M3763
Adenosine 5′-(α,β-methylene)diphosphate
≥99% (HPLC), synthetic (organic), powder
Synonym(s):
α,β-Methyleneadenosine 5′-diphosphate, ADP[α,β-CH2], AMP-CP
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About This Item
Empirical Formula (Hill Notation):
C11H17N5O9P2
CAS Number:
Molecular Weight:
425.23
NACRES:
NA.51
PubChem Substance ID:
UNSPSC Code:
41106305
EC Number:
223-194-0
MDL number:
Beilstein/REAXYS Number:
633678
Assay:
≥99% (HPLC)
Biological source:
synthetic (organic)
Form:
powder
Solubility:
water: 50 mg/mL, clear, colorless
Storage temp.:
−20°C
Product Name
Adenosine 5′-(α,β-methylene)diphosphate, ADP analog
biological source
synthetic (organic)
Quality Level
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
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)
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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
TGFbeta-induced osteogenic potential of human amniotic fluid stem cells via CD73-generated adenosine production
Hau KL, et al.
Scientific Reports, 7(1) (2017)
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