ORGANIC & BIOMOLECULAR CHEMISTRY
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2013
·Vol. 11
·期 41
·7192-7198
·
IF 3.568
Ru Jia,Yi Hu,Luo Liu,Ling Jiang,He Huang
Various imidazolium-functional ionic liquids (ILs) composed of different cations and anions were grafted onto Candida antarctica lipase B (CALB) through lysine coupling, and 4–6 of the 9 primary amino groups of the lysine residues were modified. The catalytic activity and stability were investigated in a p-nitrophenyl palmitate hydrolysis reaction. After modification, CALB was activated and achieved a high catalytic efficiency in the aqueous phase (e.g., [HOOCMMIm][Cl] modification showed a 1.5-fold increase in the catalytic efficiency). The thermostability and organic solvent tolerance were significantly increased with the ILs modification (e.g., [HOOCBMIm][Cl] owned kosmotropic cation and chaotropic anion modification showed a 7-fold thermostability increase at 70 °C, 1-fold increase in 50% aqueous dimethylformamide and 5-fold increase in 50% aqueous methanol). Conformation changes were confirmed by fluorescence spectroscopy, circular dichroism spectroscopy and attenuated total reflection Fourier transform infrared spectroscopy.
研究领域:
生物化学
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酶工程
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DOI
PubMed
高影响因子
ENZYME AND MICROBIAL TECHNOLOGY
·
2017
·
IF 2.502
Kun Zhang,Zhiyou Pan,Zhoujian Diao,Shuli Liang,Shuangyan Han,Suiping Zheng,Ying Lin
Kinetic resolution of sec -alcohols is a green process with biocatalyst. Candida antarctica lipase B (CALB) displayed on Pichia pastoris cell-surface (Pp-CALB) was characterized in kinetic resolution of sec -alcohols with different structures. The reaction parameters including acyl donors, molar ratio of substrates, solvents and temperatures were examined with 2-octanol as model substrate. 47.4% molar conversion of 2-octanol and 99.7% ee p were obtained after a 5 h reaction with Pp-CALB, and 90% of its original activity still remained after being reused for 10 cycles. Pp-CALB was then used to several sec -alcohols and it showed great enzymatic activity and enantioselectivity to all tested sec -alcohols, more than 93.1% of ee p . The enantioselective characteristics of Pp-CALB catalysed sec -alcohols with different structures were compared with Novozyme 435 which was almost the same. Solvent free system as one way of green chemistry was applied to Pp-CALB and Pp-CALB showed great catalytic activity and enantioselectivity. Pp-CALB was potential biocatalyst of high enzymatic activity and enantioselectivity using in resolution of sec -alcohols.
研究领域:
生物化学
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酶工程
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绿色化学
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PubMed
高影响因子
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
·
2014
·Vol. 2014
·期 14
·2917-2923
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IF 3.154
Bo Xia,Guilin Cheng,Xianfu Lin,Qi Wu
Graphical A dynamic double kinetic resolution (DDKR) strategy under the co-catalysis of Raney nickel and Candida antarctica lipase B (CAL-B) was established for the one-pot simultaneous resolution of primary amines and secondary alcohols. Herein, we have established a dynamic double kinetic resolution (DDKR) strategy under the co-catalysis of Raney nickel and Candida antarctica lipase B (CAL-B) for the one-pot simultaneous resolution of primary amines and secondary alcohols (or esters). The DDKR strategy was successfully applied to the resolution of a series of racemic amines and secondary alcohols (or esters) as well as mexiletine, an important antiarrhythmic agent. The catalysts could be recycled and reused several times with the same high activity. Scale-up experiments were also successful. As a more atom-economical and efficient process than traditional simple kinetic resolutions, the DDKR strategy can be widely used to prepare optically pure amines and alcohols.
研究领域:
有机化学
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生物催化
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制药工程
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DOI
高影响因子
Molecular Catalysis
·
2021
·
IF 5.062
Yu Han,Xinying Zhang,Liangyu Zheng
In our previous study, the soluble expression of recombinant Candida antarctica lipase B ( r CalB) in E. coli is achieved through fusion with polyamino acid tails. The present study showed that even in the form of inclusion bodies ( r CalB-IBs), r CalB-IBs were still active towards enzyme-catalyzed reactions. r CalB-IBs could be directly crosslinked by the oxidized dextran in the presence of Fe 3 O 4 nanoparticles to obtain magnetic aggregates ( r CalB-mclIBs), and an activity recovery of 113.9 % ± 2.2 % could be achieved under optimized conditions. The obtained r CalB-mclIBs exhibited excellent thermal and storage stabilities, and a good tolerance in changing pH environmental. r CalB-mclIBs could be effectively recycled and could retain 85.4 % ± 2.5 % of its initial activity, and an e.e. p of 84.4 % ± 2.2 % in ( R , S )-NEMPA-ME hydrolysis was observed after the 10th cycle. After the application of r CalB-mclIBs into a promiscuous carbon–carbon bond-forming reaction, the MBH and the Aldol products could be obtained simultaneously. This study provides a simple and inexpensive strategy to highlight the application potential of r CalB-IBs as a biocatalyst.
研究领域:
生物化学
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酶工程
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合成生物学
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DOI
高影响因子
Catalysts
·
2021
·Vol. 11
·期 12
·1463
·
IF 4.146
Honghai Wang,Wenda Yue,Shuling Zhang,Yu Zhang,Chunli Li,Weiyi Su
Silica xerogels have been proposed as a potential support to immobilize enzymes. Improving xerogels’ interactions with such enzymes and their mechanical strengths is critical to their practical applications. Herein, based on the mussel-inspired chemistry, we demonstrated a simple and highly effective strategy for stabilizing enzymes embedded inside silica xerogels by a polydopamine (PDA) coating through in-situ polymerization. The modified silica xerogels were characterized by scanning and transmission electron microscopy, Fourier tranform infrared spectroscopy, X-ray diffraction, X-ray photoelectron spectroscopy and pore structure analyses. When the PDA-modified silica xerogels were used to immobilize enzymes ofCandida antarcticalipase B (CALB), they exhibited a high loading ability of 45.6 mg/gsupport, which was higher than that of immobilized CALB in silica xerogels (28.5 mg/gsupport). The immobilized CALB of the PDA-modified silica xerogels retained 71.4% of their initial activities after 90 days of storage, whereas the free CALB retained only 30.2%. Moreover, compared with the immobilization of enzymes in silica xerogels, the mechanical properties, thermal stability and reusability of enzymes immobilized in PDA-modified silica xerogels were also improved significantly. These advantages indicate that the new hybrid material can be used as a low-cost and effective immobilized-enzyme support.Keywords:Candida antarcticalipase B;silica xerogel;enzyme immobilization;polydopamine;modification
研究领域:
生物化学
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材料科学
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产品关联
DOI
高影响因子
Reaction Chemistry & Engineering
·
2019
·Vol. 4
·期 6
·1136-1144
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IF 3.935
Mengjie Wang,Meng Wang,Yun Zhu,Shengmiao Zhang,Jianding Chen
Enzyme functionalized porous beads were fabricated through covalently immobilizing Candida antarctica lipase B (CALB) onto high internal phase emulsion (HIPE) templated poly(glycidyl methacrylate) (PGMA) beads. These millimeter-sized beads were prepared by photopolymerizing the continuous phase of HIPE drops and then removing the dispersed phase. By covalently coupling the lysine residues of CALB to the epoxy groups from GMA, a series of enzyme immobilized polyHIPE beads were produced, with an enzyme loading of up to 0.18 g g−1 carrier. The resulting immobilized enzyme was highly stable to temperature and storage and could be recycled multiple times. The immobilized enzyme maintained 85% residual activity after 5 reaction cycles and 60% residual activity after 30 days of storage. The enzymatic esterification between hexanol and hexyl hexanoate had a conversion rate of up to 95%, showing that the enzyme immobilized beads were a good enzyme catalyst.
研究领域:
生物技术
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材料科学
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酶学
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DOI
高影响因子
BIOTECHNOLOGY PROGRESS
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2021
·Vol. 38
·期 1
·e3218
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IF 2.681
Xiao-Jian Zhang,Feng-Yu Qi,Jia-Mei Qi,Fei Yang,Jiang-Wei Shen,Xue Cai,Zhi-Qiang Liu,Yu-Guo Zheng
The Candida antarctica lipase B (CALB) was embedded in the metal-organic framework, zeolitic imidazolate framework-8 (ZIF-8), and applied in the enzymatic synthesis of L -ascorbic acid palmitate (ASP) for the first time. The obtained CALB@ZIF-8 achieved the enzyme loading of 80 mg g −1 with 11.3 U g −1 (dry weight) unit activity, 59.8% activity recovery, and 92.7% immobilization yield. Under the optimal condition, ASP was synthesized with over 75.9% conversion of L -ascorbic acid in a 10-batch reaction. Continuous synthesis of ASP was subsequently performed in a packed bed bioreactor with an outstanding average space–time yield of 58.1 g L −1 h −1 , which was higher than ever reported continuous ASP biosynthesis reactions.
研究领域:
生物化学
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酶工程
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材料科学
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DOI
PubMed
高影响因子
BIOPROCESS AND BIOSYSTEMS ENGINEERING
·
2024
·
IF 3.5
Liu Jiale,Zhao Shufan,Wei Wan,Yu Shupeng,Wang Zhao,Zheng Jianyong
Lipase is one of the most widely studied and applied biocatalysts. Due to the high enzyme leakage rate of the immobilization method of physical adsorption, we propose a new lipase immobilization method, based on the combination of macroporous resin adsorption and organic polymer coating. The immobilized Candida antarctica lipase B (CALB@resin-CAB) was prepared by combining the macroporous resin adsorption with cellulose acetate butyrate coating, and its structure was characterized by various analytic methods. Immobilized lipase was applied for biodiesel production using acidified palm oil as the starting material, the conversion rate achieved as high as 98.5% in two steps. Furthermore, the immobilized lipase displayed satisfactory stability and reusability in biodiesel production. When the aforementioned reaction was carried out in a continuous flow packed bed system, the yield of biodiesel was 94.8% and space–time yield was 2.88 g/(mL∙h). The immobilized lipase CALB@resin-CAB showed high catalytic activity and stability, which has good potential for industrial application in the field of oil processing.
研究领域:
生物化学
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酶工程
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可再生能源
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产品关联
DOI
PubMed
高影响因子
Molecular Catalysis
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2021
·
IF 5.062
Chao Xu,Hongbo Suo,Yu Xue,Jing Qin,Hongyue Chen,Yi Hu
Four types of amino acid ionic liquids (AAILs) with chiral structure were used to modify Candida antarctica lipase B (CALB). The results showed that the catalytic activity at different temperatures and pH, thermostability, and tolerance to organic solvents of all modified lipases were improved. The composition and configuration of modifiers have great influence on the catalytic performance of the modified lipases. AAILs composed of l -proline exhibited better modification effect than those containing d -proline. The use of [N-AC- l -Pro] [Cl] led to the highest modification degree (47.92 %) of the lipase, which exhibited the highest hydrolytic activity (430.67 U/g), as well as enhanced thermal stability and tolerance to organic solvents. The structure of CALB was characterized by circular dichroism (CD) and fluorescence spectroscopy. It was found that the introduction of a modifier changes the secondary structure of CALB to a certain extent, and the microenvironment around the fluorescent group changed slightly. The structural stability of CALB modified with [N-AC- l -Pro] [Cl] and the mechanism of reaction were studied by molecular dynamics simulations. The molecular dynamics simulations of the native and modified CALB were performed for 20 ns at 300 and 328 K. The simulation results showed that the root mean square deviation (RMSD) and total energy of modified CALB were less than those of native CALB, indicating a more stable structure for the modified CALB. The root mean square fluctuation (RMSF) calculations showed that the rigidity of the modified CALB and the flexibility of the active center region were both enhanced. The solvent accessibility area (SASA) calculations showed that both hydrophilicity and hydrophobicity of the modified enzyme-protein were improved. The increase in radial distribution function (RDF) of water molecules confirmed that the number of water molecules around the active sites was also increased. Thus, the modified CALB has enhanced structural stability and higher hydrolytic activity towards the triglyceride substrates.
研究领域:
生物化学
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酶工程
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计算生物学
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DOI
高影响因子
Molecular Catalysis
·
2024
·
IF 3.9
Maogen Liu,Lin Ma,Zhengjuan Zhang,Xiaoxuan Zhang,Weiwei Zhang
Developing a suitable biocatalyst with high catalytic efficiency, operational stability and wide substrate adaptability is crucial to promote the industrialization of biodiesel production from waste oil. Herein, Aspergillus oryzae lipase (1,3-specific) and Candida antarctica lipase B (non-specific) were co-immobilized onto Co 2+ -chelated magnetic metal-organic frameworks (MNPs@Fe-MOF) via metal-chelated affinity. The effect of processing variables in co-immobilization was thoroughly investigated using response surface methodology. The resulting co-immobilized lipases exhibited a notably increased catalytic efficiency and wide oil scope, achieving 95.3–98.5 % biodiesel yields toward six different oils within 9 h. Whereas, biodiesel yields of 38.5–56.1 % were obtained using a simple physical mixture of immobilized lipases at identical conditions, suggesting the remarkably motivated synergistic effect of lipases in co-immobilization. Moreover, MNPs@Fe-MOF demonstrated effective lipase protection against organic solvents and high temperatures, while providing rapid magnetic separation and simple recovery operations. Furthermore, the methanolysis efficiency of co-immobilized lipases retained above 80 % after five batches. After elution of inactivated lipases, the magnetic carriers could be recovered for next round of co-immobilization. Consequently, the affinity co-immobilization of lipases onto MNPs@Fe-MOF presents a sustainable avenue for efficient and economical biodiesel production.
研究领域:
生物化学
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可再生能源
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催化工程
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产品关联
DOI
高影响因子
Antioxidants
·
2022
·Vol. 11
·期 10
·1906
·
IF 7.675
Shanxiu Ming,Shuyi Li,Zhe Chen,Xujun Chen,Feifei Wang,Shaonan Deng,Krystian Marszałek,Zhenzhou Zhu,Wenxiang Zhang,Francisco J. Barba
Lipophilization is a promising way to improve the bioavailability of flavonoids. However, the traditional enzymatic esterification methods are time-consuming, and present low yields and purity. Herein, a novel membrane-based lipophilization technology—bioinspired lipase immobilized membranes (BLIMs), including CAL-B@PES, CAL-B@PDA/PES and GA/CAL-B@PDA/PES— were fabricated to improve the antioxidant flavanone glycoside hesperidin lipophilization. Via reverse filtration, PDA coating and GA crosslinking,Candida antarcticalipase B (CAL-B) was stably immobilized on membrane to fabricate BLIMs. Among the three BLIMs, GA/CAL-B@PDA/PES had the greatest enzyme activity and enzyme loading, the strongest tolerance of changes in external environmental conditions (temperatures, pH, heating time, storage time and numbers of cycles) and the highest hesperidin esterification efficiency. Moreover, the optimal operating condition for GA/CAL-B@PDA/PES fabrication was the CAL-B concentration of 0.36 mg/mL, operation pressure of 2 bar, GA concentration of 5% and crosslinking time of 1 h. Afterwards, the hesperidin esterification process did not affect the micromorphology of BLIM, but clearly improved the BLIM permeability and esterified product efficiency. The present study reveals the fabrication mechanism of BLIMs and offers insights into the optimizing strategy that governs the membrane-based lipophilization technology process.Keywords:Candida antarcticalipase B;enzymatic esterification;membrane separation;hesperidin lipophilization;bioinspired lipase immobilized membrane
研究领域:
生物化学
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食品科学
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制药工程
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DOI
PubMed
高影响因子
RSC Advances
·
2020
·Vol. 10
·期 15
·8949-8957
·
IF 3.119
Huijuan Shangguan,Shan Zhang,Xin Li,Qi Zhou,Jie Shi,Qianchun Deng,Fenghong Huang
Lutein scavenges free radicals and inhibits vision damage caused by photo oxidation, while decomposing easily with light and heat. Its stability and bioavailability can be tremendously improved by lutein ester synthesis. However, green and efficient esterification preparation methods are urgently needed. In this study, which used functionalized graphitic carbon nitride nanosheets (g-C3N4-Ns) as the immobilized carrier, a novel biocatalyst was designed and prepared to accommodate Candida antarctica lipase B (CALB), considerably enhancing the performance. It was characterized by TEM, XRD, FTIR, XPS, TGA, and BET to demonstrate successful preparation and then applied to catalyze esterification between lutein and succinate anhydride in dimethyl formamide (DMF) solvent resulting in a conversion rate up to 92% at 50 °C in 60 h, 34% more than free CALB under the same conditions. We believe this is the highest esterification rate in lutein esters synthesis and it has great potential to facilitate eco-friendly and efficient preparation.
研究领域:
生物技术
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催化
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材料科学
·
药物化学
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产品关联
DOI
PubMed
高影响因子
危险品化学品经营许可证（带存储）