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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

Quality Level

200

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)

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T F Lüscher et al.
Hypertension (Dallas, Tex. : 1979), 9(2), 157-163 (1987-02-01)
Experiments were designed to study endothelium-dependent responses in salt-sensitive (DS) and salt-resistant Dahl rats (DR). The rats were fed a low sodium (0.1% NaCl) or high sodium (8% NaCl) diet for 8 weeks. Blood pressure in DS fed a high
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
Thomas Cuisset et al.
Journal of the American College of Cardiology, 48(7), 1339-1345 (2006-10-03)
We analyzed the benefit of a 600-mg clopidogrel loading dose on platelet reactivity and clinical outcomes after stenting for non-ST-segment elevation acute coronary syndrome (NSTE ACS). High post-treatment platelet reactivity (HPPR = adenosine diphosphate 10 mumol x l(-1) [ADP]-induced platelet
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
R N Goldberg et al.
Biophysical chemistry, 40(3), 241-261 (1991-07-01)
The thermodynamic treatment of the disproportionation reaction of adenosine 5'-diphosphate to adenosine 5'-triphosphate and adenosine 5'-monophosphate is discussed in terms of an equilibrium model which includes the effects of the multiplicity of ionic and metal bound species and the presence
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