Replaces Prod. #: BML-AP300
A cell permeable and extremely high-affinity chelator of heavy metals, yet with low affinity for Mg2+ and Ca2+. Lipid-soluble, crossing both natural and artificial membranes. TPEN can be used in conjunction with QUIN 2 (Prod. No. ENZ-52013) or QUIN 2/AM to reduce heavy-metal quenching of QUIN 2 fluorescence in cells. Ion specificity: Zn2+>Fe2+>Mn2+>>Ca2+=Mg2+. Complex with Fe2+ catalyzes superoxide dismutation. Induces DNA fragmentation when chelated with Zn2+ and induces apoptosis in T cells.
Product Details
| Alternative Name: | N,N,N',N'-Tetrakis-(2-pyridylmethyl)ethylenediamine |
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| Formula: | C26H28N6 |
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| MW: | 424.5 |
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| CAS: | 16858-02-9 |
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| Purity: | ≥97% (Nonaqueous Titration) |
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| Appearance: | White to light yellow to brown solid. |
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| Solubility: | Soluble in dimethyl formamide, DMSO, 100% ethanol or methanol. |
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| Shipping: | Ambient Temperature |
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| Long Term Storage: | +4°C |
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| Regulatory Status: | RUO - Research Use Only |
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Product Literature References
Depletion of Intracellular Zinc and Copper with TPEN Results in Apoptosis of Cultured Human Retinal Pigment Epithelial Cells: H.J. Hyun, et al.; Invest. Ophthalmol. Vis. Sci.
42, 460 (2001),
Abstract;
Cytotoxic actions of the heavy metal chelator TPEN on NG108-15 neuroblastoma-glioma cells: M. Adler, et al.; Neurotoxicology
20, 571 (1999),
Abstract;
The role of proteolysis in T cell apoptosis triggered by chelation of intracellular Zn2+: S. Jiang et al.; Cell Death Differ.
4, 39 (1997),
Abstract;
Chelation of intracellular zinc triggers apoptosis in mature thymocytes: M.J. McCabe, et al.; Lab. Invest.
69, 101 (1993),
Abstract;
Measurement of intracellular cadmium with fluorescent dyes. Further evidence for the role of calcium channels in cadmium uptake [published erratum appears in J Biol Chem 1993 Mar 15;268(8):6064]: P.M. Hinkle, et al.; J. Biol. Chem.
267, 25553 (1992),
Abstract;
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Mechanism of reaction of a suggested superoxide-dismutase mimic, Fe(II)- N,N,N',N'-tetrakis(2-pyridylmethyl)ethylenediamine: L. Iuliano, et al.; Arch. Biochem. Biophys.
293, 153 (1992),
Abstract;
TPEN, a transition metal chelator, improves myocardial protection during prolonged ischemia: M. Karck, et al.; J. Heart Lung Transplant
11, 979 (1992),
Abstract;
Superoxide dismutase mimics based on iron in vivo: T. Nagano et al.; J. Biol. Chem.
264, 9243 (1989),
Abstract;
Cytosolic Ca2+ homeostasis in Ehrlich and Yoshida carcinomas. A new, membrane-permeant chelator of heavy metals reveals that these ascites tumor cell lines have normal cytosolic free Ca2+: P. Arslan, et al.; J. Biol. Chem.
260, 2719 (1985),
Abstract;
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Spin Equilibria in Octahedral Iron(II) Complexes with Some Hexadentate Ligands of the Tetrakis(2-pyridylmethyl)ethylenediamine Type and a Spectral Correlation With Their Cobalt(III) and Nickel(II) Analogs: H. Toftlund & S. Yde-Andersen; Acta Chem. Scand. Ser.
A35, 575 (1981),
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