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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Ischemia-driven expression of CD73 confers tissue protection during liver ischemia/reperfusion.
Caldwell CC, Lentsch AB.
Gastroenterologie Clinique Et Biologique, 135, 1460-1462 (2008)
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
Félix A Soares et al.
Brain research, 1005(1-2), 182-186 (2004-03-27)
Studies on the purinergic system normally deal with adenine-based purines, namely, adenine nucleotides and adenosine. However, a guanine-based purinergic system may also have important neuromodulatory roles. Guanine-based purines exert trophic effects on neural cells, protect brain slices in a model
Global Trade Item Number
| SKU | GTIN |
|---|---|
| M3763-25MG | 04061834050544 |
| M3763-10MG | 04061834050537 |