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Sigma-Aldrich N,N,N′,N′-Tetrakis(2-pyridylmethyl)ethylenediamine. ≥98% (TLC), powder, membrane-permeable zinc chelator. 100 mg
List Price $189.08 Your Price $189.08
Sigma-Aldrich N,N,N′,N′-Tetrakis(2-pyridylmethyl)ethylenediamine. ≥98% (TLC), powder, membrane-permeable zinc chelator. 100 mg - SIAL (Additional S&H Or Hazmat Fees May Apply)
NETA PART: SIAL-P4413-100MG
MFG.PART: P4413-100MG
UNSPSC: 41122409
Manufacturer: Sigma-Aldrich


Product Name
N,N,N′,N′-Tetrakis(2-pyridylmethyl)ethylenediamine,
form
powder
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
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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[1]
- in P19 embryonic carcinoma cells for chelation of zinc ions released during apoptosis[2]
- to evaluate its effect on lentiviral Vpx infection on human monocytic THP-1 cells[3]
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.[4] In microglia pretreated with zinc, TPEN inhibits the interleukin 6 secretion and nitric oxide synthase (iNOS) mRNA expression.[5] It induces damage on DNA structure by activating ATM (ataxia telangiectasia mutated) and ATR (ATM-Rad3-related) signaling in human colon cancer cells.[6]
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
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.
Storage Class
11 - Combustible Solids
wgk_germany
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
PPE
dust mask type N95 (US), Eyeshields, Gloves
| SKU | SIAL-P4413-100MG |
|---|---|
| Supplier Part Number | P4413-100MG |
| UM | EA |
| UNSPSC | 41122409 |
| Manufacturer | Sigma-Aldrich |
| ProductLine | SIAL |
| Qty | 1 |
| MinOrderQty | 1 |
| Weight | 10.000000 |
| Lead Time | 9 |
| CAS Number | 16858-02-9 |
| Energy Star | No |
| Green | No |
| Controlled | N |

