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D5431

Sigma-Aldrich

Diethylamine NONOate diethylammonium salt

≥98%

Synonym(s):

DEA NONOate, DEA/NO diethylammonium salt

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About This Item

Linear Formula:
(CH3CH2)2N–N(N=O)O- (CH3CH2)2NH2+
CAS Number:
372965-00-9
Molecular Weight:
206.29
MDL number:
MFCD00216152
UNSPSC Code:
12352116
PubChem Substance ID:
329798805
NACRES:
NA.22

description

t1/2 16 min phosphate buffer, 22 °C NO release

Assay

≥98%

form

solid

shipped in

dry ice

storage temp.

−70°C

SMILES string

CCNCC.CCN(CC)N(O)N=O

InChI

1S/C4H11N3O2.C4H11N/c1-3-6(4-2)7(9)5-8;1-3-5-4-2/h9H,3-4H2,1-2H3;5H,3-4H2,1-2H3

InChI key

LBJLVZKEUWCGIA-UHFFFAOYSA-N

Application

DEA/NO diethylammonium salt can be used as:        
  • A nitric oxide (NO) donor.
  • A reagent for reductive nitrosylation of Wilkinson′s catalyst.

Used as:
  • Reagent for reductive nitrosylation of Wilkinson′s catalyst
  • Nitric oxide (NO) donor

Biochem/physiol Actions

NO donor

Pictograms

CorrosionExclamation mark
GHS05,GHS07

Signal Word

Danger

Hazard Statements

H302,H315,H318,H335

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Xi Ye et al.
The Journal of physiology, 596(16), 3553-3566 (2018-06-05)
Prolonged exposure to vascular endothelial growth factor A (VEGF-A) inhibits agonist-mediated endothelial cell Ca2+ release and subsequent activation of intermediate conductance Ca2+ -activated K+ (IKCa ) channels, which underpins vasodilatation as a result of endothelium-dependent hyperpolarization (EDH) in mouse resistance
Xin Zhang et al.
The Journal of biological chemistry, 277(50), 48472-48478 (2002-10-09)
4,5-Diaminofluorescein (DAF-2) is widely used for detection and imaging of NO based on its sensitivity, noncytotoxicity, and specificity. In the presence of oxygen, NO and NO-related reactive nitrogen species nitrosate 4,5-diaminofluorescein to yield the highly fluorescent DAF-2 triazole (DAF-2T). However
Joseph C Galley et al.
Molecular pharmacology, 95(6), 629-637 (2019-04-17)
Nitric oxide (NO) stimulates soluble guanylyl cyclase (sGC) activity, leading to elevated intracellular cyclic guanosine 3',5'-monophosphate (cGMP) and subsequent vascular smooth muscle relaxation. It is known that downregulation of sGC expression attenuates vascular dilation and contributes to the pathogenesis of
Yi Shi et al.
PloS one, 9(9), e107787-e107787 (2014-09-24)
The aging gene p66Shc, is an important mediator of oxidative stress-induced vascular dysfunction and disease. In cultured human aortic endothelial cells (HAEC), p66Shc deletion increases endothelial nitric oxide synthase (eNOS) expression and nitric oxide (NO) bioavailability via protein kinase B.
Rodolfo Urbano et al.
Cell host & microbe, 23(5), 594-606 (2018-05-01)
Staphylococcus aureus is a commensal bacterium that can asymptomatically colonize its host but also causes invasive infections. Quorum sensing regulates S. aureus virulence and the transition from a commensal to a pathogenic organism. However, little is known about how host innate
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