Activation and stabilization of Candida antarctica lipase B in choline chloride-glycerol-water binary system via tailoring the hydrogen-bonding interaction

Nian, Binbin; Cao, Chen; Liu, Yuanfa

doi:10.1016/j.ijbiomac.2019.06.150

Cited by 29 publications

(38 citation statements)

References 30 publications

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“…In view of the extremely low yield of LG in traditional solvents and NADESs without CALB, and the considerable yield in NADESs-CALB systems, we proposed that there was a synergistic effect between CALB and NADESs. It is agreement with the previous studies of our study which indicated hydrogen-bonding interaction between NADESs, or more especially anions such as chloride ion and substrates improved CALB activity . Inspired by this, we proposed that anions such as chloride ion enhanced performance of CALB in NADESs.…”

Section: Resultssupporting

confidence: 93%

“…In previous studies, LAA were mostly synthesized by organic synthesis, which could cause large amounts of byproducts and environmental problems and can hardly be considered as “green” . Given their extreme advantages in selectivity, efficiency, and sustainability, enzymatic reaction is considered as an alternative of classical organic reaction. − Attracting much academic and industrial interests, enzymatic reactions have also been widespread utilized in food processes and biological engineering. , In this context, some efforts have been made in the enzymatic synthesis of LAA in previous studies. ,− However, as the polar substrates are almost insoluble in nonpolar enzyme-friendly solvents, while polar solvents tend to cause enzyme inactivation, we have to compromise between the high enzyme activity and high solubility of substrate, which are both important to enzymatic synthesis. , Therefore, the development of novel enzyme-friendly green solvents with good substrate solubility has become a key factor in the enzymatic synthesis of LAA …”

Section: Introductionmentioning

confidence: 99%

“…However, given the potential toxicity of ionic liquids and the high cost of supercritical carbon dioxide, they can hardly be utilized on an industrial scale. In a previous study of our group, a series of novel solvents which were in full accord with the 12 principles of green chemistry, namely natural deep eutectic solvents (NADESs), have been proved to be a perfect medium of Candida antarctica lipase B (CALB), in which CALB can be activated up to 156.64 ± 8.12% . Inspired by this and to develop an efficient and sustainable strategy enzymatic synthesis LAA, in this study, NADESs were applied as the medium of enzymatic synthesis of a typical LAA, namely lauroyl glycine (LG).…”

Section: Introductionmentioning

confidence: 99%

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Lipase and Metal Chloride Hydrate-Natural Deep Eutectic Solvents Synergistically Catalyze Amidation Reaction via Multiple Noncovalent Bond Interactions

Nian

Cao

Liu

2019

ACS Sustainable Chem. Eng.

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With their extreme advantages in high surface activity, bacteriostasis, and low toxicity, lipoamino acids (LAA) attracted widespread academic and industrial interests. In this study, natural deep eutectic solvents (NADESs), were adopted as a medium of enzymatic synthesis of lauroyl glycine (LG). The highest yield of 50.49 ± 1.94% was obtained in the C-Gly system. Interestingly, a synergistic effect between CALB and NADESs was found in this section. We proposed that anions play a key role in this process. To explore it, metal chloride hydrates were added into C-Gly. Fortunately, seven kinds of three-constituent NADESs (3c-NADESs) with a low viscosity were successfully formed. All of these new-design solvents were used as a medium of enzymatic of LG, and the highest yield of LG can reach 85.97 ± 1.86% after optimization. To explore the mechanism of the synergistic effect between CALB and 3c-NADESs. The results of molecular dynamics studies (MD) showed that there was no significant change of CALB in this process, which indicated that CALB may play a secondary role in the synergistic effect. In this context, we studied the molecular interaction between Mg-CGly and lauric acid, and the reaction processes were studied in depth via IRC method. The results suggested that a strong H-bond was formed between Cl– and lauric acid. This interaction may increase the electron-attracting ability of fatty acids and make them more susceptible to be attacked by amino acids and thus to increase the yield of amidation reaction of lauric acid and glycine.

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Section: Resultssupporting

confidence: 93%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Lipase and Metal Chloride Hydrate-Natural Deep Eutectic Solvents Synergistically Catalyze Amidation Reaction via Multiple Noncovalent Bond Interactions

Nian

Cao

Liu

2019

ACS Sustainable Chem. Eng.

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“…However, it still remains unclear how CALB was activated in these solvents. Inspired by some previous studies of ionic liquids and NADESs, it is hypothesized herein that the molecular interaction between NADESs and CALB plays a key role in this process. Fluorescence spectroscopy and thermodynamic parameters were adopted to study this hypothesis.…”

Section: Resultsmentioning

confidence: 97%

“…The construction of NADESs was according to the methods given previously . Different hydrogen bond donors (HBD) and acceptors (HBA) were added into a 100‐mL round‐bottom flask by the molar ratios listed in Supplementary Material Table S1.…”

Section: Methodsmentioning

confidence: 99%

How Candida antarctica lipase B can be activated in natural deep eutectic solvents: experimental and molecular dynamics studies

Nian

Cao

Liu

2019

J of Chemical Tech & Biotech

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BACKGROUND: Natural deep eutectic solvents (NADESs), a class of green solvents which completely accords to 12 principles of green chemistry, have proven to have great potential applications in enzymatic reactions. Despite strong interest, the role of NADESs in these processes, and the molecular interaction between enzymes and NADESs, still remain ambiguous. In the present study, the stability and activity of Candida Antarctica lipase B (CALB) were studied, and the mechanism by which CALB was activated in NADESs was explored systematically from both molecular-and macroscopic-scale perspectives. RESULTS:The results suggested that the activity of CALB in all NADESs was significantly higher than that of the control (ethanol). Moreover, the stability of CALB increased to 115.48 ± 1.36% and 108.54 ± 1.26% in betaine-glycerin (B-Gly) and choline chloride-glycerol (C-Gly), but decreased to 91.69 ± 3.26% and 92.31 ± 3.36% in betaine-xylitol (B-X) and choline chloride-xylitol (C-X), respectively. The results of circular dichroism (CD), fluorescence spectroscopy and molecular dynamics studies (MD) indicated that there was no significant change in the secondary structure of CALB. Furthermore, the results of MD provide some information supporting that CALB was stabilized by the hydrogen(H)-bonding interaction between surface amino residues of CALB and NADESs and was activated via the H-bonding interaction between substrate and NADESs in the acyl-binding pocket. CONCLUSION: The mechanism by which CALB was activated and stabilized via the H-bonding interactions in NADESs wasrevealed in the present study. This provides a scientific basis from which to further explore the potential application of NADESs in enzymatic reactions in food engineering and health-related fields.

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Carbon Dots as Ligand Operons to Expand Cluster Size Distribution for High Load‐bearing Liquid Superlubricity

Liang,

Liu,

Yin

et al. 2024

Adv Funct Materials

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Adding additives (e.g., carbon dots, CDs) to liquid lubricants is an effective method for enhancing their load‐bearing capacity and friction reduction. However, it is challenging to simultaneously impart high load‐bearing capacity and superlubricity for them (e.g., ionic liquid analogs, ILAs) through this strategy due to strong Coulombic interactions. With CDs as a competing ligand operon, the cluster size distribution can be expanded, conferring superlubricity with ultrahigh load‐bearing capacity (>705 MPa, the highest value of CDs‐based superlubricious materials thus far) for CDs/ILAs. In particular, methodologies such as Raman, 1H‐NMR, fourier transform infrared spectroscopy, and laser particle size analysis are employed to characterize the evolution of their H‐bonding interactions and particle size distribution. CDs can act as competing ligands and enable CDs/ILAs to form systems with ultra‐low coefficient of friction and wear consisting of a mixture of large and small clusters. The mixed and expanded size clusters facilitate the reduction of the viscosity for CDs/ILAs under shear, thereby reducing the interfacial shear resistance during superlubricity, while the CDs within them efficiently transfer the normal bearing loads. The progress is made from the perspective of cluster particle size distribution rather than individual additive properties, providing a new avenue for designing ILAs‐based superlubricious materials.

show abstract

Activation and stabilization of Candida antarctica lipase B in choline chloride-glycerol-water binary system via tailoring the hydrogen-bonding interaction

Cited by 29 publications

References 30 publications

Lipase and Metal Chloride Hydrate-Natural Deep Eutectic Solvents Synergistically Catalyze Amidation Reaction via Multiple Noncovalent Bond Interactions

Lipase and Metal Chloride Hydrate-Natural Deep Eutectic Solvents Synergistically Catalyze Amidation Reaction via Multiple Noncovalent Bond Interactions

How Candida antarctica lipase B can be activated in natural deep eutectic solvents: experimental and molecular dynamics studies

Carbon Dots as Ligand Operons to Expand Cluster Size Distribution for High Load‐bearing Liquid Superlubricity

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