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333131

Sigma-Aldrich

N,N′-Bis(2-aminoethyl)-1,3-propanediamine

97%

Synonym(s):

1,3-Bis(2-aminoethylamino)propane, 1,4,8,11-Tetraazaundecane, 1,9-Diamino-3,7-diazanonane, 3,7-Diaza-1,9-diaminononane, 3,7-Diazanonane-1,9-diamine, Ethylene(trimethylene)ethylenetetramine, N,N′-Bis(2-aminoethyl)propane-1,3-diamine, N1,N3-Bis(2-aminoethyl)-1,3-propanediamine, Triethylene 2,3,2 tetramine

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About This Item

Linear Formula:
H2NCH2CH2NH(CH2)3NHCH2CH2NH2
CAS Number:
Molecular Weight:
160.26
Beilstein/REAXYS Number:
1742732
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

assay

97%

form

liquid

refractive index

n20/D 1.494 (lit.)

bp

142-145 °C/8 mmHg (lit.)

density

0.96 g/mL at 25 °C (lit.)

SMILES string

NCCNCCCNCCN

InChI

1S/C7H20N4/c8-2-6-10-4-1-5-11-7-3-9/h10-11H,1-9H2

InChI key

UWMHHZFHBCYGCV-UHFFFAOYSA-N

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General description

N,N′-Bis(2-aminoethyl)-1,3-propanediamine is a high affinity Cu(II) chelator. It inhibits mitochondrial cytochrome c oxidase by causing cellular Cu deficiency in a human promyelocytic leukemia cell line (HL-60).

Application

N,N′-Bis(2-aminoethyl)-1,3-propanediamine was used to study the regulation of gene that encodes the periplasmic superoxide dismutase of Escherichia coli in response to copper.

pictograms

Corrosion

signalword

Danger

hcodes

Hazard Classifications

Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

wgk_germany

WGK 3

flash_point_f

230.0 °F - closed cup

flash_point_c

110 °C - closed cup

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter


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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Laura J Raymond et al.
Experimental biology and medicine (Maywood, N.J.), 229(9), 885-894 (2004-09-25)
Cytochrome c oxidase (CCO) is the Cu-dependent, terminal respiratory complex of the mitochondrial electron transport chain. Inhibition of CCO can promote oxidative stress by increasing mitochondrial production of reactive oxygen species (ROS). Because mitochondria have an important role in apoptosis
Zhouxi Wang et al.
BMC bioinformatics, 14 Suppl 3, S13-S13 (2013-03-27)
The prediction of biochemical function from the 3D structure of a protein has proved to be much more difficult than was originally foreseen. A reliable method to test the likelihood of putative annotations and to predict function from structure would
A S Gort et al.
Molecular microbiology, 32(1), 179-191 (1999-04-27)
The discovery of superoxide dismutase (CuZnSOD) within the periplasms of several Gram-negative pathogens suggested that this enzyme evolved to protect cells from exogenous sources of superoxide, such as the oxidative burst of phagocytes. However, its presence in some non-pathogenic bacteria
Ana C Scorsetti et al.
Revista de biologia tropical, 60(2), 833-841 (2013-07-31)
Tolypocladium cylindrosporum is an entomopathogenic fungi that has been studied as a biological control agent against insects of several orders. The fungus has been isolated from the soil as well as from insects of the orders Coleoptera, Lepidoptera, Diptera and
Edward H Schuchman et al.
Handbook of experimental pharmacology, (215)(215), 3-32 (2013-04-13)
The relationship of sphingolipids with human disease first arose from the study of sphingolipid storage diseases over 50 years ago. Most of these disorders are due to inherited deficiencies of specific sphingolipid hydrolases, although a small number also result from

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