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5.05758

Sigma-Aldrich

Oxidized ATP (oATP)

Synonym(s):

Oxidized ATP (oATP), Purinergic Receptor Antagonist, Oxidized ATP, Purinergic Receptor P2X7 Antagonist, Oxidized ATP, Purinergic Receptor Inhibitor, Oxidized ATP, O-ATP

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About This Item

Empirical Formula (Hill Notation):
C10H14N5O13P3
CAS Number:
71997-40-5
Molecular Weight:
505.17
MDL number:
MFCD00056956
UNSPSC Code:
12352200
NACRES:
NA.77

Assay

≥97% (HPLC)

Quality Level

100

form

powder

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze
protect from light

color

white

solubility

water: 50 mg/mL

storage temp.

−20°C

InChI

1S/C10H14N5O13P3.Na/c11-9-8-10(13-4-12-9)15(5-14-8)7(2-17)26-6(1-16)3-25-30(21,22)28-31(23,24)27-29(18,19)20;/h1-2,4-7H,3H2,(H,21,22)(H,23,24)(H2,11,12,13)(H2,18,19,20);

InChI key

KOCWSVPHHGJWHA-UHFFFAOYSA-N

General description

Oxidized ATP (oATP) is a Schiff-base-forming reagent is utilized as an antagonist at the P2X7 receptor for several years. It was initially identified as an affinity reagent for nucleotide-binding proteins. oATP reduces nuclear factor kappa B (NF-κB) activation and IL-8 release in cells lacking P2X7R, suggesting that some anti-inflammatory effects of oATP may not be solely attributed to the blockade of the P2X7R. This effect of oATP is reminiscent of the action of other natural or synthetic Schiff-base-forming reagents with immunomodulatory activity.

Application

Oxidized ATP (oATP) may be used to study its effects on the proinflammatory responses in human umbilical vein endothelial cells (HUVEC), HEK293 cells, and 1321N1 astrocytes that lack expression of P2X7R.

Biochem/physiol Actions

Reversible: no

Warning

Toxicity: Standard Handling (A)

Other Notes

Vergani, A., et al. 2013. Diabetes62, 1665.
DellʹAntonio, G., et al. 2002. Arthritis Rheum.46, 3378.
Wiley, J.S., et al. 1994. Br. J. Pharmacol.112, 946.

Murgia, M., et al. 1992. J. Biol. Chem.268, 8199.

Legal Information

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

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

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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