TPEN (CAS 16858-02-9) | Cayman Chemical
We collect cookies for vital website function and to better serve our customers. By continuing to browse you agree to the storing of cookies on your device. See our privacy policy for details.

TPEN

Item № 13340
CAS № 16858-02-9
Purity ≥95%
product image
                (CAS 16858-02-9)
SIZE PRICE QUANTITY SUBTOTAL
CART TOTAL
     10 mg $12.00 0.00
     25 mg $29.00 0.00
     50 mg $54.00 0.00
     100 mg $96.00 0.00

Pricing updated 2018-10-21. Prices are subject to change without notice.

Description
Synonyms
  • TPEDA

As a cofactor of more than 300 enzymes, zinc is integral for a wide variety of cellular processes that affect most biological functions.1 Most notably, its bioavailability is important to the regulation of apoptosis, cell proliferation, and differentiation. TPEN is a cell permeant metal ion chelator that is used in zinc treatment studies to limit intra- and extracellular concentrations of the mineral.2 At a concentration as low as 6 µM, TPEN-induced zinc depletion decreases X-linked inhibitor of apoptosis (XIAP) levels in human PC-3 prostate cancer cells and promotes caspase-3 and -9 activation.3 At 25 µM, TPEN attenuates hypoxic pulmonary vasoconstriction in rodent isolated perfused lung.4

Recommended Products

Related Products
View Related Product Categories
Technical Information
Formal Name
N,N,N',N'-tetrakis(2-pyridinylmethyl)-1,2-ethanediamine
CAS Number
16858-02-9
Synonyms
  • TPEDA
Molecular Formula
C26H28N6
Formula Weight
424.6
Purity
≥95%
Formulation
A crystalline solid
SMILES
c1ccc(nc1)CN(CCN(Cc1ccccn1)Cc1ccccn1)Cc1ccccn1
InChI Code
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

Warning - this product is not for human or veterinary use.

Shipping & Storage
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
Stability
≥ 2 years
Downloads & Resources
Product Downloads

Download Product Insert

Download Safety Data Sheet (SDS)

Download free InChI Key generation software

Additional Information

View the Cayman Structure Database for chemical structure definitions for many Cayman products

Get Batch-Specific Data and Documents by Batch Number

Provide batch numbers separated by commas to download or request available product inserts, QC sheets, certificates of analysis, data pack, and GC-MS data.

References & Product Citations
Product Description References

1. Beyersmann, D., and Haase, H. Functions of zinc in signaling, proliferation and differentiation of mammalian cells. BioMetals 14, 331-341 (2001).

2. Cho, Y.E., Lomeda, R.A.R., Ryu, S.H., et al. Cellular Zn depletion by metal ion chelators (TPEN, DTPA and chelex resin) and its application to osteoblastic MC3T3-E1 cells. Nutrition Research and Practice 1, 29-35 (2007).

3. Makhov, P., Golovine, K., Uzoo, R.G., et al. Zinc chelation induces rapid depletion of the X-linked inhibitor of apoptosis (XIAP) and sensitizes prostate cancer cells to TRAIL-mediated apoptosis. Cell Death and Differentiation 15(11), 1745-1751 (2008).

4. Bernal, P.J., Leelavanichkul, K., Bauer, E., et al. Nitric oxide mediated zinc release contributes to hypoxic regulation of pulmonary vascular tone. Circulation Research 102(12), 1575-1583 (2008).

Technical Support
Contact Us
  • Toll Free Phone (USA and Canada Only): (888) 526-5351
  • Direct Phone: (734) 975-3888
Cayman Contract Services

We work with scientists to accelerate their research, drug discovery, and drug development needs through our expertise in the following areas:

Cayman Chemical

1180 East Ellsworth Road

Ann Arbor, Michigan 48108 USA

Toll Free: (800) 364-9897

(USA and Canada Only)

Fax: (734) 971-3640