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A5638

Sigma-Aldrich

Adenosine 2′,5′-diphosphate sodium salt

≥95%

Synonym(s):

2′-Phosphoadenosine 5′-phosphate sodium salt

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About This Item

Empirical Formula (Hill Notation):
C10H15N5O10P2 · xNa+
CAS Number:
154146-84-6
Molecular Weight:
427.20 (free acid basis)
UNSPSC Code:
41106305
PubChem Substance ID:
24891005
NACRES:
NA.51

Assay

≥95%

form

powder

solubility

water: 50 mg/mL, clear, colorless to faintly yellow

storage temp.

−20°C

SMILES string

Nc1ncnc2n(cnc12)[C@@H]3O[C@H](COP(O)(O)=O)[C@@H](O)[C@H]3OP(O)(O)=O

InChI

1S/C10H15N5O10P2.Na/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(25-27(20,21)22)6(16)4(24-10)1-23-26(17,18)19;/h2-4,6-7,10,16H,1H2,(H2,11,12,13)(H2,17,18,19)(H2,20,21,22);

InChI key

OHPUPSOOFQPMRP-UHFFFAOYSA-N

Application

Adenosine 2′,5′-diphosphate may be used to study the mechanisms and activities of these components. Adenosine 2′,5′-diphosphate may be used to prepare adenosine 2′,5′-diphosphate agarose for affinity chromatography purification of enzymes such as NADPH-cytochrome P450 reductase and glutathione reductase.

Biochem/physiol Actions

Adenosine 2′,5′-diphosphate (A2P5P) is a competitive antagonist of the P2Y1 receptor and a non-selective antagonist of the platelet P2X1 ion channel. A2P5P prevents ADP-induced platelet aggregation and deformation but it does not affect ADP-induced inhibition of adenylyl cyclase.

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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The platelet P2 receptors
Platelets, 259-277 (2019)
J L Boyer et al.
Molecular pharmacology, 50(5), 1323-1329 (1996-11-01)
Although P2 receptors mediate a myriad of physiological effects of extracellular adenine nucleotides, study of this broad class of receptors has been compromised by a lack of P2 receptor-selective antagonist molecules. The adenine nucleotide-promoted inositol lipid hydrolysis response of turkey
The P2Y1 receptor antagonist adenosine-2',5'-diphosphate non-selectively antagonizes the platelet P2X1 ion channel.
E Toth-Zsamboki et al.
Thrombosis and haemostasis, 86(5), 1338-1339 (2002-01-31)
F Moccia et al.
Microvascular research, 61(3), 240-252 (2001-05-05)
Intracellular Ca2+ signals elicited by nucleotide agonists were investigated in primary cultures of rat cardiac microvascular endothelial cells using the fura-2 technique. UTP increased the intracellular [Ca2+] in 94% of the cells, whereas 2MeSATP was active in 32%. The rank
H Schwarz et al.
Plant biology (Stuttgart, Germany), 11(3), 300-306 (2009-05-28)
Solubilised NADPH-cytochrome P450 reductase (CPR) was purified from the microsomal fraction of centaury (Centaurium erythraea) cell cultures by Q-anion exchange chromatography and affinity chromatography on adenosine 2',5'-diphosphate agarose. SDS-PAGE demonstrated the presence of three CPR isoforms with molecular masses of
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