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JOURNAL OF CHEMICAL THERMODYNAMICS · 2024 · IF 2.2

Determination of the solubility, dissolution enthalpy and entropy of 2,4-diaminotoluene, methyl 3-amino-4-methyl-N-phenyl carbamate and dimethyl toluene-2,4-dicarbamate in different solvents

Yucong Song,Mingchuan Pang,Xiaoshu Ding,Guirong Wang,Xinqiang Zhao,Yanji Wang

The solubilities of 2,4-diaminotoluene (2,4-TDA), methyl 3-amino-4-methyl- N -phenyl carbamate (4-TMC) and dimethyl toluene-2,4-dicarbamate (2,4-TDC) in dimethyl carbonate (DMC) and di(2-ethylhexyl) phthalate (DOP) were determined by dynamic method at 298.15 ∼ 398.15 K under atmospheric pressure. The solubility data were correlated by the modified Apelblat equation, polynomial equation and simplified two-parameter equation. The modified Apelblat equation was more accurate than the others. In addition, the thermodynamic properties of the solution process, including the Gibbs energy, enthalpy and entropy were calculated by the modified Van't Hoff equation. The dissolution process of 2,4-TDC in DOP solvent is a non-spontaneous entropy reduction endothermic process. The dissolution processes of 2,4-TDA, 4-TMC and 2,4-TDC in DMC solvent and 2,4-TDA and 4-TMC in DOP solvent are all non-spontaneous entropy-increasing endothermic processes.

研究领域: 物理化学 · 材料科学
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JOURNAL OF HAZARDOUS MATERIALS · 2024 · IF 12.2

Unveiling the analgesic and antipyretic drug acetaminophen catabolic mechanism in Pseudomonas taiwanensis AP-1

Mingliang Zhang,Weihao Zhu,Hongfei Liu,Kaihua Pan,Qian Li,Qian Zhu,Yanni Huang,Changchang Wang,Junqiang Hu,Mingli Jiang,Xin Yan,Qing Hong

Acetaminophen (APAP), an analgesic and antipyretic drug, is commonly detected in wastewater treatment plant (WWTP) effluents, surface water, and soil, indicating its status as an emerging environmental contaminant. In this study, we isolated a bacterium, Pseudomonas taiwanensis AP-1, capable of completely mineralizing APAP and utilizing it as the sole carbon source for growth. A newly identified metabolite, γ-glutamyl-4-aminophenol (γ-G4AP), was reported for the first time in the degradation of APAP by strain AP-1. Two amidases (ApaH1 and ApaH2), responsible for the conversion of APAP to 4-aminophenol (4-AP), were identified through a combination of genomic comparison, heterologous expression, and gene knockout. Notably, ApaH1 played a pivotal role in the degradation of APAP by strain AP-1. The catalytic triad of ApaH1 (K82-S161-S185) and ApaH2 (K85-S160-S184) were identified as by molecular docking and site-directed mutagenesis. Additionally, a gene cluster apd for the metabolism of 4-AP was also successfully identified in strain AP-1, consisting of the aniline dioxygenase gene cluster apdBCD1D2EF and the BT catabolic gene apdGH . Interestingly, the 4-AP metabolic gene cluster apd was highly conserved among other Pseudomonas strains capable of APAP degradation. Our results provide new insights into the mechanism of APAP biodegradation and strain AP-1 may be a promising bacterium for the bioremediation of APAP pollutions.

研究领域: 环境科学 · 微生物学 · 药物代谢
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BIOTECHNOLOGY LETTERS · 2020 ·Vol. 42 ·期 8 ·1501-1511 · IF 1.977

High throughput solid-phase screening of bacteria with cyclic amino alcohol deamination activity for enantioselective synthesis of chiral cyclic β-amino alcohols

Chang Ya-Wen,Zhang Jian-Dong,Yang Xiao-Xiao,Li Jing,Gao Li-Li,Huang Shuang-Ping,Guo Xing-Mei,Zhang Cao-Feng,Chang Hong-Hong,Xu Jian-He

Objectives To screening of bacteria with cyclic amino alcohol deamination activity for enantioselective synthesis of chiral cyclic β-amino alcohols. Results A new strain named Arthrobacter sp. TYUT010-15 with the ( R )-selective deamination activity of cyclic β-amino alcohol has been isolated from nature via a high throughput solid-phase screening method. The reaction conditions of TYUT010-15 were optimized. Using the resting cell of TYUT010-15 as the catalyst, kinetic resolution of trans -2-aminocyclopentanol, trans -2-aminocyclohexanol and cis -1-amino-2-indanol was carried out to afford (1 S , 2 S )- trans -2-aminocyclopentanol, (1 S , 2 S )- trans -2-aminocyclohexanol and (1 R , 2 S )- cis -1-amino-2-indanol in > 99% ee and 49.6–50% conversion. Four aromatic β-amino alcohols and two amines were also resolved, ( S )-β-amino alcohols and ( R )-amines were obtained in > 99% ee. Preparation experiment was conducted with 200 mM (23.2 g L −1 ) racemic trans -2-aminocyclohexanol, yielding the desired (1 S , 2 S )- trans -2-aminocyclohexanol in 40% isolated yield, > 99% ee and 5.8 g L −1 d −1 space time yields. Conclusions This study provides a high throughput solid-phase method for screening of bacteria with cyclic amino alcohol deamination activity and a first example for practical preparation of chiral cyclic β-amino alcohol by Arthrobacter sp. TYUT010-15.

研究领域: 微生物学 · 有机化学 · 生物催化 · 手性化学
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FOOD CHEMISTRY · 2023 · IF 8.8

A novel integrated automatic strategy for amino acid composition analysis of seeds from 67 species

Yelin Ding,Qirui Bi,Dongdong Huang,Jingmei Liao,Lin Yang,Xiaoxiao Luo,Peilei Yang,Yun Li,Changliang Yao,Wenlong Wei,Jianqing Zhang,Jiayuan Li,Yong Huang,De-an Guo

The composition and quantity of amino acids (AAs) in seeds are complicated due to the various origins and modifications of different species. In this study, a novel automatic neutral loss filtering (ANLF) strategy based on accurate mass searching by Python was developed to analyze the free and hydrolyzed AA-phenyl isothiocyanate (PITC) derivatives from seeds of Gymnosperm and Angiosperm phyla. Compared with traditional strategies, ANLF showed much higher accuracy in screening AA derivatives by filtering nitrogen-containing non-AA compounds and efficiency in processing large datasets. Meanwhile, the content phenotype of 20 proteinogenic AAs from seeds of these two families was characterized by a 35-min HPLC method combined with an automated peak-matching strategy. AA profiles of 232 batches of seeds from 67 species, consisting of 19 proteinogenic AAs, 21 modified AAs, and 77 unknown AAs, would be a good reference for their application in food and medicine.

CAS / MDL: 64-18-6
研究领域: 生物化学 · 植物科学 · 分析化学 · 食品科学
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International Journal of Electrochemical Science · 2023 · IF 1.5

Amino β-cyclodextrin-functionalized GS/MWCNTs for Simultaneous Electrochemical Determination of p-aminophenol and Acetaminophen

Yu Zhang,Qiang Xie,Zhi Xia,Guofeng Gui,Ping Zhang,Lifen Meng,Ling Pan

In this study, a rapid and sensitive electrochemical sensor based on amino β-cyclodextrins (NH 2 -β-CD) functionalized graphene and multi-walled carbon nanotubes (MWCNTs) nanohybrids was successfully constructed for the simultaneous determination of p -aminophenol ( p -AP) and acetaminophen (AC). Graphene and MWCNTs were oxidized with strong acid to give carboxyl groups (COOH-f-GS/MWCNTs). Then, the NH 2 -β-CD was immobilized on its surface by EDC and NHS to prepare a porous hybrid nanocomposite (β-CD-NHCO-f-GS/MWCNTs). The composite material displays a well synergistic effect of high electrocatalytic activity and excellent conductivity of COOH-f-GS/MWCNTs and high supramolecular recognition capability of NH 2 -β-CD. The electrocatalytic mechanism and catalytic process are discussed. Under the optimum conditions, the detection limits of the as-prepared electrochemical sensor are 0.11 mM and 0.15 mM for p -AP and AC, respectively. The linear ranges are 1.0 mM to 1.32 mM for p -AP and 0.6 mM to 0.44 mM for AC. More importantly, this result was measured in the presence of each other. The electrochemical sensor can simultaneously display obvious and accurate response to p -AP and AC at different potentials with high sensitivity and less interferences.

CAS / MDL: 107-06-2 106627-54-7
研究领域: 分析化学 · 材料科学 · 药物分析
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INDUSTRIAL CROPS AND PRODUCTS · 2024 · IF 5.6

Characterization and assessment of free amino acids in different varieties of sugarcane

Lu Wang,Limei Xiao,Shoujing Zheng,Jie Pang,Jiebo Chen

A better understanding of amino acids (AA) characteristics is beneficial for breeding, processing and storage of sugarcane. The differences and classification in AA of 10 different sugarcane varieties (S1-S10) were investigated in this study. Varieties affected components and concentrations of free AA ( p < 0.05) significantly. The total AA of sugarcanes ranged from 51.44 to 781.61 mg/L, while the content of essential amino acids (EAA) was in the range of 0.72–60.98 mg/L. Glu (glutamic acid) was the most abundant free amino acids in all varieties of sugarcane except S4. Even though S6 had the highest concentration of medicinal AA (781.61 mg/L), the highest proportion of medicinal AA in total AA was found in S5 (81.76%). S6 got the highest comprehensive score in amino acids based on the results of Principal Component Analysis (PCA). The cluster analysis roughly divided the sugarcanes into 2 groups. Group Ⅰ including S1, S6, S2 and S5 got positive scores in PCA might had great edible and medicinal development and utilization value.

研究领域: 食品科学 · 植物学
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JOURNAL OF CHEMICAL AND ENGINEERING DATA · 2019 · IF 2.298

Synthesis and Mechanism of Adsorption Capacity of Modified Montmorillonite with Amino Acids for 4-Acetaminophenol Removal from Wastewaters

Yuting Chu,Muhammad Asim Khan,Mingzhu Xia,Wu Lei,Fengyun Wang,Sidi Zhu

4-Acetaminophenol (PCT) is a kind of micropollutant in nature, and its existence has caused serious harm to the biological environment. In this work, sodium montmorillonite (Na-Mt) was modified with amino acids, l-histidine hydrochloride (His), l-arginine hydrochloride (Arg), and l-methionine (Met), to investigate the adsorption of PCT in the wastewater. The adsorption capacities of the modified adsorbents for PCT under the same conditions were Arg-Mt-1.0 (8.45 mg/g) > His-Mt-1.0 (8.23 mg/g) > Met-Mt-1.0 (7.18 mg/g) > Na-Mt (4.84 mg/g). The investigation showed that Na-Mt and Met-Mt-1.0 conformed to the Temkin model in the temperature range of 15 to 55 °C. The adsorption of His-Mt-1.0 to PCT was consistent with the D–R model within the studied temperature range. The adsorption of Arg-Mt-1.0 on PCT at 15 and 35 °C was consistent with the Freundlich model, and the adsorption of PCT at 55 °C was consistent with the Langmuir model, indicating that when the temperature was high, the adsorption sites tended to be the same. The adsorption of PCT by the modified adsorbents was exothermic, and all the adsorption processes were in accordance with pseudo-second-order kinetic characteristics. Amino acid’s modified montmorillonite can improve the adsorption capacity for PCT because the interlayer spacing was increased.

CAS / MDL: 103-90-2 63-68-3
研究领域: 环境科学 · 材料科学 · 生物化学
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Arabian Journal of Chemistry · 2017 · IF 4.553

Gold nanoparticles/tetraaminophenyl porphyrin functionalized multiwalled carbon nanotubes nanocomposites modified glassy carbon electrode for the simultaneous determination of p-acetaminophen and p-aminophenol

Peiling Shi,Rui Xue,Yuli Wei,Xi Lei,Jiebing Ai,Ting Wang,Zheru Shi,Xiao Wang,Qin Wang,Fathelrahman Mohammed Soliman,Hao Guo,Wu Yang

A novel electrochemical platform was designed and prepared for simultaneous determination of p-acetaminophen (AMP) and p-aminophenol (AP) by combining the excellent conductivity and electrocatalytic activities of tetraaminophenyl porphyrin functionalized multi-walled carbon nanotubes (CNTs-CONH-TAPP) and gold nanoparticles (AuNPs). The as-synthesized CNTs-CONH-TAPP composites were characterized by Fourier transform infrared spectroscopy, X-ray photoelectron spectroscopy and scanning electron microscope. The incisive oxidation current responses of AMP and AP at the modified electrode promised a sensitive and selective simultaneous determination of AMP and AP. Under optimized conditions, the peak currents were directly proportional to the concentrations of AMP and AP over the ranges of 4.5–500   μmol   L −1 and 0.08–60   μmol   L −1 , respectively, and the limits of detection were 0.44   μmol   L −1 for AMP and 0.025   μmol   L −1 for AP(S/N   =   3) respectively. The proposed modified electrode showed excellent selectivity, reproducibility and long-term stability and could be applied in simultaneous determination of p-acetaminophen and p-aminophenol in real samples.

CAS / MDL: 103-90-2 123-30-8
研究领域: 分析化学 · 材料科学 · 电化学
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Analytical Methods · 2017 ·Vol. 9 ·期 43 ·6131-6138 · IF 1.9

Separation and detection of free D- and L-amino acids in tea by off-line two-dimensional liquid chromatography

Xiangyu Wang,Huihui Wu,Rongying Luo,Donghai Xia,Zhengjin Jiang,Hai Han

D-amino acids are currently paid attention to as new physiologically active substances. Foodstuffs and beverages containing D-amino acids are a matter of interest. Until now, the profiles of D-amino acids have not been reported in natural and fermented teas except theanine. In this study, an off-line 2D-HPLC method combining a Gemini C18 column and a CHIRALPAK® IC-3 column or a self-prepared poly(MQD-co-HEMA-co-EDMA) monolithic capillary column was employed for the separation and detection of D-amino acids in tea samples with the co-existence of a large amount of L-amino acids. The free amino acid fractions in longjing, black, oolong, and pu-erh tea samples were separated and collected after pre-column derivatization using 9-fluorenylmethoxycarbonyl (FMOC) chloride in the reversed-phase mode, and then were concentrated and separated to D- and L-forms on a chiral column. Among them, the D-form of isoleucine (Ile) (1.0–1.6%), alanine (Ala) (0.1–0.8%), phenylalanine (Phe) (0.1–0.4%), valine (Val) (0.2–0.3%), serine (Ser) (0.1–0.2%), aspartic acid (Asp) (0.2%), and proline (Pro) (0.1%) were detected in longjing and oolong teas. Differences between natural tea and fermented tea in the profiles of D-amino acids as well as the total amino acids were also observed. The results provided useful information for the bio-function research of D-amino acids in tea.

研究领域: 食品科学 · 分析化学 · 生物化学
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JOURNAL OF THE ELECTROCHEMICAL SOCIETY · 2023 ·Vol. 170 ·期 7 ·077512 · IF 3.9

A Novel Ti3C2/CoNP-NCNTHP Electrochemical Sensor for the Detection of Paracetamol and 4-Aminophenol Simultaneously

Jinjin Zhang,Wenjing Liu,Qi Wang,Jianying Qu

In this paper, composites of Ti3C2/ZIF-8/ZIF-67 were obtained through in situ growing ZIF-8/ZIF-67 on Ti3C2 with two-dimensional structure prepared by etching MXene using HF. Furtherly, novel materials of Ti3C2 modified with hollow polyhedrons composed of Co nanoparticles and N-doped carbon nanotube (Ti3C2/CoNP-NCNTHP) was got through derivation with high temperature calcination. The materials were combinations of two-dimensional nanosheets and three-dimensional hollow polyhedras, which were characterized by SEM, TEM, XRD, XPS and EIS. Based on this, a new electrochemical sensor of Ti3C2/CoNP-NCNTHP/GCE was constructed to detect paracetamol (PA) and 4-aminophenol (4-AP) simultaneously. Under optimal conditions, the linear ranges for detection of PA and 4-AP were 0.50–350.00 μM and 0.50–200.00 μM with the limits of detection of 0.05 μM and 0.07 μM, respectively. This proposed sensor has lower detection limits and good linear ranges, which was successfully applied for river water and acetaminophen tablets with good accuracy and has potential prospects for practical applications.

研究领域: 材料科学 · 分析化学
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Heliyon · 2024 · IF 3.4

Targeted metabolomics of muscle amino acid profles and hepatic transcriptomics analyses in grass carp (Ctenopharyngodon idellus) fed with broad beans

Meilin Hao,Junhong Zhu,Yuxiao Xie,Wenjie Cheng,Lanlan Yi,Sumei Zhao

While tissue amino acid compositions reflect that of the dietary protein source, and the liver orchestrates amino acid metabolism. In this study, we investigated the muscle amino acid profiles in ordinary and crisp grass carp. The 22 amino acids were measured, and seventeen showed significant concentration differences. To understand the molecular mechanisms behind changes, we analyzed the liver transcriptome, and the 2519 differentially expressed genes (DEGs) were identified, with 1156 up-regulated and 1363 down-regulated genes. DEGs were enriched in ribosome-related biological processes. KEGG pathway analysis showed enrichment in tryptophan metabolism, lysine degradation, valine, leucine and isoleucine degradation, galactose metabolism, and glutathione metabolism with up-regulated genes, arginine and proline metabolism, arginine biosynthesis and alanine, aspartate, amino sugar and nucleotide sugar metabolism, N-Glycan biosynthesis and glutamate metabolism with down-regulated genes. A protein-protein interaction network with 260 nodes and 249 edges was constructed, and 3 modules were extracted. The top 10 hub genes with close connections to other nodes were ITM1, STT3B, SEL1L, UGGT1, MLEC, IL1B, ALG5, KRTCAP2, NFKB2, and IRAK3. In summary, this study identified candidate genes and focused on amino acid and glycan metabolism pathways, providing a reference for further investigation into liver amino acid metabolism in grass carp fed with broad beans.

CAS / MDL: 73-32-5
研究领域: 水产养殖学 · 分子生物学 · 营养学
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CANADIAN JOURNAL OF CHEMICAL ENGINEERING · 2024 ·Vol. 102 ·期 10 ·3532-3549 · IF 1.6

Pore size regulation of ZIFs for adsorptive separation of branched chain and aromatic amino acids

Wen Jiang,Shifeng Miao,Yujie Yang,Yu Long

This research endeavour aims to investigate the adsorptive separation of the branched chain (BCAA) and aromatic amino acids (AAA). Based on the different molecular sizes of BCAA and AAA, zeolitic imidazolate frameworks (ZIFs) with different pore structures were prepared by regulating the size of imidazole ligands. The structure and pore shape were characterized by Fourier transform infrared spectroscopy (FT-IR), x-ray diffraction (XRD), scanning electron microscope (SEM), and BET surface area (BET). The results indicated the successful synthesis of ZIF-[Co(mIm) 2 ], ZIF-[Co(eIm) 2 ], and ZIF-[Co(pIm) 2 ] with pore size distribution of 7.821, 6.943, and 9.394 Å, and particle size of these ZIFs was approximately 4 μm. ZIF-[Co(eIm) 2 ] was chosen as the optimal ZIFs for the separation of BCAA and AAA. The adsorption experiment was evaluated in the respective single and binary systems. The corresponding data in a single system demonstrated that ZIF-[Co(eIm) 2 ] showed good adsorption performance for BCAA and poor for AAA. Furthermore, the adsorption behaviour under experimental conditions conformed well to the pseudo-second-order kinetic model and Langmuir isotherm. ZIF-[Co(eIm) 2 ] had great separation ability for BCAA/AAA in their binary system. Finally, regeneration studies further manifested that ZIF-[Co(eIm) 2 ] exhibited fine reusability performance with adsorption efficiencies still higher than 70% after five cycles. This study exhibits a novel path for the design of adsorbents for efficient separation of BCAA/AAA.

CAS / MDL: 6147-53-1
研究领域: 生物化学 · 材料科学 · 分离技术
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