2015
DOI: 10.1039/c5ra03814f
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Investigation of DNA binding abilities of solid lipid nanoparticles based on p-tert-butylthiacalix[4]arene platform

Abstract: Amphiphilic thiacalix[4]arene functionalized with guanidinium groups forms stable solid lipid nanoparticles (SLNs) with high binding affinity to double-stranded DNA.An amphiphilic thiacalix[4]arene derivative functionalized with guanidinium groups forms stable solid lipid nanoparticles with high ζ-potential in water. Applying gel electrophoresis and fluorescent spectroscopy methods shows that the SLNs have high binding affinity to doublestranded DNA, but despite this fact, we have not observe any significant t… Show more

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Cited by 7 publications
(3 citation statements)
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“…Recently, several derivatives of thiacalix [4]arene with cationic functional groups have been synthesized and applied in the DNA study [28][29][30]. The aggregation and self-aggregation of the macrocycles were promoted by the DNA binding.…”
Section: Introductionmentioning
confidence: 99%
“…Recently, several derivatives of thiacalix [4]arene with cationic functional groups have been synthesized and applied in the DNA study [28][29][30]. The aggregation and self-aggregation of the macrocycles were promoted by the DNA binding.…”
Section: Introductionmentioning
confidence: 99%
“…In this work, we studied the influence of substituent nature in the structure of monosubstituted pillar[5]arenes on the size and stability of formed particles. We obtained SLN in water by nanoprecipitation using the THF-water solvent system according to the literature method [ 47 ]. The synthesized nanoparticles were characterized by DLS and electrophoretic light scattering methods ( Figures S17–S20 ).…”
Section: Resultsmentioning
confidence: 99%
“…10,11 In p-tert-butylthiacalix [4]arene, the bond length between the aromatic residue and bridging group is 15% larger than that in methylene bridged p-tert-butylcalix [4]arene, 12,13 which allows for the design of conformationally more exible receptors compared with conventional calix [4]arene 14,15 for more effective recognition of biological anionic substrates. 16 Herein, we continue to develop our approach towards synthesis of preorganized guanidinium receptors based on stepwise functionalization of the lower rim of the p-tertbutylthiacalix [4]arene platform. 17,18 We studied aggregation and cytotoxicity of cationic thiacalixarenes functionalized with guanidinium fragments, as well as their binding affinity towards polynucleotide molecules.…”
Section: Introductionmentioning
confidence: 99%