SNAP (Synonyms: SNitrosoNAcetylD,LPenicillamine) |
| Catalog No.GC10767 |
SNAP is a nitric oxide (NO) donor, commonly used as a tool compound for studying the physiological and pharmacological roles of nitric oxide.
Products are for research use only. Not for human use. We do not sell to patients.
Cas No.: 67776-06-1
Sample solution is provided at 25 µL, 10mM.
SNAP is a nitric oxide (NO) donor, commonly used as a tool compound for studying the physiological and pharmacological roles of nitric oxide[1]. SNAP decomposes spontaneously or under the influence of light, heat, or metal ions to release nitric oxide, while generating the corresponding disulfide[2]. SNAP is widely employed to investigate the mechanisms of cardiovascular regulation, neurotransmission, and immune responses[3-4].
In vitro, treatment of Fu5 rat hepatoma cells with SNAP (1mM) for 8 hours significantly induced cytotoxicity[5]. Exposure of Lewis lung carcinoma cells (LLC-F6) and B16 melanoma cells (B16-4A5-F6) to SNAP (2mM) for 24 hours markedly reduced the viability of both cell types[6].
In vivo, a single intramuscular injection of SNAP (1.0mg/kg) administered 3 hours after the induction of critical limb ischemia (CLI) in SD rats significantly increased the ischemic-to-normal limb blood flow (INBF) ratio on day 14 and enhanced microvessel density in the ischemic area[7]. Continuous intracerebroventricular infusion of SNAP (0.1μM; 2μL) over 6 days in P2X7R+/+ and P2X7R−/− mice significantly elevated S-nitrosylation of protein disulfide isomerase (SNO-PDI) in the hippocampus and enhanced phosphorylation of NF-κB p65 at serine 276 in microglia[8].
References:
[1] Salas E, Moro MA, Askew S, et al. Comparative pharmacology of analogues of S-nitroso-N-acetyl-DL-penicillamine on human platelets. Br J Pharmacol. 1994 Aug;112(4):1071-6.
[2] Pravdic D, Vladic N, Cavar I, et al. Effect of nitric oxide donors S-nitroso-N-acetyl-DL-penicillamine, spermine NONOate and propylamine propylamine NONOate on intracellular pH in cardiomyocytes. Clin Exp Pharmacol Physiol. 2012 Sep;39(9):772-8.
[3] Mang CF, Kilbinger H. Modulation of acetylcholine release in the guinea-pig trachea by the nitric oxide donor, S-nitroso-N-acetyl-DL-penicillamine (SNAP). Br J Pharmacol. 2000 Sep;131(1):94-8.
[4] Lu J, Katano T, Okuda-Ashitaka E, et al. Involvement of S-nitrosylation of actin in inhibition of neurotransmitter release by nitric oxide. Mol Pain. 2009 Sep 29;5:58.
[5] Ioannidis I, de Groot H. Cytotoxicity of nitric oxide in Fu5 rat hepatoma cells: evidence for co-operative action with hydrogen peroxide. Biochem J. 1993 Dec 1;296 ( Pt 2)(Pt 2):341-5.
[6] Hirano S. In vitro and in vivo cytotoxic effects of nitric oxide on metastatic cells. Cancer Lett. 1997 May 1;115(1):57-62.
[7] Yeh JN, Yip HK, Shao PL, et al. Combination of melatonin-delivered endothelial progenitor cells with S-nitroso-N-acetyl-DL-penicillamine for improving critical limb ischemia in the rat. Am J Transl Res. 2024 Sep 15;16(9):5020-5037.
[8] Kim JE, Wang SH, Lee DS, et al. Protein disulfide isomerase integrates toll-like receptor 4 and P2X7 receptor signaling pathways during lipopolysaccharide-induced neuroinflammation. Sci Rep. 2025 Mar 6;15(1):7906.
| Cell experiment [1]: | |
Cell lines | Fu5 rat hepatoma cells (rat hepatoma cell line) |
Preparation Method | Fu5 cells were maintained in Dulbecco's Modified Eagle Medium/Nutrient Mix F12 (1:1) supplemented with 2mM L-glutamine, 50μg/mL gentamycin, and 10% fetal-calf serum at 37°C under 5% CO₂. Cells were treated with SNAP at a concentration of 1mM for 8 hours. |
Reaction Conditions | 1mM; 8h |
Applications | SNAP induced significant cytotoxicity in Fu5 cells. When combined with xanthine oxidase (20m-units/mL), SNAP synergistically enhanced cytotoxicity. The cytotoxic effects were mediated by nitric oxide (NO) release, independent of superoxide anion (O₂⁻) or peroxynitrite (ONOO⁻) pathways. |
| Animal experiment [2]: | |
Animal models | SD rats |
Preparation Method | Rats were intramuscularly administered a single dose of SNAP (1.0mg/kg) at 3 hours after critical limb ischemia (CLI) induction. Rats were sacrificed at day 14 for quadriceps muscle analysis. |
Dosage form | 1.0mg/kg; i.m.; 14 days |
Applications | SNAP administration significantly increased the ischemic-to-normal blood flow (INBF) ratio and enhanced small vessel density in the ischemic limb. SNAP upregulated endothelial cell surface markers (CD31/vWF/eNOS) and angiogenesis factors, while reducing oxidative stress, apoptosis, and inflammatory biomarkers. |
References: | |
| Cas No. | 67776-06-1 | SDF | |
| Synonymes | SNitrosoNAcetylD,LPenicillamine | ||
| Chemical Name | (R)-2-acetamido-3-methyl-3-(nitrosothio)butanoic acid | ||
| Canonical SMILES | OC([C@H](C(C)(C)SN=O)NC(C)=O)=O | ||
| Formula | C7H12N2O4S | M.Wt | 220.24 |
| Solubility | <22.02mg/ml in DMSO | Storage | Store at -20°C |
| General tips | Please select the appropriate solvent to prepare the stock solution according to the
solubility of the product in different solvents; once the solution is prepared, please store it in
separate packages to avoid product failure caused by repeated freezing and thawing.Storage method
and period of the stock solution: When stored at -80°C, please use it within 6 months; when stored
at -20°C, please use it within 1 month. To increase solubility, heat the tube to 37°C and then oscillate in an ultrasonic bath for some time. |
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| Shipping Condition | Evaluation sample solution: shipped with blue ice. All other sizes available: with RT, or with Blue Ice upon request. | ||
| Prepare stock solution | |||
|
1 mg | 5 mg | 10 mg |
| 1 mM | 4.5405 mL | 22.7025 mL | 45.405 mL |
| 5 mM | 908.1 μL | 4.5405 mL | 9.081 mL |
| 10 mM | 454.1 μL | 2.2703 mL | 4.5405 mL |
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Quality Control & SDS
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- Purity: >98.00%
- COA (Certificate Of Analysis)
- SDS (Safety Data Sheet)
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Average Rating: 5 (Based on Reviews and 29 reference(s) in Google Scholar.)
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