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M8386

Sigma-Aldrich

α,β-Methyleneadenosine 5′-diphosphate sodium salt

CD73 inhibitor

Synonym(s):

AMP-CP

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About This Item

Empirical Formula (Hill Notation):
C11H17N5O9P2
CAS Number:
Molecular Weight:
425.23
MDL number:
UNSPSC Code:
41106305
PubChem Substance ID:
NACRES:
NA.51

biological source

synthetic (organic)

Assay

≥98% (HPLC)

form

powder

solubility

water: 50 mg/mL, clear to slightly hazy, colorless

storage temp.

−20°C

SMILES string

[Na].Nc1ncnc2n(cnc12)C3OC(COP(O)(=O)CP(O)(O)=O)C(O)C3O

InChI

1S/C11H17N5O9P2.Na.H/c12-9-6-10(14-2-13-9)16(3-15-6)11-8(18)7(17)5(25-11)1-24-27(22,23)4-26(19,20)21;;/h2-3,5,7-8,11,17-18H,1,4H2,(H,22,23)(H2,12,13,14)(H2,19,20,21);;

InChI key

HEBWZOPLDYDXPJ-UHFFFAOYSA-N

Application

α,β-Methyleneadenosine 5′-diphosphate sodium salt has been used as an ectonucleotidase/CD73 inhibitor to characterize the mode of adenosine production and as an inhibitor for in vitro studies.

Biochem/physiol Actions

α, β-Methyleneadenosine 5′-diphosphate (AMP-CP) is an ADP analog that as an ability to inhibit ectonucleotidase/ CD73 inhibitor and is used to study adenosinergic signaling regulation via CD73/ecto-5′-nucleotidase.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

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Ischemia-driven expression of CD73 confers tissue protection during liver ischemia/reperfusion.
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Gastroenterology, 135(5), 1460-1462 (2008-10-14)
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Pharmacology, 84(4), 196-202 (2009-09-05)
Extracellular ATP may be metabolized to AMP and adenosine by the ectonucleotidases CD39 and CD73 and, in this study, we characterized the pathways for adenosine formation in human urinary tract epithelial cells. Bladder (RT4) and kidney (A498) epithelial cells were

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