JOURNAL OF CHEMICAL RESEARCH
·
2019
·
IF 0.67
He Li,Yijun Zhang,Dinghua Liu,Xiaoqin Liu
2,4-Dichlorophenylacetic acid is synthesized in high yield via the carbonylation of 2,4-dichlorobenzyl chloride, and various experimental conditions are evaluated. Xylene, bistriphenylphosphine palladium dichloride, tetraethylammonium chloride and sodium hydroxide in solution are added to the reaction system and held at 80 °C under a CO atmosphere. 2,4-Dichlorophenylacetic acid is obtained in a maximum yield of 95%, and a mechanism for 2,4-dichlorobenzyl chloride carbonylation is proposed. The reaction system provides a mild, effective and novel means by which to prepare phenylacetic acid derivatives from their corresponding benzyl chloride derivatives.
研究领域:
有机化学
·
合成化学
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DOI
高影响因子
Communications Biology
·
2024
·Vol. 7
·期 1
·1-14
·
IF 5.2
Tan Chao,Li Suxin,Song Jia,Zheng Xianfu,Zheng Hao,Xu Weichang,Wan Cui,Zhang Tan,Bian Qiang,Men Shuzhen
Auxins and their analogs are widely used to promote root growth, flower and fruit development, and yield in crops. The action characteristics and application scope of various auxins are different. To overcome the limitations of existing auxins, expand the scope of applications, and reduce side effects, it is necessary to screen new auxin analogs. Here, we identified 3,4-dichlorophenylacetic acid (Dcaa) as having auxin-like activity and acting through the auxin signaling pathway in plants. At the physiological level, Dcaa promotes the elongation of oat coleoptile segments, the generation of adventitious roots, and the growth of crop roots. At the molecular level, Dcaa induces the expression of auxin-responsive genes and acts through auxin receptors. Molecular docking results showed that Dcaa can bind to auxin receptors, among which TIR1 has the highest binding activity. Application of Dcaa at the root tip of the DR5:GUS auxin-responsive reporter induces GUS expression in the root hair zone, which requires the PIN2 auxin efflux carrier. Dcaa also inhibits the endocytosis of PIN proteins like other auxins. These results provide a basis for the application of Dcaa in agricultural practices.
研究领域:
植物学
·
分子生物学
·
农业科学
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产品关联
DOI
PubMed
高影响因子
Energies
·
2020
·Vol. 13
·期 23
·6202
·
IF 2.702
Xuyan Song,Min Wei,Qiang Gao,Xi Pan,Junpeng Yang,Fan Wu,Hongyun Hu
The condensation-collection and quantitative analysis of bio-oil limit its component investigation and utilization. In order to find a convenient method for the analysis of bio-oil, the present study conducted an attempt for bio-oil quantitative analysis with the addition of internal standards before pyrolysis. Based on their good thermal stability, phenethyl acetate and naphthalene were selected as standards in the study and experiments were carried out to compare the effects of two added modes (adding into the biowaste before pyrolysis or adding into bio-oil after pyrolysis) on the bio-oil analysis. The results showed that both phenethyl acetate and naphthalene were mainly volatilized under testing conditions, which could be transferred into the oil with the volatile matters during biowaste pyrolysis. Through the co-pyrolysis experiments of the internal standards with lignin and cellulose, almost no interactions were found between the internal standards and such components. Furthermore, adding these standards before pyrolysis hardly affected the properties of noncondensable gas and biochar from the used biowaste samples (tobacco and sawdust waste). Compared with the bio-oil analysis results via traditional methods by adding standards into the bio-oil after pyrolysis, the results regarding the component distribution characteristics of the bio-oil were similar using the proposed method through the addition of standards before pyrolysis. Considering adequate mixing of the added standards (before pyrolysis) in the generated bio-oil, the proposed method could partly help to avoid inaccurate analysis of bio-oil components caused by incomplete collection of the pyrolytic volatiles.Keywords:biowaste;pyrolysis;bio-oil quantitative analysis;phenethyl acetate;naphthalene
研究领域:
能源与环境科学
·
化学工程
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产品关联
DOI
高影响因子
CHEMICAL PAPERS
·
2017
·Vol. 71
·期 10
·1985-1992
·
IF 1.258
Fan Haiyang,Chen Lifeng,Sun Huihui,Wang Hualei,Liu Qinghai,Ren Yuhong,Wei Dongzhi
This study aimed at developing an efficient biotransformation process for phenylacetic acid production from phenylacetonitrile by using recombinant Escherichia coli M15 harboring a double mutant MG nitrilase (I113M/Y199G) from Burkholderia cenocepacia J2315. A yield of 2310 U/mL nitrilase was obtained by fermentation after the optimization of cultivation conditions, with a specific activity of 64 U/mg dcw. The MG nitrilase showed high substrate tolerance and completely hydrolyzed 100 mM phenylacetonitrile in 30 min under optimal conditions. To alleviate substrate inhibition, periodic or continuous batch-feeding of substrate was used during the biotransformation. Up to 164 g/L substrate was completely hydrolyzed in 9 h with continuous batch-feeding using resting cells, corresponding to 400 U/mL of nitrilase activity, and leading to production of 163.4 g/L phenylacetic acid. The hydrolysis process has potential application for phenylacetic acid production on a large scale.
研究领域:
生物化学
·
生物工程
·
酶学
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产品关联
DOI
高影响因子
POULTRY SCIENCE
·
2025
·
IF 4.2
Yuxin Shao,Yipu Li,Shuxian Xie,Bo Zhang,Jing Li,Yalei Wang,Yusheng Gao,Jianyuan Ma,Tenghe Ma,Zheng Wang
This study aimed to evaluate the effects of 4-hydroxyphenylacetic acid ( 4-HPAA ), a phenolic acid compound from Yucca schidigera extract, in Caco-2 cells and artificial rearing of pigeons. In vitro experiments showed that 4-HPAA at different levels exhibited higher cell viability than shikimic acid and 3,4-dihydroxybenzoic acid, and with the highest viability observed at 600 μM. Additionally, 600 μM 4-HPAA alleviated LPS-induced upregulation of IL-1β and CASPASE1 expressions ( P < 0.05) . In vivo results demonstrated that supplemental 4-HPAA at 500, 1000, and 2000 mg/kg levels did not affect the body weight of 25-day-old pigeons ( P > 0.05), but all levels increased immunoglobulin G ( IgG ) and IgM levels ( P < 0.05). Compared with control, 2000 mg/kg 4-HPAA significantly reduced serum L-lactic acid, D-lactic acid and lactate dehydrogenase ( LDH ) activity ( P < 0.05); increased spleen and bursa of Fabricius indices and intestinal total antioxidant capacity activity of 25-day-old pigeons ( P < 0.05); and elevated ileal barrier-related genes ( OCCLUDIN, CLAUDIN1 and MUC2) in 7-day-old pigeons, as well as jejunal MUC2 and ileal OCCLUDIN in 25-day-old meat pigeons ( P < 0.05). It also inhibited glycolytic gene hexokinase 2 expression, while upregulating the signaling pathway genes CAMK2G and MKNK1 ( P < 0.05). Supplemental 500 and 1000 mg/kg 4-HPAA significantly increased serum total cholesterol levels ( P < 0.05). Notably, 500 mg/kg 4-HPAA had an adverse effect on intestinal integrity, as indicated by the highest serum diamine oxidase content, and increased glycolytic gene LDH-B expression; However, it enhanced microbial richness and diversity in the intestines of 7-day-old pigeon ( P < 0.05). Besides, 1000 mg/kg 4-HPAA impaired intestinal morphology, as evidenced by a lower ileal villus height-to-crypt depth ratio ( P < 0.05), but resulted in the highest abundance of Lactococcus in 25-day-old pigeons. In conclusion, 600 μM 4-HPAA exhibits anti-inflammatory activity in Caco-2 cells, and 2000 mg/kg 4-HPAA promotes immune function and intestinal barrier integrity while inhibiting glycolytic gene expression and the production of related serum metabolites in meat pigeons.
研究领域:
兽医学
·
营养学
·
分子生物学
·
动物科学
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产品关联
DOI
PubMed
高影响因子
JOURNAL OF MOLECULAR STRUCTURE
·
2021
·
IF 3.196
Simin Liu,Defei Yin,Wei Li,Dongzhi Liu,Xueqin Zhou
In this paper, three new compounds were synthesized by introduction of benzyloxy group to phenylethyl phenylacetate ( PPA ) and shorting the flexible ester linker. NMR spectra and mass spectra are achieved to confirm the structure of the compounds. The solid-liquid and liquid-solid phase change behaviors of PPA and these three compounds were explored by direct observation and differential scanning calorimetry (DSC) measurements. It was found that all four compounds would form supercooled liquids during a heating-cooling cycle. The supercooling degree is as large as 44 °C or above. The effects of benzyloxy group and the flexible linker on the phase transition processes as well as the supercooling degrees were discussed in detail with the computational optimized geometry of isolated molecules. It was revealed that the dihedral angles between adjacent phenyl rings play a significant role in tuning their phase transition temperatures. This work also discovers the high enthalpies of PPA derivatives and analogues in both solid-liquid and liquid-solid phase transition processes, making them great potentials for the thermal energy control of appropriate working temperature regions.
研究领域:
材料科学
·
物理化学
✓ 已验证
DOI
高影响因子
JOURNAL OF MOLECULAR LIQUIDS
·
2021
·
IF 6.165
Qiang Huang,Yu Tao,Huichang Li,Lihua Guo,Liye Wang,Chunlan Ban,Guopeng Shen
In this study, The solubility of (R,S)-mandelic acid in different solvents, including mono-solvent (H 2 O, methanol, ethanol, n-propanol, isopropanol) and binary solvents (methanol + H 2 O, ethanol + H 2 O, n-propanol + H 2 O, isopropanol + H 2 O, n-butanol + H 2 O), using analytical stirred-flask method and weight analysis method to determine the compositions of the saturated solutions at the atmospheric pressure. We found that the experimental solubility values increased with the rising of temperature accordingly. The experimental solubilities were correlated by the Ideal model, Apelblat model, λh (Buchowski) model, Wilson model, NRTL model. The results have shown that the Wilson model is the best model, which correlates the solubility of (R, S)-mandelic acid in the mono-solvent and binary solvents and fits well with experimental data. In addition, the thermodynamic properties of dissolution were calculated according to Van’t Hoff equation and experimental solubility, including Gibbs energy, entropy and enthalpy. The result confirms that the dissolution process in all solvents is always endothermic and entropy driven.
研究领域:
化学
·
物理化学
✓ 已验证
产品关联
DOI
高影响因子
JOURNAL OF ELECTROANALYTICAL CHEMISTRY
·
2023
·
IF 4.5
Fanshu Xiang,Baokang Jin
The direct carboxylation of organic halides under CO 2 atmosphere by electrochemical reduction is an effective way to realize the value utilization of waste (CO 2 ), and has great potential in green organic synthesis. P-nitrophenylacetic acid is a chemical raw material in great demand, which can be used not only in medicine and other organic synthesis intermediates but also in biochemical research. In this paper, the electrochemical reduction mechanism of p-nitrobenzyl bromide (PNBB) in N 2 and CO 2 atmosphere was investigated by cyclic voltammetry (CV), in-situ FT-IR spectroelectrochemistry, and bulk electrolysis experiments. Under N 2 conditions, the electrochemical behavior of PNBB in aprotic acetonitrile solvent is a 1-electron irreversible transfer process. However, in the presence of CO 2 , it is a completely irreversible 2-electron transfer process. The electrolytic products were analyzed by 1 H NMR, 13 C NMR and MS. The results showed that the electrolytic products were 1,2-bis(4-nitrophenyl) ethane and p-nitrophenylacetic acid under N 2 and CO 2 conditions, respectively. The successful preparation of p-nitrophenylacetic acid provides more possibilities for the “green” synthesis of helpful chemical products from organic halides.
研究领域:
有机化学
·
电化学
·
环境科学
✓ 已验证
产品关联
DOI
高影响因子
International Journal of Electrochemical Science
·
2024
·
IF 1.3
Wenhui Dong,Xinyuan Sun,Qianqian Niu,Yun Zhu,Baokang Jin
Phenylacetic acid derivatives, including 1-naphthaleneacetic acid, hold crucial applications in various domains. Traditional synthesis methods often involve intricate steps or the use of expensive and polluting heavy metal catalysts. This paper presents an electrochemical approach for efficiently producing valuable compounds like 1-naphthaleneacetic acid and other phenylacetic acid analogs through the reduction of benzyl halides, such as 1-chloromethyl naphthalene, in the presence of CO 2 . At the same time as preparing phenylacetic acid, the resource utilization of CO 2 is realized. Six kinds of carboxy analogs were synthesized by potentiostatic electrolysis of benzyl halides in acetonitrile with CO 2 as a co-reactant and tetraethyl ammonium tetrafluoroborate as an electrolyte. The electrochemical reduction products were confirmed structurally through NMR, mass spectrometry, and other techniques. The Faraday electrolysis efficiencies ranged from 82 % to 94 %, with 72.5–92.9 % conversions. The study delves into the electron transfer mechanism using cyclic voltammetry and in situ FT-IR spectroelectrochemistry. The reduction process on silver electrodes under a CO 2 atmosphere was identified as an irreversible two-electron process, generating a monovalent anion that attacks CO 2 to yield the respective carboxyl analogs.
研究领域:
有机化学
·
环境科学
·
材料科学
✓ 已验证
产品关联
DOI
高影响因子
ACS Synthetic Biology
·
2019
·
IF 5.571
Yan Li,Mengyuan Wang,Qianjing Zhao,Xiaolin Shen,Jia Wang,Yajun Yan,Xinxiao Sun,Qipeng Yuan
Tropone is a seven-membered ring nonbenzenoid aromatic compound. It is the core structure of tropolonoids, which have various biological activities. In this study, a hybrid tropone biosynthetic pathway was designed by connecting phenylacetic acid (PAA) degradation with its biosynthesis and reconstituted in Escherichia coli. To simplify pathway construction and optimization, the use of E. coli endogenous genes was maximized and only three exogenous genes were employed. The entire pathway was divided into four modules: the endogenous shikimate pathway module, the hybrid PAA biosynthetic module, the endogenous PAA catabolic module and the heterogeneous tropone biosynthetic module. Efficiency of the PAA catabolic module was enhanced using PAA consumption rate as the indicator. Then, a single point mutation was introduced to inactivate the ALDH domain of PaaZ and the carbon flow was redirected toward tropone synthesis. Assembly of the full pathway led to de novo tropone production with the best titer of 65.2 ± 1.4 mg/L in shake flask experiment. This study provides a potential alternative for sustainable production of tropone and its derivatives.
研究领域:
合成生物学
·
微生物工程
✓ 已验证
产品关联
DOI
PubMed
高影响因子
Nature Energy
·
2023
·Vol. 8
·期 10
·1158-1167
·
IF 56.7
Yan Luyao,Huang Hao,Cui Peng,Du Shuxian,Lan Zhineng,Yang Yingying,Qu Shujie,Wang Xinxin,Zhang Qiang,Liu Benyu,Yue Xiaopeng,Zhao Xing,Li Yingfeng,Li Haifang,Ji Jun,Li Meicheng
The fabrication of perovskite solar cells (PSCs) in ambient air can accelerate their industrialization. However, moisture induces severe decomposition of the perovskite layer, limiting the device efficiency. Here we show that sites near vacancy defects absorb water molecules and trigger the hydration of the perovskite, eventually leading to the degradation of the material. We demonstrate that guanabenz acetate salt eliminates both cation and anion vacancies, blocking the perovskite hydration and allowing the crystallization of a high-quality film in ambient air. With guanabenz acetate salt, we prepare PSCs in ambient air with a certified efficiency of 25.08%. The PSCs without encapsulation maintain around 96% of their initial efficiency after 2,000 hours of ageing in ambient air and after 500 hours of operating at the maximum power point under simulated air mass (AM) 1.5 G solar light in a N 2 atmosphere. The encapsulated devices retained 85% of their initial efficiency after 300 hours under damp heat conditions (85 °C and 85% relative humidity).
研究领域:
材料科学
·
可再生能源
·
化学
✓ 已验证
DOI
高影响因子
CHINESE JOURNAL OF CHEMISTRY
·
2013
·Vol. 31
·期 4
·494-500
·
IF 0.917
Chengbiao Yang,Huaimin Wang,Dongxia Li,Ling Wang
The development of molecular hydrogels that can be applied for mimicking bioactive molecules attracts extensive interests of researchers in fields of self-assembly. In this study, we reported on several molecular hydrogels based on naphthylacetic acid-peptides containing L -histidine formed by the heating-cooling process. All hydrogels exhibited higher activity to hydrolyze 4-nitrophenyl acetate (4-NPA) than the free L -histidine probably due the high density of L -histidine residue at the surface of self-assembled nanofibers. To calculate the 4-NPA hydrolysis rates, the Michaelis-Menten enzyme kinetics model was made. Among these gels, the gel of Nap-GFFYGHY possesses the highest enzyme activity of making the ester bond cleavage, which is approximately 25 times higher than that of the control (free L -histidine and Nap-GFFYGYY). These results indicate that molecular hydrogels with self-assembled nanofibers have great potential for the generation of self-assembled multivalent materials.
研究领域:
生物化学
·
材料科学
✓ 已验证
DOI
高影响因子