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Chemical Structure| 67776-06-1 Chemical Structure| 67776-06-1

Structure of SNAP
CAS No.: 67776-06-1

Chemical Structure| 67776-06-1

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SNAP is a nitric oxide donor used as a stable platelet aggregation inhibitor.

Synonyms: S-Nitroso-N-acetyl-DL-penicillamine

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Product Details of SNAP

CAS No. :67776-06-1
Formula : C7H12N2O4S
M.W : 220.25
SMILES Code : CC(C)(SN=O)C(C(O)=O)NC(C)=O
Synonyms :
S-Nitroso-N-acetyl-DL-penicillamine
MDL No. :MFCD00272624
InChI Key :ZIIQCSMRQKCOCT-UHFFFAOYSA-N
Pubchem ID :5231

Safety of SNAP

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H319-H335
Precautionary Statements:P261-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P321-P332+P313-P337+P313-P362-P403+P233-P405-P501

Isoform Comparison

Biological Activity

In Vitro:

Cell Line
Concentration Treated Time Description References
Human platelets 0.01-10 µM 10 min Increase in intraplatelet cGMP concentrations Br J Pharmacol. 1994 Aug;112(4):1071-6
Human platelets 3-10 µM 5 min Inhibition of P-selectin release Br J Pharmacol. 1994 Aug;112(4):1071-6
Human platelets 0.01-10 µM 1 min Inhibition of collagen-induced platelet aggregation and ATP release Br J Pharmacol. 1994 Aug;112(4):1071-6
Human platelets 3 or 10 µM 1-2 min To study the inhibitory effect of SNAP on collagen-induced platelet aggregation, and found that ONOO- reversed the inhibitory effect of SNAP Proc Natl Acad Sci U S A. 1994 Jul 5;91(14):6702-6
Dorsal root ganglia neurons 0.1-1 mM 1200 seconds SNAP induced concentration-dependent increase in fluorescence intensity of DAF-treated neurons, and L-cysteine did not affect SNAP-induced fluorescence increase. Neuropharmacology. 2013 Aug;71:1-9
Guinea-pig trachea strips with NK2 receptor antagonist SR 48968 100 µM 20 minutes Examined SNAP's effect on acetylcholine release after NK2 receptor blockade. SNAP significantly inhibited release (78±3% of control). Br J Pharmacol. 2000 Sep;131(1):94-8
Capsaicin-pretreated guinea-pig trachea strips 100 and 300 µM 20 minutes Studied SNAP's effect on acetylcholine release after capsaicin pretreatment. SNAP's facilitatory effect was reversed to inhibition (74±4% and 78±2% of control), which was prevented by ODQ. Br J Pharmacol. 2000 Sep;131(1):94-8
Epithelium-free preparation of guinea-pig trachea 100 and 300 µM 20 minutes Investigated the effect of SNAP on electrically evoked [3H]-acetylcholine release. SNAP significantly increased release (121±4% and 124±10% of control), an effect abolished by the soluble guanylyl cyclase inhibitor ODQ (1 μM). Br J Pharmacol. 2000 Sep;131(1):94-8
Rat colonic mucosal cells 0.1 – 1000 µM 20 minutes To assess the extent of damage to colonic mucosal cells by SNAP, results showed increased cell damage as evaluated by Trypan blue dye uptake and lysosomal enzyme release. Br J Pharmacol. 1999 Nov;128(6):1268-74
Arabidopsis nuclear extracts 10-1000 µM 20 minutes To evaluate the effect of SNAP on HDAC activity; SNAP significantly inhibited nuclear HDAC activity (60% inhibition at 500 μM), reversible by DTT Plant Physiol. 2017 Feb;173(2):1434-1452
BALB/cJ mouse peritoneal macrophages 500 µM 24 hours SNAP inhibited the growth of MHV-3 in peritoneal macrophages from BALB/cJ mice. J Virol. 1998 Sep;72(9):7084-90
A/J mouse peritoneal macrophages 500 µM 24 hours SNAP inhibited the growth of MHV-3 in peritoneal macrophages from A/J mice. J Virol. 1998 Sep;72(9):7084-90
RAW 264.7 cells 500 µM 24 hours SNAP inhibited the growth of MHV-3 in RAW 264.7 cells, while NAP (an inactive analog of SNAP) had no effect. J Virol. 1998 Sep;72(9):7084-90
NAc neurons 100 µM 30 minutes Increased surface GluR2 expression by enhancing NSF S-nitrosylation and GluR2-NSF interactions J Neurosci. 2014 Mar 5;34(10):3493-508
Human platelets 0.01-10 µM 5 min Induction of disaggregation of ADP-aggregated platelets Br J Pharmacol. 1994 Aug;112(4):1071-6
HEK293 cells 100 µM 5 minutes To investigate the inhibitory effect of SNAP on N-type Ca2+ channel currents. Results showed that SNAP significantly inhibited N-type Ca2+ channel currents, and this effect was reversed by DTT. J Biol Chem. 2015 Dec 18;290(51):30616-23
SHR rat coronary endothelial cells 100 µM 5 minutes SNAP failed to modulate the α-thrombin-induced calcium transient. Br J Pharmacol. 2000 Aug;130(7):1468-76
WKY rat coronary endothelial cells 10–100 µM 5 minutes SNAP dose-dependently reduced the peak and decay time of α-thrombin-induced calcium transient. In one-third of the cells analyzed, 100 μM SNAP completely abolished the α-thrombin-induced calcium transient. Br J Pharmacol. 2000 Aug;130(7):1468-76
SHR rat cardiomyocytes 1-200 µM 5 minutes SNAP failed to further increase cGMP content Br J Pharmacol. 2001 Oct;134(3):596-602
WKY rat cardiomyocytes 1-200 µM 5 minutes SNAP dose-dependently increased cGMP content Br J Pharmacol. 2001 Oct;134(3):596-602
Rat liver sinusoidal endothelial cells 2 mM 6 hours To evaluate the cytotoxicity of low-concentration SNAP, results showed 15% cell death under hypoxic conditions. Biochem J. 1996 Sep 15;318 ( Pt 3)(Pt 3):789-95
Rat liver sinusoidal endothelial cells 10 mM 6 hours To assess the cytotoxicity of high-concentration SNAP, results showed 80% cell death under normoxic conditions. Biochem J. 1996 Sep 15;318 ( Pt 3)(Pt 3):789-95
Human platelets 1 µM 60 min Evaluation of stability of SNAP and SNFP, SNPL inhibitory activity decayed over time Br J Pharmacol. 1994 Aug;112(4):1071-6
Arabidopsis protoplasts 500 µM 60 minutes To assess SNAP's effect on HDAC activity in protoplasts; concentration-dependent inhibition (20% at 500 μM), blocked by cPTIO Plant Physiol. 2017 Feb;173(2):1434-1452
Leishmania donovani amastigotes 10 to 160 μg/ml 72 hours To assess the resistance of PMM-resistant strains to NO, showing enhanced resistance to NO at the intracellular amastigote stage. Antimicrob Agents Chemother. 2019 Dec 20;64(1):e00904-19
Rat liver sinusoidal endothelial cells 5 mM 8 hours To evaluate the cytotoxicity of SNAP under hypoxic conditions, results showed a significant increase in cell death to 90% under hypoxia compared to 45% under normoxia. Biochem J. 1996 Sep 15;318 ( Pt 3)(Pt 3):789-95

In Vivo:

Species
Animal Model
Administration Dosage Frequency Description References
Zucker rats Obese Zucker rats (OZR) and lean Zucker rats (LZR) In vitro (microvascular myographs) 0.3 nM 30 minutes To assess the effect of ET-1 on endothelium-dependent and -independent relaxant responses in penile arteries, it was found that ET-1 inhibits NO-mediated endothelial relaxations via NADPH oxidase-dependent ROS generation and enhances vasoconstriction in obese animals. Br J Pharmacol. 2014 Dec;171(24):5682-95
Sprague-Dawley rats Cocaine behavioral sensitization model Bilateral NAc injection 0.5 or 1 μg/side Single injection, tested after 30 min Dose-dependently attenuated the expression of cocaine-induced behavioral sensitization J Neurosci. 2014 Mar 5;34(10):3493-508
BALB/c mice CT26 colorectal cancer and 4T1 triple-negative breast cancer models Intratumoral injection 1 μmol Hf (0.24 μmol SNAP) 4T1 model: 4 fractions of 2 Gy; CT26 model: 3 fractions of 3 Gy SNAP/MOL(+) plus low-dose X-ray significantly inhibited tumor growth (TGI 81.2% in 4T1 model, 95.4% in CT26 model) and reduced lung metastasis Adv Sci (Weinh). 2025 Feb;12(8):e2413518
Rats Migraine model Topical application 10 μM 30 minutes To study the effect of SNAP on the mechanical sensitivity of meningeal nociceptors, results showed that SNAP promoted a delayed increase in mechanical sensitivity of nociceptors Ann Neurol. 2013 Jun;73(6):741-50
Rats Carrageenin-induced mechanical hyperalgesia Local administration 200 µg/paw Single dose, 30 minutes SNAP inhibited carrageenin-induced mechanical hyperalgesia, and L-cysteine did not affect SNAP-induced anti-hyperalgesia. Neuropharmacology. 2013 Aug;71:1-9
Rat Isolated perfused heart model Aortic cannula perfusion 5-10 nM Single administration, lasting 30 sec To investigate the protective effect of S-nitroso-N-acetyl-DL-penicillamine against peroxynitrite-induced vascular dysfunction. Results showed that SNAP at low concentrations did not induce vasodilatation but prevented the inhibition of vasodilator responses by peroxynitrite. Proc Natl Acad Sci U S A. 1994 Dec 20;91(26):12383-7

Protocol

Bio Calculators
Preparing Stock Solutions 1mg 5mg 10mg

1 mM

5 mM

10 mM

4.54mL

0.91mL

0.45mL

22.70mL

4.54mL

2.27mL

45.40mL

9.08mL

4.54mL

Dissolving Methods
Please choose the appropriate dissolution scheme according to your animal administration guide.For the following dissolution schemes, clear stock solution should be prepared according to in vitro experiments, and then cosolvent should be added in turn:

in order to ensure the reliability of the experimental results, the clarified stock solution can be properly preserved according to the storage conditions; The working fluid for in vivo experiment is recommended to be prepared now and used on the same day;

The percentage shown in front of the following solvent refers to the volume ratio of the solvent in the final solution; If precipitation or precipitation occurs in the preparation process, it can be assisted by heating and/or ultrasound.
Protocol 1
Protocol 2

References

 

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