Date published: 2025-9-5

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TPEN (CAS 16858-02-9)

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Alternate Names:
N,N,N′,N′-tetrakis(2-pyridylmethyl)ethane-1,2-diamine
Application:
TPEN is an apoptosis inducer and heavy metal chelator
CAS Number:
16858-02-9
Purity:
≥97%
Molecular Weight:
424.54
Molecular Formula:
C26H28N6
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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TPEN is a high-affinity chelator for heavy metal ions, with a particular affinity for zinc, and is widely used in research to create states of metal ion deficiency. In cellular and molecular biology studies, TPEN is employed to deplete available zinc and investigate the role of this metal in various biological processes, such as enzyme function, protein folding, and gene expression. It is instrumental in the study of zinc signaling pathways and the elucidation of the metal′s impact on cellular homeostasis. Additionally, TPEN is utilized in research focusing on the cellular and physiological consequences of metal ion imbalance, which is relevant to understanding the mechanisms of certain neurodegenerative conditions and metal toxicity. The chelating properties of TPEN also make it a useful tool for studying the interactions between metal ions and proteins or other biomolecules.


TPEN (CAS 16858-02-9) References

  1. Induction of neuronal apoptosis by thiol oxidation: putative role of intracellular zinc release.  |  Aizenman, E., et al. 2000. J Neurochem. 75: 1878-88. PMID: 11032877
  2. Role of cellular zinc in programmed cell death: temporal relationship between zinc depletion, activation of caspases, and cleavage of Sp family transcription factors.  |  Chimienti, F., et al. 2001. Biochem Pharmacol. 62: 51-62. PMID: 11377396
  3. Mechanism of apoptosis induced by zinc deficiency in peripheral blood T lymphocytes.  |  Kolenko, VM., et al. 2001. Apoptosis. 6: 419-29. PMID: 11595831
  4. New example of a non-heme mononuclear iron(IV) oxo complex. Spectroscopic data and oxidation activity.  |  Martinho, M., et al. 2005. Inorg Chem. 44: 9592-6. PMID: 16323949
  5. Effect of TPEN on the calcium release of cultured C2C12 mouse myotubes.  |  Sztretye, M., et al. 2007. J Muscle Res Cell Motil. 28: 421-8. PMID: 18365758
  6. Validation of TPEN as a zinc chelator in fluorescence probing of calcium in cells with the indicator Fura-2.  |  Matias, CM., et al. 2010. J Fluoresc. 20: 377-80. PMID: 19821015
  7. Acidosis-induced zinc-dependent death of cultured cerebellar granule neurons.  |  Isaev, NK., et al. 2010. Cell Mol Neurobiol. 30: 877-83. PMID: 20373017
  8. Inhibitory potential of three zinc chelating agents against the proteolytic, hemorrhagic, and myotoxic activities of Echis carinatus venom.  |  Nanjaraj Urs, AN., et al. 2015. Toxicon. 93: 68-78. PMID: 25447774
  9. Progressive Hemorrhage and Myotoxicity Induced by Echis carinatus Venom in Murine Model: Neutralization by Inhibitor Cocktail of N,N,N',N'-Tetrakis (2-Pyridylmethyl) Ethane-1,2-Diamine and Silymarin.  |  Nanjaraj Urs, AN., et al. 2015. PLoS One. 10: e0135843. PMID: 26274501
  10. Newport Green, a fluorescent sensor of weakly bound cellular Zn(2+): competition with proteome for Zn(2).  |  Karim, MR. and Petering, DH. 2016. Metallomics. 8: 201-10. PMID: 26694316
  11. Reduced metallothionein expression induced by Zinc deficiency results in apoptosis in hepatic stellate cell line LX-2.  |  Kang, M., et al. 2015. Int J Clin Exp Med. 8: 20603-9. PMID: 26884979
  12. Effects of Zinc Chelators on Aflatoxin Production in Aspergillus parasiticus.  |  Wee, J., et al. 2016. Toxins (Basel). 8: PMID: 27271668
  13. Administration of Zinc Chelators Improves Survival of Mice Infected with Aspergillus fumigatus both in Monotherapy and in Combination with Caspofungin.  |  Laskaris, P., et al. 2016. Antimicrob Agents Chemother. 60: 5631-9. PMID: 27401578
  14. In Vitro Activity of Combinations of Zinc Chelators with Amphotericin B and Posaconazole against Six Mucorales Species.  |  Leonardelli, F., et al. 2019. Antimicrob Agents Chemother. 63: PMID: 30885898
  15. Apoptosis is dependent on intracellular zinc and independent of intracellular calcium in lymphocytes.  |  Treves, S., et al. 1994. Exp Cell Res. 211: 339-43. PMID: 8143781

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

TPEN, 100 mg

sc-200131
100 mg
$127.00

What is the affinity TPEN has for zinc?

Asked by: Elam21
Thank you for your question. Unfortunately this is not information we have, but according to the below paper, TPEN has a high affinity for Zn2+ (KD = 0.26 fM). Aizenman, E., et al. 2002. J Neurochem. 2000 Nov;75: 1878-88. PMID:11032877 https://onlinelibrary.wiley.com/doi/full/10.1046/j.1471-4159.2000.0751878.x
Answered by: Tech Service
Date published: 2019-06-03

What is the appearance of the compound?

Asked by: two2igm05
Thank you for your question. TPEN, sc-200131, is in pale yellow to grayish yellow red crystalline/powder form.
Answered by: Chemical Support 4
Date published: 2018-09-14
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Rated 5 out of 5 by from Matias et alMatias et al. (PubMed ID 19821015) confirmed the use of TPEN as a chelator for the biophysical study of calcium in the presence of zinc using Fura-2. -SCBT Publication Review
Date published: 2015-06-02
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TPEN is rated 5.0 out of 5 by 3.
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