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NADESs
JOURNAL OF MEMBRANE SCIENCE · 2023 · IF 9.5

Role of natural deep eutectic solvents (NADESs) in coagulation bath for PVDF-based membranes on enhanced permeation and separation of rare earth ions

Li Chen,Rui Cui,Weiguo Pan,Jiangdong Dai,Minjia Meng,Xiaohui Dai,Jianming Pan

Efficient separation of single rare earth element such as neodymium (Nd) has become an important research topic due to the supply crisis which seriously restricts the application and promotion of rare earth permanent magnets. PVDF-based separation membranes prepared by non-solvent induced phase separation (NIPS) method usually exhibited hydrophobic surface properties resulting in performance attenuation and operation cost increase. This article applied an easily available NADES from betaine and lactic acid to regulate and control the coagulation bath of a polymer inclusion membrane (PIM) for the separation of Nd, Sm and Dy ions. Evidences for the formation of DES were characterized via 1 H NMR and FT-IR, and betaine showed more obvious changes than lactic acid during the formation of DES via hydrogen bonds . With the help of DES, pores on the surface were much larger and richer, and the migration of P O and P–O groups to the lower epidermal layer of the membrane made the surface layer become more hydrophilic. DES accelerated the liquid-liquid demixing process and led to faster membrane-forming speed and typical finger-like macrovoids and short vertical penetration channels, which could be observed at high DES contents, and a DES content of 5 wt% was found the most optimal considering the overall permeability and separation performances. As an effective means to improve membrane's performances, adding hydrophilic NADESs at a proper ratio in the coagulation bath would be conducive to form more porous structures, higher surface hydrophilicity, optimized permeability and separation performances.

研究领域: 材料科学 · 环境工程 · 化学工程
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FOOD HYDROCOLLOIDS · 2022 · IF 11.504

Bio-inspired eutectogels enabled by binary natural deep eutectic solvents (NADESs): Interfacial anti-frosting, freezing-tolerance, and mechanisms

You Tian,Da-Wen Sun,Liang Xu,Tian-Hao Fan,Zhiwei Zhu

To explore food-grade anti-freezing strategies for the frozen food industry, three bio-inspired binary natural deep eutectic solvents (NADESs) comprising proline, glucose, and sorbitol were prepared. Besides, through gelling the NADESs, two-dimensional planar film-like eutectogels (PG53, PG11, and PS11) showing sandwich-like structures were fabricated, of which basic characteristics, anti-frosting capacities and freezing-tolerance were investigated. Results indicated that the eutectogels possessing plenty of hydroxy groups within systems could show more hydrophilic surfaces (47.6°–55.7°) as compared with the control group (69.1°). Besides, PS11 showed the best anti-frosting capacity, exhibiting only 36.31% frost-covered area after 120 min under extreme conditions, probably due to its more rugged surface possessing more and spikier hill-like profiles. For freezing-tolerance, all the eutectogels could stay flexible at −40 °C and show stable mechanical strengths before (stress: 3.1–4.4 MPa, strain: 82.6%–104.7%) and after (stress: 2.5–3.9 MPa, strain: 71.9%–96.5%) extreme temperature fluctuation. Given this, an absorption-inhibition hypothesis was proposed and verified by gradient moisture absorption test and cooling-heating cyclic test, through which critical absorption relative humidity (CARH) and glass transition temperature (T g ) were obtained, which suggested that the eutectogels firstly absorbed the ambient moisture easily (CARH: 49% RH ∼ 55% RH) and subsequently inhibited the crystallization through immobilizing the moisture within the NADESs systems (T g : −58.6 °C ∼ −50.5 °C), endowing them with great potentials for interfacial anti-frosting. It is hoped that this work could broaden the field of bio-inspired anti-freezing materials in a greener and eco-friendly way.

研究领域: 食品科学 · 材料科学 · 生物启发材料
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PHYTOCHEMICAL ANALYSIS · 2022 ·Vol. 33 ·期 8 ·1246-1256 · IF 3.024

Simultaneous determination of seven anthraquinones in Cassiae semen by natural deep eutectic solvent extraction

Ying Xu,Yiqun Wan,Fan Liu,Jinping Chen,Ting Tan,Lan Guo

Introduction Anthraquinones are considered to be an important class of bioactive substances in Cassiae semen , and the content of anthraquinones is an essential indicator of the quality of Cassiae semen raw herbal materials. Objectives The present study aimed to propose a novel, efficient and effective ultra-high-performance liquid chromatography (UHPLC) method for the simultaneous determination of aurantio-obtusin, aloe-emodin, rhein, obtusin, emodin, chrysophanol and physcion, with the help of natural deep eutectic solvents (NADESs) as extraction solvents. Methodology NADESs were introduced to the simultaneous extraction of anthraquinones from Cassiae semen samples. Several NADESs were designed by menthol, choline chloride, d -glucose as hydrogen bond acceptors, with nine different acids and appropriate water as hydrogen bond donors. The parameters affecting the extraction efficiency of seven anthraquinones were demonstrated in detail. Results Among the obtained NADESs, the highest extraction efficiency was demonstrated by a solution consisting of d -glucose, lactic acid and water with a molar ratio of 1:5:4. The seven anthraquinones were separated on an ACQUITY UPLC® BEH C 18 column (2.1 mm × 100 mm, 1.8 μm) and detected within 12 min by a photodiode array (PDA) detector at 254 and 284 nm. The limits of detection and quantitation were from 1.00 to 7.26 μg/l and 3.29 to 24.22 μg/l, respectively. And Cassiae semen sample-based recoveries ranged from 81.13% to 113.78% with the relative standard deviation (RSD) ( n = 6) of 1.4% to 10.1%. Conclusion The developed method demonstrated that NADESs were applied successfully to analyse the anthraquinones in Cassiae semen samples collected from different regions in China.

研究领域: 中药学 · 分析化学
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CHEMICAL ENGINEERING JOURNAL · 2026 · IF 13.2

Insight into cryopreservation mechanism of natural deep eutectic solvents (NADESs) from the transcriptomics perspective

Rui Hu,Da-Wen Sun,You Tian,Liang Xu,Libin Sun

As a new cryoprotectant, natural deep eutectic solvents (NADESs) have been shown to achieve efficient and safe cryoprotection through excellent thermodynamic characteristics and strong recrystallisation inhibition ability. To further discover the cryoprotection mechanism of NADESs, the transcriptomics of yeast cells cryopreserved by different NADESs were examined. Notably, the PG cryoprotected yeast cells showed the highest viability (Q4: 81.39%) and the earliest regrowth peak (~ 6 h), indicating superior recovery performance. Transcriptomic analysis suggests that NADESs significantly modulate yeast cryotolerance. Differentially expressed genes (DEGs) were predominantly enriched in carbohydrate, amino acid, and fatty acid metabolism. Specifically, key genes involved in glycolysis, such as PCK1 , FBA1 , and ENO1 , were significantly regulated. Furthermore, the up-regulation of osmotic pressure-related genes ( STL1 , FPS1 ) in GF-cryopreserved yeast is consistent with observed osmotic changes. This suggests that proline-containing NADESs may help modulate osmotic pressure, thereby mitigating osmotic damage. Overall, this study supports a more comprehensive understanding of the cryopreservation mechanisms of emerging NADESs. Importantly, while these results support a role for NADES-induced shifts in glycolysis and osmoadaptation, the causality will be further validated in future work using HOG1 Δ, STL1 Δ, and FPS1 Δ strains, as well as pharmacologic MAPK inhibition.

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FOOD CHEMISTRY · 2025 · IF 9.8

Betaine-based natural deep eutectic solvents (NADESs) for enhanced cryoprotection: Insights into hydrogen bonding behavior and antifreeze mechanisms

Yan Li,Qianqian Liang,Xin Jiang,Yurui Zhang,Wenzheng Shi

The physicochemical properties, hydrogen-bonding networks, and freezing and thawing behaviors of betaine-based NADESs were investigated in this study. Results showed that the NADESs with moderate acidity (pH 6.66–8.10) are suitable for meat and aquatic products and their mild antioxidant activities may reduce the oxidative damage of frozen foods during cryopreservation. Moreover, the hydrogen bond networks in NADESs weaken with higher water content but strengthen at lower temperatures. The NADES possesses a more potent antifreeze property compared to water and sucrose, remaining unfrozen even at −80 °C. Furthermore, the presence of NADESs can mitigate the formation and growth of ice nucleation and suppress the recrystallization process. Additionally, the thawing time can be shortened by 2–4 times with the assistance of NADESs when compared with the water. The simultaneous effects of NADESs during freezing, storage and thawing stages can provides extensive cryoprotection. Applications in frozen shrimp surimi further announced the potentials of NADESs as cryoprotectants for the frozen food industry.

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FOOD CHEMISTRY · 2017 · IF 4.529

Green and efficient removal of cadmium from rice flour using natural deep eutectic solvents

Yao Huang,Fang Feng,Zhi-Gang Chen,Tao Wu,Zi-Han Wang

Natural deep eutectic solvents (NADESs) constitute a novel class of biodegradable and inexpensive solvents. In this study, twenty choline chloride- and glycerol-based NADESs were prepared and investigated as washing agents in the removal of cadmium (Cd) from rice flour for the first time. Choline chloride-based NADESs demonstrated good Cd removal (51%–96%). A natural, biodegradable surfactant, saponin, was mixed with the NADESs to enhance their efficiency. No increase in Cd removal was observed when glycerol-based NADESs were combined with 1% saponin; however, synergistic effects between saponin and choline chloride-based NADESs were observed during the washing process and >99% Cd was removed using NADES-saponin mixtures. Moreover, NADESs washing process did not affect the main chemical components or structure of rice flour. The mechanism of Cd removal by NADESs and regeneration of Cd-contaminated NADESs were also explored. The study presents a green and efficient way of removing Cd from contaminated rice.

研究领域: 环境科学 · 食品科学 · 化学 · 毒理学
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FOOD CHEMISTRY · 2024 · IF 8.5

Instability of natural deep eutectic solvents (NADESs) induced by amadori rearrangement and its effects on cryopreservation of yeast cells

Rui Hu,Da-Wen Sun,You Tian,Liang Xu,Libin Sun

Natural deep eutectic solvents (NADESs) showing higher cryoprotective effects are attracting concerns, because during the storage, system browning always occurs in aldose/amino acid-based NADESs, which generated brown substances remarkably weaken the cryoprotective effects. In this study, proline/glucose-based (PG) and proline/sorbitol-based (PS) NADESs were prepared, of which storage stability, browning profile, brown substance, and cryoprotective effects were investigated. Results showed that PG at molar ratios of 1:1, 2:1, and 3:1, as well as PS at 1:1, and 2:1 can form NADESs, among which only the PG-based ones could get browning after storage. The predominant brown substance was identified as 1-deoxy-1-L-proline- d -fructose (C 11 H 19 O 7 N, 278  m / z ), which was subsequently verified to show cytotoxicity and decrease Saccharomyces cerevisiae cells viability after cryopreservation, suggesting that the brown substance could take a negative effect on cryopreservation. This study may help to attract more concerns to the storage and cryopreservation stabilities of the NADESs in food-related applications.

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Foods · 2019 ·Vol. 8 ·期 6 ·205 · IF 3.011

Headspace Gas Chromatography-Mass Spectrometry for Volatile Components Analysis in Ipomoea Cairica (L.) Sweet Leaves: Natural Deep Eutectic Solvents as Green Extraction and Dilution Matrix

Wei Zhang,Xianrui Liang

In this study, natural deep eutectic solvents (NADESs) were used as both the extraction and dilution matrix in static headspace gas chromatography-mass spectrometry (SHS-GC-MS) for the analysis of volatile components inIpomoea cairica(L).Sweet(ICS) leaves. Six NADESs were prepared and the NADESs composed of choline chloride and glucose with a 1:1 molar ratio containing 15% water were preferred due to the better peak responses. A total of 77 volatiles inICSleaves were detected and tentatively identified by mass spectral matching with the US National Institute of Standards and Technology (NIST, 2014) Mass Spectral Library and the retention index-assisted qualitative method. These 77 volatile components were mainly terpenoids, aromatics, and aliphatics. Among them, β-elemene, β-caryophyllene, α-humulene, and 2, 4-di-tert-butylphenol were found to be the main components. This investigation verified that the use of NADESs is an efficient green extraction and dilution matrix of the SHS-GC-MS method for direct volatile component analysis of plant materials without extra extraction work.Keywords:Ipomoea cairica(L.)Sweetleaves;natural deep eutectic solvents;static headspace gas chromatography-mass spectrometry;volatile components

CAS / MDL: 123-76-2
研究领域: 分析化学 · 植物科学 · 植物化学
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FOOD CHEMISTRY · 2026 · IF 10.4

Hydroxytyrosol-based natural deep eutectic solvents (NADESs): Preparation, Cryoprotective mechanisms and their protective effects on the quality of freeze-thawed minced beef

Lu Sun,Junhan Zhou,Huanyu Yang,Qian Zhu,Duanying Huang,Xulu Wu,Hao Hu,Jianxian Zheng,Yong Fan

Natural deep eutectic solvents show concentration-dependent antifreeze performance. • The formation of hydrogen bond networks can inhibit ice crystal growth. • Natural deep eutectic solvents protect the moisture of frozen-thawed minced beef. • After 2–8 freeze-thaw cycles, propionaldehyde in food stays below 1.2 μg/g. Using eutectic technology, 4 Natural deep eutectic solvents composite systems were developed to enhance hydroxytyrosol (DHPET) stability and to verify their efficacy in frozen preservation. The hydrogen-bond network density in ternary systems was significantly higher than in binary systems, indicating stronger dynamic hydrogen-bond interactions. The ternary systems maintained viscosity dominance below −20 °C. LC-DHPET is particularly effective in inhibiting lipid oxidation. After 2–8 freeze-thaw cycles, the malondialdehyde content in the food remains consistently below 1.2 μg/g. The average ice crystal diameter of LB-DHPET is 16.91 μm, and the average ice crystal area is 324.61 μm 2 . LB-DHPET stands out most significantly in terms of preventing moisture loss. Natural deep eutectic solvents regulate the size of ice crystals through hydrogen bond networks. During repeated freeze-thaw cycles, they exhibit a synergistic effect of multiple components, effectively delaying the quality deterioration of minced beef. Download: Download high-res image (239KB) Download: Download full-size image

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FOOD CHEMISTRY · 2021 · IF 7.514

Development of natural deep eutectic solvents (NADESs) as anti-freezing agents for the frozen food industry: Water-tailoring effects, anti-freezing mechanisms and applications

You Tian,Da-Wen Sun,Zhiwei Zhu

Nature-inspired natural deep eutectic solvents (NADESs) as anti-freezing agents including Pro:Glc (5:3), Pro:Glc (1:1), Pro:Sor (1:1), and Urea:Glc:CaCl 2 (3:6:1) were prepared. Viscosity ( η ), conductivity ( σ ), activation energy of viscous flow ( E η ) and conduction ( E ᴧ ), transverse relaxation time (T 2 ), thermal behaviours, and anti-freezing capacities of the NADESs were investigated. A critical T 2 of 24.60 ms for η changes was obtained, and the relationship between η and T 2 was determined as ln η  = -1.398lnT 2  + 10.688. Differential   scanning   calorimetry and low-field nuclear magnetic resonance analyses indicated NADESs could hinder the molecular motion as temperature decreased through enhancing the hydrogen-bonding strength, endowing them with excellent anti-freezing capacity. NADESs showed varied E η (41.58 ∼ 45.72 kJ mol −1 ) and E ᴧ (48.31 ∼ 63.08 kJ mol −1 ), of which Pro:Sor (1:1) possessed the greatest ones, showing its greatest temperature sensitivity and best anti-frosting capacity. Applications in frozen chicken breast further announced the potentials of NADESs as anti-freezing agents for the industry.

研究领域: 食品科学 · 化学 · 生物物理学
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PHYTOMEDICINE · 2023 · IF 7.9

Optimization of green extraction process with natural deep eutectic solvent and comparative in vivo pharmacokinetics of bioactive compounds from Astragalus-Safflower pair

Lei Jin,Weifeng Jin,Qiang Zeng,Li Yu,Jiehong Yang,Haitong Wan,Yu He

Introduction Natural deep eutectic solvents (NaDESs) are promising not only in componential extraction, but also in drug delivery system due to their green and safe features. In this work, NaDESs were applied to extract bioactive components from Astragalus-Safflower pair, a classic traditional Chinese medicine combination. Furthermore, ready-to-use crude extracts were administrated to SD rats. Methods Total 9 NaDESs composed of food grade ingredients were screened for the extraction of representative 9 components (hydroxysafflor yellow A, anhydrosafflor yellow B, eleutheroside B, calycosin-7-O-glucoside, kaempferol-3-O-rutinoside, ononin, calycosin, astraganoside, and carthamin) from Astragalus-Safflower pair. Afterwards, genetic artificial neural network (GNN) was adopted for optimizing the ultrasound-assisted extraction process. After SD rats were orally administrated with the ready-to-use crude extracts extracted under the optimized conditions, the in vivo pharmacokinetic characteristics of 5 components were evaluated comprehensively from weight, gender, solvent and modeling surgery, under a well-established UPLC-MS/MS method. Results Betaine-Lactic acid (Bet-Lac) was eventually determined as the optimal extraction solvent for subsequent experiments. The optimal ultrasound assisted extraction process was as follows: 90 min of extraction time, 65 °C of temperature, 80% of Bet-Lac content and 50 mg/ml of solid-liquid ratio. Bet-Lac enhanced to varying degrees the bioavailability of analytes in normal and cerebral ischemia/reperfusion injured (CI/RI) rats in contrast with corresponding rats administrated with water extract groups ( p < 0.05). Besides, the bioavailability of active components in CI/RI rat plasma was significantly lower than that in normal rats ( p < 0.05), indicating pathological damage of CI/R had a significant impact on pharmacokinetic profile of compounds in rats. However, gender and body weight had no significant effects on the pharmacokinetic profile of bioactive components. Conclusions NaDESs exhibited higher extraction efficiency than conventional solvents. And GNN is reliable to optimize the ultrasound assisted extraction process. This study supported the potential of non-toxic NaDESs as solvents for extraction process and drug delivery systems at the same time.

CAS / MDL: 10034-93-2
研究领域: 药学 · 中药学 · 分析化学 · 药理学
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FOOD CHEMISTRY · 2022 · IF 9.231

Acidic natural deep eutectic solvents as dual solvents and catalysts for the solubilization and deglycosylation of soybean isoflavone extracts: Genistin as a model compound

Jie Chen,Yishu Ni,Pingjing Zhang,Xianrui Liang,Sheng Fang

This study investigated the possibility of using green solvent natural deep eutectic solvents (NADESs) as dual solvent-catalysts for the solubilization and deglycosylation of soybean isoflavones. The deglycosylation behavior of genistin as a model compound in NADESs was compared. Acidic NADESs showed moderate solubility for genistin and could hydrolyze it to form genistein. The onset temperature of deglycosylation in the choline chloride/malic acid (Ch-Ma) was 60 °C. The solubilities of genistin in the Ch-Ma system were modeled. The dissolution process was endothermic and mainly enthalpy-driven. The deglycosylation followed first-order kinetics with a half-life ( t 1/2 ) of 40 min at 90 °C. The method was validated using soybean isoflavone extracts as a substrate and the ratio of glycoside to aglycone in the extracts could be adjusted by changing the conditions. The methods have great potential in the extraction and preparation of ready-to-use isoflavone extracts from soybean and other legumes.

CAS / MDL: 40957-83-3 504-63-2
研究领域: 化学工程 · 药学 · 食品科学 · 有机化学
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