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Documentos Principais

M1434

Sigma-Aldrich

2-Methylthioadenosine 5′-monophosphate triethylammonium salt hydrate

solid, ≥98% (HPLC)

Sinônimo(s):

2-MeSAMP, 2-Methylthio-AMP triethylammonium salt hydrate

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About This Item

Fórmula empírica (Notação de Hill):
C11H16N5O7PS · xC6H15N × yH2O
Número CAS:
Peso molecular:
393.31 (anhydrous free acid basis)
Código UNSPSC:
41106305
eCl@ss:
32160414
ID de substância PubChem:
NACRES:
NA.51

Nível de qualidade

Ensaio

≥98% (HPLC)

Formulário

solid

condição de armazenamento

desiccated

cor

white

solubilidade

H2O: 20 mg/mL, clear, colorless

temperatura de armazenamento

−20°C

cadeia de caracteres SMILES

O.CCN(CC)CC.CSc1nc(N)c2ncn([C@@H]3O[C@H](COP(O)(O)=O)[C@@H](O)[C@H]3O)c2n1

InChI

1S/C11H16N5O7PS.C6H15N.H2O/c1-25-11-14-8(12)5-9(15-11)16(3-13-5)10-7(18)6(17)4(23-10)2-22-24(19,20)21;1-4-7(5-2)6-3;/h3-4,6-7,10,17-18H,2H2,1H3,(H2,12,14,15)(H2,19,20,21);4-6H2,1-3H3;1H2/t4-,6-,7-,10-;;/m1../s1

chave InChI

YQMUWWZKFZERBT-IDIVVRGQSA-N

Categorias relacionadas

Aplicação

2-Methylthioadenosine 5′-monophosphate triethylammonium salt hydrate has been used:

  • as a P2Y12 inhibitor to study its effects on stimulation of endocytosis in high-density lipoprotein (HDL).
  • as a P2Y12 inhibitor to study its effects on platelet recruitment in whole human blood.

Ações bioquímicas/fisiológicas

2-Methylthioadenosine5′-monophosphate triethylammonium salt (2-MeSAMP) is an adenosine-based P2Y12 antagonist and ADP-dependent platelet aggregation inhibitory agent.(1) It has a potential to inhibit platelet activation throughP2Y12/G(i)-dependent mechanism.

Código de classe de armazenamento

11 - 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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Effects of P2Y1 receptor antagonism on the reactivity of platelets from patients with stable coronary artery disease using aspirin and clopidogrel.
Labarthe B, Babin J, Bryckaert M, et al.
British Journal of Pharmacology, 166(1), 221-231 (2011)
J P Brammer et al.
British journal of pharmacology, 82(1), 61-72 (1984-05-01)
Palmitaldehyde acetal phosphatidic acid ( PGAP ) caused dose-dependent aggregation of human platelets resuspended in modified Tyrode medium, with a threshold concentration of 0.5-1 microM and an EC50 of 4 microM. Concentrations of PGAP which elicited biphasic irreversible aggregation concomitantly
Ben R Watson et al.
Metallomics : integrated biometal science, 8(1), 91-100 (2015-10-06)
Following platelet adhesion and primary activation at sites of vascular injury, secondary platelet activation is induced by soluble platelet agonists, such as ADP, ATP, thrombin and thromboxane. Zinc ions are also released from platelets and damaged cells and have been
S F Maloney et al.
Integrative biology : quantitative biosciences from nano to macro, 2(4), 183-192 (2010-05-18)
Determination of the patient-specific response to antiplatelet agents facilitates proper dosing for both acute and chronic prophylaxis. "Closed" systems (with or without flow) may fail to predict pharmacological potency in situations where platelets rapidly accumulate under flow conditions at a
Nagaraj Manickam et al.
British journal of haematology, 142(3), 457-465 (2008-06-10)
Sulfhydryl groups of platelet surface proteins are important in platelet aggregation. While p-chloromercuribenzene sulphonate (pCMBS) has been used in most studies on platelet surface thiols, the specific thiol-proteins that pCMBS reacts with to inhibit aggregation have not been well defined.

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