N,N,N',N'-Tetrakis(2-pyridylmethyl)ethylenediamine

Chemodex
Product Code: CDX-T0044
Product Group: Other Biochemicals
Supplier: Chemodex
CodeSizePrice
CDX-T0044-M100100 mg£96.00
Quantity:
CDX-T0044-G0011 g£560.00
Quantity:
Prices exclude any Taxes / VAT

Overview

Regulatory Status: RUO
Shipping:
AMBIENT
Storage:
Short Term: +4°C, Long Term: -20°C

Images

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Chemical Structure

Chemical Structure

Further Information

Alternate Names/Synonyms:
TPEN; TPEDA
Appearance:
White to off-white powder.
CAS:
16858-02-9
EClass:
32160000
Form (Short):
liquid
Handling Advice:
Protect from light and moisture.
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
Long Description:
Chemical. CAS: 16858-02-9. Formula: C26H28N6. MW: 424.5. 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 Abeta depostis from Alzheimer's disease brain tissue.
MDL:
MFCD00036918
Molecular Formula:
C26H28N6
Molecular Weight:
424.5
Package Type:
Vial
Product Description:
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 Abeta depostis from Alzheimer's disease brain tissue.
Purity:
>95% (NMR)
SMILES:
N(CC1=CC=CC=N1)(CC2=CC=CC=N2)CCN(CC3=NC=CC=C3)CC4=CC=CC=N4
Solubility Chemicals:
Soluble in chloroform or ethanol (10mg/ml).
Source / Host:
Synthetic.
Transportation:
Non-hazardous
UNSPSC Category:
Biochemical Reagents
UNSPSC Number:
12352200
Use & Stability:
Stable for at least 2 years after receipt when stored at -20°C.

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)