Structural studies of the formation of lipoplexes between siRNA and selected bis-imidazolium gemini surfactants

Andrzejewska, Weronika; Pietralik, Zuzanna; Skupin, Michalina; Kozak, Maciej

doi:10.1016/j.colsurfb.2016.06.062

Cited by 9 publications

(9 citation statements)

References 49 publications

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“…The results of the gel electrophoresis experiment indicated better complexing properties of surfactants towards siRNA (for most of them at p/n = 1.5) than dsDNA. A similar effect has been observed previously for the lipoplexes obtained on the basis of imidazolium dichlorides [29,30]. A significant effect of the length of the spacer group of the studied surfactants on the binding efficiency of nucleic acid oligomers was observed.…”

Section: Discussionsupporting

confidence: 87%

“…These oligomers have been previously successfully used by us for tests of imidazolium gemini surfactants as components of nucleic acids delivery systems [29,30].…”

Section: Resultsmentioning

confidence: 99%

“…The general complexation procedure was identical to that used for previously tested imidazolium gemini surfactants [29]. All compounds were dissolved in a 10 mM phosphate buffer (pH 7) for all experiments.…”

Section: Resultsmentioning

confidence: 99%

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Ammonium Gemini Surfactants Form Complexes with Model Oligomers of siRNA and dsDNA

Andrzejewska

Wilkowska

Skrzypczak

et al. 2019

IJMS

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Dimeric cationic surfactants (gemini-type) are a group of amphiphilic compounds with potential use in gene therapy as effective carriers for nucleic acid transfection (i.e., siRNA, DNA, and plasmid DNA). Our studies have shown the formation of lipoplexes composed of alkanediyl-α,ω-bis[(oxymethyl)dimethyldodecylammonium] chlorides and selected 21-base-pair nucleic acid (dsDNA and siRNA) oligomers. To examine the structure and physicochemical properties of these systems, optical microscopy, circular dichroism spectroscopy (CD), small-angle X-ray scattering of synchrotron radiation (SR-SAXS), and agarose gel electrophoresis (AGE) were used. The lengths of spacer groups of the studied surfactants had a significant influence on the surfactants’ complexing properties. The lowest charge ratio (p/n) at which stable lipoplexes were observed was 1.5 and the most frequently occurring microstructure of these lipoplexes were cubic and micellar phases for dsDNA and siRNA, respectively. The cytotoxicity tests on HeLa cells indicated the non-toxic concentration of surfactants to be at approximately 10 µM. The dicationic gemini surfactants studied form complexes with siRNA and dsDNA oligomers; however, the complexation process is more effective towards siRNA. Therefore these systems could be applied as transfection systems for therapeutic nucleic acids.

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Section: Discussionsupporting

confidence: 87%

“…These oligomers have been previously successfully used by us for tests of imidazolium gemini surfactants as components of nucleic acids delivery systems [29,30].…”

Section: Resultsmentioning

confidence: 99%

See 1 more Smart Citation

Ammonium Gemini Surfactants Form Complexes with Model Oligomers of siRNA and dsDNA

Andrzejewska

Wilkowska

Skrzypczak

et al. 2019

IJMS

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“…It is possible that at longer times (hours/days) these complexes could arrange into ordered phases like the ones discussed above (e.g., normal cubic or normal hexagonal). In a related gemini surfactant family, composed of bis-imidazolium gemini surfactants, although a condensed micellar phase in the presence of siRNA was also the most prevalent structure, in some cases, depending on the spacer length and charge ratio ρ chg , additional Bragg peaks in the scattering patterns were consistent with more ordered structures, possibly hexagonal and cubic [160].…”

Section: Other Normal Phasesmentioning

confidence: 99%

Lipid-Nucleic Acid Complexes: Physicochemical Aspects and Prospects for Cancer Treatment

2020

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Cancer is an extremely complex disease, typically caused by mutations in cancer-critical genes. By delivering therapeutic nucleic acids (NAs) to patients, gene therapy offers the possibility to supplement, repair or silence such faulty genes or to stimulate their immune system to fight the disease. While the challenges of gene therapy for cancer are significant, the latter approach (a type of immunotherapy) starts showing promising results in early-stage clinical trials. One important advantage of NA-based cancer therapies over synthetic drugs and protein treatments is the prospect of a more universal approach to designing therapies. Designing NAs with different sequences, for different targets, can be achieved by using the same technologies. This versatility and scalability of NA drug design and production on demand open the way for more efficient, affordable and personalized cancer treatments in the future. However, the delivery of exogenous therapeutic NAs into the patients’ targeted cells is also challenging. Membrane-type lipids exhibiting permanent or transient cationic character have been shown to associate with NAs (anionic), forming nanosized lipid-NA complexes. These complexes form a wide variety of nanostructures, depending on the global formulation composition and properties of the lipids and NAs. Importantly, these different lipid-NA nanostructures interact with cells via different mechanisms and their therapeutic potential can be optimized to promising levels in vitro. The complexes are also highly customizable in terms of surface charge and functionalization to allow a wide range of targeting and smart-release properties. Most importantly, these synthetic particles offer possibilities for scaling-up and affordability for the population at large. Hence, the versatility and scalability of these particles seem ideal to accommodate the versatility that NA therapies offer. While in vivo efficiency of lipid-NA complexes is still poor in most cases, the advances achieved in the last three decades are significant and very recently a lipid-based gene therapy medicine was approved for the first time (for treatment of hereditary transthyretin amyloidosis). Although the path to achieve efficient NA-delivery in cancer therapy is still long and tenuous, these advances set a new hope for more treatments in the future. In this review, we attempt to cover the most important biophysical and physicochemical aspects of non-viral lipid-based gene therapy formulations, with a perspective on future cancer treatments in mind.

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“…In recent years, the use of CGSs with high surface activity and low toxicity as carrier agents for nucleic acids has increased significantly (Pietralik et al, 2016). In some recent publications, several dicationic surfactant groups with imidazolium‐based hydrophilic heads and polar spacer groups have been declared to efficiently compact the plasmid DNA, showing promise as components of gene transfection systems (Andrzejewska et al, 2016). CS are chemically similar to lipid molecules.…”

Section: Introductionmentioning

confidence: 99%

Synthesis, Characterization, Antibacterial Activity, and Interfacial and Micellar Features of Novel Cationic Gemini Surfactants with Different Spacers

Sarıkaya

Bilgen

Ünver

et al. 2021

J Surfact & Detergents

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In the present study, four novel imidazolium‐based cationic gemini surfactants (IBCGS) have been synthesized, having same hydrocarbon chain lengths and different spacers. The impacts of type and nature of spacer on Krafft temperatures (TK) have been examined. Micellization behaviors of IBCGS have been investigated at different temperatures above TK by both surface tension and specific conductivity measurements. Surface activity properties of aqueous systems have been calculated using the results of the measurement data. Critical micelle concentration (CMC), surface pressure at CMC (ПCMC), minimum area of head group (Amin), degree of counterion binding (β), degree of counterion dissociation (α), and maximum surface excess (Γmax) of IBCGS have been calculated with data of surface tension and specific conductivity. IBCGS have low CMC values than other imidazole categories of gemini and monomeric cationic surfactants. Micelle aggregation number (Nagg) values have been determined with the steady‐state fluorescence quenching method. The values of Nagg have been found in the range of 19–28. Additionally, the antibacterial activities of IBCGS on gram‐positive and gram‐negative bacteria have been investigated. IBCGS studied in this article have showed perfect antibacterial activity particularly against gram‐positive bacteria. The data obtained in this study may be benefical for the surfactant applications in different areas.

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Structural studies of the formation of lipoplexes between siRNA and selected bis-imidazolium gemini surfactants

Cited by 9 publications

References 49 publications

Ammonium Gemini Surfactants Form Complexes with Model Oligomers of siRNA and dsDNA

Ammonium Gemini Surfactants Form Complexes with Model Oligomers of siRNA and dsDNA

Lipid-Nucleic Acid Complexes: Physicochemical Aspects and Prospects for Cancer Treatment

Synthesis, Characterization, Antibacterial Activity, and Interfacial and Micellar Features of Novel Cationic Gemini Surfactants with Different Spacers

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