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Merck

P4413

Sigma-Aldrich

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

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

Synonim(y):

TPEN

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About This Item

Wzór empiryczny (zapis Hilla):
C26H28N6
Numer CAS:
Masa cząsteczkowa:
424.54
Beilstein:
4211982
Numer MDL:
Kod UNSPSC:
12352116
Identyfikator substancji w PubChem:
NACRES:
NA.77

product name

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

Postać

powder

ciąg SMILES

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

Klucz InChI

CVRXLMUYFMERMJ-UHFFFAOYSA-N

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Zastosowanie

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

Działania biochem./fizjol.

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).

Cechy i korzyści

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.

Kod klasy składowania

11 - Combustible Solids

Klasa zagrożenia wodnego (WGK)

WGK 3

Temperatura zapłonu (°F)

Not applicable

Temperatura zapłonu (°C)

Not applicable

Środki ochrony indywidualnej

dust mask type N95 (US), Eyeshields, Gloves


Certyfikaty analizy (CoA)

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Masz już ten produkt?

Dokumenty związane z niedawno zakupionymi produktami zostały zamieszczone w Bibliotece dokumentów.

Odwiedź Bibliotekę dokumentów

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)
Elodie Mattio et al.
Talanta, 183, 201-208 (2018-03-24)
In recent years, the development of 3D printing in flow analysis has allowed the creation of new systems with various applications. Up to now, 3D printing was mainly used for the manufacture of small units such as flow detection cells
Influence of extracellular zinc on M1 microglial activation
Higashi Y, et al.
Scientific Reports, 7(5), 43778-43778 (2017)
Inhibition of Vpx-mediated SAMHD1 and Vpr-mediated HLTF degradation by selective disruption of viral CRL4 (DCAF1) E3 ubiquitin ligase assembly
Wang H, et al.
Journal of Virology, JVI-00225 (2017)
Nicholas Dietrich et al.
Nucleic acids research, 45(20), 11658-11672 (2017-10-05)
The essential element zinc plays critical roles in biology. High zinc homeostasis mechanisms are beginning to be defined in animals, but low zinc homeostasis is poorly characterized. We investigated low zinc homeostasis in Caenorhabditis elegans because the genome encodes 14

Produkty

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.

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