An S-nitrosothiol NO donor
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Product Categories

Product Type

Biochemicals
Nitric Oxide Donors

Research Area

SNAP

Item No. 82250

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-(acetyloxy)-3-nitrosothiovaline
CAS Number
67776-06-1
Synonyms
  • S-Nitroso-N-Acetyl-D,L-Penicillamine
Molecular Formula
C7H12N2O4S
Formula Weight
220.2
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: >50 mg/mlDMSO: >25 mg/mlEthanol: >30 mg/mlPBS pH 7.2: >11.2 mg/ml
SMILES
O=NSC(C)(C)C(NC(=O)C)C(=O)O
InChi Code
InChI=1S/C7H12N2O4S/c1-4(10)8-5(6(11)12)7(2,3)14-9-13/h5H,1-3H3,(H,8,10)(H,11,12)
InChi Key
ZIIQCSMRQKCOCT-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    10 mg

    $43

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    25 mg

    $102

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    50 mg

    $190

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    100 mg

    $333

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    Product Description

    SNAP is an S-nitrosothiol which serves as a NO donor and a potent vasodilator. Its stability in solution varies from seconds to hours depending on temperature, buffer composition and metal content.1,2,3,4 At pH 6-8 and 37°C, the half-life of SNAP is approximately six hours in the presence of transition metal ion chelators.5,4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Butler, A.R., and Rhodes, P. Chemistry, analysis, and biological roles of S-nitrosothiols. Anal. Biochem. 249(1), 1-9 (1997).

    2. Gasco, A., Fruttero, R., and Sorba, G. NO-donors: An emerging class of compounds in medicinal chemistry. Farmaco 51(10), 617-635 (1996).

    3. Cook, J.A., Kim, S.Y., Teague, D., et al. Convenient colorimetric and fluorometric assays for S-nitrosothiols. Anal. Biochem. 238(2), 150-158 (1996).

    4. Roy, B., d'Hardemare, A.M., and Fontecave, M. New thionitrites: Synthesis, stability, and nitric oxide generation. The Journal of Organic Chemistry 59, 7019-7026 (1994).

    5. Singh, R.J., Hogg, N., Joseph, J., et al. Mechanism of nitric oxide release from S-nitrosothiols. The Journal of Biological Chemisty 271, 18596-18603 (1996).