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JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY · 2024 · IF 5.7

Substrate Characterization for Hydrolysis of Multiple Types of Aromatic Esters by Promiscuous Aminopeptidases

Hang Ning,Wen-long Liu,Qing-yun Li,You-yan Liu,Shi-ting Huang,Hai-bo Liu,Ai-xing Tang

Synthetic aromatic esters, widely employed in agriculture, food, and chemical industries, have become emerging environmental pollutants due to their strong hydrophobicity and poor bioavailability. This study attempted to address this issue by extracellularly expressing the promiscuous aminopeptidase (Aps) from Pseudomonas aeruginosa GF31 in B. subtilis, achieving an impressive enzyme activity of 13.7 U/mg. Notably, we have demonstrated, for the first time, the Aps-mediated degradation of diverse aromatic esters, including but not limited to pyrethroids, phthalates, and parabens. A biochemical characterization of Aps reveals its esterase properties and a broader spectrum of substrate profiles. The degradation rates of p-nitrobenzene esters (p-NB) with different side chain structures vary under the action of Aps, showing a preference for substrates with relatively longer alkyl side chains. The structure-dependent degradability aligns well with the binding energies between Aps and p-NB. Molecular docking and enzyme–substrate interaction elucidate that hydrogen bonding, hydrophobic interactions, and π–π stacking collectively stabilize the enzyme–substrate conformation, promoting substrate hydrolysis. These findings provide new insights into the enzymatic degradation of aromatic ester pollutants, laying a foundation for the further development and modification of promiscuous enzymes.

研究领域: 环境生物学 · 酶学 · 生物化学
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JOURNAL OF FOOD SCIENCE · 2025 ·Vol. 90 ·期 4 ·e70215 · IF 3.4

Novel Room-Temperature-Prepared Covalent Organic Framework as Adsorbent for Rapid Extraction of Aromatic Esters in Baijiu

Yongqing Zhang,Zhen Fan,Xiaolong Shang,Ling Ao,Miao Liu,Feng Lin,Baoguo Sun,Wei Dong,Xiaotao Sun,Yanfei Xiong,Bo Deng

Developing a rapid, efficient, and environmentally friendly analytical methodology for the determination of aromatic esters (AREs) in Baijiu presents a significant challenge. In this study, we developed a room-temperature method to synthesize core-shell Fe 3 O 4 @TPB-Dha in 1 h using pre-prepared Fe 3 O 4 nanoparticles, enabling rapid and sensitive detection of AREs. The Fe 3 O 4 @TPB-Dha demonstrated exceptional adsorption capabilities (52.63–58.82 mg/g) with a brief adsorption duration (4 min) for four AREs as magnetic solid phase extraction (MSPE) adsorbent. Moreover, density functional theory (DFT) calculations revealed the key adsorption mechanisms to be hydrogen bonds, van der Waals forces, and π–π interactions. Ultimately, the method enabled the rapid and accurate quantification of the four AREs in real Baijiu samples, with concentrations spanning from 0.17 ± 6 × 10 −4 to 2.40 ± 0.03 mg/L, and exhibited relative standard deviations below 6.57% ( n = 3). These findings suggest that Fe 3 O 4 @TPB-Dha holds promise as an effective adsorbent for efficient extraction and precise quantification of aromatic esters in Baijiu.

CAS / MDL: 10025-77-1 127-09-3
研究领域: 分析化学 · 材料科学
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Journal of Environmental Chemical Engineering · 2024 · IF 7.4

Continuous production of aromatic esters from Chinese liquor yellow water by immobilized lipase in a packed-bed column bioreactor

Jiandong Cui,Zhanxin Du,Lixue Zhao,Huihui Li,Zhongjie Wang,Zibei Huo,Yingjie Du,Zhaoming Zhang

Yellow water is a kind of Chinese liquor-making wastewater, and contains rich organic components such as alcohols and organic acids , if not treated, it can cause environmental pollution. Herein, continuous aromatic ester production from Chinese liquor yellow water by a packed-bed   column   bioreactor with   immobilized lipase was achieved. Inspired by interface activation of lipase, lipase from Aspergillus oryzae (AOL) was immobilized on LX-1000HA resin with silicone DC1–2577 modification (SH-LX-1000HA) and oleic acid modification (LX-1000HA-NH 2 -OA), respectively. Benefiting from the hydrophobic properties of the surface, the resultant AOL@SH LX-1000HA and AOL@LX-1000HA-NH 2 -OA were 2.3-times and 1.5-times higher activity than that of free AOL, reached 240 U/g and 156 U/g respectively. Meanwhile, the AOL@SH LX-1000HA and AOL@LX-1000HA-NH 2 -OA exhibited higher thermal stability , storage stability, and recyclability than free lipase. Furthermore, the aromatic ester production from yellow water by an packed-bed   column   bioreactor increased from 1.293 g/L to 3.976 g/L. This efficient continuous bioprocess presents great industrial potential for high value utilization from Chinese liquor yellow water.

研究领域: 生物工程 · 环境科学 · 食品科学
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JOURNAL OF SEPARATION SCIENCE · 2015 ·Vol. 38 ·期 9 ·1570-1576 · IF 2.737

Ionic liquid supported on an electrodeposited polycarbazole film for the headspace solid-phase microextraction and gas chromatography determination of aromatic esters

Yuanyuan Feng,Faqiong Zhao,Baizhao Zeng

A polycarbazole film was electrodeposited on a stainless-steel wire from a solution of N , N -dimethylformamide/propylene carbonate (1:9 v/v) containing 0.10 M carbazole and 0.10 M tetrabutylammonium perchlorate. The obtained polycarbazole fiber was immersed into an ionic liquid (1-hydroxyethyl-3-methyl imidazolium bis[(trifluoromethyl)sulfonyl]imide) solution (in dimethylsulfoxide) for 30 min, followed by drying under an infrared lamp. The resulting polycarbazole/ionic liquid fiber was applied to the headspace solid-phase microextraction and determination of aromatic esters by coupling with gas chromatography and flame ionization detection. Under the optimized conditions, the limits of detection were below 61 ng/L (S/N = 3) and the linear ranges were 0.061−500 μg/L with correlation coefficients above 0.9876. The relative standard deviations were below 4.8% ( n = 5) for a single fiber, and below 9.9% for multi-fiber ( n = 4). This fiber also exhibited good stability. It could be used for more than 160 times of headspace solid-phase microextraction and could withstand a high temperature up to 350°C.

CAS / MDL: 1923-70-2
研究领域: 分析化学 · 环境科学
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CATALYSIS TODAY · 2017 · IF 4.636

Gold-mediated selective transformation of lignin models to aromatic esters in the presence of molecular oxygen

Xuli Zhuang,Xinli Tong,Yongtao Yan,Song Xue,Linhao Yu,Yongdan Li

A highly efficient and selective transformation of lignin-derived vanillin and vanillyl alcohol to prepare methyl vanillate has been developed in the presence of molecular oxygen. A series of supported Au, Pd and Pt catalysts were prepared and employed for the selective oxidation of vanillin. It is found that, in the presence of Au-h/Al 2 O 3 catalyst, a 98.1% conversion of vanillin and 99.9% selectivity of methyl vanillate was obtained in methanol under 0.3   MPa of O 2 at 140   °C for 4   h. Moreover, the oxidative esterifications of isovanillin, syringaldehyde, p -anisaldehyde and 3, 4, 5- trimethoxybenzaldehyde were successfully performed, and 70.2–98.0% yields of methyl aromatic esters are obtained. The recycling experiment showed that the Au-h/Al 2 O 3 still keep a high catalytic activity after being reused five times. Next, the oxidation of vanilly alcohol was studied, and 99.9% conversion and 99.6% selectivity of methyl vanillate was attained at 140   °C for 12   h with the Au-h/Al 2 O 3 as catalyst. Finally, based on the reaction phenomena and experimental results, a possible reaction mechanism for the oxidation of vanillyl alcohol is proposed.

研究领域: 化学工程 · 催化科学
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ChemSusChem · 2020 ·Vol. 13 ·期 18 ·4900-4905 · IF 7.962

Aromatic Ester-Functionalized Ionic Liquid for Highly Efficient CO2 Electrochemical Reduction to Oxalic Acid

Yingliang Yang,Hongshuai Gao,Jiaqi Feng,Shaojuan Zeng,Lei Liu,Licheng Liu,Baozeng Ren,Tao Li,Suojiang Zhang,Xiangping Zhang

Graphical CO 2 electroreduction : An aprotic aromatic ester-functionalized ionic liquid (IL), [TEA][4-MF-PhO], is designed for CO 2 electroreduction to oxalic acid. The multiple active sites exhibit excellent catalytic performance with high current density and faradaic efficiency by interacting with CO 2 . This study provides a promising prospect for using IL as electrolyte to develop efficient electrocatalysts. Electrochemical reduction of CO 2 into valuable chemicals is a significant route to utilize CO 2 resources. Among various electroreduction products, oxalic acid (H 2 C 2 O 4 ) is an important chemical for pharmaceuticals, rare earth extraction, and metal processing. Here, an aprotic aromatic ester-functionalized ionic liquid (IL), 4-(methoxycarbonyl) phenol tetraethylammonium ([TEA][4-MF-PhO]), was designed as an electrolyte for CO 2 electroreduction into oxalic acid. It exhibited a large oxalic acid partial current density of 9.03 mA cm −2 with a faradaic efficiency (FE) of 86 % at −2.6 V (vs. Ag/Ag + ), and the oxalic acid formation rate was as high as 168.4 μmol cm −2 h −1 , which is the highest reported value to date. Moreover, the results of density functional theory calculations demonstrated that CO 2 was efficiently activated to a −COOH intermediate by bis-active sites of the aromatic ester anion via the formation of a [4-MF-PhO-COOH] − adduct, which finally dimerized into oxalic acid.

研究领域: 电化学 · 催化 · 材料科学 · 环境科学
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ANALYTICA CHIMICA ACTA · 2022 · IF 6.911

High-surface β-Ketoenamine linked covalent organic framework driving broad-spectrum solid phase microextraction on multi-polar aromatic esters

Yalan Hu,Yueru Shi,Yuefan Liu,Yixin Kuang,Suxin Zhou,Luyi Chen,Sai Ouyang,Ningbo Zhou,Juan Zheng,Gangfeng Ouyang

Aromatic esters have been widely used in daily life with non-ignorable dangers, such as plasticizer , flavor , and preservative. Their wide applications and corresponding hazards caused by overuse have promoted the rapid development of sensitively analytical method for effective regulation. However, the variety makes it challenging for broad-spectrum and simultaneous extraction of diverse aromatic esters from the highly complex cosmetic samples. To our delight, a covalent organic framework, named DaTp (1, 3, 5-triformylphloroglucinol-2, 6-diaminoanthracene), possessing high specific surface, excellently thermochemical stability, and abundant electron-rich heteroatoms , has been synthesized and fabricated as a competitive solid phase microextraction coating for extracting the trace analytes with diverse polarity, through the hydrophobic interaction, π-π conjugation and hydrogen bond . Herein, this self-made SPME fiber has been further coupled with gas chromatography-tandem mass spectrometry (GC-MS) to determine the multi-polar aromatic esters in cosmetics packaged with plastic. This developed analytical method showed wide liner ranges, low limits of detection, good repeatability and reproducibility. Finally, the aromatic esters in four cosmetic samples were quantified precisely with satisfactory recoveries (80.7%–118%).

研究领域: 分析化学 · 材料科学 · 环境科学 · 化学工程
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