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| | 2-acetamido-3-methyl-3-(nitrososulfanyl)butanoic acid Basic information |
| Product Name: | 2-acetamido-3-methyl-3-(nitrososulfanyl)butanoic acid | | Synonyms: | N-(ACETYLOXY)-3-NITROSOTHIOVALINE;SNAP;(+/-)-S-NITROSO-N-ACETYLPENICILLAMINE;S-NITROSO-N-ACETYL-D,L-PENICILLAMINE;S-Nitroso-N-acetyl-DL-penicillamine,N-Acetyl-3-(nitrosothio)-DL-valine, S-Nitroso-N-acetylpenicillamine, SNAP;(R)-2-acetaMido-3-Methyl-3-(nitrosothio)butanoic acid;SNAP [S-Nitroso-N-acetylpenicillaMine];Anti-SNAP25, C-Terminal antibody produced in rabbit | | CAS: | 67776-06-1 | | MF: | C7H12N2O4S | | MW: | 220.25 | | EINECS: | | | Product Categories: | Signalling | | Mol File: | 67776-06-1.mol |  |
| | 2-acetamido-3-methyl-3-(nitrososulfanyl)butanoic acid Chemical Properties |
| Melting point | 150.5°C | | density | 1.4261 (rough estimate) | | refractive index | 1.5400 (estimate) | | RTECS | YV9383000 | | storage temp. | -20°C | | solubility | H2O: ≥2 mg/mL | | pka | 3.06±0.10(Predicted) | | form | powder | | color | green | | Water Solubility | H2O: ≥2mg/mL
DMSO: ≥20mg/mL, clear (faint green to very dark green) | | 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) | | InChIKey | ZIIQCSMRQKCOCT-UHFFFAOYSA-N | | SMILES | CC(=O)NC(C(O)=O)C(C)(C)SN=O | | CAS DataBase Reference | 67776-06-1(CAS DataBase Reference) |
| Hazard Codes | Xi | | Risk Statements | 36/37/38 | | Safety Statements | 26-36 | | WGK Germany | 3 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| | 2-acetamido-3-methyl-3-(nitrososulfanyl)butanoic acid Usage And Synthesis |
| 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. At pH 6-8 and 37°C, the half-life of SNAP is approximately six hours in the presence of transition metal ion chelators. | | Chemical Properties | 2-acetamido-3-methyl-3-(nitrososulfanyl)butanoic acid is green crystalline solid | | Uses | Produced concentration-related relaxations of mouse anococcygeus, in a range similar to that already found for NO and other nitrovasodilators. A potent relaxant of non-vascular smooth muscle. Serves as an NO donor. | | Biochem/physiol Actions | NO donor; vasodilator, smooth muscle relaxant, lymphocyte activator. Activates soluble guanylyl cyclase. | | in vivo | SNAP (100μM, 300μM) causes small but significant increases of the electrically evoked [3H]-acetylcholine release in guinea-pig tracheal[4].
| | References | [1] BEATRICE ROY Marc F A du Moulinet d’Hardemare. New Thionitrites: Synthesis, Stability, and Nitric Oxide Generation[J]. The Journal of Organic Chemistry, 1994, 59 23: 7019-7026. DOI: 10.1021/jo00102a028
[2] R J SINGH. Mechanism of nitric oxide release from S-nitrosothiols.[J]. The Journal of Biological Chemistry, 1996, 271 31: 18596-18603. DOI: 10.1074/jbc.271.31.18596 |
| | 2-acetamido-3-methyl-3-(nitrososulfanyl)butanoic acid Preparation Products And Raw materials |
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