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Keywords = choline dihydrogen phosphate

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18 pages, 3074 KiB  
Article
Environmental Impact of Choline Dihydrogenphosphate ([Chol][DHP]) on Seed Germination and Soil Microbial Activity
by Óscar Cruz, Otilia Reyes, Carmen Trasar-Cepeda, Teresa Sixto, Juan José Parajó and Josefa Salgado
Agronomy 2024, 14(6), 1329; https://doi.org/10.3390/agronomy14061329 - 19 Jun 2024
Viewed by 1222
Abstract
The applicability of ionic liquids has grown exponentially over the last few decades. This growth is due to the easy modification of these compounds formed by ions, through the proper choice of both moieties, and the possibility of introducing functional groups into their [...] Read more.
The applicability of ionic liquids has grown exponentially over the last few decades. This growth is due to the easy modification of these compounds formed by ions, through the proper choice of both moieties, and the possibility of introducing functional groups into their cations and anions. However, studies of their toxicity and effects on the environment remain scarce. This study analyses firstly the response to adding different concentrations of choline dihydrogen phosphate to the germination of seeds of eight plant species. It also examines the microbial population and the respiration of two soils with contrasting organic matter contents. Seeds were incubated in a Petri dish in a Phytotron with a photoperiod of 16 h under light at 24 °C and 8 h in darkness at 16 °C. The activity of microbial populations of untreated and treated soils was analysed by isothermal microcalorimetry at 25 °C. Basal soil respiration kinetics were measured at optimal moisture (80% of field water retention capacity) and temperature (25 °C) over 10 days. The results indicate that this compound has diverse effects on the different endpoints. Nevertheless, this compound can be classified as non-toxic considering its effects on seeds and on soil, at least in the medium- to long-term. Full article
(This article belongs to the Section Soil and Plant Nutrition)
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18 pages, 2486 KiB  
Article
Recovery of Strategic Metals from Waste Printed Circuit Boards with Deep Eutectic Solvents and Ionic Liquids
by Urszula Domańska, Anna Wiśniewska and Zbigniew Dąbrowski
Processes 2024, 12(3), 530; https://doi.org/10.3390/pr12030530 - 6 Mar 2024
Cited by 5 | Viewed by 2877
Abstract
The recycling of metals from waste printed circuit boards (WPCBs) has been presented as a solid–liquid extraction process using two deep eutectic solvents (DESs) and four ionic liquids (ILs). The extraction and separation of Cu(II), Ag(I), and other metals, such as Al(III), Fe(II), [...] Read more.
The recycling of metals from waste printed circuit boards (WPCBs) has been presented as a solid–liquid extraction process using two deep eutectic solvents (DESs) and four ionic liquids (ILs). The extraction and separation of Cu(II), Ag(I), and other metals, such as Al(III), Fe(II), and Zn(II), from the solid WPCBs (after the physical, mechanical, and thermal pre-treatments) with different solvents are demonstrated. Two popular DESs were used to recover valuable metal ions: (1) choline chloride + malonic acid, 1:1, and (2) choline chloride + ethylene glycol, 1:2. The extraction efficiencies of DES 1 after two extraction and two stripping stages were only 15.7 wt% for Cu(II) and 17.6 wt% for Ag(I). The obtained results were compared with those obtained with four newly synthetized ILs as follows: didecyldimethylammonium propionate ([N10,10,1,1][C2H5COO]), didecylmethylammonium hydrogen sulphate ([N10,10,1,H][HSO4]), didecyldimethylammonium dihydrogen phosphate ([N10,10,1,1][H2PO4]), and tetrabutylphosphonium dihydrogen phosphate ([P4,4,4,4][H2PO4]). Various additives, such as didecyldimethyl ammonium chloride surfactant, DDACl; hydrogen peroxide, H2O2; trichloroisocyanuric acid, TCCA; and glycine or pentapotassium bis(peroxymonosulphate) bis(sulphate), PHM, were used with ILs during the extraction process. The solvent concentration, quantity of additivities, extraction temperature, pH, and solid/liquid, as well as organic/water ratios, and the selectivity and distribution ratios were described for all of the systems. The utilization of DESs and the new ILs with different additives presented in this work can serve as potential alternative extractants. This will help to compare these extractants, additives, extraction efficiency, temperature, and time of extraction with those of others with different formulas and procedures. The metal ion content in aqueous and stripped organic solutions was determined by the ICP-MS or ICP-OES methods. The obtained results all show that solvent extraction can successfully replace traditional hydrometallurgical and pyrometallurgical methods in new technologies for the extraction of metal ions from a secondary electronic waste, WPCBs. Full article
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14 pages, 1275 KiB  
Article
Advances in Membrane-Bound Catechol-O-Methyltransferase Stability Achieved Using a New Ionic Liquid-Based Storage Formulation
by Ana M. Gonçalves, Ângela Sousa, Augusto Q. Pedro, Maria J. Romão, João A. Queiroz, Eugénia Gallardo and Luís A. Passarinha
Int. J. Mol. Sci. 2022, 23(13), 7264; https://doi.org/10.3390/ijms23137264 - 30 Jun 2022
Cited by 6 | Viewed by 2832
Abstract
Membrane-bound catechol-O-methyltransferase (MBCOMT), present in the brain and involved in the main pathway of the catechol neurotransmitter deactivation, is linked to several types of human dementia, which are relevant pharmacological targets for new potent and nontoxic inhibitors that have been developed, [...] Read more.
Membrane-bound catechol-O-methyltransferase (MBCOMT), present in the brain and involved in the main pathway of the catechol neurotransmitter deactivation, is linked to several types of human dementia, which are relevant pharmacological targets for new potent and nontoxic inhibitors that have been developed, particularly for Parkinson’s disease treatment. However, the inexistence of an MBCOMT 3D-structure presents a blockage in new drugs’ design and clinical studies due to its instability. The enzyme has a clear tendency to lose its biological activity in a short period of time. To avoid the enzyme sequestering into a non-native state during the downstream processing, a multi-component buffer plays a major role, with the addition of additives such as cysteine, glycerol, and trehalose showing promising results towards minimizing hMBCOMT damage and enhancing its stability. In addition, ionic liquids, due to their virtually unlimited choices for cation/anion paring, are potential protein stabilizers for the process and storage buffers. Screening experiments were designed to evaluate the effect of distinct cation/anion ILs interaction in hMBCOMT enzymatic activity. The ionic liquids: choline glutamate [Ch][Glu], choline dihydrogen phosphate ([Ch][DHP]), choline chloride ([Ch]Cl), 1- dodecyl-3-methylimidazolium chloride ([C12mim]Cl), and 1-butyl-3-methylimidazolium chloride ([C4mim]Cl) were supplemented to hMBCOMT lysates in a concentration from 5 to 500 mM. A major potential stabilizing effect was obtained using [Ch][DHP] (10 and 50 mM). From the DoE 146% of hMBCOMT activity recovery was obtained with [Ch][DHP] optimal conditions (7.5 mM) at −80 °C during 32.4 h. These results are of crucial importance for further drug development once the enzyme can be stabilized for longer periods of time. Full article
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16 pages, 2759 KiB  
Article
Ionic Liquids as Protein Crystallization Additives
by Crissy L. Tarver, Qunying Yuan and Marc L. Pusey
Crystals 2021, 11(10), 1166; https://doi.org/10.3390/cryst11101166 - 24 Sep 2021
Cited by 11 | Viewed by 3239
Abstract
Among its attributes, the mythical philosopher’s stone is supposedly capable of turning base metals to gold or silver. In an analogous fashion, we are finding that protein crystallization optimization using ionic liquids (ILs) often results in the conversion of base protein precipitate to [...] Read more.
Among its attributes, the mythical philosopher’s stone is supposedly capable of turning base metals to gold or silver. In an analogous fashion, we are finding that protein crystallization optimization using ionic liquids (ILs) often results in the conversion of base protein precipitate to crystals. Recombinant inorganic pyrophosphatases (8 of the 11 proteins) from pathogenic bacteria as well as several other proteins were tested for optimization by 23 ILs, plus a dH2O control, at IL concentrations of 0.1, 0.2, and 0.4 M. The ILs were used as additives, and all proteins were crystallized in the presence of at least one IL. For 9 of the 11 proteins, precipitation conditions were converted to crystals with at least one IL. The ILs could be ranked in order of effectiveness, and it was found that ~83% of the precipitation-derived crystallization conditions could be obtained with a suite of just eight ILs, with the top two ILs accounting for ~50% of the hits. Structural trends were found in the effectiveness of the ILs, with shorter-alkyl-chain ILs being more effective. The two top ILs, accounting for ~50% of the unique crystallization results, were choline dihydrogen phosphate and 1-butyl-3-methylimidazolium tetrafluoroborate. Curiously, however, a butyl group was present on the cation of four of the top eight ILs. Full article
(This article belongs to the Special Issue Advances in Protein Crystallization and Crystallography)
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12 pages, 2409 KiB  
Article
Effect of Hydrated Ionic Liquid on Photocycle and Dynamics of Photoactive Yellow Protein
by Utana Umezaki, Miu Hatakenaka, Kana Onodera, Hiroto Mizutani, Suhyang Kim, Yusuke Nakasone, Masahide Terazima and Yoshifumi Kimura
Molecules 2021, 26(15), 4554; https://doi.org/10.3390/molecules26154554 - 28 Jul 2021
Viewed by 2585
Abstract
The mechanism by which proteins are solvated in hydrated ionic liquids remains an open question. Herein, the photoexcitation dynamics of photoactive yellow protein dissolved in hydrated choline dihydrogen phosphate (Hy[ch][dhp]) were studied by transient absorption and transient grating spectroscopy. The photocyclic reaction of [...] Read more.
The mechanism by which proteins are solvated in hydrated ionic liquids remains an open question. Herein, the photoexcitation dynamics of photoactive yellow protein dissolved in hydrated choline dihydrogen phosphate (Hy[ch][dhp]) were studied by transient absorption and transient grating spectroscopy. The photocyclic reaction of the protein in Hy[ch][dhp] was similar to that observed in the buffer solution, as confirmed by transient absorption spectroscopy. However, the structural change of the protein during the photocycle in Hy[ch][dhp] was found to be different from that observed in the buffer solution. The known change in the diffusion coefficient of the protein was apparently suppressed in high concentrations of [ch][dhp], plausibly due to stabilization of the secondary structure. Full article
(This article belongs to the Section Molecular Liquids)
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16 pages, 4684 KiB  
Article
Facile Preparation of Biocompatible and Transparent Silica Aerogels as Ionogels Using Choline Dihydrogen Phosphate Ionic Liquid
by Seeni Meera Kamal Mohamed, Rajavelu Murali Sankar, Manikantan Syamala Kiran, Sellamuthu N. Jaisankar, Barbara Milow and Asit Baran Mandal
Appl. Sci. 2021, 11(1), 206; https://doi.org/10.3390/app11010206 - 28 Dec 2020
Cited by 7 | Viewed by 3593
Abstract
We developed a facile and greener approach for the preparation of silica-aerogel-based ionogels using choline dihydrogen phosphate ionic liquid by the sol–gel approach. A series of silica-based aerogels as ionogels were prepared by varying the ionic liquid concentrations: 0.1, 0.5, 1, 3, 5, [...] Read more.
We developed a facile and greener approach for the preparation of silica-aerogel-based ionogels using choline dihydrogen phosphate ionic liquid by the sol–gel approach. A series of silica-based aerogels as ionogels were prepared by varying the ionic liquid concentrations: 0.1, 0.5, 1, 3, 5, and 10 wt %. The as-prepared ionogels were characterized using several analytical techniques, namely, attenuated total reflectance (ATR)/FT-IR, TGA, XRD, and particle size analyses. The role of ionic liquid in the viscoelastic properties of the sol–gel transition was monitored using time-dependent rheological measurements. The addition of ionic liquid to the sol–gel system favored the formation of a more interconnected silica network structure. The formation of a silica network structure during sol–gel hydrolysis and condensation was confirmed from 29Si solid-state CP/MAS NMR spectra. The effect of the ionic liquid on the morphological properties was investigated using SEM and TEM studies. The cell viabilities of the prepared gel samples were clearly evident from the cytotoxicity assay studies using Swiss and HaCaT cells. The main advantages of using biocompatible ionic liquids for the preparation of these aerogels as ionogels are that they may be used for encapsulating biological molecules and retain their conformational stability for a longer duration. Full article
(This article belongs to the Special Issue Functional 3D Porous Nanostructured Materials-Aerogels)
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13 pages, 1546 KiB  
Article
Choline-Based Ionic Liquids as Media for the Growth of Saccharomyces cerevisiae
by Magaret Sivapragasam, Cecilia Devi Wilfred, Joshua Raj Jaganathan, Sooridarsan Krishnan and Wan Azlina Wan Ab Wan Karim Ghani
Processes 2019, 7(7), 471; https://doi.org/10.3390/pr7070471 - 22 Jul 2019
Cited by 10 | Viewed by 5834
Abstract
Ionic liquids (ILs) have garnered great attention as alternative solvents in many biological reactions and applications. However, its unknown toxicity is in line with the challenges to use it for biological applications. In this study, three choline based Ionic Liquids—choline saccharinate (CS), choline [...] Read more.
Ionic liquids (ILs) have garnered great attention as alternative solvents in many biological reactions and applications. However, its unknown toxicity is in line with the challenges to use it for biological applications. In this study, three choline based Ionic Liquids—choline saccharinate (CS), choline dihydrogen phosphate (CDHP), and choline tryptophanate (CT) were assessed for their suitability on the growth of Saccharomyces cerevisiae. The ILs were incorporated into the growth media of S. cerevisiae (defined as synthetic media) to access its potential as a substitute to conventional media. The compatibility of the synthetic media was evaluated based on the toxicity (EC50), growth curve, and glucose profile. The results showed that the incorporation of CDHP and CS did promote the growth of S. cerevisiae with a rapid glucose consumption rate. The growth of S. cerevisiae with the media composition of yeast extract, peptone, and CS showed improvement of 13%. We believe that these observations have implications in the biocompatibility studies of ILs to microorganisms. Full article
(This article belongs to the Section Environmental and Green Processes)
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5 pages, 745 KiB  
Proceeding Paper
Effects of Three Ionic Liquids on Microbial Activity of an Organic Soil. Microcalorimetric Study
by Teresa Sixto, Carlota Ucha, Carmen Trasar-Cepeda, Otilia Reyes and Josefa Salgado
Proceedings 2019, 9(1), 8; https://doi.org/10.3390/ecsoc-22-05861 - 16 Nov 2018
Cited by 2 | Viewed by 1161
Abstract
Ionic liquids are considered as a potential green replacement for traditional volatile organic solvents, but their impact on the environment is not sufficiently studied. The effect of the addition of aqueous solutions of different amounts (from 0% to 75%) of three ionic liquids, [...] Read more.
Ionic liquids are considered as a potential green replacement for traditional volatile organic solvents, but their impact on the environment is not sufficiently studied. The effect of the addition of aqueous solutions of different amounts (from 0% to 75%) of three ionic liquids, two based imidazolium, dimethylimidazolium dimethylphosphate ([MMIM][DMP] and 1-butyl-3-methylimidazolium tetrafluoroborate ([BMIM][BF4]) and choline dihydrogen phosphate ([Chol][DHP]) on the microbial activity of an acidic, organic soil, was determined in this work. For this propose, an isothermal microcalorimeter, TAM III of TA Instruments was used. This apparatus allows estimating the variation of the metabolic activity through the variation of the heat released after the addition of the ionic liquids (ILs) to the soil. The results showed that the most toxic IL is [BMIM][BF4] which presented a large stress effect and subsequent death on soil microorganisms for the highest concentration of the IL. On the contrary, [Chol][DHP] showed stimulation of the microbial activity for all the concentrations. Full article
12 pages, 2565 KiB  
Article
A Turn-On Detection of DNA Sequences by Means of Fluorescence of DNA-Templated Silver Nanoclusters via Unique Interactions of a Hydrated Ionic Liquid
by Ye Teng, Hisae Tateishi-Karimata, Takaaki Tsuruoka and Naoki Sugimoto
Molecules 2018, 23(11), 2889; https://doi.org/10.3390/molecules23112889 - 6 Nov 2018
Cited by 18 | Viewed by 3494
Abstract
Nucleic acid stability and structure, which are crucial to the properties of fluorescent DNA-templated silver nanoclusters (DNA-Ag NCs), significantly change in ionic liquids. In this work, our purpose was to study DNA-Ag NCs in a buffer containing the hydrated ionic liquid of choline [...] Read more.
Nucleic acid stability and structure, which are crucial to the properties of fluorescent DNA-templated silver nanoclusters (DNA-Ag NCs), significantly change in ionic liquids. In this work, our purpose was to study DNA-Ag NCs in a buffer containing the hydrated ionic liquid of choline dihydrogen phosphate (choline dhp) to improve fluorescence for application in DNA detection. Due to the stabilisation of an i-motif structure by the choline cation, a unique fluorescence emission—that was not seen in an aqueous buffer—was observed in choline dhp and remained stable for more than 30 days. A DNA-Ag NCs probe was designed to have greater fluorescence intensity in choline dhp in the presence of a target DNA. A turn-on sensing platform in choline dhp was built for the detection of the BRCA1 gene, which is related to familial breast and ovarian cancers. This platform showed better sensitivity and selectivity in distinguishing a target sequence from a mutant sequence in choline dhp than in the aqueous buffer. Our study provides new evidence regarding the effects of structure on properties of fluorescent DNA-Ag NCs and expands the applications of fluorescent DNA-Ag NCs in an ionic liquid because of improved sensitivity and selectivity. Full article
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