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1.
J Phys Chem B ; 128(28): 6940-6950, 2024 Jul 18.
Article in English | MEDLINE | ID: mdl-38956449

ABSTRACT

Two ionic liquids (ILs) with amphiphilic properties composed of 1-butyl-3-methylimidazolium dioctylsulfosuccinate (bmim-AOT) and 1-hexyl-3-methylimidazolium dioctylsulfosuccinate (hmim-AOT) form unilamellar vesicles spontaneously simply by dissolving the IL-like surfactant in water. These novel vesicles were characterized using two different and highly sensitive fluorescent probes: 6-propionyl-2-(dimethylaminonaphthalene) (PRODAN) and trans-4-[4-(dimethylamino)-styryl]-1-methylpyridinium iodide (HC). These fluorescent probes provide information about the physicochemical properties of the bilayer, such as micropolarity, microviscosity, and electron-donor capacity. In addition, the biocompatibility of these vesicles with the blood medium was evaluated, and their toxicity was determined using Dictyostelium discoideum amoebas. First, using PRODAN and HC, it was found that the bilayer composition and the chemical structure of the ions at the interface produced differences between both amphiphiles, making the vesicles different. Thus, the bilayer of hmim-AOT vesicles is less polar, more rigid, and has a lower electron-donor capacity than those made by bmim-AOT. Finally, the results obtained from the hemolysis studies and the growth behavior of unicellular amoebas, particularly utilizing the D. discoideum assay, showed that both vesicular systems do not produce toxic effects up to a concentration of 0.02 mg/mL. This elegant assay, devoid of animal usage, highlights the potential of these newly organized systems for the delivery of drugs and bioactive molecules of different polarities.


Subject(s)
Ionic Liquids , Surface-Active Agents , Unilamellar Liposomes , Ionic Liquids/chemistry , Surface-Active Agents/chemistry , Unilamellar Liposomes/chemistry , Unilamellar Liposomes/metabolism , Nanomedicine , Fluorescent Dyes/chemistry , Pyridinium Compounds/chemistry , Imidazoles/chemistry , Lipid Bilayers/chemistry
2.
J Phys Chem B ; 128(28): 6816-6829, 2024 Jul 18.
Article in English | MEDLINE | ID: mdl-38959082

ABSTRACT

The effects of two ionic liquids (ILs), 1-butyl-3-methylimidazolium tetrafluoroborate ([bmim]BF4) and 1-butyl-1-methyl pyrrolidinium tetrafluoroborate ([bmp]BF4), on a mixture of phospholipids (PLs) 1,2-dipalmitoyl-sn-glycero-3-phosphatidylcholine (DPPC), 1,2-dipalmitoyl-sn-glycero-3-phosphoethanolamine (DPPE), and 1,2-dipalmitoyl-sn-glycero-3-phosphoglycerol (DPPG) (6:3:1, M/M/M, 70% PL) in combination with 30 mol % cholesterol (CHOL) were investigated in the form of a solvent-spread monolayer and bilayer (vesicle). Surface pressure (π)-area (A) isotherm studies, using a Langmuir surface balance, revealed the formation of an expanded monolayer, while the cationic moiety of the IL molecules could electrostatically and hydrophobically bind to the PLs on the palisade layer. Turbidity, dynamic light scattering (size, ζ-potential, and polydispersity index), electron microscopy, small-angle X-ray/neutron scattering, fluorescence spectroscopy, and differential scanning calorimetric studies were carried out to evaluate the effects of IL on the structural organization of bilayer in the vesicles. The ILs could induce vesicle aggregation by acting as a "glue" at lower concentrations (<1.5 mM), while at higher concentrations, the ILs disrupt the bilayer structure. Besides, ILs could result in the thinning of the bilayer, evidenced from the scattering studies. Steady-state fluorescence anisotropy and lifetime studies suggest asymmetric insertion of ILs into the lipid bilayer. MTT assay using human blood lymphocytes indicates the safe application of vesicles in the presence of ILs, with a minimal toxicity of up to 2.5 mM IL in the dispersion. These results are proposed to have applications in the field of drug delivery systems with benign environmental impact.


Subject(s)
Ionic Liquids , Ionic Liquids/chemistry , Imidazoles/chemistry , Phospholipids/chemistry , Cholesterol/chemistry , Lipid Bilayers/chemistry , Surface Properties , 1,2-Dipalmitoylphosphatidylcholine/chemistry
3.
Arch Microbiol ; 206(7): 334, 2024 Jul 01.
Article in English | MEDLINE | ID: mdl-38951200

ABSTRACT

Ionic liquids (ILs) are interesting chemical compounds that have a wide range of industrial and scientific applications. They have extraordinary properties, such as the tunability of many of their physical properties and, accordingly, their activities; and the ease of synthesis methods. Hence, they became important building blocks in catalysis, extraction, electrochemistry, analytics, biotechnology, etc. This study determined antifungal activities of various imidazolium-based ionic liquids against yeast Saccharomyces cerevisiae via minimum inhibitory concentration (MIC) estimation method. Increasing the length of the alkyl group attached to the imidazolium cation, enhanced the antifungal activity of the ILs, as well as their ability of the disruption of the cell membrane integrity. FTIR studies performed on the S. cerevisiae cells treated with the ILs revealed alterations in the biochemical composition of these cells. Interestingly, the alterations in fatty acid content occurred in parallel with the increase in the activity of the molecules upon the increase in the length of the attached alkyl group. This trend was confirmed by statistical analysis and machine learning methodology. The classification of antifungal activities based on FTIR spectra of S. cerevisiae cells yielded a prediction accuracy of 83%, indicating the pharmacy and medicine industries could benefit from machine learning methodology. Furthermore, synthesized ionic compounds exhibit significant potential for pharmaceutical and medical applications.


Subject(s)
Antifungal Agents , Cell Membrane , Imidazoles , Ionic Liquids , Microbial Sensitivity Tests , Saccharomyces cerevisiae , Saccharomyces cerevisiae/drug effects , Saccharomyces cerevisiae/chemistry , Ionic Liquids/pharmacology , Ionic Liquids/chemistry , Imidazoles/pharmacology , Imidazoles/chemistry , Antifungal Agents/pharmacology , Antifungal Agents/chemistry , Cell Membrane/drug effects , Spectroscopy, Fourier Transform Infrared
4.
Sci Transl Med ; 16(754): eadn7982, 2024 Jul 03.
Article in English | MEDLINE | ID: mdl-38959326

ABSTRACT

Benign prostatic hyperplasia and prostate cancer are often associated with lower urinary tract symptoms, which can severely affect patient quality of life. To address this challenge, we developed and optimized an injectable compound, prostate ablation and drug delivery agent (PADA), for percutaneous prostate tissue ablation and concurrently delivered therapeutic agents. PADA is an ionic liquid composed of choline and geranic acid mixed with anticancer therapeutics and a contrast agent. The PADA formulation was optimized for mechanical properties compatible with hand injection, diffusion capability, cytotoxicity against prostate cells, and visibility of an x-ray contrast agent. PADA also exhibited antibacterial properties against highly resistant clinically isolated bacteria in vitro. Ultrasound-guided injection, dispersion of PADA in the tissue, and tissue ablation were tested ex vivo in healthy porcine, canine, and human prostates and in freshly resected human tumors. In vivo testing was conducted in a murine subcutaneous tumor model and in the canine prostate. In all models, PADA decreased the number of viable cells in the region of dispersion and supported the delivery of nivolumab throughout a portion of the tissue. In canine survival experiments, there were no adverse events and no impact on urination. The injection approach was easy to perform under ultrasound guidance and produced a localized effect with a favorable safety profile. These findings suggest that PADA is a promising therapeutic prostate ablation strategy to treat lower urinary tract symptoms.


Subject(s)
Drug Delivery Systems , Ionic Liquids , Prostate , Animals , Male , Dogs , Humans , Prostate/drug effects , Prostate/pathology , Ionic Liquids/chemistry , Mice , Prostatic Neoplasms/drug therapy , Prostatic Neoplasms/pathology , Swine , Injections , Cell Line, Tumor , Ablation Techniques/methods
5.
J Phys Chem Lett ; 15(27): 7075-7083, 2024 Jul 11.
Article in English | MEDLINE | ID: mdl-38950375

ABSTRACT

The bactericidal potency of ionic liquids (ILs) is well-established, yet their precise mechanism of action remains elusive. Here, we show evidence that the bactericidal action of ILs primarily involves the permeabilization of the bacterial cell membrane. Our findings reveal that ILs exert their effects by directly interacting with the lipid bilayer and enhancing the membrane dynamics. Lateral lipid diffusion is accelerated, which in turn augments membrane permeability, ultimately leading to bacterial death. Furthermore, our results establish a significant connection: an increase in the alkyl chain length of ILs correlates with a notable enhancement in both lipid lateral diffusion and antimicrobial potency. This underscores a compelling correlation between membrane dynamics and antimicrobial effectiveness, providing valuable insights for the rational design and optimization of IL-based antimicrobial agents in healthcare applications.


Subject(s)
Ionic Liquids , Lipid Bilayers , Ionic Liquids/chemistry , Ionic Liquids/pharmacology , Lipid Bilayers/chemistry , Anti-Bacterial Agents/pharmacology , Anti-Bacterial Agents/chemistry , Diffusion , Anti-Infective Agents/chemistry , Anti-Infective Agents/pharmacology , Cell Membrane Permeability/drug effects , Cell Membrane/drug effects , Cell Membrane/chemistry , Microbial Sensitivity Tests
6.
Nat Commun ; 15(1): 5839, 2024 Jul 11.
Article in English | MEDLINE | ID: mdl-38992011

ABSTRACT

3D printing has been widely used for on-demand prototyping of complex three-dimensional structures. In biomedical applications, PEDOT:PSS has emerged as a promising material in versatile bioelectronics due to its tissue-like mechanical properties and suitable electrical properties. However, previously developed PEDOT:PSS inks have not been able to fully utilize the advantages of commercial 3D printing due to its long post treatment times, difficulty in high aspect ratio printing, and low conductivity. We propose a one-shot strategy for the fabrication of PEDOT:PSS ink that is able to simultaneously achieve on-demand biocompatibility (no post treatment), structural integrity during 3D printing for tall three-dimensional structures, and high conductivity for rapid-prototyping. By using ionic liquid-facilitated PEDOT:PSS colloidal stacking induced by a centrifugal protocol, a viscoplastic PEDOT:PSS-ionic liquid colloidal (PILC) ink was developed. PILC inks exhibit high-aspect ratio vertical stacking, omnidirectional printability for generating suspended architectures, high conductivity (~286 S/cm), and high-resolution printing (~50 µm). We demonstrate the on-demand and versatile applicability of PILC inks through the fabrication of 3D circuit boards, on-skin physiological signal monitoring e-tattoos, and implantable bioelectronics (opto-electrocorticography recording, low voltage sciatic nerve stimulation and recording from deeper brain layers via 3D vertical spike arrays).


Subject(s)
Biocompatible Materials , Colloids , Electric Conductivity , Ionic Liquids , Polystyrenes , Printing, Three-Dimensional , Ionic Liquids/chemistry , Colloids/chemistry , Biocompatible Materials/chemistry , Animals , Polystyrenes/chemistry , Rats , Ink , Polymers/chemistry , Thiophenes/chemistry , Neurons/physiology , Bridged Bicyclo Compounds, Heterocyclic/chemistry
7.
Molecules ; 29(13)2024 Jun 24.
Article in English | MEDLINE | ID: mdl-38998948

ABSTRACT

Herein, we report a transdermal patch prepared using an ionic liquid-based solid in oil (IL-S/O) nanodispersion and a pressure-sensitive adhesive (PSA) to deliver the macromolecular antigenic protein, ovalbumin (OVA). The IL-S/O nanodispersion and a PSA were first mixed at an equal weight ratio, then coated onto a release liner, and covered with a support film. To evaluate the effect of the PSA, three types of PSAs, DURO-TAK 87-4098, DURO-TAK 87-4287, and DURO-TAK 87-235A, were used to obtain the corresponding IL-S/O patches SP-4098, SP-4287, and SP-235A, respectively. The prepared IL-S/O patches were characterized for surface morphology, viscoelasticity, and moisture content. In vitro skin penetration and in vivo immunization studies of the IL-S/O patches were performed using Yucatan micropig skin and the C57BL/6NJc1 mice model, respectively. The SP-4098 and SP-4287 delivered 5.49-fold and 5.47-fold higher amounts of drug compared with the aqueous formulation. Although both patches delivered a similar amount of drug, SP-4287 was not detached fully from the release liner after 30 days, indicating low stability. Mice immunized with the OVA-containing SP-4098 produced a 10-fold increase in anti-OVA IgG compared with those treated with an aqueous formulation. These findings suggested that the IL-S/O patch may be a good platform for the transdermal delivery of antigen molecules.


Subject(s)
Administration, Cutaneous , Antigens , Immunization , Ionic Liquids , Ovalbumin , Transdermal Patch , Ionic Liquids/chemistry , Animals , Mice , Ovalbumin/immunology , Ovalbumin/administration & dosage , Antigens/immunology , Antigens/administration & dosage , Antigens/chemistry , Swine , Skin/metabolism , Skin/immunology , Drug Delivery Systems , Mice, Inbred C57BL , Female , Skin Absorption
8.
Int J Mol Sci ; 25(13)2024 Jun 27.
Article in English | MEDLINE | ID: mdl-39000155

ABSTRACT

Transition metal oxides are a great alternative to less expensive hydrogen evolution reaction (HER) catalysts. However, the lack of conductivity of these materials requires a conductor material to support them and improve the activity toward HER. On the other hand, carbon paste electrodes result in a versatile and cheap electrode with good activity and conductivity in electrocatalytic hydrogen production, especially when the carbonaceous material is agglomerated with ionic liquids. In the present work, an electrode composed of multi-walled carbon nanotubes (MWCNTs) and cobalt ferrite oxide (CoFe2O4) was prepared. These compounds were included on an electrode agglomerated with the ionic liquid N-octylpyridinium hexafluorophosphate (IL) to obtain the modified CoFe2O4/MWCNTs/IL nanocomposite electrode. To evaluate the behavior of each metal of the bimetallic oxide, this compound was compared to the behavior of MWCNTs/IL where a single monometallic iron or cobalt oxides were included (i.e., α-Fe2O3/MWCNTs/IL and Co3O4/MWCNTs/IL). The synthesis of the oxides has been characterized by X-ray diffraction (XRD), RAMAN spectroscopy, and field emission scanning electronic microscopy (FE-SEM), corroborating the nanometric character and the structure of the compounds. The CoFe2O4/MWCNTs/IL nanocomposite system presents excellent electrocatalytic activity toward HER with an onset potential of -270 mV vs. RHE, evidencing an increase in activity compared to monometallic oxides and exhibiting onset potentials of -530 mV and -540 mV for α-Fe2O3/MWCNTs/IL and Co3O4/MWCNTs/IL, respectively. Finally, the system studied presents excellent stability during the 5 h of electrolysis, producing 132 µmol cm-2 h-1 of hydrogen gas.


Subject(s)
Cobalt , Ferric Compounds , Hydrogen , Ionic Liquids , Nanocomposites , Nanotubes, Carbon , Oxides , Cobalt/chemistry , Nanotubes, Carbon/chemistry , Ionic Liquids/chemistry , Nanocomposites/chemistry , Catalysis , Hydrogen/chemistry , Ferric Compounds/chemistry , Oxides/chemistry , Electrodes , Electrochemical Techniques/methods , X-Ray Diffraction , Spectrum Analysis, Raman
9.
Molecules ; 29(11)2024 May 22.
Article in English | MEDLINE | ID: mdl-38893320

ABSTRACT

Lipases, crucial catalysts in biochemical synthesis, find extensive applications across industries such as food, medicine, and cosmetics. The efficiency of lipase-catalyzed reactions is significantly influenced by the choice of solvents. Polar organic solvents often result in a decrease, or even loss, of lipase activity. Conversely, nonpolar organic solvents induce excessive rigidity in lipases, thereby affecting their activity. While the advent of new solvents like ionic liquids and deep eutectic solvents has somewhat improved the activity and stability of lipases, it fails to address the fundamental issue of lipases' poor solvent tolerance. Hence, the rational design of lipases for enhanced solvent tolerance can significantly boost their industrial performance. This review provides a comprehensive summary of the structural characteristics and properties of lipases in various solvent systems and emphasizes various strategies of protein engineering for non-aqueous media to improve lipases' solvent tolerance. This study provides a theoretical foundation for further enhancing the solvent tolerance and industrial properties of lipases.


Subject(s)
Lipase , Solvents , Lipase/chemistry , Lipase/metabolism , Solvents/chemistry , Protein Engineering , Enzyme Stability , Biocatalysis , Ionic Liquids/chemistry
10.
J Hazard Mater ; 474: 134793, 2024 Aug 05.
Article in English | MEDLINE | ID: mdl-38850954

ABSTRACT

Progress in the development of biodegradable or biobased ionic liquids (ILs) has led to the design of green compounds for several applications. Herein, four biocompatible dicationic ionic liquids (DILs) with ammonium-phosphonium cations and amino acid anions were synthesized and investigated their environmental impact. The structures of the DILs were confirmed by spectral analyses (1H, 13C and 31P NMR). Furthermore, physicochemical properties such as density, viscosity and refractive index were determined. Water content, bromide content and solubility were thereafter determined as the parameters needed for further studies. Subsequently, their antifeedant activity towards economically important pests of grain in storage warehouses: the granary weevil, the confused flour beetle, and the khapra beetle was examined, showing the dependence on structure. Moreover, selected DILs were investigated for toxicity towards white mustard, Daphnia magna, and Artemia franciscana to specify the environmental impact. These studies were complemented by understand the biodegradation of DILs by bacterial communities derived from soil at the agricultural land. The result was DILs with limited environmental footprints that have great potential for further application studies.


Subject(s)
Amino Acids , Artemia , Daphnia , Ionic Liquids , Ionic Liquids/toxicity , Ionic Liquids/chemistry , Animals , Amino Acids/chemistry , Amino Acids/analysis , Daphnia/drug effects , Artemia/drug effects , Ammonium Compounds/chemistry , Organophosphorus Compounds/chemistry , Cations , Anions/chemistry , Environment , Biodegradation, Environmental , Coleoptera/drug effects
11.
Int J Biol Macromol ; 273(Pt 1): 133012, 2024 Jul.
Article in English | MEDLINE | ID: mdl-38866296

ABSTRACT

The process of dissolving cellulose is a pivotal step in transforming it into functional, value-added materials, necessitating a thorough comprehension of the underlying mechanisms to refine its advanced processing. This article reviews cellulose dissolution using various solvent systems, along with an in-depth exploration of the associated dissolution mechanisms. The efficacy of different solvents, including aqueous solvents, organic solvents, ionic liquids, hybrid ionic liquid/cosolvent systems, and deep eutectic solvents, in dissolving cellulose is scrutinized, and their limitations and advantages are highlighted. In addition, this review methodically outlines the mechanisms at play within these various solvent systems and the factors influencing cellulose solubility. Conclusions drawn highlight the integral roles of the degree of polymerization, crystallinity, particle size, the type and sizes of cations and anions, alkyl chain length, ionic liquid/cosolvent ratio, viscosity, solvent acidity, basicity, and hydrophobic interactions in the dissolution process. This comprehensive review aims to provide valuable insights for researchers investigating biopolymer dissolution in a broader context, thereby paving the way for broader applications and innovations of these solvent systems.


Subject(s)
Cellulose , Ionic Liquids , Solubility , Solvents , Cellulose/chemistry , Solvents/chemistry , Ionic Liquids/chemistry , Viscosity
12.
Int J Biol Macromol ; 273(Pt 1): 133117, 2024 Jul.
Article in English | MEDLINE | ID: mdl-38871098

ABSTRACT

Removing p-nitrophenol (PNP) from water resources is crucial due to its significant threat to the environment and human health. Herein, imidazolium ionic liquids with short/long alkyl chain ([C2VIm]Br and [C8VIm]Br) modified cellulose microspheres (MCC-[C2VIm]Br and MCC-[C8VIm]Br) were synthesized by radiation method. To examine the impact of adsorbent hydrophilicity on adsorption performance, batch and column experiments were conducted for PNP adsorption. The MCC-[C2VIm]Br and MCC-[C8VIm]Br, with an equivalent molar import amount of ionic liquids, exhibited maximum adsorption capacities of 190.84 mg/g and 191.20 mg/g for PNP, respectively, and the adsorption equilibrium was reached within 30 min. Both adsorbents displayed exceptional reusability. Integrating the findings from XPS and FTIR analyses, and AgNO3 identification, the suggested adsorption mechanism posited that the adsorbents engaged with PNP through ion exchange, hydrogen bonds and π-π stacking. Remarkably, the hydrophobic MCC-[C8VIm]Br exhibited superior selectivity for PNP than the hydrophilic MCC-[C2VIm]Br, while had little effect on adsorption capacity and rate. MCC-[C8VIm]Br-2 with high grafting yield increased the adsorption capacity to 327.87 mg/g. Moreover, MCC-[C8VIm]Br-2 demonstrated efficient PNP removal from various real water samples, and column experiments illustrated its selective capture of PNP from groundwater. The promising adsorption performance indicates that MCC-[C8VIm]Br-2 holds potential for PNP removal from wastewater.


Subject(s)
Cellulose , Imidazoles , Ionic Liquids , Microspheres , Nitrophenols , Water Pollutants, Chemical , Water Purification , Cellulose/chemistry , Nitrophenols/chemistry , Ionic Liquids/chemistry , Adsorption , Water Pollutants, Chemical/chemistry , Water Pollutants, Chemical/isolation & purification , Imidazoles/chemistry , Water Purification/methods , Water/chemistry , Hydrophobic and Hydrophilic Interactions , Kinetics
13.
Int J Biol Macromol ; 273(Pt 1): 132788, 2024 Jul.
Article in English | MEDLINE | ID: mdl-38942669

ABSTRACT

Dye wastewater poses a serious threat to the environment and human health, necessitating sustainable degradation methods. In this study, Na-based Montmorillonite (MMT) was exfoliated using different ionic liquids ([C16MIM][Cl], [C16MIM][BF4], [C16MIM][PF6]), and silver nanoparticles (Ag NPs) were green-synthesized using hydroxypropyl cellulose (HPC). The HPC significantly enhanced the dispersion of MMT in the hydrogel. By introducing lauryl methacrylate (LMA), a hydrophobic associative network was constructed in PAM/LMA/HPC/MMT@ILs&Ag NPs hydrogel. This hydrogel demonstrated outstanding mechanical properties, with a stress of 833.21 kPa, strain of 3300 %, and toughness of 14.36 MJ/m3. It also exhibited excellent catalytic activity, with a rate constant of 0.83 min-1 for 4-nitrophenol degradation at 28 °C. The effects of temperature and catalyst concentration on the catalytic reaction were systematically investigated. This study presents a simple green synthesis approach for Ag NPs using HPC, achieving superior mechanical performance and stable MMT dispersion in aqueous solutions.


Subject(s)
Bentonite , Cellulose , Hydrogels , Ionic Liquids , Metal Nanoparticles , Silver , Water Pollutants, Chemical , Cellulose/chemistry , Cellulose/analogs & derivatives , Ionic Liquids/chemistry , Catalysis , Bentonite/chemistry , Hydrogels/chemistry , Water Pollutants, Chemical/chemistry , Silver/chemistry , Metal Nanoparticles/chemistry , Anions/chemistry , Nitrophenols/chemistry , Green Chemistry Technology , Water Purification/methods
14.
Anal Chem ; 96(26): 10648-10653, 2024 Jul 02.
Article in English | MEDLINE | ID: mdl-38896456

ABSTRACT

Fentanyl is an extremely potent opioid that is commonly laced into other drugs. Fentanyl poses a danger to users but also to responders or bystanders who may unknowingly ingest a lethal dose (∼2 mg) of fentanyl from aerosolized powder or vapor. Electrochemistry offers a small, simple, and affordable platform for the direct detection of illicit substances; however, it is largely limited to solution-phase measurements. Here, we demonstrate the hands-free capture and electroanalyzation of aerosols containing fentanyl. A novel electrochemical cell is constructed by a microwire (cylindrical working electrode) traversing an ionic liquid film that is suspended within a conductive loop (reference/counter electrode). We provide a quantitative finite element simulation of the resulting electrochemical system. The suspended film maintains a high-surface area:volume, allowing the electrochemical cell to act as an effective aerosol collector. The low vapor pressure (negligible evaporation) of ionic liquid makes it a robust candidate for in-field applications, and the use of a hydrophobic ionic liquid allows for the extraction of fentanyl from solids and sprayed aqueous aerosols.


Subject(s)
Aerosols , Electrochemical Techniques , Fentanyl , Fentanyl/analysis , Aerosols/chemistry , Aerosols/analysis , Ionic Liquids/chemistry , Electrodes , Analgesics, Opioid/analysis
15.
Sci Total Environ ; 945: 173738, 2024 Oct 01.
Article in English | MEDLINE | ID: mdl-38844219

ABSTRACT

Ionic liquids (ILs) become emerging environmental pollutants. Especially, alkyl imidazolium ILs commonly showed stimulation in toxicological studies and mechanisms remained to be explored. In the present study, alkyl imidazolium tetrafluoroborate ([amim]BF4), with ethyl ([emim]), hexyl ([hmim]) and octyl ([omim]) as side-chains, were chosen as target ILs. Their toxicities on the reproduction and lifespan of Caenorhabditis elegans were explored with two types (A and B) exposure arrangements to mimic realistic intermittent multi-generational exposure scenarios. In type A scenario, there was an exposure every 4 generations with 12 generations in total, and in type B one, there was an exposure every two generations with 12 generations in total. Result showed that [emim]BF4 caused inhibition on the reproduction in 8 generations in type A exposure but 6 ones in type B exposure. Meanwhile, [hmim]BF4 showed inhibition in one generation and stimulation in 3 generations in type A exposure, but stimulation in 6 generations in type B exposure. Also, [omim]BF4 showed stimulation in one generation in type B exposure. Collectively, the results demonstrated less frequencies of inhibition, or more frequencies of stimulation, in the exposure scenario with more frequent exposures. Further mechanism exploration was performed to measure the lipid storage and metabolism in the aspect of energy supply. Results showed that [emim]BF4, [hmim]BF4 and [omim]BF4 commonly stimulated the triglyceride (TG) levels across generations. They also disturbed the activities of glycerol-3-phosphate acyltransferase (GPAT) and acetyl CoA carboxylase (ACC) in lipogenesis, those of adipose triglyceride lipase (ATGL) and carnitine acyl transferase (CPT) in lipolysis, and also the contents of acetyl-CoA (ACA). Further data analysis indicated the energy allocation among life traits including reproduction, antioxidant responses and hormone regulations.


Subject(s)
Caenorhabditis elegans , Imidazoles , Ionic Liquids , Lipid Metabolism , Reproduction , Animals , Caenorhabditis elegans/drug effects , Caenorhabditis elegans/physiology , Lipid Metabolism/drug effects , Imidazoles/toxicity , Reproduction/drug effects , Ionic Liquids/toxicity , Environmental Pollutants/toxicity , Borates/toxicity
16.
Int J Mol Sci ; 25(11)2024 May 25.
Article in English | MEDLINE | ID: mdl-38891953

ABSTRACT

This work unfolds functionalized ABSs composed of FILs ([C2C1Im][C4F9SO3] and [N1112(OH)][C4F9SO3]), mere fluoro-containing ILs ([C2C1Im][CF3SO3] and [C4C1Im][CF3SO3]), known globular protein stabilizers (sucrose and [N1112(OH)][C4F9SO3]), low-molecular-weight carbohydrate (glucose), and even high-charge density salt (K3PO4). The ternary phase diagrams were determined, stressing that FILs highly increased the ability for ABS formation. The functionalized ABSs (FILs vs. mere fluoro-containing ILs) were used to extract lysozyme (Lys). The ABSs' biphasic regions were screened in terms of protein biocompatibility, analyzing the impact of ABS phase-forming components in Lys by UV-VIS spectrophotometry, CD spectroscopy, fluorescence spectroscopy, DSC, and enzyme assay. Lys partition behavior was characterized in terms of extraction efficiency (% EE). The structure, stability, and function of Lys were maintained or improved throughout the extraction step, as evaluated by CD spectroscopy, DSC, enzyme assay, and SDS-PAGE. Overall, FIL-based ABSs are more versatile and amenable to being tuned by the adequate choice of the phase-forming components and selecting the enriched phase. Binding studies between Lys and ABS phase-forming components were attained by MST, demonstrating the strong interaction between Lys and FILs aggregates. Two of the FIL-based ABSs (30 %wt [C2C1Im][C4F9SO3] + 2 %wt K3PO4 and 30 %wt [C2C1Im][C4F9SO3] + 25 %wt sucrose) allowed the simultaneous purification of Lys and BSA in a single ABS extraction step with high yield (extraction efficiency up to 100%) for both proteins. The purity of both recovered proteins was validated by SDS-PAGE analysis. Even with a high-charge density salt, the FIL-based ABSs developed in this work seem more amenable to be tuned. Lys and BSA were purified through selective partition to opposite phases in a single FIL-based ABS extraction step. FIL-based ABSs are proposed as an improved extraction step for proteins, based on their biocompatibility, customizable properties, and selectivity.


Subject(s)
Ionic Liquids , Muramidase , Ionic Liquids/chemistry , Muramidase/chemistry , Muramidase/isolation & purification , Muramidase/metabolism , Halogenation , Water/chemistry , Proteins/chemistry , Proteins/isolation & purification , Animals
17.
Food Res Int ; 188: 114498, 2024 Jul.
Article in English | MEDLINE | ID: mdl-38823878

ABSTRACT

The emulsifying potential of a biocompatible ionic liquid (IL) to produce lipid-based nanosystems developed to enhance the bioaccessibility of cannabidiol (CBD) was investigated. The IL (cholinium oleate) was evaluated at concentrations of 1 % and 2 % to produce nanoemulsions (NE-IL) and nanostructured lipid carriers (NLC-IL) loaded with CBD. The IL concentration of 1 % demonstrated to be sufficient to produce both NE-IL and NLC-IL with excellent stability properties, entrapment efficiency superior to 99 %, and CBD retention rate of 100 % during the storage period evaluated (i.e. 28 days at 25 °C). The in vitro digestion evaluation demonstrated that the NLC-IL provided a higher stability to the CBD, while the NE-IL improved the CBD bioaccessibility, which was mainly related to the composition of the lipid matrices used to obtain each nanosystem. Finally, it was observed that the CBD cytotoxicity was reduced when the compound was entrapped into both nanosystems.


Subject(s)
Cannabidiol , Emulsifying Agents , Ionic Liquids , Cannabidiol/chemistry , Ionic Liquids/chemistry , Ionic Liquids/toxicity , Emulsifying Agents/chemistry , Humans , Emulsions , Digestion , Nanostructures/chemistry , Cell Survival/drug effects , Biological Availability , Nanoparticles/chemistry , Drug Carriers/chemistry , Caco-2 Cells , Particle Size
18.
Int J Biol Macromol ; 271(Pt 1): 132791, 2024 Jun.
Article in English | MEDLINE | ID: mdl-38845256

ABSTRACT

The efficient bioconversion of the lignocellulosic agro-waste has immense importance in biorefinery processing in extracting the cellulose and saccharide fractions. To achieve this, a series of chemical pretreatments is employed, thus concerning environmental threats limit its use. Therefore, an ionic liquid is employed for pretreatment before sustainable extractions owing to its safe manipulation, recycling, and reusability. Specifically, microwave-assisted ionic liquid (MWAIL) pretreatment has significant importance in extracting high cellulose yield at less thermal power consumption. In this study, the leftover stalks of Hamelia patens were subjected to MWAIL pretreatment at 60, 70, 80, and 90 °C to extract microcrystalline cellulose (MCC). Subsequently, the MCC was fabricated into cellulose nanocrystals (CNC) through hydrolytic treatment using acidic and ionic liquids and denoted as CNC-AH and CNC-ILH. Thus obtained CNC was characterized by FTIR, FESEM, XRD, and TGA to investigate the influence of solvent on its morphology, crystallinity, and thermal stability of CNC. The results support that the CNC-ILH has comparatively more thermal and dispersal stability with a reduced crystallinity index than CNC-AH. The surprising results of CNC-ILH signify its utilization in diverse applications in the food and industrial sectors.


Subject(s)
Cellulose , Green Chemistry Technology , Ionic Liquids , Microwaves , Nanoparticles , Cellulose/chemistry , Hydrolysis , Ionic Liquids/chemistry , Nanoparticles/chemistry , Green Chemistry Technology/methods
19.
Environ Sci Pollut Res Int ; 31(27): 39533-39548, 2024 Jun.
Article in English | MEDLINE | ID: mdl-38822960

ABSTRACT

The present study evaluated a solvo-metallurgical technique for metal extraction from industrial solid waste (jarosite) using ionic liquids (ILs) and waste-derived solvents. The jarosite contains a considerable amount of metal ions, namely iron, zinc, and lead. The jarosite was characterized by XRF, XRD, SEM, and FTIR techniques. The parameters affecting metal extraction, such as stirring time, acid molarity, and temperature, have been examined. Aliquat 336 was used to extract metals from fresh and roasted jarosite after equilibration with HCl. The response surface methodology (RSM) was used to optimize the parameters for the maximum metal extraction using [A336] [Cl]. Maximum extraction of iron (86.75%), zinc (51.96%), and lead (94.38%) from roasted jarosite was achieved at optimum conditions (125-min stirring time, 5 M acid molarity, and 20 ml/g liquid-to-solid ratio). Furthermore, the metal extraction was investigated using waste-derived solvents. The results show that waste-derived solvents, such as biomass and plastic pyrolysis oil, can effectively extract metals from fresh and roasted jarosite. Biomass pyrolysis oil achieved the highest extraction at 50 °C for 90 min, while plastic pyrolysis oil achieved the highest extraction at 50 °C for 60 min from roasted jarosite. These solvents are also cost-effective because they are made from waste plastic and biomass.


Subject(s)
Ionic Liquids , Solvents , Zinc , Ionic Liquids/chemistry , Solvents/chemistry , Zinc/chemistry , Metals/chemistry , Lead , Iron/chemistry , Ferric Compounds , Sulfates
20.
Int J Biol Macromol ; 271(Pt 1): 132699, 2024 Jun.
Article in English | MEDLINE | ID: mdl-38824103

ABSTRACT

Conductive hydrogels, as novel flexible biosensors, have demonstrated significant potential in areas such as soft robotics, electronic devices, and wearable technology. Graphene is a promising conductive material, but its dispersibility in aqueous solutions exists difficulties. Here, we discover that untreated graphene, after exfoliation by different ionic liquids, can disperse well in aqueous solutions. We investigate the impact of four ionic liquids with varying alkyl chain lengths ([Bmim]Cl, [Omim]Cl, [Dmim]Cl, [Hmim]Cl) on the dispersibility of grapheme, and a dual physically cross-linked network hydrogel structure is designed using acrylamide (AM), acrylic acid (AA), methyl methacrylate octadecyl ester (SMA), ionic liquid@graphene (ILs@GN), and chitosan (CS). Notably, SMA, CS, AA and AM act as dynamic cross-linking points through hydrophobic interactions and hydrogen bonding, playing a crucial role in energy dissipation. The resulting hydrogel exhibits outstanding stretchability (2250 %), remarkable toughness (1.53 MJ/m3) in tensile deformation performance, high compressive strength (1.13 MPa), rapid electrical responsiveness (response time âˆ¼ 50 ms), high electrical conductivity (12.11 mS/cm), and excellent strain sensing capability (GF = 12.31, strain = 1000 %). These advantages make our composite hydrogel demonstrate high stability in extensive deformations, offering repeatability in pressure and strain and making it a promising candidate for multifunctional sensors and flexible electrodes.


Subject(s)
Chitosan , Electric Conductivity , Graphite , Hydrogels , Ionic Liquids , Chitosan/chemistry , Hydrogels/chemistry , Ionic Liquids/chemistry , Graphite/chemistry , Hydrophobic and Hydrophilic Interactions
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