For research use only. Not for therapeutic Use.
<p style=/line-height:25px/>TPEN is a specific cell-permeable heavy metal chelator.<br>Target:<br>InVitro: Heavy metal chelator TPEN attenuates fura-2 fluorescence changes induced by cadmium, mercury and methylmercury. TPEN, a cell-permeable chelator for heavy metal cations with a low affinity for Ca2+. In cells stimulated with 10 or 30 μM cadmium chloride, the addition of TPEN at 3 hr after exposure significantly decreases the elevated fura-2 fluorescence ratio to the basal levels within 10 min (119.6±2.4% or 109±1.5% decrease in ΔRatio (F340/F380) induced by 10 or 30 μM cadmium chloride, respectively), suggesting that a cadmium chloride-induced increase in the fura-2 fluorescence ratio is dependent on an increase in intracellular heavy metal cations but not intracellular Ca2+[1]. TPEN is a metal chelator, which targets colon cancer cells through redox cycling of copper. TPEN reduces cell viability in a dose- and time-dependent manner. TPEN-induced cell death is also dependent on the redox cycling of copper since the copper chelator neocuproine inhibited DNA damage and reduced pChk1, γ-H2AX, and ATM protein expression. Cell death by low TPEN concentrations, involved ATM/ATR signaling in all 3 cell lines, since pre-incubation with specific inhibitors of ATM and DNA-PK led to the recovery of cells from TPEN-induced DNA damage[2].</p>
| Catalog Number | I002201 |
| CAS Number | 16858-02-9 |
| Synonyms | N1,N1,N2,N2-tetrakis(pyridin-2-ylmethyl)ethane-1,2-diamine |
| Molecular Formula | C26H28N6 |
| Purity | ≥95% |
| Target | Reagents |
| Solubility | 10 mM in DMSO |
| Storage | Store at +4C |
| InChI | InChI=1S/C26H28N6/c1-5-13-27-23(9-1)19-31(20-24-10-2-6-14-28-24)17-18-32(21-25-11-3-7-15-29-25)22-26-12-4-8-16-30-26/h1-16H,17-22H2 |
| InChIKey | CVRXLMUYFMERMJ-UHFFFAOYSA-N |
| SMILES | c1ccc(nc1)CN(CCN(Cc1ccccn1)Cc1ccccn1)Cc1ccccn1 |
| Reference | </br>1:A Tetraphenylethene-Naphthyridine-Based AIEgen TPEN with Dual Mechanochromic and Chemosensing Properties. Umar S, Jha AK, Purohit D, Goel A.J Org Chem. 2017 May 5;82(9):4766-4773. doi: 10.1021/acs.joc.7b00456. Epub 2017 Apr 21. PMID: 28414461 </br>2:Metal chelator TPEN selectively induces apoptosis in K562 cells through reactive oxygen species signaling mechanism: implications for chronic myeloid leukemia. Rojas-Valencia L, Velez-Pardo C, Jimenez-Del-Rio M.Biometals. 2017 Jun;30(3):405-421. doi: 10.1007/s10534-017-0015-0. Epub 2017 Apr 13. PMID: 28409295 </br>3:Chk1 and DNA-PK mediate TPEN-induced DNA damage in a ROS dependent manner in human colon cancer cells. Rahal ON, Fatfat M, Hankache C, Osman B, Khalife H, Machaca K, Muhtasib HG.Cancer Biol Ther. 2016 Nov;17(11):1139-1148. Epub 2016 Oct 3. PMID: 27690730 </br>4:Prostate-specific membrane antigen-targeted liposomes specifically deliver the Zn(2+) chelator TPEN inducing oxidative stress in prostate cancer cells. Stuart CH, Singh R, Smith TL, D/’Agostino R Jr, Caudell D, Balaji KC, Gmeiner WH.Nanomedicine (Lond). 2016 May;11(10):1207-22. doi: 10.2217/nnm-2015-0017. Epub 2016 Apr 14. PMID: 27077564 Free PMC Article</br>5:TPEN, a Specific Zn<sup>2+</sup> Chelator, Inhibits Sodium Dithionite and Glucose Deprivation (SDGD)-Induced Neuronal Death by Modulating Apoptosis, Glutamate Signaling, and Voltage-Gated K<sup>+</sup> and Na<sup>+</sup> Channels. Zhang F, Ma XL, Wang YX, He CC, Tian K, Wang HG, An D, Heng B, Xie LH, Liu YQ.Cell Mol Neurobiol. 2017 Mar;37(2):235-250. doi: 10.1007/s10571-016-0364-1. Epub 2016 Mar 16. PMID: 26983717 </br>6:Heavy metal chelator TPEN attenuates fura-2 fluorescence changes induced by cadmium, mercury and methylmercury. Ohkubo M, Miyamoto A, Shiraishi M.J Vet Med Sci. 2016 Jun 1;78(5):761-7. doi: 10.1292/jvms.15-0620. Epub 2016 Jan 15. PMID: 26781706 Free PMC Article</br>7:The Zinc Ion Chelating Agent TPEN Attenuates Neuronal Death/apoptosis Caused by Hypoxia/ischemia Via Mediating the Pathophysiological Cascade Including Excitotoxicity, Oxidative Stress, and Inflammation. Wang WM, Liu Z, Liu AJ, Wang YX, Wang HG, An D, Heng B, Xie LH, Duan JL, Liu YQ.CNS Neurosci Ther. 2015 Sep;21(9):708-17. doi: 10.1111/cns.12428. Epub 2015 Jul 20. PMID: 26190227 </br>8:Pig oocyte activation using a Zn²⁺ chelator, TPEN. Lee K, Davis A, Zhang L, Ryu J, Spate LD, Park KW, Samuel MS, Walters EM, Murphy CN, Machaty Z, Prather RS.Theriogenology. 2015 Oct 1;84(6):1024-32. doi: 10.1016/j.theriogenology.2015.05.036. Epub 2015 Jun 12. PMID: 26143360 Free PMC Article</br>9:Prevention of cell death by the zinc ion chelating agent TPEN in cultured PC12 cells exposed to Oxygen-Glucose Deprivation (OGD). Liu Z, Huang YY, Wang YX, Wang HG, Deng F, Heng B, Xie LH, Liu YQ.J Trace Elem Med Biol. 2015;31:45-52. doi: 10.1016/j.jtemb.2015.03.003. Epub 2015 Mar 27. PMID: 26004891 </br>10:TPEN prevents rapid pacing-induced calcium overload and nitration stress in HL-1 myocytes. Yang S, Xu W, Dong Z, Zhou M, Lin C, Jin H, Su Y, Li Q, Wang X, Chang H, Han W.Cardiovasc Ther. 2015 Aug;33(4):200-8. doi: 10.1111/1755-5922.12134. PMID: 25973665 |
