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
• Empirical Formula (Hill Notation): C₇H₁₂N₂O₄S
• CAS Number: 79032-48-7
• Molecular Weight: 220.25
• UNSPSC Code: 12352116

Properties

• Quality Level: 100
• 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
• 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

Description

General description

Nitric oxide donor that begins to evolve nitric oxide immediately upon solubilization in aqueous buffers (t_1/2 = 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

Warning

Toxicity: Irritant (B)

Reconstitution

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.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable