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P4413

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

≥98% (TLC), powder, membrane-permeable zinc chelator

Sinonimo/i:

TPEN

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Cambia visualizzazione
Taglio della confezioneSKUDisponibilitàPrezzo
50 mg
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CHF 165.00
100 mg
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CHF 248.00

Informazioni su questo articolo

Formula empirica (notazione di Hill):
C26H28N6
Numero CAS:
Peso molecolare:
424.54
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352116
MDL number:
Beilstein/REAXYS Number:
4211982
Form:
powder

CHF 165.00


Per conoscere la disponibilità, visualizza il carrello

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Nome del prodotto

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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powder

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powder

form

powder

Quality Level

100

Quality Level

200

Quality Level

100

Quality Level

100


Classe di stoccaggio

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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Articoli

Cell cycle phases (G1, S, G2, M) regulate cell growth, DNA replication, and division in proliferating cells.

Apoptosis regulation involves multiple pathways and molecules for cellular homeostasis.






Numero articolo commerciale globale

SKUGTIN
P4413-100MG04061835558346
P4413-50MG04061834374596

Questions

  1. Can you provide information on the solubility of the compound in DMSO?

    1 answer
    1. 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.

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