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292505

Sigma-Aldrich

Diethylamine NONOate/AM

An esterase-sensitive and cell permeable, O²-acetoxymethylated diazeniumdiolate that acts as an intracellular nitric oxide (NO) donor (1.83 mol of NO/mol).

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Synonym(s):
Diethylamine NONOate/AM
Empirical Formula (Hill Notation):
C7H15N3O4
CAS Number:
Molecular Weight:
205.21
UNSPSC Code:
12352200

Quality Level

Assay

≥95% (NMR)

form

liquid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze
desiccated
protect from light

color

yellow

solubility

DMSO: 5 mg/mL

shipped in

ambient

storage temp.

−20°C

General description

A cell-permeable O2-acetoxymethylated diazeniumdiolate that donates nitric oxide (NO) following the action of intracellular esterases (1.83 mol of NO/mol). Shown to induce apoptosis and act as an antiproliferative agent in NO-sensitive human leukemia HL-60 (IC50 = 8.3 µM) and U937 (IC50 = 53 µM) cell lines. Also suppresses oxidized low-density lipoprotein-induced caspase-3 activation (~5 µM) in bovine aortic endothelial cells. Useful for temporal and spatial controlled NO availability.
An esterase-sensitive and cell permeable, O2-acetoxymethylated diazeniumdiolate that acts as an intracellular nitric oxide (NO) donor (1.83 mol of NO/mol). Shown to induce apoptosis and to act as an antiproliferative agent in NO-sensitive human leukemia HL-60 (IC50 = 8.3 µM) and U937 (IC50 = 53 µM) cell lines. Also suppresses oxidized low-density lipoprotein-induced caspase-3 activation in bovine aortic endothelial cells. Exhibits enhanced stability in physiological buffers. May also be useful for temporal and spatial controlled NO availability.

Biochem/physiol Actions

Cell permeable: yes
Primary Target
Intracellular nitric oxide (NO) donor
Product does not compete with ATP.
Reversible: no
Target IC50: 8.3 µM, 53 µM, acting as an antiproliferative agent in NO-sensitive human leukemia HL-60 and U937 cell lines, respectively

Packaging

Packaged under inert gas

Warning

Toxicity: Standard Handling (A)

Reconstitution

Following reconstitution, aliquot and freeze (-20°C). DMSO stock solutions are stable for up to 2 months at -20°C. Add to aqueous medium just prior to use.

Other Notes

Kotamraju, S., et al. 2001. J. Biol. Chem. 276, 17316.
Saavedra, J.E., et al. 2000. J. Med. Chem.43, 261.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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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