67990-04-9Relevant academic research and scientific papers
Novel isosteric charge-deficient spermine analogue-1,12-diamino-3,6,9- triazadodecane: Synthesis, pKa measurement and biological activity
Weisell, Janne,Hyvoenen, Mervi T.,Vepsaelaeinen, Jouko,Alhonen, Leena,Keinaenen, Tuomo A.,Khomutov, Alex R.,Soininen, Pasi
, p. 501 - 507 (2010)
Ionic interactions are essential for the biological functions of the polyamines spermidine and spermine in mammalian physiology. Here, we describe a simple gram scale method to prepare 1,12-diamino-3,6,9-triazadodecane (SpmTrien), an isosteric charge-deficient spermine analogue. The protonation sites of SpmTrien were determined at pH range of 2.2-11.0 using two-dimensional 1H-15N NMR spectroscopy, which proved to be more feasible than conventional methods. The macroscopic pKavalues of SpmTrien (3.3, 6.3, 8.5, 9.5 and 10.3) are significantly lower than those of 1,12-diamino-4,9-diazadodecane (spermine). The effects of SpmTrien and its parent molecule, 1,8-diamino-3,6-diazaoctane (Trien), on cell growth and polyamine metabolism were investigated in DU145 prostate carcinoma cells. SpmTrien downregulated the biosynthetic enzymes ornithine decarboxylase (ODC) and S-adenosyl-L-methionine decarboxylase and decreased intracellular polyamine levels, whereas the effects of Trien alone were minor. Interestingly, both SpmTrien and Trien were able to partially overcome growth arrest induced by an ODC inhibitor, α-difluoromethylornithine, indicating that they are able to mimic some functions of the natural polyamines. Thus, SpmTrien is a novel tool to influence polyamine interaction sites at the molecular level and offers a new means to study the contribution of the protonation of spermine amino group(s) in the regulation of polyamine-dependent biological processes. Springer-Verlag 2009.
Curing exotherm and processing temperature of a family of epoxy resins in the light of fabrication of composites
Mukherjee,Singh,Mathur
, p. 332 - 335 (2007/10/03)
A group of cyanoethylated amine has been synthesised and utilised as hardener for the curing of epoxy resin. The effect of cyanoethylation of amine on their curing reaction with epoxy resin having equivalent of 189 has been studied with the help of differential scanning calorimeter. The processing temperature during the fabrication of composites is prescribed. The exotherm of such curing reaction (ΔH(c)) and the degree of cyanoethylation (CEt) of the amine follow the relation, ΔH(c) = (324-68.40 CEt) kJ kg-1.
