Name | (2R)-2-(acetylamino)-3-methyl-3-(nitrososulfanyl)butanoate |
Synonyms | SNAP N-(ACETYLOXY)-3-NITROSOTHIOVALINE S-NITROSO-N-ACETYL-D,L-PENICILLAMINE S-Nitroso-N-acetylpenicillamine, SNAP SNAP [S-Nitroso-N-acetylpenicillaMine] Anti-SNAP25, C-Terminal antibody produced in rabbit (R)-2-acetaMido-3-Methyl-3-(nitrosothio)butanoic acid (2R)-2-(acetylamino)-3-methyl-3-(nitrososulfanyl)butanoate S-Nitroso-N-acetyl-DL-penicillamine,N-Acetyl-3-(nitrosothio)-DL-valine |
CAS | 67776-06-1 |
InChI | InChI=1/C7H12N2O4S/c1-4(10)8-5(6(11)12)7(2,3)14-9-13/h5H,1-3H3,(H,8,10)(H,11,12)/p-1/t5-/m1/s1 |
Molecular Formula | C7H12N2O4S |
Molar Mass | 220.246 |
Density | 1.4261 (rough estimate) |
Melting Point | 150.5°C |
Appearance | Morphological powder |
Color | green |
pKa | 3.06±0.10(Predicted) |
Storage Condition | -20°C |
Sensitive | `sensitive` to humidity and light |
Refractive Index | 1.5400 (estimate) |
MDL | MFCD00272624 |
Use | Nitric oxide (NO) donor; vasodilator, smooth muscle relaxant, lymphocyte activator. |
Hazard Symbols | Xi - Irritant |
Risk Codes | 36/37/38 - Irritating to eyes, respiratory system and skin. |
Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36 - Wear suitable protective clothing. |
WGK Germany | 3 |
RTECS | YV9383000 |
Downstream Products | N-ACETYL-DL-PENICILLAMINE N-ACETYL-3-MERCAPTO-D-VALINE |
Solubility | H2O: ≥2 mg/mL |
biological activity
S-Nitroso-N-acetyl-DL-penicillamine (SNAP) is a nitric oxide donor and a stable platelet aggregation inhibitor.
in vitro studies
S-Nitroso-N-acetyl-DL-penicillamine (10 mM; 8 hours) induces toxicity of about 80% after 6 hours under normoxic conditions by releasing nitric oxide (NO).
S-Nitroso-N-acetyl-DL-penicillamine has a half-time about 6 hours in in isolated rat ventricular myocytes.
S-Nitroso-N-acetyl-DL-penicillamine (100 µM; 30 minutes) causes sustained decrease in the basal pHi in isolated rat ventricular myocytes.
Cell Viability Assay
Cell Line: Rat liver sinusoidal endothelial cells
Concentration: 2 mM, 5 mM, 10 mM
Incubation Time: 2 hours, 4 hours, 6 hours, 8 hours
Result: Exhibited cytotoxicity against cultivated endothelial cells.
In vivo studies
SNAP (100μM, 300μM) causes small but significant increases of the electrically evoked [ 3 H]-acetylcholine release in guinea-pig tracheal.