Home>>3-Cysteinylacetaminophen (trifluoroacetate salt)
3-Cysteinylacetaminophen (trifluoroacetate salt) Catalog No.GC42258

An acetaminophen-protein adduct

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1mg
$64.00
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5mg
$287.00
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10mg
$541.00
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Sample solution is provided at 25 µL, 10mM.

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Chemical Properties

Cas No. 1331891-93-0 SDF Download SDF
Synonyms 3-(cysteine-S-yl)acetaminophen, APAP-Cys
Chemical Name S-[5-(acetylamino)-2-hydroxyphenyl]-L-cysteine, trifluoroacetate salt
Canonical SMILES OC1=C(SC[C@H](N)C(O)=O)C=C(NC(C)=O)C=C1.OC(C(F)(F)F)=O
Formula C11H14N2O4S • CF3COOH M.Wt 384.3
Solubility 0.17mg/mL in DMSO Storage Store at -20°C
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
Shipping Condition Evaluation sample solution : ship with blue ice
All other available size: ship with RT , or blue ice upon request
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Background

3-Cysteinylacetaminophen is an acetaminophen-protein adduct formed during the metabolism of acetaminophen.[1],[2] 3-Cysteinylacetaminophen has been found in isolated human serum following therapeutic and supratherapeutic doses of acetaminophen and in the presence and absence of hepatotoxicity.[3],[4] In mice, 3-cysteinylacetaminophen decreases renal glutathione (GSH) levels, an effect that can be blocked by the γ-glutamyl inhibitor acivicin.

Reference:
[1]. Yoon, E., Babar, A., Choudhary, M., et al. Acetaminophen-induced hepatotoxicity: A comprehensive update. J. Clin. Transl. Hepatol. 4(2), 131-142 (2016).
[2]. Stern, S.T., Bruno, M.K., Horton, R.A., et al. Contribution of acetaminophen-cysteine to acetaminophen nephrotoxicity II. Possible involvement of the γ-glutamyl cycle. Toxicol. Appl. Pharmacol. 202(2), 160-171 (2005).
[3]. Heard, K., Green, J.L., Anderson, V., et al. Paracetamol (acetaminophen) protein adduct concentrations during therapeutic dosing. Br. J. Clin. Pharmacol. 81(3), 562-568 (2016).
[4]. O'Malley, G.F., Mizrahi, F., Giraldo, P., et al. Protein-derived acetaminophen-cysteine can be detected after repeated supratherapeutic ingestion of acetaminophen in the absence of hepatotoxicity. J. Med. Toxicol. 11(3), 317-320 (2015).