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Chemical Compound Review

AG-B-86828     2-acetamido-3-phenylsulfanyl- propanoic acid

Synonyms: SureCN4542367, NSC-17197, NSC-337386, AC1L3UIO, AC1Q5SEC, ...
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Disease relevance of NSC 17197

  • The reaction of intracellular glutathione with benzene oxide-oxepin, the initial metabolite of benzene, is presumed to give 1-(S-glutathionyl)-cyclohexa-3,5-dien-2-ol, which undergoes dehydration to S-phenylglutathione, the precursor of S-phenylmercapturic acid [1].

High impact information on NSC 17197


Biological context of NSC 17197


Associations of NSC 17197 with other chemical compounds


Gene context of NSC 17197


Analytical, diagnostic and therapeutic context of NSC 17197


  1. Reactions of benzene oxide with thiols including glutathione. Henderson, A.P., Barnes, M.L., Bleasdale, C., Cameron, R., Clegg, W., Heath, S.L., Lindstrom, A.B., Rappaport, S.M., Waidyanatha, S., Watson, W.P., Golding, B.T. Chem. Res. Toxicol. (2005) [Pubmed]
  2. Genetic polymorphisms influence variability in benzene metabolism in humans. Rossi, A.M., Guarnieri, C., Rovesti, S., Gobba, F., Ghittori, S., Vivoli, G., Barale, R. Pharmacogenetics (1999) [Pubmed]
  3. Determination of S-phenylmercapturic acid in the urine--an improvement in the biological monitoring of benzene exposure. Stommel, P., Müller, G., Stücker, W., Verkoyen, C., Schöbel, S., Norpoth, K. Carcinogenesis (1989) [Pubmed]
  4. An electrospray ionization tandem mass spectrometry based system with an online dual-loop cleanup device for simultaneous quantitation of urinary benzene exposure biomarkers trans,trans-muconic acid and S-phenylmercapturic acid. Lin, L.C., Shih, J.F., Shih, T.S., Li, Y.J., Liao, P.C. Rapid Commun. Mass Spectrom. (2004) [Pubmed]
  5. Rapid determination of six urinary benzene metabolites in occupationally exposed and unexposed subjects. Waidyanatha, S., Rothman, N., Li, G., Smith, M.T., Yin, S., Rappaport, S.M. Anal. Biochem. (2004) [Pubmed]
  6. Development and validation of a competitive immunoassay for urinary S-phenylmercapturic acid and its application in benzene biological monitoring. Aston, J.P., Ball, R.L., Pople, J.E., Jones, K., Cocker, J. Biomarkers (2002) [Pubmed]
  7. Development of a class-selective enzyme-linked immunosorbent assay for mercapturic acids in human urine. Lohse, C., Jaeger, L.L., Staimer, N., Sanborn, J.R., Jones, A.D., Langó, J., Gee, S.J., Hammock, B.D. J. Agric. Food Chem. (2000) [Pubmed]
  8. Personal exposure to different levels of benzene and its relationships to the urinary metabolites S-phenylmercapturic acid and trans,trans-muconic acid. Melikian, A.A., Qu, Q., Shore, R., Li, G., Li, H., Jin, X., Cohen, B., Chen, L., Li, Y., Yin, S., Mu, R., Zhang, X., Wang, Y. J. Chromatogr. B Analyt. Technol. Biomed. Life Sci. (2002) [Pubmed]
  9. Construction of a database of benzene biological monitoring. Pople, J.E., Ball, R.L., Padgett, M.J., Aston, J.P. Toxicol. Lett. (2002) [Pubmed]
  10. Unexpected cause of raised benzene absorption in coke oven by-product workers. Colman, R., Coleman, A. Occupational medicine (Oxford, England) (2006) [Pubmed]
  11. Sensitive determination of the benzene metabolite S-phenylmercapturic acid in urine by high-performance liquid chromatography with fluorescence detection. Einig, T., Dehnen, W. Journal of chromatography. A. (1995) [Pubmed]
  12. Determination of S-phenylmercapturic acid by GC-MS and ELISA: a comparison of the two methods. Marrubini, G., Dugheri, S., Pacenti, M., Coccini, T., Arcangeli, G., Cupelli, V., Manzo, L. Biomarkers (2005) [Pubmed]
  13. S-phenyl-N-acetylcysteine in urine of rats and workers after exposure to benzene. Jongeneelen, F.J., Dirven, H.A., Leijdekkers, C.M., Henderson, P.T., Brouns, R.M., Halm, K. Journal of analytical toxicology. (1987) [Pubmed]
  14. The use of S-phenylmercapturic acid as a biomarker in molecular epidemiology studies of benzene. Farmer, P.B., Kaur, B., Roach, J., Levy, L., Consonni, D., Bertazzi, P.A., Pesatori, A., Fustinoni, S., Buratti, M., Bonzini, M., Colombi, A., Popov, T., Cavallo, D., Desideri, A., Valerio, F., Pala, M., Bolognesi, C., Merlo, F. Chem. Biol. Interact. (2005) [Pubmed]
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