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A5638

Sigma-Aldrich

Adenosine 2′,5′-diphosphate sodium salt

≥95%

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Synonym(s):
2′-Phosphoadenosine 5′-phosphate sodium salt
Empirical Formula (Hill Notation):
C10H15N5O10P2 · xNa+
CAS Number:
Molecular Weight:
427.20 (free acid basis)
PubChem Substance ID:
NACRES:
NA.51

Quality Level

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

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This Item
A9376A6904A5763
form

powder

form

powder

form

solid

form

powder

assay

≥95%

assay

≥93%

assay

90-95%

assay

≥96%

solubility

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

solubility

water: 50 mg/mL, clear, colorless

solubility

-

solubility

water: 25 mg/mL, clear, colorless to very faintly yellow

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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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 platelet P2 receptors
Platelets, 259-277 (2019)
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)
R G Stevens et al.
Planta, 211(4), 537-545 (2000-10-13)
Expression in transgenic tobacco (Nicotiana tabacum L.) of a pea (Pisum sativum L.) GOR2 cDNA, encoding an isoform of glutathione reductase (GOR2), resulted in a 3- to 7-fold elevation of total foliar glutathione reductase (GR) activity. The enzyme encoded by
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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