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Key Documents

A8016

Sigma-Aldrich

Adenosine 5′-[β-thio]diphosphate trilithium salt

≥80% (HPLC)

Synonym(s):

ADP-β-S, Adenosine-5′-0-(2-thiodiphosphate) trilithium salt, Ado-5′-PP[S]

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About This Item

Empirical Formula (Hill Notation):
C10H12Li3N5O9P2S
CAS Number:
Molecular Weight:
461.07
MDL number:
UNSPSC Code:
41106305
eCl@ss:
32160414
PubChem Substance ID:
NACRES:
NA.77

Quality Level

Assay

≥80% (HPLC)

form

powder

storage temp.

−20°C

SMILES string

[Li+].[Li+].[Li+].Nc1ncnc2n(cnc12)[C@@H]3O[C@H](COP([O-])(=O)OP([O-])([O-])=S)[C@@H](O)[C@H]3O

InChI

1S/C10H15N5O9P2S.3Li/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(23-10)1-22-25(18,19)24-26(20,21)27;;;/h2-4,6-7,10,16-17H,1H2,(H,18,19)(H2,11,12,13)(H2,20,21,27);;;/q;3*+1/p-3/t4-,6-,7-,10-;;;/m1.../s1

InChI key

CPKFUAYUUSSFFZ-MSQVLRTGSA-K

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Application

Adenosine 5′-[β-thio]diphosphate is a substrate and inhibitor for AMP dependent enzyme systems. Adenosine 5′-[β-thio]diphosphate has been used to explore the myenteric control mechanisms of human esophageal motility and the effect of nitrergic and nonnitrergic neurotransmitters.
Adenosine 5′-[β-thio]diphosphate trilithium salt has been used to induce neuropathic pain in rats to study the effect of dorsal horn cannabinoid CB2 receptor activation on the expression of P2Y12 and P2Y13 (purinoceptors) receptors.

Biochem/physiol Actions

P2Y receptor agonist.

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.

Other Notes

Non-hydrolyzable ADP analog

Substrates

Substrate and inhibitor for AMP dependent enzyme systems.

Pictograms

Health hazardExclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - STOT SE 2

Target Organs

Eyes,Central nervous system

Storage Class Code

11 - 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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