P4413
N,N,N′,N′-Tetrakis(2-pyridylmethyl)ethylenediamine
≥98% (TLC), powder, membrane-permeable zinc chelator
Sinonimo/i:
TPEN
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About This Item
Formula empirica (notazione di Hill):
C26H28N6
Numero CAS:
Peso molecolare:
424.54
Beilstein:
4211982
Numero MDL:
Codice UNSPSC:
12352116
ID PubChem:
NACRES:
NA.77
Prodotti consigliati
Nome del prodotto
N,N,N′,N′-Tetrakis(2-pyridylmethyl)ethylenediamine,
Stato
powder
Livello qualitativo
Stringa SMILE
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
CVRXLMUYFMERMJ-UHFFFAOYSA-N
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Applicazioni
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
Azioni biochim/fisiol
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.
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).
Caratteristiche e vantaggi
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.
Codice della classe di stoccaggio
11 - Combustible Solids
Classe di pericolosità dell'acqua (WGK)
WGK 3
Punto d’infiammabilità (°F)
Not applicable
Punto d’infiammabilità (°C)
Not applicable
Dispositivi di protezione individuale
dust mask type N95 (US), Eyeshields, Gloves
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Nature Protocols, 9(6), 1245-1245 (2014)
Zinc depletion by TPEN induces apoptosis in human acute promyelocytic NB4 cells
Zhu B, et al.
Cellular Physiology and Biochemistry, 42(5), 1822-1836 (2017)
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