FOOD CHEMISTRY
·
2020
·
IF 6.306
Yuting Li,Haiping Qi,Meiqi Fan,Zixing Zhu,Shijie Zhan,Lin Li,Bing Li,Xia Zhang,Xianglong Zhao,Jingjing Ma,Lifeng Wang
The reaction efficiency of o -benzoquinones with amines (L-lysine, Nα-acetyl-L-lysine, glycine, L-methionine and L-arginine), thiols (L-cysteine and Nα-acetyl-L-cysteine) and protein (bovine serum albumin) were determined at pH 5.0, 7.0 and 8.0 and scan rate of 10, 50 and 100 mV/s by cyclic voltammetry. Nucleophiles containing multiple nucleophilic groups and nucleophilic group possessing low pKa value would enhance the reactivity of nucleophiles towards o -benzoquinones. The reactivity of different o -benzoquinones with L-lysine/L-cysteine followed the order: protocatechuic acid quinone ≈ catechol quinone > 4-methylbenzoquinone ≈ caffeic acid quinone > rosmarinic acid quinone > chlorogenic acid quinone. The reactivity of quinones would be decreased by the steric hindrance of substituents on quinone ring, and it would also be weakened by enhancing electron cloud density of quinone ring. Adducts generated by the interaction of 4-methylbenzoquinone with amines and thiols were tentatively identified as amine-quinone adduct and thiol-phenol adduct respectively by UPLC-QTOF-MS/MS and cyclic voltammetry.
研究领域:
生物化学
·
电化学
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DOI
PubMed
高影响因子
Journal of Flow Chemistry
·
2023
·Vol. 13
·期 4
·375-383
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IF 2.7
Lai Liangchuan,Gao Liang,Liu Minjie,Guo Yongxing,Cheng Dang,Jiang Meifen,Chen Fener
Continuous flow technology has been widely adopted in manufacturing active pharmaceutical ingredients (APIs). Herein, we report an expeditious multi-step continuous-flow strategy for an efficient and highly productive flow synthesis of 7-methoxy-1-tetralone, which is an essential intermediate for the opioid analgesic drug (-)-dezocine. Compared with the traditional batch operation, this work presents significant advantages of continuous-flow chemistry with dramatically reduced reaction time, highly improved reaction efficiency, good controls over reaction optimizing conditions, etc. The flow protocol in this work provided the desired product in an overall yield of up to 76.6% with 99% purity, much higher than those from batch process (i.e., 50% yield, 92% purity). Moreover, reaction efficiency is highly improved with a throughput of 0.49 g/h, the total reaction time is markedly reduced from hours in batch to minutes in flow process. Graphical abstract
研究领域:
有机化学
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制药工程
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药物合成
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DOI
高影响因子
INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES
·
2021
·
IF 6.953
Rui Wang,Fenfen Wang,Xuedong Kang,Jing Wang,Mei Li,Jinguang Liu,Padraig Strappe,Zhongkai Zhou
Considering the variation of the diffusion character of the three anhydrides, ultrasonication was applied for investigating its impact on the reaction efficiency of the rice starch acylation from three short-chain fatty acids (SCFAs). The current data indicated that the signal peak of the FTIR spectrum at 1720 cm −1 and additional resonances in the NMR confirmed the occurrence of the acylation reaction onto the starch molecules. More interestingly, this is the first study to reveal that a lower power density ultrasonication improved the reaction efficiencies of acetylation (19%), while a higher power density could lead to a reduced acylation reactivity of propionylation compared to the control one. On the contrary, the reaction efficiency of butyrylation (64%) was significantly enhanced by the ultrasound-assisted treatment with a greater association between reaction efficiency and ultrasonic power density, indicating the importance of the diffusion character for impacting the acylation reactivity among these three anhydrides. The ultrasonic-assisted SCFAs-modified rice starch has a lower peak viscosity and setback value, indicating that the replacement of the acyl groups for OH groups in the starch avoids starch molecules rearrangement. Meanwhile, the rheological properties exhibited that the starch achieved from ultrasonic-assistance significantly reduced the area of the hysteresis curve, suggesting a destroyed gel textural property. Thus, an appropriate ultrasonication but not all could effectively enhance the acylation efficiency and improve starch rheological property.
研究领域:
食品科学
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生物化学
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DOI
PubMed
高影响因子
Reaction Chemistry & Engineering
·
2021
·Vol. 6
·期 12
·2259-2265
·
IF 4.239
Zhou Lan,Yangcheng Lu
A strategy of dissolving chlorine gas in 1,2-dichloroethane as the chlorine source for a liquid–liquid two-phase chlorination reaction was proposed in this study to resolve the problems of low efficiency, strong corrosivity, and poor controllability of traditional gas–liquid chlorination. Taking the chlorination reaction of 4-nitroaniline to synthesize 2,6-dichloro-4-nitroaniline as an example, the feasibility of the liquid–liquid chlorination method was verified in a microflow system. It can achieve 98.3% conversion and 90.6% selectivity within 1.6 s under the optimized reaction conditions. The recycling of HCl and 1,2-dichloroethane solvents was facile, and after three runs of recycling the chlorination reaction can still maintain good conversion and selectivity. The influence of feed mixing and the reaction networks on chlorination of 4-nitroaniline were also explored as a guide for process design. Compared with the traditional gas–liquid chlorination, the reaction efficiency of liquid–liquid two-phase chlorination is greatly improved, and it has a prospect for industrial application in terms of safety and controllability.
研究领域:
化学工程
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环境科学
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DOI
高影响因子
ADVANCED MATERIALS
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2025
·
IF 26.8
Min Chen,Xin Zhang,Jiuhui Qu
Electrochemical water treatment is a promising sustainable environmental remediation technology due to its eco-friendliness, ease of control, and significant effectiveness in degrading organic pollutants. The electrical confinement materials (ECMs) exhibit enhanced mass transfer characteristics that substantially reduce energy consumption and reaction time within the system. In this study, the design strategies of ECMs are evaluated from the perspective of trade-offs in equivalent energy drives, including pressure-driven and electric-driven forms. The reaction efficiency and the potential for interface anti-fouling are investigated across confined spatial scales. These findings indicate that, in scenarios characterized by the equivalent energy input principle, the ECMs can effectively address the challenges associated with material spatial scale design. This advancement facilitates the achievement of energy equivalence in the water purification process, particularly in addressing significant application challenges related to loading catalytic layers within confined channels. The result on the anti-fouling potential of ECMs indicates that an interface oxidation mechanism dominated by hydroxyl radicals is more effective in resisting electrode deactivation caused by dissolved natural polymers in the water matrix. This study offers key insights for designing anti-fouling and energy-saving interfaces with efficient mass transfer in water treatment, enhancing the potential of electrochemical methods.
研究领域:
环境修复
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材料科学
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水净化技术
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电化学
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可持续技术
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DOI
PubMed
高影响因子
JOURNAL OF MOLECULAR LIQUIDS
·
2024
·
IF 5.3
Xueli Zuo,Qi Hao,Weiyi Su,Jiahui Ding,Jun Liang,Honghai Wang,Chun Yang,Jianxin Chen,Peng Guo,Yanjun Jiang
In the context of the severe global carbon emission crisis, green and sustainable enzymatic reactions are garnering widespread attention in the industry. However, these processes still face numerous challenges, such as limitations imposed by reaction equilibrium, product decomposition, and inhibition. Product removal via crystallization has the potential to address these issues. More importantly, crystal product properties can be directly manipulated during enzymatic reactive crystallization (ERC), such as polymorphic purity, size, and morphology in a single batch. In the synthesis of cefaclor catalyzed by penicillin G acylase (PGA), primary and secondary hydrolysis greatly limited the efficiency of the reaction. Thus, ERC was performed to combine the advantages of green enzymatic reactions and controllable direct crystallization. Initially, a supersaturated solution of the substrate was established, and cefaclor crystals were seeded to the enzymatic reaction system at a proper time. Subsequently, operating parameters were adjusted to facilitate selective crystallization of cefaclor. It is noteworthy that both immobilized and free enzymes were examined in our research. Ultimately, cefaclor crystals with purity exceeding 99% were obtained directly. The yield of cefaclor reached as high as 88%. It is believed that this method held significant promise for the green and efficient production of high-purity cefaclor and demonstrated considerable potential for application in more similar pharmaceutical scenarios.
研究领域:
药物化学
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绿色化学
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生物催化
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DOI
高影响因子
JOURNAL OF MOLECULAR LIQUIDS
·
2019
·
IF 4.561
Shangde Sun,Xuebei Hou
Glycerol caffeates (GC) is one kind of hydrophilic caffeoyl derivatives, which can be synthesized by the reaction of solid caffeic acid (CA) with different caffeoyl acceptors. The poor solubility of solid CA in the reaction resulted in great mass transfer limitation, low yield and time-consuming. In the work, in order to improve reaction efficiency, a novel liquid CA-based deep eutectic solvent (DES) was prepared and firstly used as caffeoyl donor for GC synthesis. Several solid acids were used as catalysts and the maximum GC yield (~55%) was achieved using NKC-9 as catalyst. Compared with solid CA as caffeoyl donor, CA conversion and initial reaction rate can be enhanced using liquid CA-based DES as caffeoyl donor. Especially at low temperature, initial CA conversion rate of liquid CA-based DES at 70 °C was 7 times that of solid CA. And the maximum CA conversion (~91%) was 2 times that of CA (44.6 ± 3.0%). When liquid CA-based DES was used as caffeoyl donor, the effect of external mass transfer limitation can also be neglected, and the activation energies of CA conversion and glyceryl monocaffeate formation (70.66 and 65.38 kJ/mol) were lower than those (83.31 and 80.41 kJ/mol) of solid CA. These indicated that liquid CA-based DES was favorable for hydrophilic GMC and GDC selective formations.
研究领域:
化学工程
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有机化学
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催化
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DOI
高影响因子
BIOTECHNOLOGY AND APPLIED BIOCHEMISTRY
·
2015
·Vol. 63
·期 2
·214-219
·
IF 1.362
Xiao Zhou,Yan Liu,Qipeng Yuan,Hao Liang
A novel multi-enzyme co-immobilized nanoparticle was prepared by the bis-aryl hydrazone conjugation strategy for enhancing the overall reaction efficiency and specificity. It can be seen that the molar substitution ratios of succinimidyl 6-hydrazinonicotinamid acetone hydrazone or succinimidyl 4-formylbenzoate to glucose oxidase (GOX) or horseradish peroxidase (HRP) increased with the concentration of the linking reagents. The amount of the immobilized conjugates on the support was measured to be 22.8 ± 1.6 mg/g-particle, and it meant that more than 90% of the GOX–HRP conjugates were successfully attached onto the polystyrene (PS) nanoparticles. Moreover, the immobilized bi-enzymes conjugate on the PS nanoparticles increased about 1.6-fold compared with that of free enzymes.
研究领域:
纳米技术
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生物化学
·
催化
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DOI
PubMed
高影响因子
ACS Sustainable Chemistry & Engineering
·
2022
·
IF 9.224
Tao Yang,Yufei Zhang,Liujia Xu,Hao Zhu,Juntao Zhang,Zheng Guo,Fenghong Huang,Mingming Zheng
Herein, a pH-switchable Pickering interfacial biocatalysis (PIB) system is proposed and applied to a solvent-free biphasic biocatalysis. The oil-in-water emulsion was stabilized by amine-functionalized hollow mesoporous silica nanospheres (HMSS-N), which is functioned as emulsifiers of PIB and carriers of lipase AYS. The smart emulsifiers exhibited switch of the surface wettability behaviors in response to abrupt changes of pH. Under the optimality conditions, the immobilized lipase loading amount, activity, and expressed activity were 174.1 mg g–1, 9073 U g–1, and 52.1 U g–1 protein, respectively, at pH 6. Based on it, the hydrolysis of rice bran oil and esterification with phytosterols to produce phytosterol esters (PEs) were successfully performed. Compared with the conventional free enzyme one-phase system, the PIB system displays a higher reaction efficiency (catalytic efficiency value 6.88 mmol g–1 h–1, 20-fold enhancement). In addition, the system maintains 95% residual activity after 10 reaction cycles with 38.3 g products/g biocatalyst average productivity, complying with the requirements of industry-accepted standards. In each cycle, the demulsification is realized simply by in situ pH regulation. Therefore, this paper provides a powerful and green platform for oil–fat modification and stimuli-responsive interfacial biocatalysis with the advantages of a high efficiency, sustainability, a solvent-free process, and multi-recyclability.
研究领域:
生物技术
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化学工程
·
环境科学
·
材料科学
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产品关联
DOI
高影响因子