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A4386

Sigma-Aldrich

Adenosine 5′-diphosphate bis(cyclohexylammonium) salt

≥95% (HPLC), crystalline, bacterial

Synonym(e):

A2P5P, ADP

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About This Item

Empirische Formel (Hill-System):
C10H15N5O10P2 · 2C6H13N
CAS-Nummer:
102029-87-8
Molekulargewicht:
625.55
MDL-Nummer:
MFCD00058338
UNSPSC-Code:
41106305
PubChem Substanz-ID:
329770855
NACRES:
NA.51

Biologische Quelle

bacterial

Qualitätsniveau

200

Assay

≥95% (HPLC)

Form

crystalline

Löslichkeit

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

Lagertemp.

−20°C

SMILES String

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

InChIKey

SCOUEIPNDLFPCX-IDIVVRGQSA-N

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Anwendung

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.

Vorsicht

Stable, non-hygroscopic

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)

Analysenzertifikate (COA)

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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)
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
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
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
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