TPEN
Synonym(s):N,N,Nʹ,Nʹ- tetrakis-(2-Pyridylmethyl)ethylenediamine;TPEN;TPEN - CAS 16858-02-9 - Calbiochem
- CAS NO.:16858-02-9
- Empirical Formula: C26H28N6
- Molecular Weight: 424.54
- MDL number: MFCD00036918
- SAFETY DATA SHEET (SDS)
- Update Date: 2026-04-21 17:10:26
What is TPEN?
Description
TPEN (16858-02-9) is a cell permeable metal chelator. Frequently used to study effects of zinc depletion on cellular processes.1,2
Chemical properties
Colourless Crystals
The Uses of TPEN
Membrane-permeable zinc chelator; decreased the intracellular level of zinc and induced apoptosis
The Uses of TPEN
Membrane-permeable zinc chelator; decreased the intracellular level of zinc and induced apoptosis.
What are the applications of Application
TPEN is an apoptosis inducer and heavy metal chelator
Definition
ChEBI: An N-substituted diamine that is ethylenediamine in which the four amino hydrogens are replaced by 2-pyridylmethyl groups.
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.
Storage
Store at +4°C
References
1) Chimienti et al. (2001) Role of cellular zinc in programmed cell death: temporal relationship between zinc depletion, activation of caspases and cleavage of Sp family transcription factors; Biochem. Pharmacol. 62 51 2) Meplan et al. (2000) Metalloregulation of the tumor suppressor protein p53: zinc mediates the renaturation of p53 after exposure to metal chelators in vitro and in intact cells; Oncogene 19 5227
Properties of TPEN
| Melting point: | 110-112 °C |
| Boiling point: | 530.56°C (rough estimate) |
| Density | 1.3893 (rough estimate) |
| refractive index | 1.4570 (estimate) |
| storage temp. | Sealed in dry,2-8°C |
| solubility | Soluble in DMSO (up to 10 mg/ml). |
| form | Tan solid |
| pka | 5.19±0.12(Predicted) |
| color | Off-white or tan |
| BRN | 4211982 |
| Stability: | Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 3 months. |
| CAS DataBase Reference | 16858-02-9(CAS DataBase Reference) |
Safety information for TPEN
| Signal word | Warning |
| Pictogram(s) |
![]() Exclamation Mark Irritant GHS07 |
| GHS Hazard Statements |
H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation |
| Precautionary Statement Codes |
P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P304+P340:IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. P405:Store locked up. |
Computed Descriptors for TPEN
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