BzATP triethylammonium salt

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Cat.No. 3312 - BzATP triethylammonium salt | C24H24N5O15P3.C18H45N3
Description: Photoaffinity label for ATPase; also P2X7 agonist and P2X1/P2Y1 partial agonist
Chemical Name: 2'(3')-O-(4-Benzoylbenzoyl)adenosine-5'-triphosphate tri(triethylammonium) salt
Purity: ≥95% (HPLC)
Datasheet
Citations (6)
Reviews (2)
Literature (1)

Biological Activity

Prototypic P2X7 receptor agonist (EC50 values are 3.6, 7 and 285 μM for rat, human and mouse receptors respectively). Exhibits 5 - 10 fold greater potency than ATP. Exhibits partial agonist activity at P2X1 (pEC50 = 8.7) and P2Y1 receptors and can be used as a photoaffinity label for ATPase.

This compound is a mixture of isomers.

Technical Data

M. Wt 1018.97
Formula C24H24N5O15P3.C18H45N3
Storage Store at -20°C
Purity ≥95% (HPLC)
PubChem ID 71308559
InChI Key HVOVBTNCGADRTH-WBLDMZOZSA-N
Smiles NC1=C2C(N([C@@H]3O[C@H](COP(OP(OP(O)([O-])=O)([O-])=O)([O-])=O)[C@@H](OC(C4=CC=C(C(C5=CC=CC=C5)=O)C=C4)=O)[C@H]3O)C=N2)=NC=N1.CC[NH+](CC)CC.CC[NH+](CC)CC.CC[NH+](CC)CC.NC6=C7C(N([C@@H]8O[C@H](COP(OP(OP(O)([O-])=O)([O-])=O)([O-])=O)[C@@H](O)[C@H]8OC(C9=CC=C(C(C%10=CC=CC=C%10)=O)C=C9)=O)C=N7)=NC=N6.CC[NH+](CC)CC.CC[NH+](CC)CC.CC[NH+](CC)CC

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

Tocris products are intended for laboratory research use only, unless stated otherwise.

Solubility Data

Solubility Soluble in water (supplied pre-dissolved at a concentration of 5mM)

Product Datasheets

Certificate of Analysis / Product Datasheet
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References

References are publications that support the biological activity of the product.

Williams and Coleman (1982) Exploring the adenine nucleotide binding sites on mitochondrial F1-ATPase with a new photoaffinity probe, 3'-O-(4-Benzoyl)benzoyl adenosine 5'-triphosphate. J.Biol.Chem. 257 2834 PMID: 6460764

Zhong et al (1998) Pharmacological and molecular characterization of P2X receptors in rat pelvic ganglion neurons. Br.J.Pharmacol. 125 771 PMID: 9831914

Michel et al (2001) Serum constituents can effect 2'- & 3'-O-(4-benzoylbenzoyl)-ATP potency at P2X7 receptors. Br.J.Pharmacol. 132 1501 PMID: 11264244

Young et al (2007) Amino acid residues in the P2X7 receptor that mediate differential sensitivity fo ATP and BzATP. Mol.Pharmacol. 71 92 PMID: 17032903

Surprenant et al (1996) The cytolytic P2Z receptor for extracellular ATP identified as a P2X receptor (P2X7). Science. 272 735 PMID: 8614837


If you know of a relevant reference for BzATP triethylammonium salt, please let us know.

Keywords: BzATP triethylammonium salt, BzATP triethylammonium salt supplier, P2Y1, partial, agonists, P2X7, P2X1, Photoaffinity, label, ATPases, P2X1/P2Y1, Receptors, Purinergic, purinoceptors, 112898-15-4, P2X, P2Y, Other, Photoactivatable, cross-linking, probes, 3312, Tocris Bioscience

6 Citations for BzATP triethylammonium salt

Citations are publications that use Tocris products. Selected citations for BzATP triethylammonium salt include:

Karmakar et al (2016) Neutrophil P2X7 receptors mediate NLRP3 inflammasome-dependent IL-1β secretion in response to ATP. Nat.Commun. 7 10555 PMID: 26877061

Woehrle et al (2010) Hypertonic stress regulates T cell function via pannexin-1 hemichannels and P2X receptors. J Leukoc Biol 88 1181 PMID: 20884646

Nörenberg et al (2012) Positive allosteric modulation by iverm. of human but not murine P2X7 receptors. Br J Pharmacol 167 48 PMID: 22506590

Pronin et al (2019) Inflammasome Activation Induces Pyroptosis in the Retina Exposed to Ocular Hypertension Injury. Front Mol Neurosci 12 36 PMID: 30930743


Do you know of a great paper that uses BzATP triethylammonium salt from Tocris? Please let us know.

Reviews for BzATP triethylammonium salt

Average Rating: 4.5 (Based on 2 Reviews.)

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P2X7 agonist.
By Anonymous on 05/17/2018
Assay Type: In Vitro
Species: Mouse

Works to activate P2X7 somewhat specifically. Still acts on other P2X receptors, as expected.


a potent P2X7R agonist.
By Anonymous on 04/25/2018
Assay Type: In Vitro
Species: Rat
Cell Line/Tissue: cultured astrocyte

used at 10uM in cultured cells to block P2X7R.

It is pre-dissolved in water at 5mM.


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