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MOLECULES · 2019 ·Vol. 24 ·期 23 ·4275 · IF 3.06

Synthesis of Nano-Praseodymium Oxide for Cataluminescence Sensing of Acetophenone in Exhaled Breath

Qian-Chun Zhang,Wu-Li Yan,Li Jiang,Yu-Guo Zheng,Jing-Xin Wang,Run-Kun Zhang

In this work, we successfully developed a novel and sensitive gas sensor for the determination of trace acetophenone based on its cataluminescence (CTL) emission on the surface of nano-praseodymium oxide (nano-Pr6O11). The effects of working conditions such as temperature, flow rate, and detecting wavelength on the CTL sensing were investigated in detail. Under the optimized conditions, the sensor exhibited linear response to the acetophenone in the range of 15–280 mg/m3(2.8–52 ppm), with a correlation coefficient (R2) of 0.9968 and a limit of detection (S/N = 3) of 4 mg/m3(0.7 ppm). The selectivity of the sensor was also investigated, no or weak response to other compounds, such as alcohols (methanol, ethanol,n-propanol,iso-propanol,n-butanol), aldehyde (formaldehyde and acetaldehyde), benzenes (toluene,o-xylene,m-xylene,p-xylene),n-pentane, ethyl acetate, ammonia, carbon monoxide, carbon dioxide. Finally, the present sensor was applied to the determination of acetophenone in human exhaled breath samples. The results showed that the sensor has promising application in clinical breath analysis.Keywords:cataluminescence;sensor;acetophenone;Pr6O11

研究领域: 分析化学 · 医学检测
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Molecular Catalysis · 2020 · IF 3.687

Highly efficient transformation of ethylbenzene into acetophenone catalyzed by NHPI/Co(II) using molecular oxygen in hexafluoropropan-2-ol

Sihao Xu,Guojun Shi,Ya Feng,Chong Chen,Lijun Ji

Acetophenone is an important industrial intermediate and generally produced by the Friedel-Crafts acylation reaction, suffering from a low reactivity and serious equipment corrosion. Direct oxidation of ethylbenzene to acetophenone by molecular oxygen will be benign and cost-effective. The catalytic performance of NHPI/Co(II) herein was investigated by selective oxidation of ethylbenzene to acetophenone in different solvents at room temperature. The solvent hexafluoropropan-2-ol (HFIP) was found to markedly enhance the transformation efficiency from ethylbenzene to acetophenone in comparison with acetic acid, pyridine and ethanol, and the ethylbenzene conversion and the selectivity to acetophenone was high up to 87.9 % and 61.2 %, respectively. A higher concentration of phthalimide -N- oxyl (PINO) radicals was observed by an in situ electron paramagnetic resonance spectrometer (EPR) in HFIP with respect to other solvents, suggesting that HFIP may facilitate the generation of the N-oxyl radical and thus promote the selective oxidation of ethylbenzene to acetophenone. Furthermore, the benzylic carbon radical (PhCHCH 3 ) from ethylbenzene was trapped by tetramethylpiperidine N-oxyl radical (TEMPO) and observed by a high resolution mass spectrometer. The findings of both PINO and PhCHCH 3 under reaction conditions indicated that the selective oxidation of ethylbenzene to acetophenone catalyzed by NHPI/Co(II) should proceed via a radical mode. The selective oxidation of ethylbenzene to acetophenone using molecular oxygen by NHPI/Co(II) in HFIP exhibited an important industrial application prospect.

研究领域: 化学工程 · 有机化学
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LETTERS IN APPLIED MICROBIOLOGY · 2023 ·Vol. 76 ·期 8 · IF 2.4

Mining of a novel reductase and its application for asymmetric reduction of p-methoxyacetophenone

Wang Nengqiang,Li Xiaojun

(R)-1-(4-methoxyphenyl) ethanol [(R)-1b] is an essential precursor for the synthesis of aryl propanoic acids’ anti-inflammatatory drugs. Biocatalysts for (R)-1b preparation are limited and reductase has problems of low substrate concentration and low conversion rate. As a result, there is a constant need for discovering novel biocatalysts with excellent catalytic performances. In this study, a novel reductase LpSDR from Lacisediminihabitans profunda for the biocatalytic reduction of p-methoxyacetophenone (1a) to (R)-1b was obtained based on gene-mining technology, and some key reaction parameters were also investigated to improve the conversion rate of 1a using whole cells of recombinant Escherichia coli expressing reductase LpSDR as biocatalysts. It was found that the optimal concentration of isopropanol, ZnSO4·7H2O solution, 1a, and recombinant E. coli resting cells, the optimal reaction temperature, buffer pH, and reaction time were 1.95 mol l−1, 0.75 mmol l−1, 75 mmol l−1, 250 g (wet weight) l−1, 28°C, 7.0, and 21 h, respectively. Under the above conditions, a conversion rate of 99.5% and an enantiomeric excess of 99.6% were obtained, which were superior to the corresponding values previously reported. This study provides a novel reductase LpSDR, which is helpful in reducing 1a to (R)-1b.

研究领域: 生物化学 · 药物合成 · 酶工程
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FOOD CHEMISTRY · 2018 · IF 4.946

Study of the biochemical formation pathway of aroma compound 1-phenylethanol in tea (Camellia sinensis (L.) O. Kuntze) flowers and other plants

Ying Zhou,Qiyuan Peng,Lanting Zeng,Jinchi Tang,Jianlong Li,Fang Dong,Ziyin Yang

After tea leaves, tea ( Camellia sinensis ) flowers are becoming a second tea plant resource because they contain not only functional metabolites similar to those found in tea leaves, but also predominant amounts of functional metabolites that only occur in tea leaves in small amounts. 1-Phenylethanol (1PE) is a predominant aroma compound found in tea flowers. A 1PE synthase in tea flowers was isolated, functionally characterized, and shown to have the highest catalytic efficiency for the conversion of acetophenone (AP). To determine why 1PE accumulates more in tea flowers than other plants, we compared their 1PE contents and used a stable isotope labeling method to elucidate the 1PE biosynthetic route. Supplementation with [ 2 H 8 ] l -phenylalanine and [ 2 H 5 ]AP suggested that most plants containing the enzyme/gene catalyzed the conversion of AP to 1PE. Furthermore, the availability of AP derived from l -phenylalanine was responsible for the difference in 1PE accumulation between tea flowers and other plants.

CAS / MDL: 75-09-2
研究领域: 植物学 · 生物化学 · 植物代谢
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Energy Technology · 2017 ·Vol. 6 ·期 1 ·153-160 · IF 2.789

Preparation and Properties of Stearic Acid–Acetanilide Eutectic Mixture/Expanded Graphite Composite Phase-Change Material for Thermal Energy Storage

Guixiang Ma,Zhao Wang,Shaolei Xie,Jinhe Sun,Yongzhong Jia,Yan Jing,Guangwei Du

In this study, a series of binary mixtures of stearic acid (SA) and acetanilide (AA) at various mass fractions was prepared. A binary mixture of SA and AA with a ratio of 81.0:19.0 mol % is a eutectic mixture with a melting temperature of (342.45±0.25) K and a melting latent heat of (220.04±10.02) J g −1 . To improve the thermal properties of the SA–AA eutectic mixture to obtain a composite phase-change material (CPCM) with a high thermal conductivity, large heat storage capacity, and good thermal stability and reliability for heat energy storage, expanded graphite (EG) at different mass fractions was added into the SA–AA eutectic mixture. The resulting material exhibited a remarkable energy storage capacity with a latent heat of 176.14 J g −1 . The thermal conductivity of the CPCM was enhanced by 14.5 times compared to that of the SA–AA eutectic mixture. The thermophysical properties of the SA–AA/EG CPCM after 100 accelerated thermal cycles were slightly decreased, which did not influence the heat storage. Thus, the prepared SA–AA/EG CPCM is a promising material for latent heat storage systems.

研究领域: 材料科学 · 能源工程
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CRYSTAL GROWTH & DESIGN · 2020 · IF 4.089

Influences and the Mechanism of Additives on Intensifying Nucleation and Growth of p-Methylacetanilide

Hao Wu,Jingkang Wang,Qi Liu,Shuyi Zong,Beiqian Tian,Xin Huang,Ting Wang,Qiuxiang Yin,Hongxun Hao

Effectively manipulating crystal nucleation and growth is an essential issue for controlling the crystal morphology. In this work, the effect of additives on promoting crystal nucleation and growth was investigated from both thermodynamic and kinetic perspectives by using p-methylacetanilide as the model compound. Two additives with amide-terminal and halogen-terminal were selected, and it was found that they can promote the nucleation and crystal growth of p-methylacetanilide. It was found that the existence of 4-bromoacetanilide or 4-chloroacetanilide could decrease the solubility and the interfacial energy of p-methylacetanilide in ethanol, thus leading to an easier nucleation process. Furthermore, by measuring the growth rates of the (1 1 0) and (0 1̅ 1) faces of p-methylacetanilide in the absence and presence of additives, it was found that the raised supersaturation was not the only factor for crystal growth intensification. Molecular simulations revealed that the promotion effect was because the amide-terminal of additives bring the halogen-terminal to the proximity of the p-methylacetanilide surface and disrupt the absorbed ethanol layer, thus eliminating the negative influence of solvent on the surface diffusion of p-methylacetanilide.

研究领域: 化学工程 · 材料科学
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SEPARATION AND PURIFICATION TECHNOLOGY · 2022 · IF 9.136

From normal crosslinking to core–shell structure: Improved performance of β-cyclodextrin based adsorbent toward efficient separation of acetophenone and 1-phenylethanol

Dongli Li,Zhaoqiang Zhang,Liqin Zhou,Youquan Zhang,Zhenxia Zhao,Fang Shen,Xingzhen Qin,Kungang Chai,Hongbing Ji

To efficiently separate acetophenone (AP) and 1-phenyethanol (PE) from petrochemical by-product, we herein report a novel feasible strategy to fabricate β-cyclodextrin (β-CD) based core–shell microsphere, which retains the cage-type crystal structure of β-CD and superior affinity to AP over PE. Using triphenylmethane-4,4′,4′'-triisocyanate (TTI) as monomer, the polymeric TTI shell can grow in-situ on the surface of β-CD particles, giving the core–shell structured CD@PTTI. The unique β-CD core and polymeric TTI shell structure was verified by a series of characterization methods. CD@PTTI-3 exhibits both high AP uptake (ca. 2.07 mmol·g −1 ) and AP/PE selectivity (ca. 7.2), outperforming the conventional TTI cross-linked amorphous β-CD polymer (TTI-CDP). The adsorption behavior of CD@PTTI-3 on AP and PE single-component solutions was investigated by batch adsorption experiments. Based on the experimental and theoretical results, a mechanism of competitive adsorption of AP and PE on CD@PTTI-3 involving host–guest inclusion, hydrogen bonding and π-π stacking is proposed. Furthermore, intense competition between AP and PE on CD@PTTI-3 was observed in column breakthrough experiments, and CD@PTTI-3 could purify AP from 77.16% to 93.6% by a single adsorption–desorption process.

研究领域: 材料科学 · 化学工程
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JOURNAL OF CHEMICAL AND ENGINEERING DATA · 2025 · IF 2.1

Isobaric Vapor–Liquid Equilibrium of Binary Mixtures of Acetophenone and 1-Phenylethanol at 3.00, 5.00, 10.00, and 15.00 kPa

Fengzhi Li,Wangfeng Cai,Yang Xiao,Yujie Yao,Yan Wang

Vapor–liquid equilibrium (VLE) data for the acetophenone (AP) and 1-phenylethanol (1-PE) binary system were measured at 3.00, 5.00, 10.00, and 15.00 kPa by using a modified Rose–Williams distiller. The thermodynamic consistency of the experimental data was verified through the Fredenslund test and Van Ness test. The data were correlated using the NRTL, UNIQUAC, and Wilson models, with root-mean-square deviations (RMSDs) for vapor composition (y1) and equilibrium temperature (T) calculated. The findings suggest that the NRTL, Wilson, and UNIQUAC models are appropriate for use in this system.

CAS / MDL: 71-43-2
研究领域: 化学工程 · 热力学
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Molecular Catalysis · 2025 · IF 4.9

Semi-rational design of the nitroreductase EcNTR for the reduction of m-nitroacetophenone

Nana wang,Jiayu Teng,Yanmei Dai,Zijuan Tao,Changshun Huang,Liangli Luo,Zhimin Ou

To enhance the catalytic efficacy of nitroreductase and optimize the utilization of m-nitroacetophenone substrate, a novel nitroreductase, EcNTR, was isolated from Enterobacter cloacae ZJUT16 (CGMCC NO:28,310). The gene encoding EcNTR was successfully cloned and heterologously expressed. Through alanine scanning and site-saturation mutagenesis, two mutants, EcNTR-G20N/I54N and EcNTR-G20N/Y154D, were identified, exhibiting 5.01-fold and 4.69-fold higher specific activities, respectively, compared to wild-type EcNTR. At a substrate concentration of 80 mM, these mutants achieved a conversion rate of 98.52 %. Further optimization of the whole-cell catalytic conditions for mutant EcNTR-G20N/Y154D—specifically, a reaction time of 12 h, temperature of 30 °C, cell concentration of 100 g /L, use of DMSO as co-solvent, and 80 mM substrate—resulted in a yield of 99.2 %. These findings indicate that conformational changes in the active site region improved enzyme-substrate binding efficacy, thereby enhancing enzyme activity and catalytic ability. This study lays a foundation for the further development of nitroreductases for the efficient degradation of nitro-containing compounds.

研究领域: 生物化学 · 酶工程 · 合成生物学
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ELECTROANALYSIS · 2016 ·Vol. 28 ·期 7 ·1489-1494 · IF 2.471

An Electrochemical Sensing Strategy for Amantadine Detection Based on Competitive Host-guest Interaction of Methylene Blue/β-cyclodextrin/Poly(N-acetylaniline) Modified Electrode

Xia Hao,Na Li,Zhen Xu,Nian Bing Li,Hong Qun Luo

A novel electrochemical strategy for the detection of amantadine (AMD) has been developed based on the competitive host-guest interaction of AMD and methylene blue (MB) with β-cyclodextrin (β-CD). Due to the host-guest interaction, MB molecules can enter into the hydrophobic inner cavity of β-CD, and the MB/β-CD/poly(N-acetylaniline)/glassy carbon electrode displays a remarkable reduction peak due to MB. In the presence of AMD, competitive association to β-CD occurs and the MB molecules are displaced by AMD, resulting in a decrease of reduction peak current of MB. The difference value of the cathodic peak current showed a linear relationship with the AMD concentration.

CAS / MDL: 103-84-4 768-94-5
研究领域: 分析化学 · 药物分析 · 生物传感
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JOURNAL OF CHEMICAL AND ENGINEERING DATA · 2022 · IF 3.119

Experimental Investigation of Binary (Solid + Liquid) Equilibrium and Dissolution Property Analysis for Acetoacetanilide in 16 Organic Solvents at Temperatures from 272.25 to 324.15 K

Yajun Li,Kui Wu

The solid–liquid phase equilibrium of acetoacetanilide (AAA) in 16 solvents, including 8 alcohols, 4 ketones, 3 esters, and acetonitrile, from 272.25 to 324.15 K under atmospheric pressure was measured by the gravimetric method. The solid–liquid equilibrium curve of AAA indicated an increasing trend with the increase in temperature. The highest solubility value is found in cyclopentanone, and the solvent polarity is a critical factor influencing the solubility behaviors but not the only one. Moreover, the modified Apelblat model, λh model, NRTL model, and Wilson model were used to correlate the measured data. The modified Apelblat model showed the most satisfactory agreement. Furthermore, the dissolution thermodynamic properties (ΔdisS, ΔdisH, and ΔdisG) of AAA in selected solvents were estimated on the basis of thermodynamic relations and the regressed Wilson model. The binary equilibrium data and dissolution properties reported in this work can provide the fundamental thermodynamic data for the synthesis, separation, and further study of AAA in industry as well as the academic arena.

研究领域: 化学工程 · 物理化学
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APPLIED SURFACE SCIENCE · 2022 · IF 7.392

Tuning the catalytic performance of Pt/SiO2 catalysts by CoOx modification for selective hydrogenations of unsaturated carbonyl compounds

Shuibo Wang,Chunzheng Wu,Hongbo Yu,Yuting Chu,Shiwei Wang,Tong Li,Hongfeng Yin

Tailoring the interface between active metals and promoters to improve catalytic performance is a challenging issue for bicomponent catalysts. Herein, we developed a series of silica supported Pt-CoO x hybrid nanocatalysts though in situ oxidation of supported bimetallic PtCo nanoparticles (NPs) with different Pt/Co ratios. Focusing on the hydrogenation of acetophenone to 1-phenylethanol as the model reaction, the obtained Pt-CoO x /SiO 2 catalysts showed superior activity and selectivity compared to Pt/SiO 2 , and the sample with a Co/Pt molar ratio of 1/3 performed the best. Our research showed that the CoO x on Pt not only changed its electronic and geometric properties, but also promoted the adsorption of reactants and the dissociation of H 2 . A further increase of the Co/Pt ratio to 1/1, however, reduced the activity due to blockage of the Pt surface.

研究领域: 催化化学 · 材料科学
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