P4413
N,N,N′,N′-Tetrakis(2-pyridylmethyl)ethylenediamine
≥98% (TLC), powder, membrane-permeable zinc chelator
Synonyme(s) :
TPEN
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A propos de cet article
Formule empirique (notation de Hill) :
C26H28N6
Numéro CAS:
Poids moléculaire :
424.54
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352116
MDL number:
Beilstein/REAXYS Number:
4211982
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Laissez-nous vous aiderNom du produit
N,N,N′,N′-Tetrakis(2-pyridylmethyl)ethylenediamine,
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
SMILES string
C(CN(Cc1ccccn1)Cc2ccccn2)N(Cc3ccccn3)Cc4ccccn4
InChI key
CVRXLMUYFMERMJ-UHFFFAOYSA-N
form
powder
Quality Level
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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.
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
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Classe de stockage
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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