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CANADIAN JOURNAL OF CHEMICAL ENGINEERING · 2017 ·Vol. 96 ·期 6 ·1337-1344 · IF 1.356

Highly-efficient and low-cost synthesis of 5-hydroxymethylfurfural from monosaccharides catalyzed by surface treated biomass

Bin Zou,Xueshan Chen,Cunshan Zhou,Xiaojie Yu,Haile Ma,Jing Zhao,Xinjie Bao

Low-cost bagasse and microcrystalline cellulose were used as the raw materials to prepare solid acid catalysts via incomplete carbonization and sulphonation. The solid acid synthesized from microcrystalline cellulose (C-SO 3 H) exhibited better catalytic performance than that synthesized from bagasse. C-SO 3 H was characterized by various techniques to study the reaction conditions of the catalytic transformation from glucose and fructose to 5-hydroxymethylfurfural (5-HMF). The conversion of glucose was 73.29 ± 0.74 %, and the conversion of fructose reached a maximum of 98.85 ± 0.01 %. The selectivity and yield of 5-HMF reached maxima of 65.04 ± 0.28 % and 64.29 ± 0.27 %, respectively. Using C-SO 3 H as the catalyst, the conversion of glucose followed second-order kinetics at various temperatures, while the conversion of fructose followed first-order kinetics. The activation energies of the glucose and fructose transformations were 73.75 and 51.87 kJ · mol −1 , respectively.

CAS / MDL: 123-76-2
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Nano Research · 2024 · IF 9.5

A gold-based multiplex immunochromatographic sensor for detecting paclitaxel, methotrexate, and 5-fluorouracil in clinical samples

Jiang Xiaoqian,Qu Aihua,Xu Xinxin,Kuang Hua,Liu Liqiang,Xu Chuanlai

Paclitaxel (PTX), methotrexate (MTX), and 5-fluorouracil (5-FU) are commonly-used small molecule anti-tumor drugs for breast cancer. Unfortunately, drug resistance occurs with long-term treatment or excessive use, and the high concentrations of PTX, MTX, and 5-FU in patients may lead to side effects with dose-limiting toxicities, such as myelosuppression, hepatotoxicity, and peripheral neuropathy. Therefore, concentration monitoring of PTX, MTX, and 5-FU in clinical treatment is very important. We prepared highly sensitive and specific monoclonal antibodies using several haptens, and established a multiple paper-based sensor utilizing optical signals of gold nanoparticles, which simultaneously detected PTX, MTX, and 5-FU in human plasma or urine with 10 min. A portable scanner for quantitative detection in plasma and urine samples was used, and the calculated limit of detection (cLOD) values were 0.002 and 0.142 µg/mL for PTX, 0.187 and 0.976 ng/mL for MTX, and 0.057 and 0.128 µg/mL for 5-FU, respectively. In the recovery test, the recovery rates and the coefficient of variation were 85.84%–108.81% and 1.23%–8.80%, respectively, indicating the reliability and accuracy of the multiple gold immunochromatographic strip (GIS). In addition, for the determination of collected clinical plasma samples, the correlation between the test data of the multiple GIS and liquid chromatography–tandem mass spectrometry (LC–MS/MS) was good. Therefore, the developed multiple GIS could be applied to the rapid detection of PTX, MTX, and 5-FU in different clinical samples.

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Molecular Catalysis · 2024 · IF 3.9

Atomically dispersed Rh active sites on MOF-5 via defect engineering for hydroformylation of n-butene

Yifei Chen,Xinnan Zhao,Chen Xin,Xiuqin Dong,Hao Gong

This work explored the role of defective sites on the hydroformylation of n-butene through ligand regulation. The investigation examined the effect of modulator properties on defect sites and rhodium loading, and optimized the H 2 BDC/modulator ratio to improve catalyst activity. Atomically dispersed Rh is anchored to these highly dispersed defect sites, effectively preventing aggregation and thereby enhancing hydrogenation ability. Under optimal conditions, the catalyst achieved a conversion of 96.9 %, with an overall aldehyde selectivity of 90 %. DRIFTS analysis provided compelling evidence that Rh(CO) 2 and HRhCO species were formed on 1Rh/MOF-5-HBC, improving CO insertion capability. This study highlights the significance of MOFs as catalyst supports in enhancing performance through defect engineering. The ability of the modulator to induce defect formation was measured by p K a. Meanwhile, it has been discovered that the length differences between the modulator and the MOF organic ligand can have a significant impact on the stability of defective MOFs.

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CATALYSIS TODAY · 2015 · IF 3.893

Catalytic transformation of carbohydrates into 5-hydroxymethyl furfural over tin phosphate in a water-containing system

Min Zhang,Xinli Tong,Rui Ma,Yongdan Li

The dehydration of carbohydrates to produce 5-hydroxymethylfurfural (HMF) in the presence of tin salt and hydrogen phosphate is examined. The precipitate freshly formed from SnCl 4 and (NH 4 ) 2 HPO 4 shows a good performance in a water-dimethylsulfoxide (DMSO) mixed solvent. The highest HMF yield achieves 71% at 135   °C for 1   h. The tin valence number, the type of phosphate and the molar ratio of Sn/PO 4 affect the yield of HMF. In addition, the reaction time, temperature and water to DMSO ratio also influence the yield. Glucose and sucrose as the reactant are compared, and the reaction pathways are discussed.

CAS / MDL: 67-47-0
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JOURNAL OF CHROMATOGRAPHY A · 2016 · IF 3.926

Polydopamine-supported immobilization of covalent-organic framework-5 in capillary as stationary phase for electrochromatographic separation

Tao Bao,Pingxiu Tang,Deying Kong,Zhenkun Mao,Zilin Chen

Covalent-organic frameworks (COFs) are attractive materials for their fascinating properties, such as rigid structures, exceptional thermal stabilities, low densities, and permanent porosity with specific surface areas, which indicate potential for application in chromatography similar to related metal-organic frameworks (MOFs). However, the utilization of COFs in analytical chemistry is far behind as compared to that of the MOFs due to the challenging work of their immobilization. Here, we have successfully demonstrated the growth of the boron COF-5 on the inner wall of the fused silica capillary by a developed polydopamine-supported method. Combined with the layer-by-layer strategy, multilayer COF-5-coated capillary was obtained. The formation of COF-5 on polydopamine-coated substrate has been confirmed by scanning electron microscopy, Fourier transform infrared spectroscopy, X-ray diffraction. A novel stationary phase of COF-5 was developed on the basis of successful growth of COF-5 on polydopamine for open-tubular capillary electrochromatography (OT-CEC). Baseline separation of neutral, acidic and basic analytes was achieved on multilayer COF-5-coated capillary column. The fabricated capillary columns showed high column efficiency (154,060 plates/m for methylbenzene), excellent stability and repeatability. The precision (relative standard deviation (RSD), n   =   3) of retention time, peak height, and peak area for tested neutral compounds were in the range of 1.2–1.3%, 1.8–4.2%, and 0.9–2.4%, respectively. To the best of our knowledge, it was the first demonstration that COF-5 was developed as a novel stationary phase.

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SEPARATION SCIENCE AND TECHNOLOGY · 2016 · IF 1.083

Hydrophobic charge-induction chromatographic resin with 5-aminobenzimidazol ligand: Effects of ligand density on protein adsorption

Cun-Xiang Wang,Dong-Qiang Lin,Tao Liu,Shan-Jing Yao

Hydrophobic charge-induction chromatography (HCIC) is a highly promising technology for antibody separation. HCIC resins ABI-B-6FF were prepared with 5-aminobenzimidazole (ABI) as the functional ligand. The effects of ligand density on the adsorption of human immunoglobulin G (hIgG) and bovine serum albumin were focused. It was found that the adsorption capacity and dynamic binding capacity (DBC) were improved with the increase of ligand density. The adsorption capacity and DBC of hIgG reached 128.07 mg/g gel and 67.63 mg/g gel. The results indicated that ABI-B-6FF resin has a promising potential for the application of antibody purification.

CAS / MDL: 934-22-5 128-08-5
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JOURNAL OF SEPARATION SCIENCE · 2016 ·Vol. 39 ·期 16 ·3130-3136 · IF 2.741

Poly(glycidyl methacrylate)-grafted hydrophobic charge-induction agarose resins with 5-aminobenzimidazole as a functional ligand

Tao Liu,Dong-Qiang Lin,Cun-Xiang Wang,Shan-Jing Yao

Hydrophobic charge-induction chromatography is a new technology for antibody purification. To improve antibody adsorption capacity of hydrophobic charge-induction resins, new poly(glycidyl methacrylate)-grafted hydrophobic charge-induction resins with 5-aminobenzimidazole as a functional ligand were prepared. Adsorption isotherms, kinetics, and dynamic binding behaviors of the poly(glycidyl methacrylate)-grafted resins prepared were investigated using human immunoglobulin G as a model protein, and the effects of ligand density were discussed. At the moderate ligand density of 330 μmol/g, the saturated adsorption capacity and equilibrium constant reached the maximum of 140 mg/g and 25 mL/mg, respectively, which were both much higher than that of non-grafted resin with same ligand. In addition, effective pore diffusivity and dynamic binding capacity of human immunoglobulin G onto the poly(glycidyl methacrylate)-grafted resins also reached the maximum at the moderate ligand density of 330 μmol/g. Dynamic binding capacity at 10% breakthrough was as high as 76.3 mg/g when the linear velocity was 300 cm/h. The results indicated that the suitable polymer grafting combined with the control of ligand density would be a powerful tool to improve protein adsorption of resins, and new poly(glycidyl methacrylate)-grafted hydrophobic charge-induction resins have a promising potential for antibody purification applications.

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JOURNAL OF APPLIED POLYMER SCIENCE · 2017 ·Vol. 134 ·期 43 ·45468 · IF 1.86

Recognition of 5-fluorouracil by thermosensitive magnetic surface molecularly imprinted microspheres designed using a computational approach

Li Zhang,Lin Chen,Huan Zhang,Yongzhen Yang,Xuguang Liu

Thermosensitive magnetic surface molecularly imprinted polymer microspheres based on thermosensitive monomer n -isopropylacrylamide (NIPAM) are applied for the recognition of 5-fluorouracil (5-FU). A computational analysis is used to predict the interaction sites between 5-FU and NIPAM, the stoichiometry of the synthesis procedure, and the affinity of imprinted cavities toward 5-FU. Due to hydrogen bond interactions, a stable complex configuration of 5-FU and NIPAM shows a binding energy of −46.50 kJ/mol confirming the suitability of imprinting 5-FU into thermosensitive polymer network. After optimization, the appropriate stoichiometry of 5-FU to NIPAM is set to 1:4 during the preparation process. The simulated imprinted cavities show affinity toward 5-FU, with a binding energy of −112.24 kJ/mol. A preliminary experimental evaluation for the drug recognition of thermosensitive magnetic surface molecularly imprinted polymer microspheres is made, obtaining an adsorption capacity of 21.72 mg/g at 25 °C. Pseudo-second-order kinetics well describes the adsorption process. © 2017 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 2017 , 134 , 45468.

CAS / MDL: 2210-25-5
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TALANTA · 2016 · IF 4.035

Facile synthesis of 5 nm NaYF4:Yb/Er nanoparticles for targeted upconversion imaging of cancer cells

Yueli Hu,Boyue Wu,Qing Jin,Xueyuan Wang,Yan Li,Yuxiu Sun,Jianzhong Huo,Xiaojun Zhao

5   nm intense green emission NaYF 4 :Yb/Er upconversion nanoparticles (UCNPs) with pure β phase was synthesized with a simple “green” strategy for the first time. Traditional organic solvothermal method is often applied to prepare the high-quality and uniform UCNPs, but the preparation of lanthanide-oleate complexes is laborious as heating and multistep post-treatment for purification are often required. The water-alcohols solvothermal method is environmentally friendly, but the fabricated UCNPs have big size, poor biocompatibility and high cytotoxicity, which limited their application for cell imaging. Herein, NaYF 4 :Yb/Er UCNPs were prepared with rare-earth nitrates RE(NO 3 ) 3 (RE=Y 0.80 Yb 0.18 Er 0.02 ) as precursors and diethylene glycol (DEG)/ethylene glycol (EG)/water as the solvent. A facile green solvothermal method with the temperature being controlled at 300   °C was developed. The as-prepared NaYF 4 :Yb/Er UCNPs were characterized and were found to have enhanced UC emission and controllable particle size. The as-prepared UCNPs were further functionalized via folic acid coating for the targeted imaging and improved bio- compatibility. It was made the UCNPs potential for upconversion bioimaging of living cells by the strong upconversion luminescence, the excellent biocompatibility, and the super-small size. The good colloidal stability and low cell cytotoxicity of the as-prepared UCNPs and the developed synthesis protocol might advance both the fields of UCNPs and biomolecule-based nanotechnology for future studies.

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ACS Sustainable Chemistry & Engineering · 2016 · IF 5.267

Biocatalytic Upgrading of 5-Hydroxymethylfurfural (HMF) with Levulinic Acid to HMF Levulinate in Biomass-Derived Solvents

Ye-Zhi Qin,Min-Hua Zong,Wen-Yong Lou,Ning Li

Valorization of biomass-based platform chemicals into high value-added products has attracted increasing attention recently. In this work, upgrading of 5-hydroxymethylfurfual (HMF) and levulinic acid, two important biomass-based platform chemicals, to HMF levulinate via a green and efficient enzymatic approach was reported. Novozym 435 was found to be the best biocatalyst for the enzymatic esterification. The enzymatic esterification progressed smoothly in t-butanol, 2-methyl-2-butanol, and cyclopentyl methyl ether as well as in the ecofriendly biomass-derived 2-methyltetrahydrofuran (2-MeTHF), while no enzymatic reaction occurred in deep eutectic solvents. When HMF concentration was up to 500 mM, a good conversion of 72% was achieved in 2-MeTHF. The reaction temperature exerted a significant effect on the enzymatic esterification. When the reaction temperature is below 40 °C, high HMF conversions (>85%) were obtained. Besides, significant inactivation of the enzyme was observed at more than 50 °C, resulting in poor conversions.

CAS / MDL: 5614-37-9
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Catalysts · 2016 ·Vol. 6 ·期 2 ·19 · IF 2.964

High Selectively Catalytic Conversion of Lignin-Based Phenols into para-/m-Xylene over Pt/HZSM-5

Guozhu Liu,Yunxia Zhao,Jinhua Guo

High selectively catalytic conversion of lignin-based phenols (m-cresol,p-cresol, and guaiacol) intopara-/m-xylene was performed over Pt/HZSM-5 through hydrodeoxygenation andin situmethylation with methanol. It is found that thep-/m-xylene selectivity is uniformly higher than 21%, and even increase up to 33.5% form-cresol (with phenols/methanol molar ratio of 1/8). The improvedp-/m-xylene selectivity in presence of methanol is attributed to the combined reaction pathways: methylation ofm-cresol into xylenols followed by HDO intop-/m-xylene, and HDO ofm-cresol into toluene followed by methylation intop-/m-xylene. Comparison of the product distribution over a series of catalysts indicates that both metals and supporters have distinct effect on thep-/m-xylene selectivity.Keywords:m-cresol;hydrodeoxygenation;methanol;p-/m-xylene;methylation

CAS / MDL: 108-39-4 106-44-5
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Journal of Energy Chemistry · 2016 · IF 2.322

Efficient catalytic conversion of carbohydrates into 5-ethoxymethylfurfural over MIL-101-based sulfated porous coordination polymers

Xiaofang Liu,Hu Li,Hu Pan,Heng Zhang,Shan Huang,Kaili Yang,Wei Xue,Song Yang

In this work, a series of MIL-101-SO 3 H( x ) polymeric materials were prepared and further used for the first time as efficient heterogeneous catalysts for the conversion of fructose-based carbohydrates into 5-ethoxymethylfurfural (EMF) in a renewable mixed solvent system consisting of ethanol and tetrahydrofuran (THF). The influence of –SO 3 H content on the acidity as well as on the catalytic activity of the porous coordination polymers in EMF production was also studied. High EMF yields of 67.7% and 54.2% could be successively obtained from fructose and inulin in the presence of MIL-101-SO 3 H (100) at 130   °C for 15   h. The catalyst could be reused for five times without significant loss of its activity and the recovery process was facile and simple. This work provides a new platform by application of porous coordination polymers (PCPs) for the production of the potential liquid fuel molecule EMF from biomass in a sustainable solvent system.

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