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

SIGMA/P4413

Synonym: TPEN

CAS Number: 16858-02-9
Empirical Formula (Hill Notation): C26H28N6
Molecular Weight: 424.54
MDL Number: MFCD00036918
Linear Formula: C26H28N6
Product Type: Chemical
Catalog Number PKG Qty. Price Quantity
45-P4413-50MG 50 mg
 $111.00
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45-P4413-100MG 100 mg
 $163.00
1/EA		 Add To Favorites
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: P4413-100MG

 

form powder
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
Quality Level 100 
SMILES string C(CN(Cc1ccccn1)Cc2ccccn2)N(Cc3ccccn3)Cc4ccccn4
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: 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.
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).
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 .
Packaging: 50, 100 mg in poly bottle
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36
RIDADR NONH for all modes of transport
WGK Germany WGK 3
Flash Point(F) Not applicable
Flash Point(C) Not applicable
UNSPSC 12352116

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