MAHMA NONOateA diazeniumdiolate quick-releasing NO donor

MAHMA NONOate (CAS 146724-86-9)

MAHMA NONOate | CAS 146724-86-9 is rated 5.0 out of 5 by 1.
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Synonym: NOC-9
Application: A diazeniumdiolate quick-releasing NO donor
CAS Number: 146724-86-9
Purity: ≥98%
Molecular Weight: 204.27
Molecular Formula: C8H20N4O2
* Refer to Certificate of Analysis for lot specific data (including water content).
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NOC-9 is a diazeniumdiolate (NONOate) small molecule NO donor with a short NO release half-life of 1 min at 37°C and 3 min between 22 and 25°C. NOC-9 will deliver a quick burst of NO to the system, and is useful for investigation of the effect on cells and tissues of acute NO exposure. Both NOC-9 and NOC-18 (sc-202247) are believed to prevent low density lipoprotein peroxidation by Cu2+, although the quicker release of NOC-9 displayed less effective protection against LDL peroxidation than NOC-18 (half-life 20 hr). NOC-9 has also been used to elucidate the bifunctional effect of NO on skeletal muscle Ca2+ release channels. Oxidation of thiol moeities to form disulfide bonds across subunits of the Ca2+ release channels leads to an increase in channel activity. Low concentrations of NO resulting from slow release from the donor or low concentration of the donor blocks this oxidation and attenuates channel activity. High concentrations of NO, provided in the report by the rapid release of NO from NOC-9, demonstrates oxidation of the thiols and an increase in Ca2+ channel activity.


References

1. Seccia, M., et al., 1996. Inhibition of Cu2+-induced LDL oxidation by nitric oxide: a study using donors with different half-time of NO release. Biochemical and biophysical research communications. 220(2): 306-9. PMID: 8645301
2. 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
3. Aghdasi, B., et al., 1997. Nitric oxide protects the skeletal muscle Ca2+ release channel from oxidation induced activation. The Journal of biological chemistry. 272(41): 25462-7. PMID: 9325258

Physical State :
Solid
Solubility :
Soluble in water, and 0.1 N NaOH (≥ pH 10).
Storage :
Store at -20° C
Melting Point :
106-107° C
Boiling Point :
301.71° C at 760 mmHg (Predicted)
Refractive Index :
n20D 1.50 (Predicted)
pK Values :
pKa: 0.45 (Predicted), pKb: 10.76 (Predicted)
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
WGK Germany :
3
RTECS :
MO1355000
PubChem CID :
188926
MDL Number :
MFCD01310509
SMILES :
CNCCCCCCN(C)N(N=O)O

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MAHMA NONOate  Product Citations

See how others have used MAHMA NONOate. Click on the entry to view the PubMed entry .

Citations 1 to 3 of 3 total

PMID: # 27112665  Hirsh, DJ. et al. 2016. Free radical biology & medicine. 96: 199-210.

PMID: # 24704973  Rees, MD. et al. 2014. Free radical biology & medicine. 72: 91-103.

PMID: # 23209301  2013. J. Biol. Chem. 288: 1548-67.

Citations 1 to 3 of 3 total
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Rated 5 out of 5 by from Seccia et al Seccia et al. (PubMed ID 8645301) showed that (NOC-9) prevented LDL oxidation via the generation of nitric oxide. -SCBT Publication Review
Date published: 2015-06-06
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