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Detection and measurement of S-benzyl-N-acetylcysteine in urine of toluene sniffers using capillary gas chromatography

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Abstract

We examined the urinary excretion of S-benzyl-N-acetylcysteine (SBAC) of toluene sniffers using capillary gas chromatography. SBAC was extracted from 10 ml urine with chloroform and backextracted into 1 M sodium bicarbonate solution. After acidification, the aqueous solution was reextracted with ethyl acetate, and then derivatized to its methyl ester (ME). The peak appearing in the gas chromatogram was identified as SBAC-ME by mass spectrometry. The calibration curve was constructed by plotting the peak height ratio of SBAC-ME and internal standard (S-phenethyl-N-acetylcysteine)-ME against analyte concentration using 10 ml toluene unexposed urine. It showed good linearity over the range of 0.05–3.0 mg/l (r = 0.99). We have applied this technique to urine samples from toluene sniffers. SBAC was detected in all urinary samples of sniffers (n = 30, 0.11–47.13 mg/l), but not at all in the urine of toluene unexposed subjects (n = 60). These results prove that SBAC is also formed from toluene by human metabolism, and detection of SBAC is considered a useful marker for inhalation of toluene.

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References

  • Jongeneelen FJ, Dirven HAAM, Leijdekkers C-M, Henderson PT (1987) S-Phenyl-N-acetylcysteine in urine of rats and workers after exposure to benzene. J Anal Toxicol 11: 100–104

    PubMed  Google Scholar 

  • Norström A, Andersson B, Aringer L, Levin J-O, Löf A, Näslund P, Wallèn M (1988) Determination of specific mercapturic acids in human urine after experimental exposure to toluene or o-xylene. IARC Sci Publ 89: 232–234

    PubMed  Google Scholar 

  • Onkenhout W, Vermeulen NPE, Luijten WCMM, de Jong HJ (1983) Electron impact mass spectrometric analysis of mercapturic acid methyl esters. Fragmentation of mercapturic acid methyl esters according to Retro-Michael reactions. Biomed Mass Spectrom 10: 614–619

    Google Scholar 

  • Rietveld EC, Plate R, Seutter-Berlage F (1983) Mechanism and formation of mercapturic acids from aromatic aldehyde. Arch Toxicol 52: 199–207

    PubMed  Google Scholar 

  • Takahashi S, Kagawa M, Shiwaku K, Matsubara K (1993) Determination of S-benzyl-N-acetyl-L-cysteine by gas chromatography/mass spectrometry, as a new marker of toluene exposure. J Anal Toxicol (in press)

  • Tanaka M, Shimizu M, Tsujimoto Y (1990) High-performance liquid Chromatographic determination of urinary mercapturic acids in rat. J Chromatogr 526: 289–292

    PubMed  Google Scholar 

  • Truchon G, Brodeur J, Gerin M (1990) Simultaneous determination of urinary mandelic, phenylglyoxylic, and mercapturic acids of stylene by high-performance liquid chromatography. J Anal Toxicol 14: 227–230

    PubMed  Google Scholar 

  • Van Bladeren PJ, Buys W, Breimer DD, van der Gen A (1980) The synthesis of mercapturic acids and their esters. Eur J Med Chem 15: 495–497

    Google Scholar 

  • Van Doorn R, Bos RP, Brouns RME, Leijdekkers ChM, Henderson PTh (1980) Effect of toluene and xylenes on liver glutathione and their urinary excretion as mercapturic acids in the rat. Arch Toxicol 43: 293–304

    PubMed  Google Scholar 

  • Van Doorn R, Leijdekkers ChM, Bos RP, Brouns RME, Henderson PTh (1981) Detection of human exposure to electrophilic compounds by assay of thioether detoxication products in urine. Ann Occup Hyg 24: 77–92

    PubMed  Google Scholar 

  • Williams RT (1959) The metabolism of aromatic hydrocarbons. In: Williams RT (ed) Detoxication mechanisms. Chapman & Hall, London, pp 188–197

    Google Scholar 

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Takahashi, S., Matsubara, K., Hasegawa, M. et al. Detection and measurement of S-benzyl-N-acetylcysteine in urine of toluene sniffers using capillary gas chromatography. Arch Toxicol 67, 647–650 (1993). https://doi.org/10.1007/BF01974072

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  • DOI: https://doi.org/10.1007/BF01974072

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