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D185

Sigma-Aldrich

Diethylenetriamine/nitric oxide adduct

≥97% (NMR), solid

Synonyme(s) :

2,2′-(Hydroxynitrosohydrazono)bis-ethanimine, DETA/NO

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About This Item

Formule empirique (notation de Hill):
C4H13N5O2
Numéro CAS:
146724-94-9
Poids moléculaire :
163.18
Numéro MDL:
MFCD00210194
Code UNSPSC :
12352200
ID de substance PubChem :
24893279
Nomenclature NACRES :
NA.77

Pureté

≥97% (NMR)

Forme

solid

Conditions de stockage

desiccated
under inert gas

Couleur

off-white

Solubilité

H2O: >20 mg/mL

Conditions d'expédition

dry ice

Température de stockage

−20°C

Chaîne SMILES 

NCCN(CC[NH3+])N([O-])N=O

InChI

1S/C4H12N5O2/c5-1-3-8(4-2-6)9(11)7-10/h1-6H2/q-1/p+1

Clé InChI

PAOXTYJXTPPVHU-UHFFFAOYSA-O

Application

Diethylenetriamine/nitric oxide adduct has been used as nitric oxide (NO) donor:
  • to evaluate the direct effects of NO on cell proliferation in ovine trophectoderm (oTr1) cells
  • to test its effects on recreating the growth inhibitory effect of NO without the presence of macrophages
  • to correlate the outflow function and outflow tract vessel diameter changes with other controls in porcine models

Actions biochimiques/physiologiques

Diethylenetriamine/nitric oxide adduct (DETA/NO) is a NONOate, which has the longest NO?generating half?life in vitro. Inhaled DETA/NO acts as a pulmonary vasodilator in animals and humans. This NO donor releases nitric oxide in solution in a controlled manner. DETA/NO is associated with protein downregulation, upregulation of p53 expression. It enhances p53 post-translational modifications and also downregulates Nanog and Oct4 mRNA.

Attention

Air sensitive

Pictogrammes

Flame
GHS02

Mention d'avertissement

Danger

Mentions de danger

H242

Classification des risques

Self-react. C

Code de la classe de stockage

5.2 - Organic peroxides and self-reacting hazardous materials

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves

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Consulter la Bibliothèque de documents

Susannah Waxman et al.
Investigative ophthalmology & visual science, 59(12), 4886-4895 (2018-10-23)
To correlate outflow function and outflow tract vessel diameter changes induced by nitric oxide (NO). In a porcine anterior segment perfusion model, the effects of a nitric oxide donor (100 μM DETA-NO) on outflow facility were compared with controls (n
Chen Fuh Lam et al.
Clinical and experimental pharmacology & physiology, 30(9), 709-711 (2003-08-28)
1. Inhaled diethylenetriamine nitric oxide adduct (DETA/NO) has been shown to be a selective pulmonary vasodilator in animal and human studies. The aims of the present study were to investigate the effect of DETA/NO on mouse precontracted isolated tracheal smooth
Xiaoqiu Wang et al.
Biology of reproduction, 92(3), 75-75 (2015-02-06)
In mammal species, arginine is a multifunctional amino acid required for survival, growth, and development of conceptuses (embryo/fetus and associated extraembryonic membranes) during the peri-implantation period of pregnancy. However, functional roles of arginine with respect to it being a substrate
Marcela Simontacchi et al.
Plant science : an international journal of experimental plant biology, 183, 159-166 (2011-12-27)
This work was aimed to investigate nitrosyl-Fe complexes formation by reaction of endogenous ligands and Fe, in sorghum embryonic axes exposed to NO-donors. Electron paramagnetic resonance (EPR) was employed to detect the presence of nitrosyl-Fe complexes in plant embryos, as
L De Toni et al.
Journal of endocrinological investigation, 34(10), 738-741 (2012-01-12)
An excess of adipose tissue (AT) in obese individuals is linked to increased cardiovascular risk and mitochondria have been shown to be defective in the muscle and AT of patients with metabolic disorders such as obesity and Type 2 diabetes.
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