TPEN Chemical Properties

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).

pka

5.19±0.12(Predicted)

form 

Tan solid

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

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36

WGK Germany 

3

F 

8-10-23

HS Code 

29333990

MSDS

• Language:English Provider:SigmaAldrich

TPEN Usage And Synthesis

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

Uses

Membrane-permeable zinc chelator; decreased the intracellular level of zinc and induced apoptosis.

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

TPEN(16858-02-9)Related Product Information

• Bleomycin sulfate
• Idebenone
• Eltrombopag
• Deferiprone
• 2-Aminoethyl(ethyl)amine
• Zinc sulfate monohydrate
• N,N'-BIS-2-PYRIDYLMETHYL ETHYLENEDIAMINE
• TPEN
• 2,2'-DIPICOLYLAMINE
• 2-Picolylamine
• METHYLPYRIDIN-2-YLMETHYLAMINE DIHYDROCHLORIDE
• CHEMBRDG-BB 9070750