D185

Sigma-Aldrich

Diethylenetriamine/nitric oxide adduct

≥97% (NMR), solid

Synonym(s):
2,2′-(Hydroxynitrosohydrazono)bis-ethanimine, DETA/NO
Empirical Formula (Hill Notation):
C4H13N5O2
CAS Number:
Molecular Weight:
163.18
MDL number:
PubChem Substance ID:
NACRES:
NA.77
Pricing and availability is not currently available.

assay

≥97% (NMR)

form

solid

storage condition

desiccated
under inert gas

color

off-white

solubility

H2O: >20 mg/mL

shipped in

dry ice

storage temp.

−20°C

SMILES string

NCCN(CCNH3+)N(O-)N=O

InChI

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

InChI key

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

Packaging

10, 50 mg in poly bottle

Biochem/physiol Actions

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.

Caution

Air sensitive

Pictograms

Flame

Signal Word

Danger

Hazard Statements

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Hazard Codes

Xi

Risk Statement

36/37/38

Safety Statement

26-36

RIDADR

NONH for all modes of transport

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis
Certificate of Origin
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...
Elaine K Gregory et al.
American journal of surgery, 202(5), 536-540 (2011-09-29)
S-nitrosothiols (SNO) release nitric oxide (NO) through interaction with ascorbic acid (AA). However, little is known about their combined effect in the vasculature. The aim of this study was to investigate the effect of AA on SNO-mediated NO release, proliferation...
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...
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...
Elena Grossini et al.
Molecular and cellular endocrinology, 350(1), 20-30 (2011-12-06)
In anesthetized pigs gastrin-17 increased coronary blood flow through CCK1/CCK2 receptors and β(2)-adrenoceptors-related nitric oxide (NO) release. Since the intracellular pathway has not been investigated the purpose of this study was to examine in coronary endothelial cells the CCK1/CCK2 receptors-related...

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