Stock solutions of TPEN in DMSO can be prepared at 50 mM. This is inferred from a study where the authors used TPEN on rat liver nuclei at 1 mM, with DMSO at 2%. The study titled "1,10-Phenanthroline stimulates internucleosomal DNA fragmentation in isolated rat-liver nuclei by promoting the redox activity of endogenous copper ions" was published in the Biochemical Journal in 1996 by Burkitt, M.J., et al.
P4413
N,N,N′,N′-Tetrakis(2-pyridylmethyl)ethylenediamine
≥98% (TLC), powder, membrane-permeable zinc chelator
Synonym(s):
TPEN
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About This Item
Empirical Formula (Hill Notation):
C26H28N6
CAS Number:
Molecular Weight:
424.54
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352116
MDL number:
Beilstein/REAXYS Number:
4211982
Form:
powder
Pricing and availability is not currently available.
Product Name
N,N,N′,N′-Tetrakis(2-pyridylmethyl)ethylenediamine,
form
powder
Quality Segment
SMILES string
C(CN(Cc1ccccn1)Cc2ccccn2)N(Cc3ccccn3)Cc4ccccn4
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
InChI key
CVRXLMUYFMERMJ-UHFFFAOYSA-N
Application
N,N,N′,N′-Tetrakis(2-pyridylmethyl)ethylenediamine has been used:
- in the treatment of human embryonic kidney (HEK293T) cells for assessing its effect on the Jembrana disease virus (JDV) viral infectivity factor (Vif) functionality
- in P19 embryonic carcinoma cells for chelation of zinc ions released during apoptosis
- to evaluate its effect on lentiviral Vpx infection on human monocytic THP-1 cells
Biochem/physiol Actions
TPEN is a membrane-permeable zinc chelator; decreased the intracellular level of zinc and induced apoptosis (i.e., cell shrinkage and formation of apoptotic bodies with DNA fragmentation and formation of a typical DNA ladder pattern).
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.
Features and Benefits
This compound is a featured product for Apoptosis research. Click here to discover more featured Apoptosis products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
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Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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Global Trade Item Number
| SKU | GTIN |
|---|---|
| P4413-100MG | 04061835558346 |
| P4413-50MG | 04061834374596 |
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Can you provide information on the solubility of the compound in DMSO?
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