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A4386

Adenosine 5′-diphosphate bis(cyclohexylammonium) salt

Name: Adenosine 5′-diphosphate bis(cyclohexylammonium) salt
Brand: SIGMA

≥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

Assay:

≥95% (HPLC)

Biological source:

bacterial

Form:

crystalline

Solubility:

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

Storage temp.:

−20°C

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biological source

bacterial

Quality Level

200

assay

≥95% (HPLC)

form

crystalline

solubility

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

storage temp.

−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

InChI key

SCOUEIPNDLFPCX-IDIVVRGQSA-N

Related Categories

Phosphates

Application

Adenosine5′-diphosphate bis(cyclohexylammonium) salt has been used as a standard in luminometry. It has also been used in suramin inhibition assays.

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.

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

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)

P2Y receptors in health and disease.

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

Extracellular Ca(2+) modulates ADP-evoked aggregation through altered agonist degradation: implications for conditions used to study P2Y receptor activation.

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

P2 receptors and platelet function.

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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Global Trade Item Number

SKU	GTIN
A4386-5X1G	04061833374382
A4386-1G	04061833374375

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