41955-35-5Relevant academic research and scientific papers
Synthesis and Properties of pH-Dependent Gemini Surfactants Containing Multiple Carboxyl Groups
Qiao, Longyin,Zhang, Wanjing,Xu, Libo,Han, Fu,Zhou, Yawen,Xu, Baocai
, p. 263 - 271 (2020)
A series of Gemini surfactants N,N″-dialkyl-N,N′,N″-tripropionate diethylenetriamine (referred as DTPDT-n, where n is the length of the hydrocarbon chain, n = 10, 12, 14) were synthesized, which have three carboxylic head-groups and two hydrophobic alkane chains. The products were characterized by means of nuclear magnetic resonance and mass spectrometry. The physicochemical properties of DTPDT-n surfactants with different hydrocarbon chain lengths were studied such as isoelectric point, surface activities, emulsifying properties, and foam properties. It is showed that these compounds exhibit pH-dependent protonation-deprotonation behavior. The isoelectric points of DTPDT-n surfactants are between 3.40 and 10.90. The critical micellar concentration (cmc) of all three surfactants are lower than the corresponding monomeric surfactants (single head group, single-chain), especially DTPDT-14, whose cmc can reach 2.29 × 10?5 mol/L. With an increase in the length of the alkyl chain, the solubility of the surfactants decreases and the surface tension of the three surfactants at cmc increases. In consideration of pH, all of three surfactants appear better emulsifying capacity and foaming property under weak alkaline conditions. DTPDT-14 has the best performance of emulsifying capacity among the three surfactants. DTPDT-10 has excellent foaming ability and foam stability.
Combinatorial synthesis and high-throughput screening of alkyl amines for nonviral gene delivery
Li, Linxian,Wang, Fengjian,Wu, Yihang,Davidson, Gary,Levkin, Pavel A.
, p. 1543 - 1551 (2013/10/01)
Efficient delivery of plasmid DNA and siRNA into cells is essential for biological and biomedical research. Although significant efforts have been made to develop efficient nonviral vectors, such as cationic lipids and polymers, most of the vectors require multistep synthesis, which complicates both fast structural optimizations and combinatorial synthesis of such vectors. Here, we present a facile, single-step method based on an alkylation of amines, allowing for the fast parallel synthesis of libraries of cationic lipid-like molecules (lipidoids). We exploited the method to synthesize 200 lipidoids, which were screened for their transfection efficiency in HEK293T cells. The screen resulted in about 2% of new lipidoids capable of efficient cell transfection similar or higher than the efficiency of Lipofectamine 2000. In addition, we observed an enhancement of cellular transfection by combining single- with double-chain lipidoids, which was attributed to the different roles of the single- and double-tailed lipids in the mixed liposomes.
