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

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Description: Ecto-5'-nucleotidase (CD73) inhibitor
Alternative Names: AMPCP, APCP
Chemical Name: α,β-Methyleneadenosine 5'-diphosphate monosodium salt
Purity: ≥98% (HPLC)
Datasheet
Citations (2)
Reviews (1)
Literature (2)

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 the 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.

Technical Data

M. Wt 447.21
Formula C11H16N5NaO9P2
Storage Store at -20°C
Purity ≥98% (HPLC)
CAS Number 89016-30-8
PubChem ID 91691113
InChI Key RFGZKSPLJPHQMI-RDJRRFHDSA-M
Smiles NC1=C2C(N([C@@H]3O[C@H](COP(CP(O)(O[Na])=O)(O)=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

Solubility Soluble in water (supplied pre-dissolved at a concentration of 10mM)

Product Datasheets

Certificate of Analysis / Product Datasheet
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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


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Keywords: Adenosine 5'-(a,b-methylene)diphosphate sodium salt, Adenosine 5'-(a,b-methylene)diphosphate sodium salt supplier, [3768-14-7], MS, multiple, sclerosis, Ecto-5'-nucleotidase/, CD73, inhibitors, inhibits, adenosine, doxorubicin-resistance, vasoconstrictor, NT5E, eN, eNT, 5', nucleotidase, ecto-5'-NT, 5-(a,b-methylene)diphosphate, AMPCP, APCP, NTPDase, 3633, Tocris Bioscience

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

Citations are publications that use Tocris products. Selected citations for Adenosine 5'-(α,β-methylene)diphosphate sodium salt include:

Wu et al (2018) Borneol and α-asarone as adjuvant agents for improving blood-brain barrier permeability of puerarin and tetramethylpyrazine by activating adenosine receptors. Drug Deliv 25 1858 PMID: 30338713

Caiazzo et al (2016) Adenosine signalling mediates the anti-inflammatory effects of the COX-2 inhibitor nimesulide. Biochem.Pharmacol. 112 72 PMID: 27188793


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Reviews for Adenosine 5'-(α,β-methylene)diphosphate sodium salt

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Inhibited CD73 activity in TCRgd T cells completely.
By Anonymous on 06/05/2018
Assay Type: In Vitro
Species: Mouse

Perfect for inhibiting CD73 activity in TCRgd T cells. TCRgd T cells express enzymatically active CD73 on their surface. CD73 activity was detected by the converting of AMP to adenosine which was completely blocked by APCP.

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