DNA conformational changes induced by cationic gemini surfactants: the key to switching DNA compact structures into elongated forms

Grueso, Elia; Kuliszewska, Edyta; Roldán, Emilio; Pérez‐Tejeda, Pilar; Prado‐Gotor, Rafael; Brecker, Lothar

doi:10.1039/c5ra03944d

Cited by 24 publications

(17 citation statements)

References 52 publications

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“…These molecules can form ordered aggregates with DNA, such as tubule aggregates, rodlike, or wormlike micelles, thus leading to DNA compaction. The extent of compaction and various morphologies depends on the surfactant tail and spacer lengths . Other DNA–surfactant ensembles, such as DNA–ditetradecyldimethylammonium (DTDA; a cationic surfactant) self‐organize into honeycomb‐patterned microporous films, fabricated by using the breath figure technique .…”

Section: Introductionsupporting

confidence: 74%

“…The materials that induce the condensation of DNA are of great interest as potential vectors for gene delivery. [3] Other DNA-surfactant ensembles, such as DNA-ditetradecyldimethylammonium (DTDA;acationic surfactant) selforganize into honeycomb-patterned microporous films,f abricated by using the breath figure technique. [2] Gemini surfactants possess more than one hydrophobic tail of hydrocarbon chains and hydrophilic heado fi onic groups connected through as pacer.…”

Section: Introductionmentioning

confidence: 99%

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Honeycomb‐like Ordered Assembly of DNA Induced by Flexible Binuclear Ruthenium(II)–Polypyridyl Complexes

Singh

Kumbhar

Khan

2016

Chemistry A European J

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A series of binuclear ruthenium(II)-polypyridyl complexes of the type [Ru (N-N) (BPIMBp)] , in which N-N is 2,2'-bipyridine (bpy; 1), 1,10-phenanthroline (phen; 2), dipyrido[3,2-d:2',3-f] quinoxaline (dpq; 3), dipyrido[3,2-a:2',3'-c] phenanzine (dppz; 4), and 1,4'-bis[(2-pyridin-2-yl)-1H-imidazol-1-yl)methyl]-1,1'-biphenyl (BPIMBp) is a bridging ligand, have been synthesized and characterized. These complexes are charged (4+) cations and flexible due to the -CH group of the bridging ligand and possess terminal ligands with variable intercalative abilities. The interaction of complexes 1-4 with calf thymus DNA (CT-DNA) was explored by using UV/Vis absorption spectroscopy, steady-state emission, emission quenching with K [Fe(CN) ], ethidium bromide displacement assay, Hoechst displacement assay, and viscosity measurements and revealed a groove-binding mode for all the complexes through a spacer and an intercalative mode for complexes 3 and 4. A decrease in the viscosity of DNA revealed bending and coiling of DNA, an initial step toward aggregation. Interestingly, a distinctive honeycomb-like ordered assembly of the DNA-complex species was visualized by fluorescence microscopy in the solution state. The use of SEM and AFM confirmed the disordered self-organization of the DNA-complex adduct on evaporation of the solvent. The small orderly nanosized DNA aggregates were confirmed by means of circular dichroism, dynamic light scattering (DLS), and TEM. These complexes are moderately cytotoxic against three different cell lines, namely, MCF-7, HeLa, and HL-60.

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Section: Introductionsupporting

confidence: 74%

Section: Introductionmentioning

confidence: 99%

Honeycomb‐like Ordered Assembly of DNA Induced by Flexible Binuclear Ruthenium(II)–Polypyridyl Complexes

Singh

Kumbhar

Khan

2016

Chemistry A European J

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“…In this sense, using cationic gemini surfactants as coating agents improves AuNPs’ performance in showing good antimicrobial activity, low cytotoxicity, and good biodegradability [ 28 , 29 ]. These types of surfactant, composed of two hydrophobic chains and two hydrophilic head groups covalently attached by a spacer, have been demonstrated to be efficient complexing and compacting agents for biopolymers for improving gene transport to the cell [ 30 , 31 , 32 , 33 , 34 ]. Specifically, 16-Ph-16 stands out due to its capacity to induce reversible DNA compaction [ 33 ].…”

Section: Introductionmentioning

confidence: 99%

Biocompatible DNA/5-Fluorouracil-Gemini Surfactant-Functionalized Gold Nanoparticles as Promising Vectors in Lung Cancer Therapy

et al. 2021

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The design and preparation of novel nanocarriers to transport cancer drugs for chemotherapy purposes is an important line of research in the medical field. A new 5-fluorouracil (5-Fu) transporter was designed based on the use of two new biocompatible gold nanosystems: (i) a gold nanoparticle precursor, Au@16-Ph-16, stabilized with the positively charged gemini surfactant 16-Ph-16, and (ii) the compacted nanocomplexes formed by the precursor and DNA/5-Fu complexes, Au@16-Ph-16/DNA–5-Fu. The physicochemical properties of the obtained nanosystems were studied by using UV–visible spectroscopy, TEM, dynamic light scattering, and zeta potential techniques. Method tuning also requires the use of circular dichroism, atomic force microscopy, and fluorescence spectroscopy techniques for the prior selection of the optimal relative Au@16-Ph-16 and DNA concentrations (R = CAu@16-Ph-16/CDNA), biopolymer compaction/decompaction, and 5-Fu release from the DNA/5-Fu complex. TEM experiments revealed the effective internalization of the both precursor and Au@16-Ph-16/DNA–5-Fu-compacted nanosystems into the cells. Moreover, cytotoxicity assays and internalization experiments using TEM and confocal microscopy showed that the new strategy for 5-Fu administration enhanced efficacy, biocompatibility and selectivity against lung cancer cells. The differential uptake among different formulations is discussed in terms of the physicochemical properties of the nanosystems.

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“…The rich phase behavior and aggregates of surfactants have received much attention due to their widespread applicability in catalysis, cosmetics, personal care, food industry, drug delivery and medical fields [1][2][3]. Surfactant aggregates include micelles, vesicles, wormlike micelles, lyotropic liquid crystals, microemulsions and gels [4][5][6].…”

Section: Introductionmentioning

confidence: 99%

A Novel Study on the Gel Phase Formed in a Catanionic Surfactant System

Zhao

Gao

Dai

et al. 2016

J Surfact & Detergents

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A novel gel phase was constructed in a catanionic surfactant system with the compositions of 1-tetradecyl-3-methylimidazolium chloride (C 14 mimCl) and sodium dodecyl sulfate (SDS). The gel phases were studied through visual observations, differential scanning calorimetry (DSC), rheological measurements, and scanning electron microscopy (SEM). The visual observation and DSC confirmed the formation of gels and phase transitions from gel to sol. The dynamic rheological results showed the viscoelastic properties of gels. The SEM technique was used to further indicate the microstructure of gels. Finally, the formation mechanisms of gels are proposed based on the critical packing parameter. We expect to develop a new route to construct the gels.

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DNA conformational changes induced by cationic gemini surfactants: the key to switching DNA compact structures into elongated forms

Abstract: The extent of DNA decompaction induced by m-s-m gemini surfactants depend on the surfactant's tail length and on spacer's length.

Cited by 24 publications

References 52 publications

Honeycomb‐like Ordered Assembly of DNA Induced by Flexible Binuclear Ruthenium(II)–Polypyridyl Complexes

Honeycomb‐like Ordered Assembly of DNA Induced by Flexible Binuclear Ruthenium(II)–Polypyridyl Complexes

Biocompatible DNA/5-Fluorouracil-Gemini Surfactant-Functionalized Gold Nanoparticles as Promising Vectors in Lung Cancer Therapy

A Novel Study on the Gel Phase Formed in a Catanionic Surfactant System

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