High toxicity of amino acid-based deep eutectic solvents

Li, Yilin; Luo, Jialu; Shan, Shuyi; Cao, Yuanyuan

doi:10.1016/j.molliq.2022.121044

Cited by 20 publications

(16 citation statements)

References 69 publications

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“…coli, Pseudomonas aeruginosa, and Staphylococcus aureus) . However, amino acid–based DESs showed 105 times higher toxicity than conventional ChCl-based DESs . Zaib et al compared the environmental profile of DESs with common organic solvents; the results indicated that there are generally lower environmental impacts associated with DESs than with dichloromethane (DCM) and ethyl acetate, but there are higher impacts associated with methanol and ethanol …”

Section: Resultsmentioning

confidence: 99%

Effect of Deep Eutectic Mixtures in Hydroxylation of Fatty Acids: A Correlation between Water Activity and Thermostability of FA-HY1

Zhou,

Zhang,

Liu

et al. 2024

ACS Sustainable Chem. Eng.

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To validate the performance and application of fatty acid hydratases in green and sustainable deep eutectic solvents (DESs), a robust system with the combination of fatty acid hydratase-1 (FA-HY1) from Lactobacillus acidophilus and DESs for the biocatalytic hydroxylation of fatty acids was developed. As the cosubstrate of hydroxylation reactions, water molecules have been proven to be a key factor for the thermostability of FA-HY1 in DES systems. We found that FA-HY1 displayed improved thermostability at lower water activity. In particular, the half-life time of FA-HY1 increased 6-fold in a choline chloride/sorbitol system with water activity (a w = 0.84) compared to an aqueous buffer system. Moreover, the thresholds of a w for regulating the synthesis of hydroxy fatty acids (HFAs) in FA-HY1/DES systems were determined. We further investigated the recyclability of FA-HY1 in a choline chloride/sorbitol system, where significantly, after three rounds of recycling, a high hydroxylation efficiency of 83.2% was still observed. Monitoring the secondary structure of FA-HY1 using synchrotron radiation circular dichroism analysis revealed that the DESs appear to delay the change in confirmation of FA-HY1. In addition, molecular dynamics simulations were performed in DES and aqueous systems, which revealed the mechanistic features of the thermostability of FA-HY1 in DESs.

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Section: Resultsmentioning

confidence: 99%

Effect of Deep Eutectic Mixtures in Hydroxylation of Fatty Acids: A Correlation between Water Activity and Thermostability of FA-HY1

Zhou,

Zhang,

Liu

et al. 2024

ACS Sustainable Chem. Eng.

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“…Prior to the experiment, the three types of DESs toxicity were hypothesized as proposed by Li et al (Figure ). Type 1 refers that DESs are more toxic than individual components, that is, the interaction between the two individual compounds enhances their toxicity.…”

Section: Resultsmentioning

confidence: 99%

Unexpectedly Superhigh Toxicity of Superbase-Derived Deep Eutectic Solvents albeit High Efficiency for CO₂ Capture and Conversion

Cao

Sun

et al. 2023

Ind. Eng. Chem. Res.

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Superbase-derived deep eutectic solvents (DESs) are considered as biodegradable, low toxic, and sustainable solvents for efficient capture and conversion of carbon dioxide. However, do superbase-derived DESs have low toxicity just as reported? Herein, contradictory to the conventional thought, we find that the toxicity of superbase-derived DESs is super high. The toxicity of superbase-derived DESs in this work could be ca. 266 times that of DESs previously reported. Moreover, toxicity could be tuned by changing hydrogen bond donors, hydrogen bond acceptors, and mole ratios. The results indicate that the types of hydrogen bond donors had a paramount effect on the toxicity of DESs, and increasing the molar ratio of higher toxic components will also increase the toxicity of DESs. This work will provide possible ways to reduce the toxicity of DESs for achieving sustainable and green capture and conversion of carbon dioxide.

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“…Given this, the purpose of our research was to develop an alkaline DESs system to simultaneously achieve the dissolution, extraction of chitin, and preparation of calcium lactate (CL). Chitin is a natural polymer of high molecular weight and high crystallinity, so the solvent systems of chitin must have high ionic strength and the ability to break hydrogen bonds. , Therefore, we chose 1,8-diazabicyclo [5.4.0] undec-7-ene (DBU) as one of the DESs components, which can easily form superbasic cations due to its high proton trapping ability. Amino acids, which are degradable, nontoxic, renewable, readily available, and abundantly stored, can act as proton donors and turn into anions. − In addition, cheap and readily available urea contains hydrogen bonding functional groups that can prevent the aggregation of chitin molecules and promote chitin dissolution.…”

Section: Introductionmentioning

confidence: 99%

“…Chitin is a natural polymer of high molecular weight and high crystallinity, so the solvent systems of chitin must have high ionic strength and the ability to break hydrogen bonds. 44,45 Therefore, we chose 1,8-diazabicyclo [5.4.0] undec-7-ene (DBU) as one of the DESs components, which can easily form superbasic cations due to its high proton trapping ability. Amino acids, which are degradable, nontoxic, renewable, readily available, and abundantly stored, can act as proton donors and turn into anions.…”

Section: Introductionmentioning

confidence: 99%

Dissolving and Efficient Fractionation of Chitin and Synchronous Preparation of Calcium Lactate from Crayfish Shell Waste Using Amino Acid-Based Deep Eutectic Solvents

Zhang,

Wang,

Zhan

et al. 2024

ACS Sustainable Chem. Eng.

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Chitin is a natural biomass material with wide sources and high application potential, but the solvents for dissolving chitin are very limited. In this work, ternary alkaline deep eutectic solvents (DESs) containing amino acids, urea, and 1,8-diazabicyclo [5.4.0] undec-7-ene (DBU) were prepared, which can successfully achieve the dissolution of chitin and can be recycled. By adjusting the type of amino acids and the amount of DBU, the maximum solubility of chitin can reach 6.0 wt %. In addition, unlike the reported acidic DES system, this new ternary alkaline DES not only efficiently extracted chitin from crayfish shell waste but also efficiently prepared calcium lactate (CL), which successfully realized the effective recycling of calcium resources. Through 11 sets of extraction conditions, proteins in the crayfish shell were effectively removed, and the yields of chitin and CL remained above 85 and 90%, respectively. Finally, chitin nanofibers were successfully prepared by ultrasonic treatment with extracted regenerated chitin. Further processing of the chitin nanofibers can yield chitin films with high transparency and high tensile strength (63.2 MPa). It provides a novel DES system to dissolve chitin and an environmentally friendly utilization strategy to efficiently extract chitin and prepare CL from crayfish shell waste, thereby producing high-performance functional materials.

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High toxicity of amino acid-based deep eutectic solvents

Cited by 20 publications

References 69 publications

Effect of Deep Eutectic Mixtures in Hydroxylation of Fatty Acids: A Correlation between Water Activity and Thermostability of FA-HY1

Effect of Deep Eutectic Mixtures in Hydroxylation of Fatty Acids: A Correlation between Water Activity and Thermostability of FA-HY1

Unexpectedly Superhigh Toxicity of Superbase-Derived Deep Eutectic Solvents albeit High Efficiency for CO₂ Capture and Conversion

Dissolving and Efficient Fractionation of Chitin and Synchronous Preparation of Calcium Lactate from Crayfish Shell Waste Using Amino Acid-Based Deep Eutectic Solvents

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High toxicity of amino acid-based deep eutectic solvents

Cited by 20 publications

References 69 publications

Effect of Deep Eutectic Mixtures in Hydroxylation of Fatty Acids: A Correlation between Water Activity and Thermostability of FA-HY1

Effect of Deep Eutectic Mixtures in Hydroxylation of Fatty Acids: A Correlation between Water Activity and Thermostability of FA-HY1

Unexpectedly Superhigh Toxicity of Superbase-Derived Deep Eutectic Solvents albeit High Efficiency for CO2 Capture and Conversion

Dissolving and Efficient Fractionation of Chitin and Synchronous Preparation of Calcium Lactate from Crayfish Shell Waste Using Amino Acid-Based Deep Eutectic Solvents

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Unexpectedly Superhigh Toxicity of Superbase-Derived Deep Eutectic Solvents albeit High Efficiency for CO₂ Capture and Conversion