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JOURNAL OF INDUSTRIAL MICROBIOLOGY & BIOTECHNOLOGY · 2021 · IF 3.346

Engineering Thermotoga maritima β-glucosidase for improved alkyl glycosides synthesis by site-directed mutagenesis

Xue Yemin,Xue Mengke,Xie Fang,Zhang Mengchen,Zhao Hongyang,Zhou Tao

Alkyl glycosides are well-characterized nonionic surfactants, and can be prepared by transglycosylation reactions with retaining GH1 glycosidases being normally used for this purpose. The produced alkyl glycosides can also be hydrolyzed by the glycosidase, and hence, the yields of alkyl glycosides can be too low for industrial use. To improve the transglycosylation-to-hydrolysis ratio for a β-glucosidase from Thermotoga maritima (TmBglA) for the synthesis of alkyl glycoside, six mutants (N222F, N223C, N223Q, G224A, Y295F, and F414S) were produced. N222F, N223C, N223Q, G224A improved catalytic activity, F295Y and F414S are hydrolytically crippled with p-nitrophenol-β-d-glucopyranoside (pNPG) as substrate with an 85 and 70-fold decrease in apparent kcat, respectively; N222F shows the highest kcat/km value for pNPG. The substrate selectivity altered from pNPG to pNP-β-d-fucoside for N222F, F295Y, and F414S and from cellubiose to gentiobiose for N222F and F414S. Using pNPG (34 mM) and hexanol 80% (vol/vol), N222F, Y295F, and F414S synthesized hexyl-β-glycoside (HG) yields of 84.7%, 50.9%, and 54.1%, respectively, HG increased from 14.49 (TmBglA) to 22.8 mM (N222F) at 2 hr by 57.42%. However, this higher transglycosylation effect depended on that three mutants creates an environment more suited for hexanol in the active site pocket, and consequently suppressed its HG hydrolysis.

研究领域: 生物化学 · 酶工程
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Journal of Water Process Engineering · 2025 · IF 6.7

Freezing facilitates the non-radical activation of peroxydisulfate by β-MnO2 for contaminants degradation

Xuanying Cai,Tiansheng Chen,Zhenhua Dai,Peiren Ding,Yinhao Dai,Peng Fan,Jihong Xu,Yuankui Sun,Xiaohong Guan

In cold regions, the freezing process typically presents difficulties for the remediation of contaminated soil and groundwater. However, in this work we report a freeze-assisted activation of peroxydisulphate (PDS) by β -MnO 2 for the degradation of phenolic compounds. The results showed that 60.8 % of 2,4-dichlorophenol (2,4-DCP) could be abated in frozen solutions at an initial pH of 6.5 within 2 h, whereas only 12.4 % of 2,4-DCP disappeared in aqueous solutions under other identical conditions. This enhancing effect was highly associated with the well-known freeze concentration effect, which could decrease the solution pH at the ice grain boundary by 2.4 units. Electron spin resonance (ESR) spectroscopic analysis and experiments with quenching agents and D 2 O suggested that radicals and singlet oxygen were not the major reactive species involved in the β -MnO 2 /PDS system. Instead, Raman analysis indicated that PDS may be bound to the surface of β -MnO 2 to form a reactive inner-sphere complex of MnO 2 -PDS*, which is proposed to account for the oxidative degradation of 2,4-DCP in aqueous and frozen β -MnO 2 /PDS systems. Chronoamperometric experiments further showed the redox potential of the β -MnO 2 /PDS system was as high as 1.2 V. This work highlights the possibility of applying the freezing effect to accelerate PDS activation by minerals abundant in environment and thus offers a promising strategy for pollution remediation in cold regions.

研究领域: 环境科学 · 化学
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JOURNAL OF INCLUSION PHENOMENA AND MACROCYCLIC CHEMISTRY · 2016 ·Vol. 87 ·期 1 ·45-51 · IF 1.253

High-efficiency and magnetically separable nanocatalyst: β-cyclodextrin modified core–shell hybrid magnetic nanoparticles

Zhou Mi,Cai Songtao,Li Jie,Qian Xin,Zheng Haha

A novel hybrid magnetic nanoparticle, which was fabricated by Fe 3 O 4 nanoparticle modified with β-cyclodextrin (Fe 3 O 4 @SiO 2 -GPTSCD), was prepared via a flexible method, including thermal decomposition, sol–gel process and ring-opening reaction of epoxy group. The structures had been characterized by fourier transform infrared spectra, transmission electron microscopy, and thermogravimetric analysis. The magnetic property of the resulting nanoparticles was kept, that they could be used for magnetic separation. Most excitingly, they showed high-efficiency catalytic activity with sodium hypochlorite and hydrogen peroxide as the oxidant in selective oxidation of benzyl alcohol, even higher than pure β-cyclodextrin (CD). It suggests that the hybrid nanoparticles are expected to be applied in more extensive fields, due to the combination of the activity of CD immobilized on the surface of nanoparticles and the characteristic of nanomaterials.

研究领域: 材料科学 · 化学工程 · 纳米技术
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AUSTRALIAN JOURNAL OF CHEMISTRY · 2015 ·Vol. 69 ·期 3 ·349-356 · IF 1.558

Novel Disulfide-Containing Poly(β-amino ester)-Functionalised Magnetic Nanoparticles for Efficient Gene Delivery

Yucheng Liu,Shufeng Li,Liandong Feng,Hao Yu,Xiaoliang Qi,Wei Wei,Junjian Li,Wei Dong,Yucheng Liu,Shufeng Li,Liandong Feng,Hao Yu,Xiaoliang Qi,Wei Wei,Junjian Li,Wei Dong

Poly(β-amino ester)s (PBAEs) have been proved to effectively transfer DNA to various cell types. However, PBAEs with high molecular weights also show considerable toxicities, partly resulting from inadequate degradation of their polyester backbone. In this study, we created novel poly(β-amino ester)s (SF-1, 2, 3, and 4; notation SFs refers to all the four polymers) which were characterised by the cleavable disulfide bonds. Moreover, a new technique, termed magnetofection that uses magnetic nanoparticles to enhance gene expression, has recently been well developed. The negatively charged magnetic nanoparticles (MNPs) with good biocompatibility in vitro were prepared here to subsequently combine with SFs and DNA via electrostatic interaction, leading to the formation of the magnetic gene complexes MNP/SFs/DNA. 3-(4,5-Dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide assays and transfection experiments were performed in A549 cells to investigate all the resulting complexes. Studies indicated that the synthesised PBAEs exhibited good biodegradation and regulated release of DNA as a result of the reductive cleavage of the disulfide bonds, giving higher transfection efficiency along with much lower cytotoxicity compared with commercially available transfection agent polyethylenimine (Mw 25 kDa). Furthermore, when MNP was involved at a MNP/DNA weight ratio of 0.5, the magnetic gene complexes MNP/SFs/DNA showed enhanced levels of gene expression while maintaining low cytotoxicity.

研究领域: 生物材料学 · 基因治疗 · 分子生物学
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INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES · 2016 · IF 3.138

Characterization and behavior of composite hydrogel prepared from bamboo shoot cellulose and β-cyclodextrin

Shumin Liu,Wenchao Luo,Huihua Huang

Carboxymethyl cellulose was derived from bamboo shoot cellulose via chemical modification and was prepared into composite hydrogels by cross-linkage with β-cyclodextrin using epichlorohydrin as crossing agent. The structure of the prepared hydrogel was characterized by Fourier transform infrared spectroscopy, thermogravimetric analysis and scanning electron microscopy. The results showed that the prepared composite hydrogel was sensitive to surrounding changes in pH value, temperature and ionic strength. Under the surroundings of low temperatures and high pH values, the prepared hydrogel had significant high swelling ratios (23338   ±   988% at 15   °C and 6937   ±   112% at pH 8.0, respectively). In the solution of 0.1   mol/L NaCl, the hydrogel showed the maximum water retention rate (48.73%). Sodium salicylate was used as the model drug to study the behaviors of hydrogel adsorption and release in simulated intestinal (at pH 7.4) and gastric liquid (at pH 1.8) surroundings. The prepared composite hydrogel exhibited higher drug release ratio in simulated intestinal liquid (63.09% after 380   min) than in gastric liquid (22.09% after 400   min). These pH responses of the prepared composite hydrogel showed its potential applications, especially as the drug carrier to attain control release of drugs under different surrounding conditions or organs in human body.

研究领域: 材料科学 · 生物医学工程
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MOLECULES · 2022 ·Vol. 27 ·期 2 ·580 · IF 4.927

Green Synthesis of Indeno[1,2-b]quinoxalines Using β-Cyclodextrin as Catalyst

Li-Guo Liao,Meng-Meng Song,Jun-Feng Feng,Min Tan,Fan Liu,Zhen-Jiang Qiu,Sheng Zhang,Bang-Jing Li

An efficient, mild, and green method was developed for the synthesis of indeno[1,2-b]quinoxaline derivatives via o-phenylenediamine (OPD) and 2-indanone derivatives utilizingβ-cyclodextrin (β-CD) as the supramolecular catalyst. The reaction can be carried out in water and in a solid state at room temperature.β-CD can also catalyze the reaction of indan-1,2-dione with OPD with a high degree of efficiency. Compared to the reported methods, this procedure is milder, simpler, and less toxic, making it an eco-friendly alternative. In addition, theβ-CD can be recovered and reused without the loss of activity.

研究领域: 有机化学 · 绿色化学
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COLLOIDS AND SURFACES B-BIOINTERFACES · 2020 · IF 4.389

Evaluation of anticancer activity of honokiol by complexation with hydroxypropyl-β-cyclodextrin

Weiwei Wu,Wei Xue

Honokiol (HK), an active compound derived from Magnolia officinalis Rehd. et Wils , possesses many beneficial biological activities for human beings. However, its poor solubility and low bioavailability severely limits its application. In this way, to improve the pharmaceutical properties, the HK was complexed in hydroxypropyl-β-cyclodextrin (HP-β-CD) and its oral bioavailability and antitumor effects were evaluated. The HK/HP-β-CD inclusion complex (1:1) was prepared by saturated aqueous solution method. The inclusion complex (HK-HP-β-CD) obtained had a higher solubility, about 1497 times that of the free HK. The dissolution rate and the oral bioavailability of HK was also significantly higher from inclusion complex than from free HK. Furthermore, the HK-HP-β-CD exhibited higher antitumor activity against Human Hepatoma Cell Line (HepG2) than free HK. More cells were arrested in the sub-G1 phase of the cell cycle and were induced to undergo late apoptosis when treated with the HK-HP-β-CD than when treated with free HK.

研究领域: 药理学 · 肿瘤学 · 药物化学
✓ 已验证 DOI 高影响因子
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COLLOIDS AND SURFACES A-PHYSICOCHEMICAL AND ENGINEERING ASPECTS · 2019 · IF 3.131

Microstructural transitions in β-carotene loaded nonionic microemulsions upon aqueous phase dilution

Jing Guo,Long Zhang,Yuanyou Wang,Tianqing Liu,Xiaolong Gu

In this study, biocompatible formulation of a fully dilutable microemulsion system comprising Tween 60/isopropyl myristate/ethanol/glycerol/water has been accomplished for solubilizing a natural antioxidant , β-carotene. Solubilization capacity of β-carotene in the microemulsion system decreases progressively with increase of aqueous phase weight fraction ( Φ ). Structural transitions occurring in the free and solubilized microemulsions were investigated and compared via multiple complementary characterization methods. The characterization has been carried out by means of conductivity, viscosity, small angle X-ray scattering (SAXS), surface tension and transmission electron microscopy . The results show that along the selected dilution line, the microemulsion undergoes a continuous transition from water-in-oil (W/O) micelles to oil-in-water (O/W) microemulsion via an ordered bicontinuous structure. The β-carotene loaded has little influence on either the size or the shape of micro-domains or microstructural transitions in the microemulsions. Furthermore, the location of the β-carotene molecules in the microemulsion system varies with the microstructural transition upon dilution of the aqueous phase. The detailed understanding of the structural behavior of the microemuslion systems might be significant for their future applications in drug or nutraceutical delivery.

研究领域: 药物传递系统 · 食品科学 · 胶体化学
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COLLOIDS AND SURFACES B-BIOINTERFACES · 2019 · IF 3.973

Amphipathic β-cyclodextrin nanocarriers serve as intelligent delivery platform for anticancer drug

Hui Liu,Jian Chen,Xiufang Li,Zhiwei Deng,Peiru Gao,Jianbin Li,Tao Ren,Ling Huang,Yanjing Yang,Shian Zhong

A novel glutathione-responsive (GSH-responsive) star-like amphiphilic polymer (C 12 H 25 ) 14 -β-CD-(S-S-mPEG) 7 (denoted as CCSP) was designed for efficient antitumor drug delivery. The amphiphilic β-cyclodextrin (β-CD) self-polymerize in water to form a sphere with a diameter of 40–50 nm. The secondary hydroxyl groups of β-CD were modified by dodecyl to form a hydrophobic core and the primary hydroxyl groups of β-CD were decorated with PEG through disulfide bond to form a hydrophilic shell. Since the hydrophobic cavity of β-CD was maintained, the hydrophobic core formed by dodecyl as well as cavity of β-CD provided CCSP with a loading content as high as 39.6 wt%. Importantly, [email protected] exhibited low drug leakage and negligible cytotoxicity in non-reductive physiological environment, while it showed rapid release and high cytotoxicity in reductive tumorous environment via the breakage of disulfide bond. In view of the above-mentioned advantages of [email protected] nanocarriers such as high loading content, proper size, favorable stimulus-response release performance and low leakage, it is believed that CCSP may offer great potential to be used as an intelligent nanocarrier for anticancer drug delivery.

研究领域: 药学 · 生物医学工程 · 肿瘤学
✓ 已验证 DOI PubMed 高影响因子
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Polymer Chemistry · 2016 ·Vol. 7 ·期 47 ·7216-7222 · IF 5.687

Copolymerization of alkyl diazoacetates with α,β-unsaturated aldehydes: synthesis and application

Yan Li,Cheng Chen,Jinlong Wu,Xiangxiang Jia,Yufan Lu,Fangjuan Chen,Lijian Liu

Copolymerization between alkyl diazoacetates and α,β-unsaturated aldehydes, which is a one-pot, one-step and catalyst-free reaction, is presented. The product is a ternary copolymer composed of an alkyl diazoacetate, an α,β-unsaturated aldehyde and an α-carbalkoxy carbene, which is derived from the alkyl diazoacetate by the release of N2. Thus, the reaction is named as the C1N2/C2/C1 copolymerization. Various diazoacetates and α,β-unsaturated aldehydes were utilized to establish the methodology. The products are down-/up-conversion fluorescence molecules that can significantly enhance cell imaging through the synchronized excitation of near-ultraviolet and near-infrared light and may be widely used in other optical fields. The up-conversion fluorescence is the result of a two-photon excitation process.

研究领域: 有机化学 · 材料科学 · 生物医学工程
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ORGANIC & BIOMOLECULAR CHEMISTRY · 2016 ·Vol. 14 ·期 22 ·5136-5140 · IF 3.559

Three-component oxysulfenylation reaction: two simple and convenient approaches to β-alkoxy sulfides

Dingyi Wang,Rongxing Zhang,Wei Ning,Zhaohua Yan,Sen Lin

An unprecedented method for the synthesis of β-alkoxy sulfides via a NaI/HBr-mediated three-component oxysulfenylation reaction of alkenes with arylsulfinic acids and alcohols is reported. Furthermore, I2-promoted oxysulfenylation of alkenes using sodium arylsulfinates instead of arylsulfinic acids to synthesise various β-alkoxy sulfides is also described.

研究领域: 有机化学 · 合成化学
✓ 已验证 DOI PubMed 高影响因子
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MOLECULES · 2021 ·Vol. 26 ·期 4 ·978 · IF 4.412

Removal of Cu(II) Contamination from Aqueous Solution by Ethylenediamine@β-Zeolite Composite

Peng Liu,Hui Ruan,Tiantian Li,Jiaqi Chen,Fuqiu Ma,Duoqiang Pan,Wangsuo Wu

The low cost β-zeolite and ethylenediamine modified β-zeolite (EDA@β-zeolite) were prepared by self-assembly method and used for Cu(II) removal from contaminated aqueous solution. Removal ability of β-zeolite toward Cu(II) was greatly improved after ethylenediamine (EDA) modification, the removal performance was greatly affected by environmental conditions. XPS results illustrated that the amide group played important role in the removal process by forming complexes with Cu(II). The EDA@β-zeolite showed desirable recycling ability. The finding herein suggested that the proposed composite is a promising and suitable candidate for the removal of Cu(II) from contaminated natural wastewater and aquifer.

研究领域: 环境科学 · 材料科学
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