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Key Documents

A4386

Sigma-Aldrich

Adenosine 5′-diphosphate bis(cyclohexylammonium) salt

≥95% (HPLC), crystalline, bacterial

Synonyme(s) :

A2P5P, ADP

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About This Item

Formule empirique (notation de Hill):
C10H15N5O10P2 · 2C6H13N
Numéro CAS:
Poids moléculaire :
625.55
Numéro MDL:
Code UNSPSC :
41106305
ID de substance PubChem :
Nomenclature NACRES :
NA.51

Source biologique

bacterial

Niveau de qualité

Pureté

≥95% (HPLC)

Forme

crystalline

Solubilité

H2O: soluble, clear to slightly hazy, colorless to faintly yellow

Température de stockage

−20°C

Chaîne SMILES 

NC1CCCCC1.NC2CCCCC2.Nc3ncnc4n(cnc34)[C@@H]5O[C@H](COP(O)(=O)OP(O)(O)=O)[C@@H](O)[C@H]5O

InChI

1S/C10H15N5O10P2.2C6H13N/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;2*7-6-4-2-1-3-5-6/h2-4,6-7,10,16-17H,1H2,(H,21,22)(H2,11,12,13)(H2,18,19,20);2*6H,1-5,7H2/t4-,6-,7-,10-;;/m1../s1

Clé InChI

SCOUEIPNDLFPCX-IDIVVRGQSA-N

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Application

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 ADP receptors P2Y1, P2Y12 and P2X1. Upon its conversion to adenosine by ecto-ADPases, platelet activation is inhibited via adenosine receptors.
Adenosine5′-diphosphate bis(cyclohexylammonium) salt has been used as a standard in luminometry. It has also been used in suramin inhibition assays.

Attention

Stable, non-hygroscopic

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)


Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

The trypanocidal drug suramin and other trypan blue mimetics are inhibitors of pyruvate kinases and bind to the adenosine site
Morgan HP, et al.
The Journal of Biological Chemistry, 286(36), 31232-31240 (2011)
Effects of anticoagulants used during blood collection on human platelet function
May J A and Heptinstall S
Platelets and megakaryocytes, 3-11 (2004)
Béatrice Hechler et al.
Purinergic signalling, 7(3), 293-303 (2011-07-28)
Following vessel wall injury, platelets adhere to the exposed subendothelium, become activated and release mediators such as TXA(2) and nucleotides stored at very high concentration in the so-called dense granules. Released nucleotides and other soluble agents act in a positive
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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