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| 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 | | EINECS: | | Product Categories: | Apoptosis;Aromatics;Chelating Agents & Ligands;Heterocycles;Inhibitors;Apoptosis Inducers | | Mol File: | 16858-02-9.mol |
| 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) |
| 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 | | 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. | | 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 |
| TPEN Preparation Products And Raw materials |
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