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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:
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

Signal Word

Danger

Hazard Statements

Hazard Classifications

Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

230.0 °F - closed cup

Flash Point(C)

110 °C - closed cup

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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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
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
Changyong Cheng et al.
Journal of medical microbiology, 62(Pt 6), 813-821 (2013-03-23)
The foodborne pathogen Listeria monocytogenes is able to colonize the human and animal intestinal tracts and subsequently crosses the intestinal barrier, causing systemic infection. For successful establishment of infection, L. monocytogenes must survive and adapt to the low pH environment
Yongxia Guo et al.
Proceedings of the National Academy of Sciences of the United States of America, 110(20), 8284-8289 (2013-04-25)
Genetic studies in Arabidopsis implicate an α/β-hydrolase, KARRIKIN-INSENSITIVE 2 (KAI2) as a receptor for karrikins, germination-promoting butenolide small molecules found in the smoke of burned plants. However, direct biochemical evidence for the interaction between KAI2 and karrikin and for the
J M Lepak et al.
Journal of aquatic animal health, 25(2), 90-97 (2013-04-09)
Over the past five decades, a reproductive failure related to thiamine deficiency, referred to as thiamine deficiency complex (TDC), has been observed in valuable salmonine fishes in the Great Lakes and Finger Lakes in North America and the Baltic Sea

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