Key Documents

View All Documentation

M3763

Adenosine 5′-(α,β-methylene)diphosphate

Name: Adenosine 5&#8242;-(&#945;,&#946;-methylene)diphosphate
Brand: SIGMA

≥99% (HPLC), synthetic (organic), powder

Synonym(s):

α,β-Methyleneadenosine 5′-diphosphate, ADP[α,β-CH₂], AMP-CP

Select a Size

Change View

About This Item

Empirical Formula (Hill Notation):

C₁₁H₁₇N₅O₉P₂

CAS Number:

3768-14-7

Molecular Weight:

425.23

NACRES:

NA.51

PubChem Substance ID:

24896872

UNSPSC Code:

41106305

EC Number:

223-194-0

MDL number:

MFCD00042991

Beilstein/REAXYS Number:

633678

Assay:

≥99% (HPLC)

Biological source:

synthetic (organic)

Form:

powder

Solubility:

water: 50 mg/mL, clear, colorless

Storage temp.:

−20°C

Technical Service

Need help? Our team of experienced scientists is here for you.

Let Us Assist

Product Name

Adenosine 5′-(α,β-methylene)diphosphate, ADP analog

biological source

synthetic (organic)

Quality Level

200

assay

≥99% (HPLC)

form

powder

solubility

water: 50 mg/mL, clear, colorless

storage temp.

−20°C

SMILES string

Nc1ncnc2n(cnc12)[C@@H]3O[C@H](COP(O)(=O)CP(O)(O)=O)[C@@H](O)[C@H]3O

InChI

1S/C11H17N5O9P2/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)/t5-,7-,8-,11-/m1/s1

InChI key

OLCWZBFDIYXLAA-IOSLPCCCSA-N

Related Categories

Biochemicals

Nucleosides and Nucleotides

Phosphates

Application

Adenosine 5′-(α,β-methylene)diphosphate has been used as a component of culture media, to study its effects as an inhibitor of cluster of differentiation 73 (CD73) and adenosinergic signaling regulation via CD73 or ecto-5′-nucleotidase.

Preparation Note

soluble in water up to Approx. 50 mg/ml with heating

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Regulation of VEGF and bFGF mRNA expression and other proliferative compounds in skeletal muscle cells.

L Jensen et al.

Angiogenesis, 7(3), 255-267 (2004-12-21)

The role of muscle contraction, prostanoids, nitric oxide and adenosine in the regulation of vascular endothelial growth factor (VEGF), basic fibroblast growth factor (bFGF) and endothelial cell proliferative compounds in skeletal muscle cell cultures was examined. VEGF and bFGF mRNA

The relationship between constitutive ATP release and its extracellular metabolism in isolated rat kidney glomeruli.

J Karczewska et al.

Journal of physiology and pharmacology : an official journal of the Polish Physiological Society, 58(2), 321-333 (2007-07-12)

ATP and adenosine are important extracellular regulators of glomerular functions. In this study, ATP release from glomeruli suspension and its extracellular metabolism were investigated. Basal extraglomerular ATP concentration (1nM) increased several fold during inhibition of ecto-ATPase activity, reflecting the basal

CD73 Regulates stemness and epithelial-mesenchymal transition in ovarian cancer-initiating cells

Lupia M, et al.

Stem Cell Reports, 10(4), 1412-1425 (2018)

TGFbeta-induced osteogenic potential of human amniotic fluid stem cells via CD73-generated adenosine production

Hau KL, et al.

Scientific Reports, 7(1) (2017)

Enzyme kinetics and pharmacological characterization of nucleotidases released from the guinea pig isolated vas deferens during nerve stimulation: evidence for a soluble ecto-nucleoside triphosphate diphosphohydrolase-like ATPase and a soluble ecto-5'-nucleotidase-like AMPase.

Svetlana T Mihaylova-Todorova et al.

The Journal of pharmacology and experimental therapeutics, 302(3), 992-1001 (2002-08-17)

Previously, we have demonstrated that stimulation of the sympathetic nerves of the guinea pig vas deferens evokes release not only of the cotransmitters ATP and norepinephrine but also of soluble nucleotidases that break down extracellular ATP, ADP, and AMP into

View All Related Papers

Global Trade Item Number

SKU	GTIN
M3763-25MG	04061834050544
M3763-10MG	04061834050537

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service