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TPEN

Synonym(s):

TPEN, N,N,Nʹ,Nʹ- tetrakis-(2-Pyridylmethyl)ethylenediamine

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About This Item

Empirical Formula (Hill Notation):
C26H28N6
CAS Number:
16858-02-9
Molecular Weight:
424.54
MDL number:
MFCD00036918
UNSPSC Code:
12352116
NACRES:
NA.25

assay

≥97% (titration)

Quality Level

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

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

Related Categories

General description

Lipid-soluble heavy metal chelator that crosses artificial and natural membranes. Auxiliary reagent in certain techniques used for measuring free Ca2+ in cells. Has an extremely high affinity for heavy metals but a low affinity for Ca2+ and Mg2+. Induces DNA fragmentation when chelated with Zn2+ and causes apoptosis in thymocytes. Strips heavy metals from liposome-trapped QUIN 2. Shown to be useful in extracting Aβ depostis from Alzheimer′s disease brain tissue.
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).

Warning

Toxicity: Standard Handling (A)

Reconstitution

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

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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