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

Name: Adenosine 5'-(α,β-methylene)diphosphate disodium salt
Brand: Tocris Bioscience
SKU: 8173

Tocris Bioscience, part of Bio-Techne | Catalog # 8173

COA / SDS

Ecto-5'-nucleotidase (CD73) inhibitor

Key Product Details

Description:	Ecto-5'-nucleotidase (CD73) inhibitor
Chemical Name:	α,β-Methyleneadenosine 5'-diphosphate disodium salt
Purity:	≥98% (HPLC)
Molecular Weight:	469.19

View Full Technical Details for Adenosine 5'-(α,β-methylene)diphosphate disodium salt

Technical Data
Citations

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 Aβ_1-42 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

	Solvent	Max Conc. mg/mL	Max Conc. mM
Solubility
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.

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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Reconstitution Calculator

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References

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

Caiazzo The ecto-5'-nucleotidase/CD73 inhibitor, α,β-methylene adenosine 5'-diphosphate, exacerbates carrageenan-induced pleurisy in rat. Front.Pharmacol. 2019 PMID: 31354490
Chen Asthmatic augmentation of airway vagal activity involves decreased central expression and activity of CD73 in rats. ACS Chem.Neurosci. 2019 PMID: 30913879
Kur Purinergic control of vascular tone in the retina. J.Physiol. 2014 PMID: 24277867
Ujházy Evidence for the involvement of ecto-5'-nucleotidase (CD73) in drug resistance. Int.J.Cancer 1996 PMID: 8945621
Niemelä IFN-beta regulates CD73 and adenosine expression at the blood-brain barrier. Eur.J.Immunol. 2008 PMID: 18825744