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N-Acetyl-S-benzyl-L-cysteine (CAS 19542-77-9)

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Alternate Names:
N-Acetyl-S-(phenylmethyl)-L-cysteine
Application:
N-Acetyl-S-benzyl-L-cysteine is a metabolite of Toluene
CAS Number:
19542-77-9
Molecular Weight:
253.32
Molecular Formula:
C12H15NO3S
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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N-Acetyl-S-benzyl-L-cysteine is a compound that has applications in the field of analytical chemistry, particularly in the study of xenobiotic metabolism. It is often used as a reference standard in the quantification of metabolites formed during the biotransformation of xenobiotics that contain a benzyl group. Its role as a metabolite analog makes it valuable for understanding the phase II metabolic reactions, especially those involving conjugation with acetyl groups, which is a key step in the detoxification and elimination of various compounds. Research involving N-Acetyl-S-benzyl-L-cysteine may also involve the use of mass spectrometry and chromatography to develop and validate analytical methods for detecting and quantifying similar metabolites in biological samples. Additionally, this compound is used in studies of enzyme specificity and activity, particularly with transferases that are responsible for its formation.


N-Acetyl-S-benzyl-L-cysteine (CAS 19542-77-9) References

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  2. The formation of mercapturic acids. 4. Deacetylation of mercapturic acids by the rabbit, rat and guinea pig.  |  BRAY, HG. and JAMES, SP. 1960. Biochem J. 74: 394-7. PMID: 13804053
  3. An evaluation of sample preparation techniques for the GC/MS analysis of urinary mercapturic acid conjugates.  |  Dinoff, TM., et al. 1992. J Anal Toxicol. 16: 147-51. PMID: 1522704
  4. Specificity of aminoacylase III-mediated deacetylation of mercapturic acids.  |  Newman, D., et al. 2007. Drug Metab Dispos. 35: 43-50. PMID: 17012540
  5. The synthesis of S-benzylthiopyruvic acid and its conversion to N-acetyl-S-benzyl-L-cysteine in the rat; unavailability of thiopyruvic acid to rats for growth purposes.  |  STEKOL, JA. 1948. J Biol Chem. 176: 33-8. PMID: 18886139
  6. Synthesis of S-benzyl-thiopyruvic acid and its conversion to N-acetyl-S-benzyl-L-cysteine in the rat.  |  STEKOL, JA. 1948. Fed Proc. 7: 192. PMID: 18938819
  7. Molecular identification of NAT8 as the enzyme that acetylates cysteine S-conjugates to mercapturic acids.  |  Veiga-da-Cunha, M., et al. 2010. J Biol Chem. 285: 18888-98. PMID: 20392701
  8. Acetylation of S-substituted cysteines by a rat liver and kidney microsomal N-acetyltransferase.  |  Green, RM. and Elce, JS. 1975. Biochem J. 147: 283-9. PMID: 241322
  9. Human exposure to BTEX emitted from a typical e-waste recycling industrial park: External and internal exposure levels, sources, and probabilistic risk implications.  |  Liu, R., et al. 2022. J Hazard Mater. 437: 129343. PMID: 35716574
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  11. Mercapturic acid formation in cultured opossum kidney cells.  |  Golenhofen, N., et al. 1995. Ren Physiol Biochem. 18: 191-7. PMID: 7481070
  12. A nonradioactive assay for microsomal cysteine-S-conjugate N-acetyltransferase activity by high-pressure liquid chromatography.  |  Aigner, A., et al. 1994. Anal Biochem. 223: 227-31. PMID: 7887468
  13. Urinary metabolite profile of phenyl and o-cresyl glycidyl ether in rats: identification of a novel pathway leading to N-acetylserine O-conjugates.  |  de Rooij, BM., et al. 1998. Chem Res Toxicol. 11: 111-8. PMID: 9511902
  14. Biotransformation, excretion, and nephrotoxicity of the hexachlorobutadiene metabolite (E)-N-acetyl-S-(1,2,3,4, 4-pentachlorobutadienyl)-L-cysteine sulfoxide.  |  Birner, G., et al. 1998. Chem Res Toxicol. 11: 750-7. PMID: 9671537

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

N-Acetyl-S-benzyl-L-cysteine, 5 mg

sc-212104
5 mg
$377.00

N-Acetyl-S-benzyl-L-cysteine, 10 mg

sc-212104A
10 mg
$653.00

N-Acetyl-S-benzyl-L-cysteine, 25 mg

sc-212104B
25 mg
$1418.00

N-Acetyl-S-benzyl-L-cysteine, 50 mg

sc-212104C
50 mg
$2346.00