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

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Cat.No. 3633 - Adenosine 5'-(a,b-methylene)diphosphate sodium salt | C11H16N5NaO9P2 | CAS No. 89016-30-8
Description: Ecto-5'-nucleotidase (CD73) inhibitor
Alternative Names: AMPCP, APCP
Chemical Name: α,β-Methyleneadenosine 5'-diphosphate monosodium salt
Purity: ≥98% (HPLC)
Datasheet
Citations (1)
Literature

Biological Activity

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.

All Tocris products are intended for laboratory research use only.

Solubility Data

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

Preparing Stock Solutions

The following data is based on the product molecular weight 447.21. Batch specific molecular weights may vary from batch to batch due to solvent 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
1 mM 2.24 mL 11.18 mL 22.36 mL
5 mM 0.45 mL 2.24 mL 4.47 mL
10 mM 0.22 mL 1.12 mL 2.24 mL
50 mM 0.04 mL 0.22 mL 0.45 mL

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Product Datasheets

Certificate of Analysis / Product Datasheet
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Safety Datasheet

References

References are publications that support the products' biological activity.

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


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Keywords: [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

1 Citation 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:

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


Do you know of a great paper that uses Adenosine 5'-(α,β-methylene)diphosphate sodium salt from Tocris? If so please let us know.

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