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Key Documents

M152

Sigma-Aldrich

2-(Methylthio)adenosine 5′-diphosphate trisodium salt hydrate

≥89% (HPLC), solid

Synonym(s):

2-(Methylthio)adenosine 5′-trihydrogen diphosphate trisodium salt hydrate, 2-Methylthio-ADP trisodium salt hydrate

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About This Item

Empirical Formula (Hill Notation):
C11H14N5Na3O10P2S · xH2O
CAS Number:
Molecular Weight:
539.24 (anhydrous basis)
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:

Pricing and availability is not currently available.

Assay

≥89% (HPLC)

form

solid

storage condition

desiccated

color

white

solubility

H2O: >20 mg/mL

storage temp.

−20°C

SMILES string

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

InChI

1S/C11H17N5O10P2S.3Na.H2O/c1-29-11-14-8(12)5-9(15-11)16(3-13-5)10-7(18)6(17)4(25-10)2-24-28(22,23)26-27(19,20)21;;;;/h3-4,6-7,10,17-18H,2H2,1H3,(H,22,23)(H2,12,14,15)(H2,19,20,21);;;;1H2/q;3*+1;/p-3/t4-,6-,7-,10-;;;;/m1..../s1

InChI key

JPTPEMXICPAWKJ-KWIZKVQNSA-K

Biochem/physiol Actions

2-Methylthio-ADP (2-ME-SADP) is a P2 purinoceptor agonist, which induces platelet aggregation and shape change and inhibits cyclic AMP accumulation in platelets exposed to prostaglandin E1. Compared with ADP, 2-methylthio-ADP was 3-5 times as active as an aggregating agent and 150-200 times as active as an inhibitor of cyclic AMP accumulation. Purinergic signaling may be an important factor in TSP-1-mediated cell-matrix and cell-cell interactions such as those occurring during development and repair.

Features and Benefits

This compound is featured on the P2 Receptors: P2Y G-Protein Family page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Caution

Hygroscopic, air sensitive

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

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