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Key Documents

M1434

Sigma-Aldrich

2-Methylthioadenosine 5′-monophosphate triethylammonium salt hydrate

solid, ≥98% (HPLC)

Synonyme(s) :

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

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About This Item

Formule empirique (notation de Hill):
C11H16N5O7PS · xC6H15N × yH2O
Numéro CAS:
Poids moléculaire :
393.31 (anhydrous free acid basis)
Code UNSPSC :
41106305
eCl@ss :
32160414
ID de substance PubChem :
Nomenclature NACRES :
NA.51

Pureté

≥98% (HPLC)

Forme

solid

Conditions de stockage

desiccated

Couleur

white

Solubilité

H2O: 20 mg/mL, clear, colorless

Température de stockage

−20°C

Chaîne 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

Clé InChI

YQMUWWZKFZERBT-IDIVVRGQSA-N

Catégories apparentées

Application

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.

Actions biochimiques/physiologiques

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.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)


Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

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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