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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:
Molecular Weight:
371.61
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
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

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

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


Certificates of Analysis (COA)

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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
Thien Van Truong et al.
Colloids and surfaces. B, Biointerfaces, 193, 111101-111101 (2020-05-21)
We report the first observation of an efficient, native membrane conjugation mechanism via positively charged, linear oligo-amines. Clustering of membrane fragments relies on electrostatic interactions between the net negative charge of the membranes and the positively charged, water-soluble mediators. This

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