P4413

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

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

• Sinónimos: TPEN
• Fórmula empírica (notación de Hill): C₂₆H₂₈N₆
• Número de CAS: 16858-02-9
• Peso molecular: 424.54
• Beilstein: 4211982
• Número MDL: MFCD00036918
• Código UNSPSC: 12352116
• ID de la sustancia en PubChem: 24898538
• NACRES: NA.77

Propiedades

• Nombre del producto: N,N,N′,N′-Tetrakis(2-pyridylmethyl)ethylenediamine,
• Formulario: powder
• Nivel de calidad: 100
• cadena 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
• Clave InChI: CVRXLMUYFMERMJ-UHFFFAOYSA-N

Descripción

Aplicación

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

Acciones bioquímicas o fisiológicas

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).

Características y beneficios

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.

Información de seguridad

• Código de clase de almacenamiento: 11 - Combustible Solids
• Clase de riesgo para el agua (WGK): WGK 3
• Punto de inflamabilidad (°F): Not applicable
• Punto de inflamabilidad (°C): Not applicable
• Equipo de protección personal: dust mask type N95 (US), Eyeshields, Gloves