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Merck
CN

A4386

Adenosine 5′-diphosphate bis(cyclohexylammonium) salt

≥95% (HPLC), crystalline, bacterial

Synonym(s):

A2P5P, ADP

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About This Item

Empirical Formula (Hill Notation):
C10H15N5O10P2 · 2C6H13N
CAS Number:
102029-87-8
Molecular Weight:
625.55
NACRES:
NA.51
PubChem Substance ID:
329770855
UNSPSC Code:
41106305
MDL number:
MFCD00058338

Key Documents

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Product Name

Adenosine 5′-diphosphate bis(cyclohexylammonium) salt, ≥95% (HPLC), crystalline, bacterial

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

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 key

SCOUEIPNDLFPCX-IDIVVRGQSA-N

biological source

bacterial

assay

≥95% (HPLC)

form

crystalline

solubility

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

storage temp.

−20°C

Quality Level

200

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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.

Disclaimer

Stable, non-hygroscopic

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
0000462966
0000462966
0000372927
0000372927
0000276153

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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)
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
David Iyú et al.
Arteriosclerosis, thrombosis, and vascular biology, 31(2), 416-422 (2010-11-26)
To investigate whether adenosine diphosphate (ADP)-derived adenosine might inhibit platelet aggregation, especially in the presence of a P2Y₁₂ antagonist, where the effects of ADP at the P2Y₁₂ receptor would be prevented. Platelet aggregation was measured in response to thrombin receptor
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