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A8016

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

Name: Adenosine 5&#8242;-[&#946;-thio]diphosphate trilithium salt
Brand: SIGMA

≥80% (HPLC), P2Y receptor agonist., powder

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:

73536-95-5

Molecular Weight:

461.07

UNSPSC Code:

41106305

eCl@ss:

32160414

PubChem Substance ID:

24891307

NACRES:

NA.77

MDL number:

MFCD00077314

Assay:

≥80% (HPLC)

Form:

powder

Quality level:

200

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Product Name

Adenosine 5′-[β-thio]diphosphate trilithium salt, ≥80% (HPLC)

Quality Level

200

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

Related Categories

Bioactive Small Molecules

Phosphates

Bioactive Small Molecule Agonists

General description

Substrate and inhibitor for AMP dependent enzyme systems.

Application

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.

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.

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

pictograms

GHS08,GHS07

signalword

Warning

hcodes

H302,H371

pcodes

P260 - P264 - P301 + P312 - P308 + P311 - P405 - P501

Hazard Classifications

Acute Tox. 4 Oral - STOT SE 2

target_organs

Eyes,Central nervous system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

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Activation of P2Y1 nucleotide receptors induces inhibition of the M-type K+ current in rat hippocampal pyramidal neurons.

Alexander K Filippov et al.

The Journal of neuroscience : the official journal of the Society for Neuroscience, 26(36), 9340-9348 (2006-09-08)

We have shown previously that stimulation of heterologously expressed P2Y1 nucleotide receptors inhibits M-type K+ currents in sympathetic neurons. We now report that activation of endogenous P2Y1 receptors induces inhibition of the M-current in rat CA1/CA3 hippocampal pyramidal cells in

G-protein coupled activation of potassium channels by endogenous neuropeptides in snail neurons.

Tibor Kiss

The European journal of neuroscience, 21(8), 2177-2185 (2005-05-05)

Members of the mytilus inhibitory peptide (MIP) family play an important role in the modulation of many physiological processes in molluscs. The signal transduction pathways affected by the MIP effect have not, however, been elucidated. Application of guanosine 5'-[gamma-thio]triphosphate tetralithium

Regional functional specialization and inhibitory nitrergic and nonnitrergic coneurotransmission in the human esophagus.

B Lecea et al.

American journal of physiology. Gastrointestinal and liver physiology, 300(5), G782-G794 (2011-02-19)

The aim of this study was to explore the myenteric mechanisms of control of human esophageal motility and the effect of nitrergic and nonnitrergic neurotransmitters. Human circular esophageal strips were studied in organ baths and with microelectrodes. Responses following electrical

Desensitization of endothelial P2Y1 receptors by PKC-dependent mechanisms in pressurized rat small mesenteric arteries.

R Rodríguez-Rodríguez et al.

British journal of pharmacology, 158(6), 1609-1620 (2009-10-23)

Extracellular nucleotides play a crucial role in the regulation of vascular tone and blood flow. Stimulation of endothelial cell P2Y1 receptors evokes concentration-dependent full dilatation of resistance arteries. However, this GPCR can desensitize upon prolonged exposure to the agonist. Our

Activation of dorsal horn cannabinoid CB2 receptor suppresses the expression of P2Y 12 and P2Y 13 receptors in neuropathic pain rats

Niu J, et al.

Journal of Neuroinflammation, 14(1), 185-185 (2017)

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Global Trade Item Number

SKU	GTIN
A8016-5MG	04061832079196
A8016-25MG	04061833391006

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