5.05419

α,β-Methyleneadenosine 5′-triphosphate lithium salt

≥93% (HPLC), powder, P2X purinergic receptor agonist, Calbiochem^®

• Synonym(s): α,β-methylene ATP, αβ-MeATP, αβ-methylene ATP, P2X purinergic receptor agonist, α,β-methylene ATP, α,β-Methyleneadenosine 5ʹ-triphosphate lithium salt
• CAS Number: 104809-20-3
• MDL number: MFCD00148925
• UNSPSC Code: 41106305
• NACRES: NA.77

Properties

• Product Name: α,β-methylene ATP,
• assay: ≥93% (HPLC)
• Quality Level: 100
• form: powder
• manufacturer/tradename: Calbiochem^®
• storage condition: OK to freeze; desiccated (hygroscopic); protect from light
• color: white
• solubility: water: 100 mg/mL
• storage temp.: −20°C
• SMILES string: [Li+].[P](=O)([O-])(OC[C@H]1O[C@H]([C@@H]([C@@H]1O)O)[n]2c3ncnc(c3nc2)N)C[P](=O)(O[P](=O)(O)O)O
• 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

Description

General description

A metabolically stable and selective P2X purinergic receptor agonist (pEC₅₀ = 5.81) that is shown to be more potent than ATP. Elicits contractions in ileum through the release of endogenous acetylcholine, which can be blocked by tetrodotoxin (~1 mM). Shown to depolarize cells of the longitudinal muscle strips (~ 200 nM to 4 µM) that reaches a peak within 2-3 min after application and then decays to a steady level.

Biochem/physiol Actions

Primary Target
P2X

Reversible: yes

Warning

Toxicity: Standard Handling (A)

Other Notes

Sawyer, G.W., et al. 2000. Br. J. Pharmacol.129, 1458.
Komori, S., et al. 1988. Br. J. Pharmacol.94, 9.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 1
• flash_point_f: Not applicable
• flash_point_c: Not applicable