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01897

Sigma-Aldrich

Adenosine 5′-diphosphate disodium salt

≥90%

Synonym(s):

ADPdisodium salt, Disodium 5′-ADP, Disodium adenosine 5′-diphosphate, 5′-ADP-Na2

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About This Item

Empirical Formula (Hill Notation):
C10H13N5Na2O10P2
CAS Number:
16178-48-6
Molecular Weight:
471.16
Beilstein:
7563620
EC Number:
240-314-7
MDL number:
MFCD00066635
UNSPSC Code:
41106305
eCl@ss:
32160414
PubChem Substance ID:
329747370
NACRES:
NA.51

Assay

≥90%

form

powder or crystals

optical activity

[α]20/D −29.6±1°, c = 0.5% in 0.5 M Na2HPO4

impurities

≤10% water

storage temp.

−20°C

SMILES string

[Na+].[Na+].Nc1ncnc2n(cnc12)[C@@H]3O[C@H](COP([O-])(=O)OP(O)([O-])=O)[C@@H](O)[C@H]3O

InChI

1S/C10H15N5O10P2.2Na/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);;/q;2*+1/p-2/t4-,6-,7-,10-;;/m1../s1

InChI key

ORKSTPSQHZNDSC-IDIVVRGQSA-L

Application

Adenosine 5′-diphosphate disodium salt has been used as a purinergic G protein-coupled receptor P2Y12 agonistin platelet activation tests in blood samples.

Biochem/physiol Actions

Adenosine 5′-diphosphate (ADP) is an adenine nucleotide involved in energy storage and nucleic acid metabolism via its conversion into ATP by ATP synthases. ADP affects platelet activation through its interaction with purinergic receptors P2Y1 and P2Y12. Upon its conversion to adenosine by ecto-ADPases, platelet activation is inhibited via adenosine receptors.

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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Cécile H Kicken et al.
PloS one, 12(2), e0172265-e0172265 (2017-02-17)
Previous studies have shown that flow cytometry is a reliable test to quantify platelet function in stored platelet concentrates (PC). It is thought that flow cytometry is laborious and hence expensive. We have optimized the flow cytometry-based quantification of agonist
Sven Van Poucke et al.
PloS one, 13(6), e0193657-e0193657 (2018-06-22)
Cytoreductive surgery (CRS) with hyperthermic intraperitoneal peroperative chemotherapy (HIPEC), indicated for patients with peritoneal metastases from digestive or gynecological malignancies alike, demonstrates a considerable impact on hemostatic metabolism, both on platelet and on coagulation level. The potential hemostatic interference in
Dana Huskens et al.
PloS one, 13(2), e0192079-e0192079 (2018-02-02)
Platelet function testing with flow cytometry has additional value to existing platelet function testing for diagnosing bleeding disorders, monitoring anti-platelet therapy, transfusion medicine and prediction of thrombosis. The major challenge is to use this technique as a diagnostic test. The
Sarah Jones et al.
British journal of haematology, 153(1), 83-91 (2011-02-22)
ADP is considered a weak platelet agonist due to the limited aggregation responses it induces in vitro at physiological concentrations of extracellular Ca(2+) [(Ca(2+) )(o) ]. Lowering [Ca(2+) ](o) paradoxically enhances ADP-evoked aggregation, an effect that has been attributed to
David Erlinge
Advances in pharmacology (San Diego, Calif.), 61, 417-439 (2011-05-19)
The purine- and pyrimidine-sensitive P2Y receptors belong to the large group of G-protein-coupled receptors that are the target of approximately one-third of the pharmaceutical drugs used in the clinic today. It is therefore not unexpected that the P2Y receptors could
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