 1996; 9: 1103–1112.
  • Sabbioni, G. and Schütze, D., Hemoglobin binding of bicyclic aromatic amines, Chem. Res. Toxicol., 1998; 11: 471–483.
  • Sabbioni, G. and Beyerbach, A., Determination of hemoglobin adducts of arylamines in humans, J. Chromatogr. B, 1995; 667: 75–83.
  • bbioni, G. and Sepai, O., Comparison of hemoglobin binding, mutagenicity and carcinogenicity of arylamines and nitroarenes, Chimia, 1995; 49: 374–380.
  • Skipper, P.L. and Tannenbaum, S.R., Molecular do- simetry of aromatic amines in human populations. Environ. Health Perspect. (Suppl. 6), 1994; 102: 17– 21.
  • Kazanis, S. and McClelland, R.A., Electrophilic inter- mediate in the reaction of glutathione and nitrosoarenes, J. Am. Chem. Soc., 1992; 114: 3052–3059.
  • Eyer, P. and Gallemann, D., Reactions of nitrosoarenes with SH groups. In: The Chemistry of Amino, Nitroso, Nitro, and Related Groups, Supplement F2 (Patai S, Ed.), New York: John Wiley & Sons, Ltd, 1996; 999– 1039.
  • Rosenberg, C. and Savolainen, H. Determination of oc- cupational exposure to toluene diisocyanate by biologi- cal monitoring. J. Chromatogr. 1986; 367: 385–392.
  • Lind, P., Dalene, M., Tinnerberg, H., and Skarping, G., Biomarkers in hydrolysed urine, plasma and eryth- rocytes among workers exposed to thermal degrada- tion products from toluene diisocyanate foam, Ana- lyst, 1997; 122: 51–56.
  • Lind, P., Dalene, M., Lindström, V., Grubb, A., and Skarping, G., Albumin adducts in plasma from work- ers exposed to toluene diisocyanate, Analyst, 1997; 122: 151–154.
  • Lind, P., Dalene, M., Skarping, G., and Hagmar, L., Toxicokinetics of 2,4– and 2,6–toluenediamine in hydrolysed urine and plasma after occupational expo- sure to 2,4– and 2,6–toluene diisocyanate, Occup. Environ. Med., 1996; 53: 94–99.
  • Dalene, M., Jacobsson, K., Rannug, A., Skarping, G., and Hagmar, L., MDA in plasma as a biomarker of exposure to pyrolyzed MDI-based polyureathane; correlations with estimated cumulative dose and geno- type for N-acetylation, Int. Arch. Occup. Environ. Health, 1996; 68: 165–169.
  • Littorin, M., Rylander, L., Skarping, G., Dalene, M., Welinder, H., Stromberg, U., and Skerfving S., Expo- sure biomarkers and risk from gluing and heating of polyurethane: a cross sectional study of respiratory symptoms, Occup. Environ. Med., 2000; 57: 396–405.
  • Sabbioni, G., Rumler, R., and Wesp, H.F., Untersuchungen zur internen Beanspruchung bei der Verarbeitung Isocyanathaltiger Produkte im Tiefbau. In: Radandt S, Grieshaber R, Schneider W, Eds, Prävention von arbeitsbedingten Gesundheitsgefahren und Erkrankungen. Leipzig: Schneider Monade Verlag und Agentur, 1998; 173–182.
  • DFG, Deutsche Forschungsgemeinschaft Luftanalysen. Polyisocyanate auf Basis aliphatischer Diisocyanate, Vol. 1. VCH Verlag Chemie, 1993; 581.
  • Risch, A., Smelt, V., Lane, D., Stanley, L., van der Slot, W., Ward, A. and Sim, E., Arylamine N-acetyltransferase in erythrocytes of cystic fibrosis patients, Pharmacol. Toxicol., 1996; 78: 235–240.
  • Sepai, O., Henschler, D., Czech, S., Eckert, P., and Sabbioni, G., Exposure to toluene diamines from poly-urethane-coated breast implants, Toxicol. Lett., 1995; 77: 371–378.
  • Persson, P., Dalene, M., Skarping, G., Adamsson, M., and Hagmar, L., Biological monitoring of occupa- tional exposure to toluene diisocyanate: measurement of toluenediamine in hydrolysed urine and plasma by gas chromatography-mass spectrometry, Br. J. Ind. Med., 1993; 50: 1111–1118.
  • Maitre, A., Berode, M., Pedrix, A., Romazini, S., and Savolainen, H., Biological monitoring of occupational exposure to toluene diisocyanate, Int. Arch. Occup. Environ. Health, 1993; 65: 97–100.
  • Sandström, J.F., Skarping, G., and Dalene, M., Chro- matographic determination of amines in biological fluids with special reference to the biological moni- toring of isocyanates and amines. II. Determination of 2,4– and 2,6–toluenediamine using glass capillary gas chromatography and selected ion monitoring, J. Chromatogr., 1989; 479: 135–143.
  • Skarping, G., Brorson, T., and Sango, C., Biological monitoring of isocyanate and related amines. III. Test chamber exposure of humans to toluene diisocyanate, Int. Arch. Occup. Environ. Health, 1991; 63: 83–88.
  • Venkateswaran, K.S., Raghuveeran, C.D., Gopalan, N., Agarwal, G.S., Kaushik, M.P., and Vijayaraghavan, R., Monitoring of haemoglobin-methyl isocyanate adduct by high-performance liquid chromatography with diode array detector, Biochem. Int., 1992; 28: 745–750.
  • Sabbioni, G., Hartley, R., Henschler, D., Hoellriegl- Rosta, A., Koeber, R., and Schneider, S., Isocyanate- specific hemoglobin adduct in rats exposed to 4,4’- methylenediphenyl diisocyanate, Chem. Res. Toxicol., 2000; 13: 82–89.
  • Mraz, J. and Bouskova, S., 2,4–toluenediisocyanate and hexamethylene-diisocyanate adducts with blood proteins: assessment of reactivity of amino acid residues in vitro, Chem. Biol. Interact., 1999; 117: 173–186.
  • Möller, M., Henschler, D., and Sabbioni, G., Synthesis and spectroscopic characterization of 4–chlorophenyl isocyanate (= 1–chloro-4–isocyanatobenzene) adducts with amino acids as potential dosimeters for the biomonitoring of isocyanate exposure, Helv. Chim. Acta, 1998; 81: 1254–1263.
  • Sabbioni, G., Lamb, J.H., Farmer, P.B., and Sepai, O., Reactions of 4–methylphenyl isocyanate with amino acids, Biomarkers, 1997; 2: 223–232 and 1998; 3: 383.
  • Tannenbaum, S.R., Bryant, M.S., Skipper, P.L., and Maclure, M., Hemoglobin adducts of tobacco-related aromatic amines: application to molecular epidemiol- ogy, Banbury Rep., 1986; 26: 63–75.
  • Ames, B.N., Magaw, R. and Gold, L.S., Ranking possible carcinogenic hazards, Science, 1987; 236: 271–280.
  • Gold, L.S., Slone, T.H., Stern, B. R., Manley, N.B., and Ames, B.N., Rodent carcinogens: setting priori- ties, Science, 1992; 258: 261–265.
  • Gold, L.S., Manley, N.B., Slone, T.H., Garfinkel, G.B., Rohrbach, L., and Ames, B.N, The fifth plot of the carcinogenic potency database: results of animal bio- assays published in the general literature through 1988 and by the National Toxicology Program through 1989, Environ. Health Perspect., 1993; 100: 65–135.
  • Sepai, O. and Sabbioni, G., Biomonitoring of workers exposed to arylamines, In: Snyder, R., Kocsis, J.J:, Sipes, I.G., Kalf, G.F., Jollow, D.J., Greim, H., and Monks, T.J., and Witmer, C.M., Eds, Biological Re- active Intermediates V: Basic Mechanistic Research in Toxicology and Human Risk Assessment, Plenum Press, New York, 1996, 451–455.
  • Grantham, P.H., Mohan, L., Benjamin, T., Roller, P.P., Miller, J.R., and Weisburger, E.K., Comparison of the metabolism of 2,4–toluenediamine in rats and mice, J. Environ. Pathol. Toxicol., 1978; 3: 149–166.
  • Sabbioni, G., Skipper, P.L., Büchi, G., and Tannenbaum, S.R., Isolation and characterization of the major serum albumin adduct formed by aflatoxin B1 in vivo in rats, Carcinogenesis, 1987; 8: 819–824.
  • Expert panel of the Canadian Medical Associa- tion, Safety of polyurethane-covered, breast im- plants, Can. Med. Assoc. J., 1991; 145: 1125– 1128.
  • Sabbioni, G. and Sepai, O., Determination of hu- man exposure to mycotoxins. In: Sinha, K.K. and Bhatnagar, D., Eds, Mycotoxins in Agriculture and Food Safety. Marcel Dekker, New York, 1998, 183– 226.

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