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Safety Information

A023

Sigma-Aldrich

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)
MDL number:
MFCD00069196
UNSPSC Code:
12352200
PubChem Substance ID:
24277689

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

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

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

InChI key

UEEFBRHXFDJPTA-KWIZKVQNSA-J

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.

Caution

Hygroscopic.

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

A023-10MG:
A023-VAR:
A023-5MG:
A023-BULK:
A023-50MG:
A023-25MG:

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Certificates of Analysis (COA)

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

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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
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
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
G Burnstock et al.
British journal of pharmacology, 79(4), 907-913 (1983-08-01)
ATP, 2-chloro-ATP, 2-methylthio-ATP, and their unnatural L-enantiomers, were synthesized and their effects tested on the guinea-pig taenia coli and urinary bladder, and the stimulated frog ventricle. The potent P2-purinoceptor agonists, 2-chloro-ATP and 2-methylthio-ATP were, respectively, 30 and 200 times more
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