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01905

Sigma-Aldrich

Adenosine 5′-diphosphate

≥95% (HPLC)

Synonym(s):

5′-ADP

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About This Item

Empirical Formula (Hill Notation):
C10H15N5O10P2
CAS Number:
58-64-0
Molecular Weight:
427.20
Beilstein:
67722
EC Number:
200-392-5
MDL number:
MFCD00066473
UNSPSC Code:
41106305
eCl@ss:
32160414
PubChem Substance ID:
57646699
NACRES:
NA.55

Assay

≥95% (HPLC)

form

powder

impurities

≤15.0% water (KFT)

shipped in

dry ice

storage temp.

−20°C

SMILES string

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

InChI

1S/C10H15N5O10P2/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(24-10)1-23-27(21,22)25-26(18,19)20/h2-4,6-7,10,16-17H,1H2,(H,21,22)(H2,11,12,13)(H2,18,19,20)/t4-,6-,7-,10-/m1/s1

InChI key

XTWYTFMLZFPYCI-KQYNXXCUSA-N

Gene Information

human ... HSP90AA1(3320) , P2RY1(5028)

Application

Adenosine 5′-diphosphate (5′-ADP or ADP) was used as a test compound for studying the endothelium-dependent vascular response in salt sensitive (DS) and salt resistant Dahl rats (DR). The product was used to study the different P2-purinergic receptor subtypes on canine vascular smooth muscle and endothelium.

Biochem/physiol Actions

Adenosine 5′-diphosphate induces human platelet aggregation and non-competitively blocks the stimulated human platelet adenylate cyclase.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Alice Assinger et al.
Arteriosclerosis, thrombosis, and vascular biology, 34(4), 801-809 (2014-02-22)
Human cytomegalovirus (HCMV) is a widespread pathogen that correlates with various clinical complications, including atherosclerosis. HCMV is released into the circulation during primary infection and periodic viral reactivation, allowing virus-platelet interactions. Platelets are important in the onset and development of
Y Imura et al.
Blood, 80(5), 1247-1253 (1992-09-01)
Platelet aggregation plays an important role in the pathogenesis in arterial thrombotic disorders. The binding of fibrinogen via the Arg-Gly-Asp (RGD) recognition sequence to the platelet glycoprotein IIb/IIIa (GPIIb/IIIa) receptor is an essential step of platelet aggregation induced by various
Udaya S Tantry et al.
Journal of the American College of Cardiology, 62(24), 2261-2273 (2013-10-01)
Dual antiplatelet therapy with aspirin and a P2Y12 receptor blocker is a key strategy to reduce platelet reactivity and to prevent thrombotic events in patients treated with percutaneous coronary intervention. In an earlier consensus document, we proposed cutoff values for
D A Houston et al.
The Journal of pharmacology and experimental therapeutics, 241(2), 501-506 (1987-05-01)
P2-Purinergic agonists can induce direct contractions in saphenous veins and endothelium-dependent relaxations in coronary arteries of the dog. For contractions, the rank order of agonist potency was alpha, beta-methylene-ATP much greater than ATP greater than ADP. For endothelium-dependent relaxation, the
N J Cusack et al.
British journal of pharmacology, 76(1), 221-227 (1982-05-01)
1 Adenosine 5'-diphosphate (ADP) induces human platelet aggregation and noncompetitively inhibits stimulated human platelet adenylate cyclase; it has been suggested that these two effects are mediated by separate ADP receptors on the platelet surface. 2 Adenosine 5'-triphosphate and seven adenine
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