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Adenosine 5'-(α,β-methylene)diphosphate disodium salt

Cat. No. 8173 Submit a Review Datasheet / COA / SDS
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Description: Ecto-5'-nucleotidase (CD73) inhibitor
Chemical Name: α,β-Methyleneadenosine 5'-diphosphate disodium salt
Purity: ≥98% (HPLC)
Datasheet
Citations
Reviews
Literature (1)
Biological Activity Technical Data Solubility Calculators Datasheets References

Biological Activity

Adenosine 5'-(α,β-methylene)diphosphate sodium salt is an ecto-5'-nucleotidase/CD73 inhibitor. Blocks ecto-5'-nucleotidase-mediated adenosine production by preventing the conversion of AMP to adenosine. Reverses doxorubicin-resistance in ecto-5'-nucleotidase-positive MDR cells (MCF7/A6 and L1210/A). Also increases rhodamine uptake and inhibits rhodamine efflux from ecto-5'-nucleotidase-positive MDR cells. Vasoconstrictor, induces inflammation in a rodent model of pleurisy, and reduces memory loss induced by Aβ1-42 in a mouse model of Alzheimer's disease.

Technical Data

M. Wt 469.19
Formula C11H15N5Na2O9P2
Storage Store at -20°C
Purity ≥98% (HPLC)
CAS Number 104835-70-3
InChI Key XBMIJZIUIGRFDM-LYYWGVPGSA-L
Smiles NC1=C2C(N([C@@H]3O[C@H](COP(CP(O)(O[Na])=O)(O[Na])=O)[C@@H](O)[C@H]3O)C=N2)=NC=N1

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

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
PBS 4.69 10

Preparing Stock Solutions

The following data is based on the product molecular weight 469.19. Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Select a batch to recalculate based on the batch molecular weight:
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
0.1 mM 21.31 mL 106.57 mL 213.13 mL
0.5 mM 4.26 mL 21.31 mL 42.63 mL
1 mM 2.13 mL 10.66 mL 21.31 mL
5 mM 0.43 mL 2.13 mL 4.26 mL

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References

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

Niemelä et al (2008) IFN-beta regulates CD73 and adenosine expression at the blood-brain barrier. Eur.J.Immunol. 38 2718 PMID: 18825744

Kur et al (2014) Purinergic control of vascular tone in the retina. J.Physiol. 592 491 PMID: 24277867

Ujházy et al (1996) Evidence for the involvement of ecto-5'-nucleotidase (CD73) in drug resistance. Int.J.Cancer 68 493 PMID: 8945621

Chen et al (2019) Asthmatic augmentation of airway vagal activity involves decreased central expression and activity of CD73 in rats. ACS Chem.Neurosci. 10 2809 PMID: 30913879

Caiazzo et al (2019) The ecto-5'-nucleotidase/CD73 inhibitor, α,β-methylene adenosine 5'-diphosphate, exacerbates carrageenan-induced pleurisy in rat. Front.Pharmacol. 10 775 PMID: 31354490

If you know of a relevant reference for Adenosine 5'-(α,β-methylene)diphosphate disodium salt, please let us know.

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Citations for Adenosine 5'-(α,β-methylene)diphosphate disodium salt

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Literature in this Area

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P2X and P2Y Receptors Scientific Review

P2X and P2Y Receptors Scientific Review

Written by Kenneth Jacobson, this review provides an overview of the different subtypes and structures of the P2 receptor families, as well as the pharmacological probes used to study them; compounds available from Tocris are listed.