616394

TPEN

• Synonyme(s) : TPEN, N,N,Nʹ,Nʹ- tetrakis-(2-Pyridylmethyl)ethylenediamine
• Formule empirique (notation de Hill) : C₂₆H₂₈N₆
• Numéro CAS: 16858-02-9
• Poids moléculaire : 424.54
• UNSPSC Code: 12352116
• NACRES: NA.25
• MDL number: MFCD00036918
• Assay: ≥97% (titration)
• Form: solid
• Storage condition: OK to freeze

Propriétés

• assay: ≥97% (titration)
• Quality Segment: 100
• form: solid
• reaction suitability: reagent type: chelator
• manufacturer/tradename: Calbiochem^®
• storage condition: OK to freeze
• color: tan
• solubility: ethanol: 10 mg/mL, 0.1 M phosphate pH 7.0: 25 μM, DMSO: soluble
• shipped in: ambient
• storage temp.: 15-25°C
• SMILES string: N(CCN(Cc4ncccc4)Cc3ncccc3)(Cc2ncccc2)Cc1ncccc1
• InChI: 1S/C26H28N6/c1-5-13-27-23(9-1)19-31(20-24-10-2-6-14-28-24)17-18-32(21-25-11-3-7-15-29-25)22-26-12-4-8-16-30-26/h1-16H,17-22H2
• InChI key: CVRXLMUYFMERMJ-UHFFFAOYSA-N

Description

General description

Lipid-soluble heavy metal chelator that crosses artificial and natural membranes. Auxiliary reagent in certain techniques used for measuring free Ca²⁺ levels in cells. Also useful in extracting Aβ amyloid deposits from Alzheimer’s disease brain tissue. Has extremely high affinity for heavy metals but low affinity for Ca²⁺ and Mg²⁺. Induces DNA fragmentation when chelated with Zn²⁺ and induces apoptosis in thymocytes. Strips heavy metals from liposome-trapped QUIN 2 (Cat. No. 551826).

Application

• Poly(ADP-ribosyl)ation of p53 contributes to TPEN-induced neuronal apoptosis.: This study investigates the role of poly(ADP-ribosyl)ation of the tumor suppressor protein p53 in neuronal apoptosis induced by TPEN, highlighting mechanisms of cell death in neurodegenerative diseases (Kim HL et al., 2015).


• Essential role of p53 in TPEN-induced neuronal apoptosis.: This article explores the critical involvement of the p53 protein in apoptosis initiated by TPEN in neuronal cells, offering insights into potential therapeutic targets for neuroprotection (Ra H et al., 2009).


• Clioquinol induces autophagy in cultured astrocytes and neurons by acting as a zinc ionophore.: Demonstrates how Clioquinol, similar to TPEN, functions as a zinc ionophore to induce autophagy, particularly in neurological contexts, which may be relevant for understanding TPEN′s mechanisms (Park MH et al., 2011).

Preparation Note

Following reconstitution, aliquot and freeze (-20°C) under an inert gas. Alternately, acidify (pH ≤3) with HCl for long term storage. Stock solutions are stable for up to 3 months at -20°C.

Other Notes

Fonte, J., et al. 2001. J. Alzheimer’s Dis. 3, 209.
Cherny, R.A., et al. 1999. J. Biol. Chem. 274, 23223.
Aballay, A., et al. 1995. Biochem. J.312, 919.
Jiang, S., et al. 1995. Lab. Invest.73, 111.
Sheridan, R.E. and Deshpande, S.S. 1995. Toxicon33, 539.
McCabe, M.J., et al. 1993. Lab. Invest. 69, 101.
Hinkle, P.M., et al. 1992. J. Biol. Chem.267, 25553.
Baba, A., et al. 1991. Brain Res. 557, 103.
Forbes, I.J., et al. 1991. Exp. Cell Res. 195, 224.
Csermely, P. and Somogyi, J. 1989. J. Cellular Physiol.138, 593.
Raspe, E., et al. 1989. Eur. J. Pharmacol.163, 345.
Arslan, L.P., et al. 1985. J. Biol. Chem.260, 2719.

Legal Information

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

Disclaimer

Toxicity: Standard Handling (A)

Informations sur la sécurité

• Classe de stockage: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable