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TPEN

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TPEN Basic information

Product Name:
TPEN
Synonyms:
  • N,N,N',N'-TETRAKIS(2-PYRIDYLMETHYL)ETHYLENEDIAMINE
  • TETRAKIS-(2-PYRIDYLMETHYL)ETHYLENEDIAMINE
  • {2-[BIS(PYRIDIN-2-YLMETHYL)AMINO]ETHYL}BIS(PYRIDIN-2-YLMETHYL)AMINE
  • TPEN - CAS 16858-02-9 - Calbiochem
  • N,N,N',N'-tetrakis(2-pyridinylmethyl)-1,2-Ethanediamine
  • CS-960
  • TPEN
  • 1,2-Ethanediamine, N,N,N',N'-tetrakis(2-pyridinylmethyl)-
CAS:
16858-02-9
MF:
C26H28N6
MW:
424.54
Product Categories:
  • Apoptosis
  • Aromatics
  • Chelating Agents & Ligands
  • Heterocycles
  • Inhibitors
  • Apoptosis Inducers
Mol File:
16858-02-9.mol
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TPEN Chemical Properties

Melting point:
110-112 °C
Boiling point:
530.56°C (rough estimate)
Density 
1.3893 (rough estimate)
refractive index 
1.4570 (estimate)
storage temp. 
Sealed in dry,2-8°C
solubility 
Soluble in DMSO (up to 10 mg/ml).
pka
5.19±0.12(Predicted)
form 
Tan solid
color 
Off-white or tan
BRN 
4211982
Stability:
Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 3 months.
CAS DataBase Reference
16858-02-9(CAS DataBase Reference)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36
WGK Germany 
3
8-10-23
HS Code 
29333990

MSDS

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TPEN Usage And Synthesis

Description

TPEN (16858-02-9) is a cell permeable metal chelator. Frequently used to study effects of zinc depletion on cellular processes.1,2

Chemical Properties

Colourless Crystals

Uses

Membrane-permeable zinc chelator; decreased the intracellular level of zinc and induced apoptosis.

Definition

ChEBI: An N-substituted diamine that is ethylenediamine in which the four amino hydrogens are replaced by 2-pyridylmethyl groups.

Biochem/physiol Actions

N,N,N′,N′-Tetrakis(2-pyridylmethyl)ethylenediamine (TPEN) elicits pro-apoptotic effect in human acute promyelocytic NB4 cells by inhibiting nitric oxide signalling and Zn2+ signaling. In microglia pretreated with zinc, TPEN inhibits the interleukin 6 secretion and nitric oxide synthase (iNOS) mRNA expression. It induces damage on DNA structure by activating ATM (ataxia telangiectasia mutated) and ATR (ATM-Rad3-related) signaling in human colon cancer cells.

storage

Store at +4°C

References

1) Chimienti et al. (2001) Role of cellular zinc in programmed cell death: temporal relationship between zinc depletion, activation of caspases and cleavage of Sp family transcription factors; Biochem. Pharmacol. 62 51 2) Meplan et al. (2000) Metalloregulation of the tumor suppressor protein p53: zinc mediates the renaturation of p53 after exposure to metal chelators in vitro and in intact cells; Oncogene 19 5227

TPENSupplier

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