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M1434

2-Methylthioadenosine 5′-monophosphate triethylammonium salt hydrate

Name: 2-Methylthioadenosine 5&#8242;-monophosphate triethylammonium salt hydrate
Brand: SIGMA

≥98% (HPLC), solid

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):

C₁₁H₁₆N₅O₇PS · xC₆H₁₅N × yH₂O

CAS Number:

22140-20-1

Molecular Weight:

393.31 (anhydrous free acid basis)

UNSPSC Code:

41106305

eCl@ss:

32160414

PubChem Substance ID:

24896647

NACRES:

NA.51

Assay:

≥98% (HPLC)

Form:

solid

Solubility:

H₂O: 20 mg/mL, clear, colorless

Storage temp.:

−20°C

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Properties

Product Name

2-Methylthioadenosine 5′-monophosphate triethylammonium salt hydrate, solid, ≥98% (HPLC)

Quality Level

100

assay

≥98% (HPLC)

form

solid

storage condition

desiccated

color

white

solubility

H₂O: 20 mg/mL, clear, colorless

storage temp.

−20°C

SMILES string

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

InChI key

YQMUWWZKFZERBT-IDIVVRGQSA-N

Description

Application

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

as a P2Y₁₂inhibitor to study its effects on stimulation of endocytosis in high-density lipoprotein (HDL).
as a P2Y₁₂inhibitor to study its effects on platelet recruitment in whole human blood.

Biochem/physiol Actions

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.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number

0000192453

0000143520

0000119564

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Zinc is a transmembrane agonist that induces platelet activation in a tyrosine phosphorylation-dependent manner.

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

Arachidonate metabolism, 5-hydroxytryptamine release and aggregation in human platelets activated by palmitaldehyde acetal phosphatidic acid.

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

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)

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Global Trade Item Number

SKU	GTIN
M1434-25MG	04061831156720
M1434-5MG	04061834040651