All Photos(1)

14520

Sigma-Aldrich

Bis(3-aminopropyl)amine

purum, ≥97.0% (GC)

Synonym(s):
Dipropylenetriamine, Norspermidine, 3,3′-Diaminodipropylamine, 3,3′-Iminodipropylamine, N-(3-Aminopropyl)-1,3-propanediamine
Linear Formula:
(NH2CH2CH2CH2)2NH
CAS Number:
Molecular Weight:
131.22
Beilstein:
1071254
EC Number:
MDL number:
PubChem Substance ID:

grade

purum

assay

≥97.0% (GC)

refractive index

n20/D 1.481 (lit.)
n20/D 1.482

bp

151 °C/50 mmHg (lit.)

mp

−14 °C (lit.)

density

0.938 g/mL at 25 °C (lit.)

SMILES string

NCCCNCCCN

InChI

1S/C6H17N3/c7-3-1-5-9-6-2-4-8/h9H,1-8H2

InChI key

OTBHHUPVCYLGQO-UHFFFAOYSA-N

Gene Information

mouse ... Odc1(18263)

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Certificate of Analysis

Certificate of Origin

Johannes Ghatnekar et al.
Bioorganic & medicinal chemistry, 15(23), 7426-7433 (2007-09-18)
We here report the synthesis of the two polyamine-based nucleoside derivatives 5-{[bis-(3-aminopropyl)amino]acetamido-1-propynyl}uridine and 2-{[bis-(3-aminopropyl)amino]-acetamido-1-propynyl}adenosine. The various polyamine derivatives have been used in thermal melting analysis using DNA from herring testes, and in cellular studies using four different cell lines. The...
T Shinki et al.
European journal of biochemistry, 183(2), 285-290 (1989-08-01)
We have reported that spermidine N1-acetyltransferase has a larger role than ornithine decarboxylase in putrescine synthesis in chick duodenum induced by 1 alpha,25-dihydroxycholecalciferol (calcitriol) [Shinki, T., Kadofuku, T., Sato, T. and Suda, T. (1986) J. Biol. Chem. 261, 11712-11716]. In...
T Yorifuji et al.
Journal of biochemistry, 122(3), 537-543 (1997-11-05)
Polyamine aminotransferase of Arthrobacter sp. TMP-1 was induced by 1,3-diaminopropane (DAP), N-3-aminopropyl-1,3-diaminopropane (norspermidine), spermidine, and spermine, but not by putrescine. The enzyme was purified to homogeneity. Its molecular weight and subunit size were 129,000 and 64,000, respectively. Its absorption spectrum...
L Covassin et al.
Bioorganic & medicinal chemistry letters, 9(12), 1709-1714 (1999-07-09)
A series of novel spermidine and sym-norspermidine dimers was synthesized by crosslinking the polyamine backbones via alkylation of their secondary amino groups to butyl, trans-2-butenyl, 2-butynyl or p-xylyl bridges. The resulting hexamines behaved as high-affinity antagonists of polyamine uptake, with...
Mark J Dixon et al.
Bioorganic & medicinal chemistry, 13(14), 4513-4526 (2005-06-01)
A library of polyamine-peptide conjugates based around some previously identified inhibitors of trypanothione reductase was synthesised by parallel solid-phase chemistry and screened. Kinetic analysis of library members established that subtle structural changes altered their mechanism of action, switching between competitive...

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