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Documentos Principais

M152

Sigma-Aldrich

2-(Methylthio)adenosine 5′-diphosphate trisodium salt hydrate

≥89% (HPLC), solid

Sinônimo(s):

2-(Methylthio)adenosine 5′-trihydrogen diphosphate trisodium salt hydrate, 2-Methylthio-ADP trisodium salt hydrate

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About This Item

Fórmula empírica (Notação de Hill):
C11H14N5Na3O10P2S · xH2O
Número CAS:
Peso molecular:
539.24 (anhydrous basis)
Número MDL:
Código UNSPSC:
12352200
ID de substância PubChem:

Ensaio

≥89% (HPLC)

Formulário

solid

condição de armazenamento

desiccated

cor

white

solubilidade

H2O: >20 mg/mL

temperatura de armazenamento

−20°C

cadeia de caracteres SMILES

O.[Na+].[Na+].[Na+].CSc1nc(N)c2ncn([C@@H]3O[C@H](COP([O-])(=O)OP([O-])([O-])=O)[C@@H](O)[C@H]3O)c2n1

InChI

1S/C11H17N5O10P2S.3Na.H2O/c1-29-11-14-8(12)5-9(15-11)16(3-13-5)10-7(18)6(17)4(25-10)2-24-28(22,23)26-27(19,20)21;;;;/h3-4,6-7,10,17-18H,2H2,1H3,(H,22,23)(H2,12,14,15)(H2,19,20,21);;;;1H2/q;3*+1;/p-3/t4-,6-,7-,10-;;;;/m1..../s1

chave InChI

JPTPEMXICPAWKJ-KWIZKVQNSA-K

Ações bioquímicas/fisiológicas

2-Methylthio-ADP (2-ME-SADP) is a P2 purinoceptor agonist, which induces platelet aggregation and shape change and inhibits cyclic AMP accumulation in platelets exposed to prostaglandin E1. Compared with ADP, 2-methylthio-ADP was 3-5 times as active as an aggregating agent and 150-200 times as active as an inhibitor of cyclic AMP accumulation. Purinergic signaling may be an important factor in TSP-1-mediated cell-matrix and cell-cell interactions such as those occurring during development and repair.

Características e benefícios

This compound is featured on the P2 Receptors: P2Y G-Protein Family page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Atenção

Hygroscopic, air sensitive

Código de classe de armazenamento

13 - Non Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

Eyeshields, Gloves, type N95 (US)


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D G Satchell et al.
The Journal of pharmacology and experimental therapeutics, 195(3), 540-548 (1975-12-01)
The inhibitory actions of adenosine diphosphate (ADP), adenosine monophosphate (AMP), adenosine and 16 adenine nucleotide and nucleoside analogs on the isolated guinea-pig taenia coli preparation were compared with those of adenosine triphosphate (ATP). Responses were quantitated as magnitude of maximal
D E Macfarlane et al.
The Journal of clinical investigation, 71(3), 420-428 (1983-03-01)
2-Methylthio-ADP and its radioactive analogue [beta-32P]2-methylthio-ADP were synthesized and used to investigate platelet receptors for ADP. 2-Methylthio-ADP induced platelet aggregation and shape change, and inhibited cyclic AMP accumulation in platelets exposed to prostaglandin E1. Compared with ADP, 2-methylthio-ADP was 3-5
N J Cusack et al.
British journal of pharmacology, 77(2), 329-333 (1982-10-01)
1 Adenosine 5'-diphosphate (ADP) induces human platelet aggregation and noncompetitively inhibits stimulated human platelet adenylate cyclase; these two effects are mediated by the same ADP receptor, at which adenosine 5'-triphosphate (ATP) is a competitive antagonist. 2 Two ADP analogues, 2-azidoadenosine
Madelene Lindkvist et al.
Thrombosis research, 174, 5-12 (2018-12-14)
Platelet aggregation and secretion can be induced by a large number of endogenous activators, such as collagen, adenosine diphosphate (ADP) and epinephrine. Conversely, the blood vessel endothelium constitutively release platelet inhibitors including nitric oxide (NO) and prostacyclin. NO and prostacyclin

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