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Merck

M8386

α,β-Methyleneadenosine 5′-diphosphate sodium salt

≥98% (HPLC), synthetic (organic), powder

Synonym(s):

AMP-CP

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€ 238,00

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€ 407,00

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€ 829,00

€ 238,00


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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

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Product Name

α,β-Methyleneadenosine 5′-diphosphate sodium salt, CD73 inhibitor

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

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Show Differences

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This Item
M3509M3763T9375
biological source

synthetic (organic)

biological source

synthetic (organic)

biological source

synthetic (organic)

biological source

synthetic (organic)

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

200

form

powder

form

powder

form

powder

form

powder

assay

≥98% (HPLC)

assay

≥98% (HPLC)

assay

≥99% (HPLC)

assay

≥96% (HPLC)

solubility

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

solubility

water: 50 mg/mL, clear, colorless

solubility

water: 50 mg/mL, clear, colorless

solubility

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

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

Application

α,β-Methyleneadenosine 5′-diphosphate sodium salt has been used as an ectonucleotidase/CD73 inhibitor to characterize the mode of adenosine production[1] and as an inhibitor for in vitro studies.[2]

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.[1][2]

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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Ischemia-driven expression of CD73 confers tissue protection during liver ischemia/reperfusion.
Charles C Caldwell et al.
Gastroenterology, 135(5), 1460-1462 (2008-10-14)
Camilla Mohlin et al.
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
Charles Dumontet et al.
European journal of medicinal chemistry, 157, 1051-1055 (2018-09-04)
The ecto-5'-nucleotidase CD73 has emerged as an important drug target in oncoimmunology as well as in other diseases. We describe new ADP analogues as CD73 inhibitors based on the replacement of the adenosine moiety, in the reference inhibitor APCP, by
Adenosine A3 receptor elicits chemoresistance mediated by multiple resistance-associated protein-1 in human glioblastoma stem-like cells.
Torres A
Oncotarget, 7, 67373-67386 (2016)
Eleni Priglinger et al.
Journal of extracellular vesicles, 10(12), e12156-e12156 (2021-10-21)
Interest in mesenchymal stem cell derived extracellular vesicles (MSC-EVs) as therapeutic agents has dramatically increased over the last decade. Current approaches to the characterization and quality control of EV-based therapeutics include particle tracking techniques, Western blotting, and advanced cytometry, but

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