A chelating agent
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N-Acetyl-DL-penicillamine

Item No. 10010404

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-acetyl-3-mercapto-valine
CAS Number
59-53-0
Synonyms
  • NAPA
  • NSC 28039
  • NSC 92752
Molecular Formula
C7H13NO3S
Formula Weight
191.2
Purity
≥95%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlDMSO:PBS (pH 7.2) (1:7): 0.12 mg/mlEthanol: 5 mg/ml
SMILES
SC(C)(C)C(NC(C)=O)C(O)=O
InChi Code
InChI=1S/C7H13NO3S/c1-4(9)8-5(6(10)11)7(2,3)12/h5,12H,1-3H3,(H,8,9)(H,10,11)
InChi Key
MNNBCKASUFBXCO-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    250 mg

    $58

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    500 mg

    $104

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    1 g

    $138

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    5 g

    $458

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    Cayman Chemical
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    Product Description

    N-Acetyl-DL-penicillamine is a chelating agent.1,2,3 It inhibits the binding of methyl mercury to isolated human erythrocytes by 50% and removes 50% of methyl mercury ions from methyl mercury-loaded blood cells when used at a concentration of 1 mM.1,2 N-Acetyl-DL-penicillamine (3 mmol/kg per day, p.o.) reduces the biological half-life of mercury and decreases liver, kidney, brain, and blood mercury levels, as well as increases urinary excretion of mercury in a concentration-dependent manner, in mice when administered following injection of methyl mercuric chloride. It decreases mercuric chloride-induced mortality in mice when administered orally at a dose of 1.6 mmol/kg.3 N-Acetyl-DL-penicillamine is also an analog of SNAP (Item No. 82250) that does not generate nitric oxide and has been used as a negative control in experiments using SNAP.4,5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Aaseth, J. Mobilization of methyl mercury in vivo and in vitro using N-acetyl-DL-penicillamine and other complexing agents. Acta Pharm. Toxicol. (Copenh.) 39(3), 289-301 (1976).

    2. Aaseth, J., Alexander, J., and Deverill, J. Evaluation of methyl mercury chelating agents using red blood cells and isolated hepatocytes. Chem. Biol. Interact. 36(3), 287-297 (1981).

    3. Nielsen, J.B., and Andersen, O. Effect of four thiol-containing chelators on disposition of orally administered mercuric chloride. Hum. Exp. Toxicol. 10(6), 423-430 (1991).

    4. Ogura, T., DeGeorge, G., Tatemichi, M., et al. Suppression of anti-microtubule agent-induced apoptosis by nitric oxide: Possible mechanism of a new drug resistance. Jpn. J. Cancer Res. 89(2), 199-205 (1998).

    5. Takhampunya, R., Padmanabhan, R., and Ubol, S. Antiviral action of nitric oxide on dengue virus type 2 replication. J. Gen. Virol. 87(Pt. 10), 3003-3011 (2006).