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Merck
CN

A023

2-(Methylthio)adenosine 5′-triphosphate tetrasodium salt hydrate

solid, ≥90%

Synonym(s):

2-MeSATP, 2-Methylthio-ATP tetrasodium salt hydrate

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About This Item

Empirical Formula (Hill Notation):
C11H14N5Na4O13P3S · xH2O
Molecular Weight:
641.20 (anhydrous basis)
UNSPSC Code:
12352200
PubChem Substance ID:
24277689
MDL number:
MFCD00069196

Key Documents

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InChI

1S/C11H18N5O13P3S.4Na/c1-33-11-14-8(12)5-9(15-11)16(3-13-5)10-7(18)6(17)4(27-10)2-26-31(22,23)29-32(24,25)28-30(19,20)21;;;;/h3-4,6-7,10,17-18H,2H2,1H3,(H,22,23)(H,24,25)(H2,12,14,15)(H2,19,20,21);;;;/q;4*+1/p-4/t4-,6-,7-,10-;;;;/m1..../s1

SMILES string

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

InChI key

UEEFBRHXFDJPTA-KWIZKVQNSA-J

assay

≥90%

form

solid

storage condition

desiccated

color

white

solubility

H2O: 13 mg/mL (Solutions should be freshly prepared.)

εmax

15,100 at 274 nm, 20,900 at 233.4 nm

shipped in

dry ice

storage temp.

−70°C

Gene Information

human ... LPAR4(2846), LTB4R(1241), P2RY1(5028), P2RY10(27334), P2RY11(5032), P2RY12(64805), P2RY13(53829), P2RY14(9934), P2RY2(5029), P2RY4(5030), P2RY5(10161), P2RY6(5031), P2RY8(286530)

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Biochem/physiol Actions

2-Methylthioadenosine triphosphate is a potent P2Y purinoceptor agonist.

Disclaimer

Hygroscopic.

Storage Class

13 - Non Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
068K46203
068K46202
068K46201
068K4620
066K4712

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Peter D J Thornton et al.
PloS one, 8(2), e40840-e40840 (2013-02-06)
The nature of synaptic transmission at functionally distinct synapses in intestinal reflex pathways has not been fully identified. In this study, we investigated whether transmission between interneurons in the descending inhibitory pathway is mediated by a purine acting at P2Y
R Preston Mason et al.
BMC pharmacology & toxicology, 14, 48-48 (2013-10-01)
Nebivolol is a third-generation beta-blocker used to treat hypertension. The vasodilation properties of nebivolol have been attributed to nitric oxide (NO) release. However, the kinetics and mechanism of nebivolol-stimulated bioavailable NO are not fully understood. Using amperometric NO and peroxynitrite
Melanie J Ludlow et al.
Cell calcium, 44(6), 567-579 (2008-05-20)
The presence of five P2X-like genes (p2xA-E) in Dictyostelium suggests that nucleotides other than cAMP may act as extracellular signalling molecules in this model eukaryote. However, p2xA was found to have an exclusively intracellular localisation making it unclear whether Dictyostelium
N J Cusack et al.
British journal of pharmacology, 75(2), 397-400 (1982-02-01)
Some 2-alkylthio derivatives of adenosine 5'-monophosphate (AMP), adenosine 5'-monophosphorothioate (AMPS) and adenosine 5'-triphosphate (ATP) were examined as inhibitors of human platelet aggregation. 2-Methylthio-AMP, 2-ethylthio-AMP, 2-(pentan-l-yl)thio-AMP, 2-ethylthio-AMPS, 2-methylthio-ATP and 2-ethylthio-ATP (100 microM) each inhibited aggregation induced by adenosine 5'-diphosphate (ADP) but
Takayuki Ohnishi et al.
Molecular pain, 5, 40-40 (2009-07-22)
The translocation of neuronal nitric oxide synthase (nNOS) from the cytosol to the membrane is functionally coupled to the activation of N-methyl-D-aspartate (NMDA) receptors at synapses. Whereas there is abundant evidence indicating that ATP and nitric oxide are involved in
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