Interpolyelectrolyte mixed nanoparticles from anionic and cationic thiacalix[4]arenes for selective recognition of model biopolymers

Yakimova, Luidmila S.; Padnya, Pavel L.; Tereshina, Daria; Kunafina, Aisylu; Nugmanova, Aigul; Osin, Yu. N.; Evtugyn, Vladimir G.; Stoikov, Ivan I.

doi:10.1016/j.molliq.2019.01.099

Cited by 17 publications

(9 citation statements)

References 40 publications

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“…Such a decrease of surface charge clearly indicated the desorption of the potential-determining ions from the surface of the dispersed phase [58]. Based on the correlation between the structure of the pillar [5]arene and early studied thiacalix [4]arene in 1,3-alternate conformation [33], such an effect is explained by packing macrocycles in the structure of co-interpolyelectrolyte nanoparticles. Pillar [5]arene, as well as thiacalix [4]arene in 1,3-alternate conformation, had functional groups on the both rims of the macrocycle.…”

Section: Determination Of the Proposed Structure Of Co-interpolyelectrolyte Aggregates Ap[5]a/stc[4]amentioning

confidence: 95%

“…In this regard, the simultaneous use of two such completely different macrocycles may lead to the creation of principally new supramolecular structures with unique properties different from those of individual species. Thus, molecular design of interpolyelectrolyte aggregates via combination of a number of oppositely charged polyionic macrocyclic platforms can be considered as a new direction in supramolecular chemistry and material science [31][32][33]. For the first time, the use of both pillar [5]arene and thiacalix [4]arene representatives as components of self-assembled systems has been proposed.…”

Section: Introductionmentioning

confidence: 99%

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Nanostructured Polyelectrolyte Complexes Based on Water-Soluble Thiacalix[4]Arene and Pillar[5]Arene: Self-Assembly in Micelleplexes and Polyplexes at Packaging DNA

et al. 2020

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Controlling the self-assembly of polyfunctional compounds in interpolyelectrolyte aggregates is an extremely challenging task. The use of macrocyclic compounds offers new opportunities in design of a new generation of mixed nanoparticles. This approach allows creating aggregates with multivalent molecular recognition, improved binding efficiency and selectivity. In this paper, we reported a straightforward approach to the synthesis of interpolyelectrolytes by co-assembling of the thiacalix[4]arene with four negatively charged functional groups on the one side of macrocycle, and pillar[5]arene with 10 ammonium groups located on both sides. Nanostructured polyelectrolyte complexes show effective packaging of high-molecular DNA from calf thymus. The interaction of co-interpolyelectrolytes with the DNA is completely different from the interaction of the pillar[5]arene with the DNA. Two different complexes with DNA, i.e., micelleplex- and polyplex-type, were formed. The DNA in both cases preserved its secondary structure in native B form without distorting helicity. The presented approach provides important advantage for the design of effective biomolecular gene delivery systems.

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Section: Determination Of the Proposed Structure Of Co-interpolyelectrolyte Aggregates Ap[5]a/stc[4]amentioning

confidence: 95%

Section: Introductionmentioning

confidence: 99%

Nanostructured Polyelectrolyte Complexes Based on Water-Soluble Thiacalix[4]Arene and Pillar[5]Arene: Self-Assembly in Micelleplexes and Polyplexes at Packaging DNA

et al. 2020

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“…As a result, 1:1 host–guest complexes are formed [ 28 , 29 , 30 , 31 , 32 , 33 , 34 , 35 ]. In addition, the ability of water-soluble macrocycles, by analogy with non-macrocyclic surfactants, to form various types of associates such as liposomes [ 36 , 37 , 38 ], micelles [ 39 , 40 , 41 ], and liquid crystals [ 42 , 43 ], etc., is well known. It attracts great attention due to their potential application in various fields and especially in biomedicine as nanocontainers for medicinal and imaging agents [ 44 , 45 , 46 , 47 , 48 , 49 , 50 , 51 ].…”

Section: Introductionmentioning

confidence: 99%

“…A promising direction in the design of IPEC is the use of macrocyclic compounds, which, due to the presence of a macrocyclic cavity, make it possible to obtain materials with a specified structure and properties [ 60 , 61 , 62 ]. The interaction of the macrocyclic platform with oppositely charged polyelectrolyte molecules leads to a change in the properties of the supramolecular complex due to the cooperative aggregation of its components [ 39 , 63 ]. The polyelectrolyte, the role of which can be played by various surfactants, can change the aggregation and binding properties of the macrocyclic compound.…”

Section: Introductionmentioning

confidence: 99%

Self-Assembling Systems Based on Pillar[5]arenes and Surfactants for Encapsulation of Diagnostic Dye DAPI

Nazarova

Khannanov

Boldyrev

et al. 2021

IJMS

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In this paper, we report the development of the novel self-assembling systems based on oppositely charged Pillar[5]arenes and surfactants for encapsulation of diagnostic dye DAPI. For this purpose, the aggregation behavior of synthesized macrocycles and surfactants in the presence of Pillar[5]arenes functionalized by carboxy and ammonium terminal groups was studied. It has been demonstrated that by varying the molar ratio in Pillar[5]arene-surfactant systems, it is possible to obtain various types of supramolecular systems: host–guest complexes at equimolar ratio of Pillar[5]arene-surfactant and interpolyelectrolyte complexes (IPECs) are self-assembled materials formed in aqueous medium by two oppositely charged polyelectrolytes (macrocycle and surfactant micelles). It has been suggested that interaction of Pillar[5]arenes with surfactants is predominantly driven by cooperative electrostatic interactions. Synthesized stoichiometric and non-stoichiometric IPECs specifically interact with DAPI. UV-vis, luminescent spectroscopy and molecular docking data show the structural feature of dye-loaded IPEC and key role of the electrostatic, π–π-stacking, cation–π interactions in their formation. Such a strategy for the design of supramolecular Pillar[5]arene-surfactant systems will lead to a synergistic interaction of the two components and will allow specific interaction with the third component (drug or fluorescent tag), which will certainly be in demand in pharmaceuticals and biomedical diagnostics.

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“…Meanwhile, cations are generally quaternized ammonium [14]. These polymers become the main aspect of practical applications and fundamental scientific studies for several reasons, including their well-defined phase transitions in aqueous solutions, zwitterionic characteristics, and potential applications as complexation materials, ion exchange, catalysts, compatible drugs, and blood [15], macrocycles [16][17][18], stabilization of protein [19][20], as well as electronic application [21][22][23].…”

Section: ■ Introductionmentioning

confidence: 99%

Developments on Synthesis and Applications of Sulfobetaine Derivatives: A Brief Review

et al. 2021

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Zwitterionic polymers are material families characterized by high dipole moment and highly charged groups. Zwitterionic materials simultaneously possess an equimolar number of cationic and anionic moieties, maintaining overall electroneutrality and high hydrophilicity. Zwitterionic is categorized into three groups: phosphobetaine, carboxybetaine, and sulfobetaine that could form dense and stable hydration shells through the strong ion-dipole interaction among water molecules and zwitterions. As a result of their remarkable hydration capability, low interfacial energy, and marvelous antifouling capacities, these materials have been applied as adsorbing agents, biomedical applications, electronics, hydrogels, and antifouling for membrane separation and marine coatings. This review is focused on polysulfobetaine, which contains sulfonate as a negatively charged group, and quaternary ammonium as a positively charged group. Polysulfobetaine is the most promising one to be applied in the industry since it is commercially available and its monomers are easily prepared. The comparisons of several polysulfobetaine derivatives as antimicrobial, antifouling, surfactant and detergents, biomedical and electronic application, surface modification, and smart hydrogel are presented in this review.

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Interpolyelectrolyte mixed nanoparticles from anionic and cationic thiacalix[4]arenes for selective recognition of model biopolymers

Cited by 17 publications

References 40 publications

Nanostructured Polyelectrolyte Complexes Based on Water-Soluble Thiacalix[4]Arene and Pillar[5]Arene: Self-Assembly in Micelleplexes and Polyplexes at Packaging DNA

Nanostructured Polyelectrolyte Complexes Based on Water-Soluble Thiacalix[4]Arene and Pillar[5]Arene: Self-Assembly in Micelleplexes and Polyplexes at Packaging DNA

Self-Assembling Systems Based on Pillar[5]arenes and Surfactants for Encapsulation of Diagnostic Dye DAPI

Developments on Synthesis and Applications of Sulfobetaine Derivatives: A Brief Review

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