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375683

Sigma-Aldrich

Tetraethylenepentamine pentahydrochloride

98%

Synonym(s):

TEPA

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About This Item

Linear Formula:
HN(CH2CH2NHCH2CH2NH2)2·5HCl
CAS Number:
4961-41-5
Molecular Weight:
371.61
MDL number:
MFCD00083503
UNSPSC Code:
12352100
PubChem Substance ID:
24863396
NACRES:
NA.22

Assay

98%

form

powder

mp

280 °C (dec.) (lit.)

SMILES string

Cl.Cl.Cl.Cl.Cl.NCCNCCNCCNCCN

InChI

1S/C8H23N5.5ClH/c9-1-3-11-5-7-13-8-6-12-4-2-10;;;;;/h11-13H,1-10H2;5*1H

InChI key

VGICAQBLDJAGSJ-UHFFFAOYSA-N

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General description

Tetraethylenepentamine pentahydrochloride (TETRAEN) is an amine salt having five amine groups, which have catalytic roles in various reactions.
Tetraethylenepentamine pentahydrochloride is reported as copper-chelating agent. Regeneration of pancreatic endocrine cells in rats maintained on a copper-deficient diet containing tetraethylenepentamine pentahydrochloride has been reported. It is a high affinity copper and zinc chelator.

Application

Tetraethylenepentamine pentahydrochloride (TETRAEN) has been employed as polyamine catalyst for the bisulfite reaction of cytosine.
Tetraethylenepentamine pentahydrochloride is suitable for in vitro translation, using promega′s flexi rabbit reticulocyte lysate kit.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Schumacher's guide for: Bisulfite conversion of DNA for methylation fine-mapping.
Schumacher A.
Schumacher's Guide, 1, 1-6 (2009)
F430 Model Chemistry. A Reexamination of the [1, 4, 7, 10, 13-Pentaazacyclohexadecane-14, 16-dionato (2-)] nickel (II)-Induced Formation of Methane from Methyl Coenzyme-M.
Zhang Z, et al.
Inorganic Chemistry, 35(16), 4649-4655 (1966)
Yarui Diao et al.
The Journal of biological chemistry, 289(1), 529-539 (2013-11-20)
Rhabdomyosarcoma (RMS) is the most common soft tissue sarcoma found in children and young adults. It is characterized by the expression of a number of skeletal muscle-specific proteins, including MyoD and muscle α-actin. However, unlike normal myoblasts, RMS cells differentiate
I H Al-Abdullah et al.
Pancreas, 21(1), 63-68 (2000-07-06)
Transplantation of progenitor cells for regeneration of islet cells could prove invaluable in the treatment of diabetes mellitus. This study provides evidence that in rats maintained on a copper-deficient diet containing the copper-chelating agent tetraethylenepentamine pentahydrochloride, regeneration of single alpha
Cami K Bruns et al.
The EMBO journal, 26(3), 855-866 (2007-01-27)
Over 110 structurally diverse missense mutations in the superoxide dismutase (SOD1) gene have been linked to the pathogenesis of familial amyotrophic lateral sclerosis (FALS), yet the mechanism by which these lead to cytotoxicity still remains unknown. We have synthesized wild-type
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