Diethylamine NONOate CAS: 372965-00-9
MF: C4H11N3O2•C4H11N
MW: 206.29
A quick-releasing NO donor and MGMT inhibitor.

Diethylamine NONOate (CAS 372965-00-9)

Diethylamine NONOate | CAS 372965-00-9 is rated 5.0 out of 5 by 1.
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Synonym: 1,1-diethyl-2-hydroxy-2-nitrosohydrazine; DEA NONOate
Application: A quick-releasing NO donor and MGMT inhibitor
CAS Number: 372965-00-9
Purity: >98%
Molecular Weight: 206.29
Molecular Formula: C4H11N3O2•C4H11N
* Refer to Certificate of Analysis for lot specific data (including water content).
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Diethylamine NONOate (DEA NONOate) is a small molecule NO donor with a reported NO release half-life of 16 min (22-25°C). DEA NONOate is useful for screening assays investigating the effects of differential rates of NO release in comparison with other NO releasing compounds. NO release from DEA NONOate is believed to protect V79 lung fibroblast cells from the oxidative damage conferred by a hypoxanthine/xanthine oxidase/H2O2 model of ischemic reperfusion. The activity of O6-methylguanine-DNA-methyltransferase (MGMT) is inhibited by NO release from DEA NONOate with a correlated formation of an S-nitrosothiol adduct on the enzyme.


References

1. Maragos, C M., et al., 1991. Complexes of .NO with nucleophiles as agents for the controlled biological release of nitric oxide. Vasorelaxant effects. Journal of medicinal chemistry. 34(11): 3242-7. PMID: 1956043
2. Morley, D., et al., 1993. Nitric oxide/nucleophile complexes: a unique class of nitric oxide-based vasodilators. Journal of cardiovascular pharmacology. 22 Suppl 7(): S3-9. PMID: 7504766
3. Laval, F., et al., 1994. Inhibition by nitric oxide of the repair protein, O6-methylguanine-DNA-methyltransferase. Carcinogenesis. 15(3): 443-7. PMID: 8118926
4. Wink, D A., et al., 1993. Nitric oxide protects against cellular damage and cytotoxicity from reactive oxygen species. Proceedings of the National Academy of Sciences of the United States of America. 90(21): 9813-7. PMID: 8234317
5. Maragos, C M., et al., 1993. Nitric oxide/nucleophile complexes inhibit the in vitro proliferation of A375 melanoma cells via nitric oxide release. Cancer research. 53(3): 564-8. PMID: 8425188
6. Keefer, L K., et al., 1996. "NONOates" (1-substituted diazen-1-ium-1,2-diolates) as nitric oxide donors: convenient nitric oxide dosage forms. Methods in enzymology. 268(): 281-93. PMID: 8782594

Appearance :
Crystalline
Physical State :
Solid
Solubility :
Soluble in 100% ethanol (25 mg/ml), DMSO (2 mg/ml), dimethyl formamide (2 mg/ml), PBS, pH 7.2 (10 mg/ml), and water.
Storage :
Store at -80° C
IC50 :
Inhibition of DNA synthesis: IC50 = 128 µM (A375-C6 hunman melanoma cells); Inhibition of O6-methylguanine-DNA- methyltransferase activity : IC50 = 80 µM
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
WGK Germany :
3
RTECS :
KH2502500
PubChem CID :
10176637
MDL Number :
MFCD00216152
SMILES :
CC[NH2+]CC.CCN(CC)N(N=O)[O-]

Download SDS (MSDS)

Certificate of Analysis

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Rated 5 out of 5 by from Flavahan Flavahan, S. et al. (PubMed 24951756) investigated wether Rho/Rho kinase signaling contributes to fetal endothelium arterial phenotype (atypical, displaying actin stress fibers and reduced nitric oxide (NO)-mediated dilatation). They found that Rho kinase inhibition did not affect dilatation to the NO donor DEA-NONOate (Diethylamine NONOate). -SCBT Publication Review
Date published: 2015-01-22
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