Molecular structure of DPTA NONOate, CAS Number: 146724-95-0
DPTA NONOate (CAS 146724-95-0)
See product citations (11)
Alternate Names:
Dipropylenetriamine NONOate; N-[bis(3-aminopropyl)amino]-N-hydroxynitrous amide; 3,3′-(Hydroxynitrosohydrazino)bis-1-propanamine
Application:
DPTA NONOate is a slow-releasing NO donor compound
CAS Number:
146724-95-0
Purity:
≥98%
Molecular Weight:
191.23
Molecular Formula:
C6H17N5O2
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
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SDS & Certificate of Analysis
DPTA NONOate is a diazeniumdiolate small molecule nitric oxide (NO) donor with a reported NO release half-life of 5 hr (22-25degC). NO release conferred by DPTA NONOate blocked cisplatin-induced cell death in lung carcinoma H-460 cells, suggesting that the expression of Bcl-2, a primary mediator of tumor resistance to cisplatin, is regulated by NO. This mechanism of Bcl-2 regulation was elucidated with DPTA NONOate and other NO donors/inhibitors and ultimately correlated to NO-induced S-nitrosylation of the Bcl-2 protein. This, in turn, blocks the ubiqutination and subsequent proteasomal degradation of the protein. DPTA NONOate release of NO is demonstrated to attenuate the pulmonary hypertension induced by group B Streptococcus exposure.
DPTA NONOate (CAS 146724-95-0) References
- Nitric oxide induces hyperpolarization by opening ATP-sensitive K(+) channels in guinea pig spiral modiolar artery. | Si, JQ., et al. 2002. Hear Res. 171: 167-176. PMID: 12204360
- Effects of a nebulized NONOate, DPTA/NO, on group B streptococcus-induced pulmonary hypertension in newborn piglets. | Dabrowska, K., et al. 2005. Pediatr Res. 57: 378-83. PMID: 15585676
- Nitric oxide regulates cell sensitivity to cisplatin-induced apoptosis through S-nitrosylation and inhibition of Bcl-2 ubiquitination. | Chanvorachote, P., et al. 2006. Cancer Res. 66: 6353-60. PMID: 16778213
- S-nitrosylation of Bcl-2 inhibits its ubiquitin-proteasomal degradation. A novel antiapoptotic mechanism that suppresses apoptosis. | Azad, N., et al. 2006. J Biol Chem. 281: 34124-34. PMID: 16980304
- Entamoeba histolytica modulates a complex repertoire of novel genes in response to oxidative and nitrosative stresses: implications for amebic pathogenesis. | Vicente, JB., et al. 2009. Cell Microbiol. 11: 51-69. PMID: 18778413
- [Possible inhibitory effect of nitric oxide donor, dipropylenetriamine nonoate (DPTA/NO), on oxygen consumption of isolated rats' testis interstitial cells]. | Kojić, Z., et al. 2008. Med Pregl. 61: 33-6. PMID: 18798471
- Nitric oxide protection against murine cerebral malaria is associated with improved cerebral microcirculatory physiology. | Cabrales, P., et al. 2011. J Infect Dis. 203: 1454-63. PMID: 21415018
- Characterization of diazeniumdiolate nitric oxide donors (NONOates) by electrospray ionization mass spectrometry. | Rivera-Tirado, E., et al. 2011. Rapid Commun Mass Spectrom. 25: 3581-6. PMID: 22095507
- Endothelial nitric oxide and 15-lipoxygenase-1 metabolites independently mediate relaxation of the rabbit aorta. | Aggarwal, NT., et al. 2012. Vascul Pharmacol. 56: 106-12. PMID: 22197897
- S-nitrosoglutathione prevents experimental cerebral malaria. | Zanini, GM., et al. 2012. J Neuroimmune Pharmacol. 7: 477-87. PMID: 22391863
- Posttranslational regulation of CYP2J2 by nitric oxide. | Park, JW., et al. 2018. Free Radic Biol Med. 121: 149-156. PMID: 29715548
- Peroxiredoxin 1 plays a primary role in protecting pancreatic β-cells from hydrogen peroxide and peroxynitrite. | Stancill, JS., et al. 2020. Am J Physiol Regul Integr Comp Physiol. 318: R1004-R1013. PMID: 32292063
- Nitric Oxide Mediated Degradation of CYP2A6 via the Ubiquitin-Proteasome Pathway in Human Hepatoma Cells. | Cerrone, J., et al. 2020. Drug Metab Dispos. 48: 544-552. PMID: 32350062
- Tyrosine Nitration Contributes to Nitric Oxide-Stimulated Degradation of CYP2B6. | Lee, CM., et al. 2020. Mol Pharmacol. 98: 267-279. PMID: 32817462
- 'NONOates' (1-substituted diazen-1-ium-1,2-diolates) as nitric oxide donors: convenient nitric oxide dosage forms. | Keefer, LK., et al. 1996. Methods Enzymol. 268: 281-93. PMID: 8782594
Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
DPTA NONOate, 5 mg | sc-202144 | 5 mg | $54.00 | |||
DPTA NONOate, 10 mg | sc-202144B | 10 mg | $57.00 | |||
DPTA NONOate, 25 mg | sc-202144A | 25 mg | $138.00 | |||
DPTA NONOate, 50 mg | sc-202144C | 50 mg | $204.00 | |||
DPTA NONOate, 100 mg | sc-202144D | 100 mg | $367.00 |