TPEN
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
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)
MSDS
- Language:English Provider:SigmaAldrich
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
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