MOLECULES
·
2019
·Vol. 24
·期 3
·490
·
IF 3.06
Xiu Xing,Jun-Qi Jia,Jing-Fan Zhang,Zi-Wen Zhou,Jun Li,Na Wang,Xiao-Qi Yu
In this study, an immobilization strategy for magnetic cross-linking enzyme aggregates of lipase B fromCandida antarctica(CALB) was developed and investigated. Magnetic particles were prepared by conventional co-precipitation. The magnetic nanoparticles were modified with 3-aminopropyltriethoxysilane (APTES) to obtain surface amino-functionalized magnetic nanoparticles (APTES–Fe3O4) as immobilization materials. Glutaraldehyde was used as a crosslinker to covalently bind CALB to APTES–Fe3O4. The optimal conditions of immobilization of lipase and resolution of racemic 1-phenylethanol were investigated. Under optimal conditions, esters could be obtained with conversion of 50%, enantiomeric excess of product (eep) > 99%, enantiomeric excess of substrate (ees) > 99%, and enantiomeric ratio (E) > 1000. The magnetic CALB CLEAs were successfully used for enzymatic kinetic resolution of fifteen secondary alcohols. Compared with Novozym 435, the magnetic CALB CLEAs exhibited a better enantioselectivity for most substrates. The conversion was still greater than 49% after the magnetic CALB CLEAs had been reused 10 times in a 48 h reaction cycle; both eesand eepwere close to 99%. Furthermore, there was little decrease in catalytic activity and enantioselectivity after being stored at −20 °C for 90 days.Keywords:CALB;magnetic nanoparticles;cross-linked enzyme aggregates;resolution;secondary alcohols
研究领域:
生物化学
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材料科学
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酶工程
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PubMed
高影响因子
MOLECULES
·
2023
·Vol. 28
·期 3
·922
·
IF 4.6
Pengcheng Li,Jingjing Zhu,Hongyu Zhang,Lan Wang,Shulin Wang,Mengting Zhang,Jianping Wu,Lirong Yang,Gang Xu
Chiral amines are essential components for many pharmaceuticals and agrochemicals. However, the difficulty in obtaining enantiomerically pure amines limits their application. In this study, hollow amorphous ZIF-90 (HamZIF-90) materials were prepared by template engraving, and chemical–enzyme coupling catalysts (HamZIF-90@Pd@CALB) were constructed for the chiral resolution of 1-phenylethylamine. Different from conventional materials, HamZIF-90 had tunable hollow structures by altering its central node zinc ion concentrations, and the embedded hydrogel template gave it more pore structures, which facilitated the loading of enzyme molecules and Pd nanoparticles (NPs). The establishment of the coupling catalysts shortened the mass transfer distance of the reactant molecules between the metal nanoparticles and the enzyme catalyst in the dynamic kinetic resolution (DKR) reaction, resulting in 98% conversion of 1-phenylethylamine and 93% selectivity of Sel.R-amide. The proposal of this idea provided a good idea for future tailor-made MOFs loaded with chemical and enzyme coupled catalyst.Keywords:hollow amorphous;HamZIF-90@Pd@CALB;DKR;1-phenylethylamine
研究领域:
化学
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生物催化
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材料科学
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DOI
PubMed
高影响因子
Frontiers of Chemical Science and Engineering
·
2020
·Vol. 14
·期 5
·868-879
·
IF 3.552
Shen Jiang-Wei,Cai Xue,Dou Bao-Juan,Qi Feng-Yu,Zhang Xiao-Jian,Liu Zhi-Qiang,Zheng Yu-Guo
A lipase from Sporisorium reilianum SRZ2 (SRL) with 73% amino acid sequence identity to Candida antarctica lipase B (CALB) was cloned and overexpressed in Pichia pastoris . The recombinant SRL showed a preference for short-chain p -nitrophenyl esters. It achieved maximum activity at pH 8.0 and 65°C for p -nitrophenyl hexanoate (C6) with K m and k cat / K m values of 0.14 mmol·L −1 and 1712 min −1 · mmol · L −1 at 30°C, respectively. SRL displayed excellent thermostability and pH stability, retaining more than 79% of its initial activity after incubation at 60°C for 72 h and 75% at pH 3 to 11 for 72 h. It also maintained most of its activity in the presence of inhibitors and detergents except sodium dodecyl sulfate, and it tolerated organic solvents. SRL was covalently immobilized and successfully used for ethyl hexanoate synthesis in cyclohexane or in a solvent-free system with a high conversion yield (> 95%). Furthermore, high conversion yield was also achieved for the synthesis of various short-chain flavor esters when high substrate concentrations of 2 mol · L −1 were applied. This study indicated that a CALB-type lipase from S. reilianum SRZ2 showed great potential in organic ester synthesis.
研究领域:
生物化学
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酶工程
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食品科学
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高影响因子
Foods
·
2024
·Vol. 13
·期 16
·2539
·
IF 4.7
Zhonghui Liu,Tieliang Liu,Run Liu,Qi Zhou,Yandaizi Zhou,Yi Zhang,Mingming Zheng
Rapeseed oil is a widely consumed edible oil that contains varieties of beneficial micronutrients such as tocopherols and phytosterols; however, the high acid value due to increased free fatty acid can imperil the oil quality and safety. This paper proposed the enzymatic deacidification for high-acid rapeseed oil and simultaneous production of functional diacylglycerols (DAGs) catalyzed by self-made immobilized lipase CALB@MCM-41-C8. The results indicate that the carrier of molecular sieve MCM-41 exhibited a sufficient surface area of 1439.9 m2/g and a proper pore size of 3.5 nm, promoting the immobilization of lipase CLAB. Under the optimal reaction conditions, the acid value of rapeseed oil was largely decreased from 15.3 mg KOH/g to 1.7 mg KOH/g within 3 h, while DAG content was increased from 1.2% to 40.2%. The antioxidant stability of rapeseed oil was also increased from 4.3 h to 7.6 h after enzymatic deacidification. Besides, the deacidified rapeseed oil exhibited fatty, bitter almond aromas, compared to the picked-vegetable, spicy, and pungent aromas for high-acid oil. Finally, the catalytic stability and applicability of CALB@MCM-41-C8was validated, thus demonstrating the great potential of CALB@MCM-41-C8in green refining of edible oils and sustainable synthesis of functional lipids.
研究领域:
食品科学
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生物技术
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化学工程
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农业化学
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PubMed
高影响因子
JOURNAL OF THE SCIENCE OF FOOD AND AGRICULTURE
·
2021
·Vol. 102
·期 5
·1812-1822
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IF 3.639
Wenyi Chen,Li Xu,Nanjing Zhong
BACKGROUND Enzymatic esterification is attracting for particular high-acid oil deacidification. In this study, Candida antarctica lipase B (CALB) was encapsulated into a series of nucleotide-hybrid metal coordination polymers (CPs), which were constructed by guanosine 5′-monophosphate (GMP) and various metals. RESULTS We here found that, most of the present CPs encapsulated CALB (CALB@CPs) samples were highly selective for esterification while poor in glycerolysis reaction. They exhibited quite poor performance in glycerolysis, with triacylglycerols (TAGs) conversion lower than 5%, despite this considerable enzymatic hydrolysis activities were observed. However, they (most of them) showed good performance in esterification of fatty acids and glycerol for TAG synthesis. In addition, the GMP/Tb (CPs constructed by GMP and Tb 3+ ) encapsulated CALB (CALB@GMP/Tb) transformed over 98% of oleic acid into glycerides in the high-acid oil deacidification process, and TAG content from 87 to 89% was obtained. Moreover, the CALB@GMP/Tb showed good reusability in the esterification system. CONCLUSION The present CALB@CPs samples are selective for esterification and suitable for high-acid oils deacidification. This work provides a new system for enzymatic selectivity improvement study. © 2021 Society of Chemical Industry.
研究领域:
生物化学
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酶工程
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催化化学
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DOI
高影响因子
FOOD CHEMISTRY
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2018
·
IF 4.946
Yongsheng Chen,Jiangwei Liu,Sheng Geng,Yonglan Liu,Hanjun Ma,Jie Zheng,Benguo Liu,Guizhao Liang
Herein, we perform the regioselective acetylation of phloridzin catalyzed by immobilized Candida antarctica lipase B (CALB). We show that the enzyme amount and reaction time can significantly influence the composition of mono-, di- and tri-acetylated phloridzin in the product. The last acetylated derivative of phloridzin is isolated and identified as 4, 3″, 6″-3-O-acetyl-phloridzin by HPLC, UV, IR, MS and NMR. Molecular docking suggests that the first acetylation of phloridzin catalyzed by CALB occurs in 6″-OH, followed by 3″-OH, then 4-OH. During this process, hydrogen bond and hydrophobic forces play an important role in maintaining the binding interaction of CALB with phloridzin or its acetylated derivatives. Although, tri-acetylated phloridzin has moderate to minimal adverse-effects on LO-2, its anti-proliferative activity against human HepG2 cancer cells is superior to that of phloridzin, which attributes to its high capacity of inducing cell apoptosis, retarding cell cycle, lowering mitochondrial membrane potential and scavenging intracellular ROS.
研究领域:
生物化学
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药物化学
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肿瘤学
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PubMed
高影响因子
ACS Applied Materials & Interfaces
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2018
·
IF 8.097
Zhenning Liu,Bingdi Wang,Shenghui Jin,Zhida Wang,Lei Wang,Song Liang
In this paper, a novel method for the construction of colloidosomes as a microreactor for dual-enzyme cascade biphasic reaction has been reported. A lipase–glucose oxidase (GOx) enzyme pair is employed in this system. A water-soluble enzyme GOx is compartmentalized inside the colloidosomes. A hydrophobic environment-favored enzyme Candida Antarctica lipase B (CalB) is adsorbed on the outer surfaces of the colloidosomes. The catalysis system is set up by introducing these dual-enzyme-immobilized microcapsules into acetic ether. H2O2 is produced in the aqueous phase by the doped GOx, and then H2O2 diffused out of the microcapsules is utilized by CalB to catalyze the oxidation of ethyl acetate. Finally, the formed peracids oxidized N-heteroaromatic in situ. Furthermore, no obvious yield decline is observed in four reaction cycles. Thus, our work provides a new strategy for the design of high-performance biomimicking reactors for multiple enzyme cascade reactions and further expands the potential application area of colloidosomes.
研究领域:
生物化学
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材料科学
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PubMed
高影响因子
LWT-FOOD SCIENCE AND TECHNOLOGY
·
2024
·
IF 6
Yiran Bian,Yi Zhang,Taosuo Wang,Chuang Yang,Zhiming Feng,Kheng-Lim Goh,Yibin Zhou,Mingming Zheng
The enzymatic synthesis is essential for the flavor esters in the food and fragrance industries. This paper introduces a novel preparation method for lipase microarrays (CALB@PMHOS-TEOS) with loadings up to 229 ± 1.4 mg/g. Using surfactant-free hydrophobic silica-hybridized mesoporous materials and Candida antarctica lipase, this resulted in the effective synthesis of flavor esters. Using CALB@PMHOS-TEOS a Pickering emulsion system was formed at the oil-water interface for the sustainable synthesis of flavor esters. This resulted in a 93.5 ± 0.5 % conversion of hexanoic acid within 2 h at an optimal temperature of 35 °C, which is the highest level recorded in the literature to date. Furthermore, the conversion of hexanoic acid was maintained at 63.9 ± 1.2 % after 9 cycles of CALB@PMHOS-TEOS reuse. The application of the enzyme to the synthesis in a variety of flavor esters achieved a new benchmark in the existing literature. A molecular docking model was evaluated to understand the molecular mechanism underpinning the immobilized lipase. This work introduces a novel method for the eco-friendly and efficient synthesis of flavor esters for applications across various fields including food and cosmetics.
研究领域:
食品科学
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生物化学
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材料科学
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高影响因子
FOOD CHEMISTRY
·
2023
·
IF 8.8
Tiantian Zhang,Jiao Wang,Yuke Zhao,Zhulin Wang,Dan Hu,Yuanyuan Liu,Xiaoli Zhang,Haining Li,Binxia Zhao,Binglin Li
Docosahexaenoic acid-phospholipids (DHA-PLs) were prepared via lipase-mediated transesterification of DHA donor and phosphatidylcholine (PC) in a purely aqueous solution. Pre-existing carriers would play the role as “artificial interfaces” to adsorb water-insoluble PC and made them disperse in water. DHA donors were concentrated by a pH-responsive method and presented as supersaturated salt solutions. 153 triacylglycerol lipase structures were analyzed and screened in silico. Transesterification was carried out to further evaluate the six lipase candidates. Lipase B from Candida antarctica (CALB) was the best biocatalyst with 34.8% of DHA incorporation and 80.0% of PLs yields (involving 38.1% PC and 41.9% sn -1 lyso-PC). Toxic organic solvents were avoided. Six possible microunits of our aqueous system consisting of three PLs donors (PC, lyso-PC, sn -glycero-3-PC) and two DHA donors (DHA and DHA salts), were simulated by molecular dynamics (MD) to illustrate the enzymatic mechanism based on diffusional channels, competitive bindings, and enzymatic structures.
研究领域:
生物化学
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食品科学
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酶工程
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PubMed
高影响因子
Food and Bioprocess Technology
·
2026
·Vol. 19
·期 10
·495
·
IF 5.6
Deng Yaoyao,Lian Kang,Feng Wenjia,Zhang Haiyang,Gao Kunpeng,Jiang Hong,Sun Jian’an,Hu Yang
Docosahexaenoic acid (DHA) glycerides are regarded as ideal functional lipids due to their high bioavailability and safety, although their efficient enzymatic synthesis faces major challenges. Herein, crescent-shaped amphiphilic semi-Janus-poly(acrylic acid)/poly(styrene) particles (JPP) and semi-Janus-poly(vinylidene imine)/octadecane particles (JPO) were prepared and used as carriers for Candida antarctica lipase B (CALB) to improve its performance in the synthesis of DHA glycerides. The surface properties of the enzyme carrier could significantly affect enzymatic performance. Immobilization of CALB on the hydrophilic side of JPO (CALB@JPO(W)) significantly enhanced its activity and stability. Compared with free enzyme, CALB@JPO(W) exhibited a 2.19-fold enhancement in catalytic efficiency, increased optimal reaction temperature from 70 to 80 °C, and substantially improved thermal stability (retaining 70% of its initial activity after 1 h of incubation at 80 °C). JPO was simultaneously employed as a solid stabilizer and a carrier to enrich the biocatalyst at the interface, forming a Pickering emulsion interfacial catalysis system for the production of DHA glycerides. The yield of DHA glycerides catalyzed by CALB@JPO(W) reached 21.35%, representing a 72.66% improvement over free CALB. These results demonstrate that the reported Pickering emulsion interfacial catalysis system provides a potential strategy for the efficient production of functional lipids.
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高影响因子
INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH
·
2026
·Vol. 65
·期 34
·18145-18158
·
IF 3.9
He Yiruo,Su Weiyi,Song Jianheng,Liu Qidong,Wang Na,Yu Xiong,Wang Honghai
The
combination of immobilized enzymes and microreactors offers
great advantages in green biomanufacturing. However, improving the
catalytic loading and reusability of immobilized enzymes remains a
challenge. This study developed a magnetically separable immobilized
enzyme system for continuous-flow biocatalysis. Candida antarctica lipase B (CALB) was covalently immobilized onto polydopamine-modified
Fe 3 O 4 nanoparticles to prepare a magnetic nanoimmobilized
enzyme (CALB@PNMNs). Compared to free enzymes, CALB@PNMNs exhibited
enhanced stability in organic solvents and storage stability. CALB@PNMNs
microreactor was constructed, with CALB@PNMNs immobilized on its inner
walls by an external magnetic field. This layer of magnetic particles
allows for the convenient recovery and reuse of the catalyst by removing
the applied magnetic field. After optimizing the immobilization process,
the actual CALB loading per unit area was 0.30 mg/cm 2 ,
and the adsorption yield reached 86.89%. The microreactor was applied
to the transesterification of n -butanol and ethyl
acetate, with the optimal conditions identified as an alcohol–ester
ratio of 1:3, a total flow rate of 10 μL/min, and a reaction
temperature of 60 ° C, yielding an n -butanol
conversion of 63.72%. After short-term continuous operation for 6
h, the microreactor retained 87.63% of the enzyme adsorption capacity
and CALB@PNMNs maintained a n -butanol conversion
above 50% after 8 reuse cycles. This work has established a stable
magnetically controlled immobilized enzyme microreactor (IMER) platform,
offering application potential for continuous-flow bioprocesses.
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高影响因子
Journal of Cleaner Production
·
2022
·
IF 11.072
Tiantian Zhang,Yi Zhang,Changyue Deng,Huaying Zhong,Tingting Gu,Kheng-Lim Goh,Zhongmu Han,Mingming Zheng,Yibin Zhou
L-ascorbyl palmitate (LAP) is the permitted antioxidant used in baby food, but its high commercial demand is suppressed by poor liposolubility. In this paper, a cleaner and more efficient method to synthesize the high-liposoluble and antioxidant unsaturated fatty acid ascorbyl esters (UFAAE) is proposed, based on the enzymatic catalysis using CaLB immobilized on the ordered mesoporous silicon (CaLB@OMS-C 8 ). The results indicated that the maximum catalytic efficiency (CE) in CaLB@OMS-C 8 could reach 20.8 M g −1 h −1 , thus facilitating the high conversions of 71.8%, 74.1% and 76.8% for L-ascorbyl oleate (LAO), L-ascorbyl linoleate (LAL) and L-ascorbic acid linolenic ester (LALN), respectively. The higher yield of LALN was explained by molecular docking technology as lipase CaLB presented a high binding affinity to linolenic acid (−18.8 kJ/mol) than those to oleic acid (−9.2 kJ/mol) and linoleic acid (−15.4 kJ/mol). By using unsaturated fatty acids as acyl donors, the synthesized UFAAE exhibited a lower melting point, better liposolubility and comparable antioxidant ability compared to LAP. This method to synthesize the high-soluble and antioxidant L-ascorbyl esters by the enzymatic esterification between L-ascorbic acid and unsaturated fatty acids shows great potential as a clean and efficient approach for future industrial production.
研究领域:
食品科学
·
生物化学
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高影响因子
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