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Beta-cyclodextrin adsorbents to remove water pollutants—a commentary

《化学科学与工程前沿（英文）》 2022年 第16卷 第9期   页码 1407-1423 doi: 10.1007/s11705-022-2146-2

摘要： Beta-cyclodextrin-based adsorbent is a promising adsorbent because it has unique characteristics and able to form host-guest complexes with various organic compounds. Adsorption using beta-cyclodextrin-based adsorbent has continuously improved by various preparation strategies and crosslinking agents. This commentary aims to highlight the preparation strategies, properties, and adsorption mechanisms of beta-cyclodextrin-based adsorbents. The adsorbents can be generally classified according to the preparation methods and display high adsorption capacity especially for dyes. Particularly, composite/nanocomposite beta-cyclodextrin-based adsorbents exhibit outstanding adsorption capacity even though the surface area is lower than that of porous and magnetic beta-cyclodextrin-based adsorbents. The beta-cyclodextrin/chitosan functionalized graphene oxide hydrogel with specific surface of 17.6 m2·g–1 yields an extraordinarily maximum adsorption capacity of 1499 mg·g–1 methylene blue, while beta-cyclodextrin/chitosan modified with iron(II, III) oxide nanoparticles displays a much greater maximum adsorption capacity at 2780 mg·g–1. The hydrophobic interaction, functional groups, hydrogen bonding, and electrostatic interaction govern the adsorption to a greater capacity. Although this commentary is not exhaustive, the preparation strategies and illustrated mechanisms provide useful insights into the adsorbent–adsorbate interactions, cost-effective analysis, challenges, and future directions of beta-cyclodextrin-based adsorbents in wastewater treatment.

关键词： beta-cyclodextrin adsorbent     adsorption     inclusion complex     mechanism     water pollutant     wastewater treatment    

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Impact of solids on biphasic biodegradation of phenanthrene in the presence of hydroxypropyl- β -cyclodextrin

Zhenyi ZHANG, Chihiro INOUE, Guanghe LI,

《环境科学与工程前沿（英文）》 2010年 第4卷 第3期   页码 329-333 doi: 10.1007/s11783-010-0232-z

摘要： The consequence of polycyclic aromatic hydrocarbons (PAHs) in the environment is of great concern. The hydrophobic properties of PAHs significantly impact phase distribution causing limited bioavailability. Enhanced biodegradation has been extensively carried out by surfactants and the redeployment effect was recognized. However, the quantitative relationship concerning the impact of solids was rarely reported. A batch of biphasic tests were carried out by introducing PYR-1 and hydroxypropyl--cyclodextrin (HPCD) into a mixture of phenanthrene solution and various glass beads (GB37-63, GB105-125, and GB350-500). The comparative results demonstrated that HPCD had little effect on microbial growth and was not degradable by bacterium. A model was proposed to describe the biodegradation process. The regression results indicated that the partition coefficient (1.234, 0.726 and 0.448 L·g) and the degradation rate (0 mmol·L: 0.055, 0.094, and 0.112; 20 mmol·L: 0.126, 0.141, and 0.156; 40 mmol·L: 0.141, 0.156 and 0.184 d) were positively and negatively correlated with the calculated total surface area (TSA) of solids, respectively. Degradation enhanced in the presence of HPCD, and the enhancing factor was calculated (20 mmol·L: 15.16, 40.01, and 145.5; 40 mmol·L: 13.29, 37.97, and 138.4), indicating that the impact of solids was significant for the enhancement of biodegradation.

关键词： biphasic biodegradation     hydroxypropyl-β     -cyclodextrin (HPCD)     polycyclic aromatic hydrocarbons (PAHs)    

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β-Cyclodextrin promoted oxidation of primary amines to nitriles in water

Dongpo SHI, Hongbing JI, Zhong LI

《化学科学与工程前沿（英文）》 2009年 第3卷 第2期   页码 196-200 doi: 10.1007/s11705-009-0051-6

摘要： A facile, efficient and substrate-selective oxidation of the primary amines with NaClO as oxidant catalyzed by cyclodextrin ( CD) has been developed in water for the first time, and the behavior of cyclodextrin that catalyzed the primary amines to nitriles in water was investigated. It was found that the primary amines which could form host-guest complexes with cyclodextrin were oxidized to nitriles with excellent yields at ambient temperature. The results show that cyclodextrin worked not only as a solubilizing agent but also as a catalyst in these reactions.

关键词： substrate-selective     amines oxidation     β-cyclodextrin    

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-Cyclodextrin functionalized graphene oxide: an efficient and recyclable adsorbent for the removal of

Shanshan WANG, Yang LI, Xiaobin FAN, Fengbao ZHANG, Guoliang ZHANG

《化学科学与工程前沿（英文）》 2015年 第9卷 第1期   页码 77-83 doi: 10.1007/s11705-014-1450-x

摘要： A novel method for the preparation of -cyclodextrin grafted graphene oxide (GO- -CD) has been developed. The GO- -CD was characterized by Fourier transform infrared spectroscopy, C NMR spectroscopy, Raman spectroscopy and thermogravimetric analysis. The ability of GO- -CD to remove fuchsin acid from solution was also studied. The GO- -CD had an excellent adsorption capacity for fuchsin acid and could be recycled and reused. The adsorption capacities of GO- -CD for other dye pollutants such as methyl orange and methylene blue were also investigated. The absorption capacities for the three dyes are in the order: fuchsin acid>methylene blue>methyl orange.

关键词： graphene oxide     β-cyclodextrin     adsorption capacity     recycle    

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Structural effect of fluorophore on phenylboronic acid fluorophore/cyclodextrin complex for selective

Takeshi Hashimoto, Mio Kumai, Mariko Maeda, Koji Miyoshi, Yuji Tsuchido, Shoji Fujiwara, Takashi Hayashita

《化学科学与工程前沿（英文）》 2020年 第14卷 第1期   页码 53-60 doi: 10.1007/s11705-019-1851-y

摘要： Based on the design of the fluorescent site of a fluorescent probe, we have created a unique system that changes its twisting response to sugar. Two probes were synthesized, in which phenylboronic acid and two kinds of aromatic fluorescent site (pyrene or anthracene) were conjugated by an amide bond. In the fluorescence measurement of pyrene-type probe , dimer fluorescence was observed at high pH. In induced circular dichroism (ICD) experiments, a response was observed only in the presence of glucose and -cyclodextrin, and no response was seen with fructose. On the other hand, in the fluorescence measurement of anthracene-type probe , dimer fluorescence was observed in the presence of both glucose and galactose, and the fluorescence was different from the case of fructose. When the ICD spectra of these inclusion complexes were measured, an inversion of the Cotton effect, which indicates a change in the twisted structure, was observed in galactose and glucose. These differences in response to monosaccharides may originate in the interaction between the fluorescent site and the cyclodextrin cavity.

关键词： sugar recognition     phenylboronic acid     cyclodextrin     fluorescence response     induced circular dichroism    

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Morphology selective construction of

Maher Darwish, Ali Mohammadi, Navid Assi, Samer Abuzerr, Youssef Alahmad

《化学科学与工程前沿（英文）》 2020年 第14卷 第4期   页码 561-578 doi: 10.1007/s11705-019-1808-1

摘要： Controlled growth of Bi WO nanorods with exposed [0 0 1] facets and the fabrication of an Fe O -Bi WO magnetic composite by a microwave-assisted polyol process, were achieved in this study. The adsorptivity and photocatalytic performance of the composite toward sunset yellow dye degradation were greatly enhanced by the -cyclodextrin cavities on its surface, firmly anchored through a cetyltrimethylammonium bromide linkage. A series of examinations and characterizations were carried out to determine the influence of various factors on the morphological modulation-photocatalytic behavior of the pure Bi WO prior to final functionalization. Changing the pH of the precursor solution impacted the formation of 0D, 2D, and 3D structures; however, the presence of hexamethylenetetramine surfactant induced the development of 1D nanorod structure. A reasonable crystal growth mechanism was proposed to elucidate the formation process. Conversely, the mechanism of the activity enhancement of -cyclodextrin functionalized Fe O -Bi WO , compared to that of the non-functionalized samples, could be realized with the assistance of chemical trapping experiments on sunset yellow, and was confirmed on the colorless antibiotic (sulfamethoxazole). The high performance and durability of this composite can be attributed to the facet-dependent activity, large adsorption capacity due to inclusion interactions, enhanced visible light absorption, and efficient charge separation.

关键词： β-cyclodextrin     Bi2WO6     shape controlled     nanorod     sunset yellow    

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Selective removal of phenol by spherical particles of

Qingchuan CHEN, Yicun WEN, Yu CANG, Li LI, Xuhong GUO, Rui ZHANG

《化学科学与工程前沿（英文）》 2013年 第7卷 第2期   页码 162-169 doi: 10.1007/s11705-013-1318-5

摘要： Spherical particles of -, - and -cyclodextrin (CD) polymers to efficiently remove phenol from waste water were prepared by reverse suspension polymerization with epichlorohydrin as crosslinker in liquid paraffin. By controlling the amounts of crosslinker and water, well-defined spherical polymer particles with controllable size were obtained. Due to the selective inclusion associations between CD groups and phenol, these CD spherical polymer particles were demonstrated to be ideal candidates for removal of phenol. Among them -CD polymer particles showed the best performance. The kinetics and isothermal equilibrium models were used to fit the experimental data of phenol removal from aqueous solution using these CD polymer particles. It was found that the kinetics followed the Ho and Mckay equation, suggesting that the adsorption process of phenol was controlled by diffusion and the host-guest interaction between CD and phenol. Equilibrium isothermal data can be well fitted by the Freundlich equation. The negative free energy change indicated the spontaneous nature of adsorption of phenol by -, - and -CD spherical polymer particles, while the lowest free energy for -CD polymer reflected its best adsorption ability, compared to - and -CD polymer particles.

关键词： cyclodextrin polymer particles     phenol     kinetic models     adsorption isotherm equilibrium models    

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Preparation and characterization of a novel microorganism embedding material for simultaneous nitrification and denitrification

Ming Zeng, Ping Li, Nan Wu, Xiaofang Li, Chang Wang

《环境科学与工程前沿（英文）》 2017年 第11卷 第6期 doi: 10.1007/s11783-017-0961-3

摘要： A novel microorganism embedding material was prepared to enhance the biological nitrogen removal through simultaneous nitrification and denitrification. Polyvinyl alcohol (PVA), sodium alginate (SA) and cyclodextrin (CD) were used to compose gel bead with embedded activated sludge. The effects of temperature, CD addition and concentrations of PVA and SA on nitrogen removal were evaluated. Results show that the gel bead with CD addition at 30°C contributed to the highest nitrogen removal efficiency and nitrogen removal rate of 85.4% and 2.08 mg·(L·h)?1, respectively. Meanwhile, negligible NO3? and NO2? were observed, proving the occurrence of simultaneous nitrification and denitrification. The High-Throughput Sequencing confirms that the microbial community mainly contained Comamonadaceae in the proportion of 61.3%. Overall, CD increased gel bead’s porosity and resulted in the high specific endogenous respiration rate and high nitrogen removal efficiency, which is a favorable additional agent to the traditional embedding material.

关键词： Immobilization technology     Nitrogen removal     Cyclodextrin     Microbial community     Wastewater treatment    

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Surface molecularly imprinted polymers for solid-phase extraction of (--)-epigallocatechin gallate from toothpaste

Yunling Gao,Ying Hu,Kejian Yao

《化学科学与工程前沿（英文）》 2015年 第9卷 第4期   页码 467-478 doi: 10.1007/s11705-015-1526-2

摘要： Surface molecularly imprinted polymers (SMIPs) have been synthesized to selectively determine (−)-epigallocatechin gallate in aqueous media. SMIPs were prepared using a surface grafting copolymerization method on a functionalized silica gel modified with -cyclodextrin and vinyl groups. The morphology and composition of the SMIPs were investigated by scanning electron microscopy, Fourier transform-infrared spectroscopy and thermogravimetric analysis. In addition, the molecular binding capacity, recognition properties and selectivity of the SMIPs were evaluated. The imprinted polymers were found to have a highly specific recognition and binding capacity for (−)-epigallocatechin gallate in aqueous media which is the result of the hydrophobic properties of the -cyclodextrin and the hydrogen-bonding interactions of methacrylic acid. The SMIPs were successfully employed as solid-phase extraction adsorbents prior to the HPLC determination of (−)-epigallocatechin gallate in toothpaste. The HPLC analysis had a linear dynamic range of 0.5–50.0 µg?mL with a correlation coefficient of 0.9998 and the recoveries ranged from 89.4% to 97.0% with relative standard deviations less than 4.8%. The limit of detection and limit of quantification were 0.17 and 0.33 µg?mL , respectively. The method provides a promising approach for the preparation of selective materials for the purification and determination of complex samples.

关键词： β-cyclodextrin     (−)-epigallocatechin gallate     surface molecular imprinting     solid-phase extraction    

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Insight into the role of cholesterol in modulation of morphology and mechanical properties of CHO-K1 cells: An in situ AFM study

Lei Zhang, Lisha Zhao, Ping-Kai Ouyang, Pu Chen

《化学科学与工程前沿（英文）》 2019年 第13卷 第1期   页码 98-107 doi: 10.1007/s11705-018-1775-y

摘要：

Cholesterol plays a significant role in the organization of lipids and modulation of membrane dynamics in mammalian cells. However, the effect of cholesterol depletion on the eukaryotic cell membranes seems controversial. In this study, the effects of cholesterol on the topography and mechanical behaviors of CHO-K1 cells with manipulated membrane cholesterol contents were investigated by atomic force microscopy (AFM) technique. Here, we found that the depletion of cholesterol in cell membranes could increase the membrane stiffness, reduce the cell height as well as promote cell retraction and detachment from the surface, whereas the cholesterol restoration could reverse the effect of cholesterol depletion on the membrane stiffness. Increased methyl-β-cyclodextrin levels and incubation time could significantly increase Young’s modulus and degree of stiffing on cell membrane and cytoskeleton. This research demonstratede importance of cholesterol in regulating the dynamics of cytoskeleton-mediated processes. AFM technique offers excellent advantages in the dynamic monitoring of the change in membranes mechanical properties and behaviors during the imaging process. This promising technology can be utilized in studying the membrane properties and elucidating the underlying mechanism of distinct cells in the near-native environment.

关键词： cholesterol     methyl-β-cyclodextrin     atomic force microscopy     Young’s modulus     CHO-K1 cell    

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标题 作者 时间 类型 操作

Beta-cyclodextrin adsorbents to remove water pollutants—a commentary

期刊论文

Impact of solids on biphasic biodegradation of phenanthrene in the presence of hydroxypropyl- β -cyclodextrin

Zhenyi ZHANG, Chihiro INOUE, Guanghe LI,

期刊论文

β-Cyclodextrin promoted oxidation of primary amines to nitriles in water

Dongpo SHI, Hongbing JI, Zhong LI

期刊论文

-Cyclodextrin functionalized graphene oxide: an efficient and recyclable adsorbent for the removal of

Shanshan WANG, Yang LI, Xiaobin FAN, Fengbao ZHANG, Guoliang ZHANG

期刊论文

Structural effect of fluorophore on phenylboronic acid fluorophore/cyclodextrin complex for selective

Takeshi Hashimoto, Mio Kumai, Mariko Maeda, Koji Miyoshi, Yuji Tsuchido, Shoji Fujiwara, Takashi Hayashita

期刊论文

Morphology selective construction of

Maher Darwish, Ali Mohammadi, Navid Assi, Samer Abuzerr, Youssef Alahmad

期刊论文

Selective removal of phenol by spherical particles of

Qingchuan CHEN, Yicun WEN, Yu CANG, Li LI, Xuhong GUO, Rui ZHANG

期刊论文

Preparation and characterization of a novel microorganism embedding material for simultaneous nitrification and denitrification

Ming Zeng, Ping Li, Nan Wu, Xiaofang Li, Chang Wang

期刊论文

Surface molecularly imprinted polymers for solid-phase extraction of (--)-epigallocatechin gallate from toothpaste

Yunling Gao,Ying Hu,Kejian Yao

期刊论文

Insight into the role of cholesterol in modulation of morphology and mechanical properties of CHO-K1 cells: An in situ AFM study

Lei Zhang, Lisha Zhao, Ping-Kai Ouyang, Pu Chen

期刊论文