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M6517

Sigma-Aldrich

α,β-Methyleneadenosine 5′-triphosphate lithium salt

≥93% (HPLC), solid

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Synonym(s):
AMP-CPP
Empirical Formula (Hill Notation):
C11H18N5O12P3 · xLi+
CAS Number:
Molecular Weight:
505.21 (free acid basis)
MDL number:
eCl@ss:
32160414
PubChem Substance ID:
NACRES:
NA.77

Assay

≥93% (HPLC)

form

solid

color

white

solubility

H2O: 100 mg/mL

storage temp.

−20°C

SMILES string

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

InChI

1S/C11H18N5O12P3.Li/c12-9-6-10(14-2-13-9)16(3-15-6)11-8(18)7(17)5(27-11)1-26-29(19,20)4-30(21,22)28-31(23,24)25;/h2-3,5,7-8,11,17-18H,1,4H2,(H,19,20)(H,21,22)(H2,12,13,14)(H2,23,24,25);/q;+1/p-1/t5-,7-,8-,11-;/m1./s1

InChI key

NVHVREPTGDOYIC-YCSZXMBFSA-M

Gene Information

human ... P2RX1(5023)

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This Item
M7510A2647A9501
form

solid

form

solid

form

powder

form

powder

color

white

color

white

color

white

color

white

solubility

H2O: 100 mg/mL

solubility

H2O: 10 mg/mL

solubility

H2O: 50 mg/mL

solubility

H2O: 10 mg/mL, clear, colorless (pH of aqueous solution is approx. 3.0. The sodium salt (A6885) is about 20× more soluble.)

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

200

Application

α,β-Methyleneadenosine 5′-triphosphate lithium salt has been used:
  • as P2-purinoreceptor agonist (P2X), to analyse its effects on membrane conductance in the astrocytes of caudal nucleus
  • as a P2X receptor agonist, to increase the calcium current in the neurons in satellite cells
  • to determine the functional sensitivities of purinergic agonists on P2Y receptors in rat and to determine its effect on developing outer sulcus cells

Biochem/physiol Actions

P2 purinoceptor agonist that is more potent than ATP at the P2X subtype.

Features and Benefits

This compound is featured on the P2 Receptors: P2X Ion Channel Family and P2 Receptors: P2Y G-Protein Family pages of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Physical form

hygroscopic solid

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory 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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1. We have previously found that the P2x-purinoceptor agonist, alpha, beta-methylene adenosine 5'-triphosphate (alpha, beta-methylene ATP), depolarizes the rat cervical vagus nerve, measured with a 'grease-gap' extracellular recording technique. This effect was attenuated by the P2 purinoceptor antagonist, suramin. In

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