Specifications
- Purity
- ≥95% (NMR)
- Appearance
- White to off-white powder
- Identity
- 1H-NMR
Properties
- Solvents
- Soluble in chloroform or ethanol (10mg/ml).
- Melting Point
- 110-112 °C
Category: Building Blocks, Intermediates, Reagents
TPEN is a cell permeable metal ion chelator. TPEN is a chelator that has a high affinity for zinc (Zn2+), next to other transition metals (Zn2+>Fe2+>Mn2+) and is used in zinc treatment studies to limit intra- and extracellular concentrations of the mineral. TPEN has lower affinity for Ca2+ and Mg2+ and can also form complexes with other soft metal ions such as Cd2+. In addition to a heavy metal chelator, TPEN is also known to be an apoptosis inducer. Depletion of zinc by TPEN induces apoptosis in several cell lines. TPEN shows anticancer activity through induction of caspase-dependent apoptosis, via reactive oxygen species (ROS) signaling mechanism and inhibiting cell autophagy. TPEN also inhibits RNA binding protein Lin28 and has been shown to be useful in extracting Aβ depostis from Alzheimer′s disease brain tissue.
Synonyms | TPEN, TPEDA |
---|---|
Purity | ≥95% (NMR) |
Appearance | White to off-white powder |
CAS-Number | 16858-02-9 |
Molecular Formula | C26H28N6 |
Molecular Weight | 424.54 |
Identity | 1H-NMR |
Solvents | Soluble in chloroform or ethanol (10mg/ml). |
Melting Point | 110-112 °C |
Smiles | N(CC1=CC=CC=N1)(CC2=CC=CC=N2)CCN(CC3=NC=CC=C3)CC4=CC=CC=N4 |
InChi Key | CVRXLMUYFMERMJ-UHFFFAOYSA-N |
Shipping | AMBIENT |
Short Term Storage | +4°C |
Long Term Storage | -20°C |
Handling Advice | Protect from light and moisture. |
Use / Stability | Stable for at least 2 years after receipt when stored at -20°C. |
Transportation | Not dangerous goods |
References | (1) F. Chimienti, et al., Biochem. Pharmacol. 6, 51 (2001), (2) J. Fonte, et al., J. Alzheimer’s Dis. 3, 209 (2001), (3) Y.E. Cho, et al., Nutr. Res. Pract. 1, 29 (2007), (4) U. Rana, et al., J. Inorg. Biochem. 102, 489 (2008), (5) P. Makhov, et al., Cell Death Diff. 15, 1745 (2008), (6) P.J. Bernal, et al., Circul. Res. 102, 1575 (2008), (7) C.M. Matias, et al., J. Fluoresc. 20, 377 (2010), (8) A.J. Morgan, et al., Cell Calcium. 52, 481 (2012), (9) O.N. Rahal, et al., Cancer Biol. Ther. 17, 1139 (2016), (10) F. Zhang, et al., Cell Mol. Neurobiol. 37, 235 (2017), (11) L. Wang, et al., Cell Rep. 23, 3091 (2018), (12) V. Soto-Mercado, et al., Anticancer Agents Med. Chem. 18, 1617 (2018), (13) Z. Yu, et al., J. Cell Physiol. 234, 20648 (2019), (14) M. Mendivil-Perez, et al., Biometals 34, 49 (2021) |
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 |
Quantity | 100 mg, 1 g, Bulk |