487910-M
(±)-S-Nitroso-N-acetylpenicillamine
Nitric oxide donor that mimics the actions of nitric oxide, including relaxation of isolated bovine coronary artery rings (EC50 = 130 nM).
Synonym(s):
(±)-S-Nitroso-N-acetylpenicillamine, SNAP
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About This Item
Empirical Formula (Hill Notation):
C7H12N2O4S
CAS Number:
Molecular Weight:
220.25
MDL number:
UNSPSC Code:
12352116
NACRES:
NA.77
Assay:
≥95% (HPLC)
Form:
solid
Quality level:
Storage condition:
OK to freeze, protect from light
Quality Level
assay
≥95% (HPLC)
form
solid
manufacturer/tradename
Calbiochem®
storage condition
OK to freeze, protect from light
color
pale green
solubility
DMSO: 25 mg/mL, ethanol: 25 mg/mL, methanol: soluble
storage temp.
−20°C
SMILES string
S(N=O)C(C(NC(=O)C)C(=O)O)(C)C
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
General description
Nitric oxide donor that begins to evolve nitric oxide immediately upon solubilization in aqueous buffers (t1/2 = 10 h). Mimics the actions of nitric oxide, including the relaxation of isolated bovine coronary artery rings (EC50 = 130 nM). Markedly activates soluble guanylate cyclase. Also reported to cause the reversible inactivation of protein kinase C activity. Induces apoptosis in mouse thymocytes. Note: 1 set = 4 x 5 mg.
Nitric oxide donor that mimics the actions of nitric oxide, including relaxation of isolated bovine coronary artery rings (EC50 = 130 nM). Markedly activates soluble guanylate cyclase. Induces apoptosis in mouse thymocytes. Note: 1 set = 4 x 5 mg.
Biochem/physiol Actions
EC50 = 130 nM in relaxation of isolated bovine coronary artery rings
Primary Target
Nitric oxide donor
Nitric oxide donor
Preparation Note
SNAP evolves NO immediately upon solubilization; reconstitute just prior to use.
Other Notes
Nishio, E., et al. 1996. Biochem. Biophys. Res. Commun.221, 163.
Askew, S.C., et al. 1995. Bioorg. Med. Chem.3, 1.
Fehsel, K., et al. 1995. J. Immunol.155, 2858.
Gopalkrishna, R., et al. 1993. J. Biol. Chem.268, 27180.
Southan, E., and Garthwaite, J. 1991. Neurosci. Lett. 130, 107.
Henry, P.J., et al. 1989. J. Pharmacol. Exp. Ther.248, 762.
Askew, S.C., et al. 1995. Bioorg. Med. Chem.3, 1.
Fehsel, K., et al. 1995. J. Immunol.155, 2858.
Gopalkrishna, R., et al. 1993. J. Biol. Chem.268, 27180.
Southan, E., and Garthwaite, J. 1991. Neurosci. Lett. 130, 107.
Henry, P.J., et al. 1989. J. Pharmacol. Exp. Ther.248, 762.
Legal Information
CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany
Disclaimer
Toxicity: Irritant (B)
Storage Class
11 - Combustible Solids
flash_point_f
Not applicable
flash_point_c
Not applicable
signalword
Danger
hcodes
Hazard Classifications
Eye Dam. 1 - Muta. 2 - Skin Irrit. 2
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Global Trade Item Number
| SKU | GTIN |
|---|---|
| 487910-20MG | 04055977200331 |
| 487910-1SET | 04055977200324 |