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JOURNAL OF FOOD COMPOSITION AND ANALYSIS · 2024 · IF 4

Cu(OH)2 nanowire arrays@Cu Foam for high–sensitivity nonenzymatical electroanalysis of histamine: Exploration of electron transfer kinetics and determination of histamine levels in Lactobacillus sakei subsp. sakei–inoculated fermented mandarin fish

Yong-Xiang Wu,Xun Zhou,Benwang Zhou,Chao Li,Peng Cui,Manhuan Cheng,Yang Wang,Xinsong She

Presently, Cu(OH) 2 nanowire arrays@Cu Foam (Cu(OH) 2 –NWA@Cu Foam) nanostructure has been confirmed to possess an excellent capacity of nonenzymatical electroanalysis of histamine (His). Based on Cu(OH) 2 –NWA@Cu Foam electrode, electrochemical investigations elucidated electron transfer kinetics principles of electrooxidation of His. Substantially, it was realized that a four–electron–transferring dehydrogenation was involved in diffusion–controlled electrooxidation of His, contributing tremendously to establishing as–proposed mechanization of His electrooxidation. At optimal conditions, Cu(OH) 2 –NWA@Cu Foam electrode reflected excellent electrochemical performance such as sensitivity of 3.089 mA mM –1 cm –2 , limit of determination of 94 nM, respond time of 1.6 s and linear respond rang of 0.5–1250 μM. The outperformed electroanalytical performance can be physically explicated by the dedications from larger exposed surface area, bigger interface–hydrophilicity–deduced His diffusion coefficient and less charge transfer resistance. Moreover, the outstanding selectivity, stability and reproducibility of Cu(OH) 2 –NWA@Cu Foam electrode ensured its practical effectiveness in regulating real His levels in fermented mandarin fish. Compared with control group, the mandarin fish by inoculating Lactobacillus sakei subsp . sakei delivered less His contents, deducing that inoculation of Lactobacillus sakei subsp . sakei can effectively depress His generation during fermentation process. Eventually, the one–step as–established Cu(OH) 2 –NWA@Cu Foam nanostructure positioned itself as an upcoming possibility to pursue commercialized utilization.

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JOURNAL OF THE SCIENCE OF FOOD AND AGRICULTURE · 2024 · IF 3.3

Direct competitive immunoassay method for sensitive detection of the histamine in foods based on a MI-Cu-GMP nanozyme marker and molecularly imprinted biomimetic antibody

Xinli Peng,Siqi Wang,Kaiyue Su,Yufeng Sun,Zhixiang Xu

BACKGROUND Histamine may lead to low blood pressure, skin flushing and edema when it accumulates in large amounts in the body. Therefore, establishing sensitive methods for the detection of histamine in foods is extremely important to ensure food safety and human health. RESULTS The MI-Cu-GMP NPs (2-methylimidazole-copper-guanosine monophosphate nanozymes) with high laccase-like activity were synthesized. Using the prepared molecular imprinted membrane as biomimetic antibody and MI-Cu-GMP NPs as marker, a sensitive direct competitive biomimetic enzyme-linked immunoassay (BELISA) method for rapid detection of the histamine in foods was developed. Under optimal conditions, the limit of detection (LOD, IC 15 ) and sensitivity (IC 50 ) of the BELISA method for histamine was 0.05 mg L −1 and 1.22 mg L −1 , respectively. The liquor samples spiked with histamine was detected by the BELISA method with satisfactory recoveries ranging from 90.00% to 116.00%. Further, the level of histamine in three samples (cooking wine, rice vinegar and soy sauce) was tested by the BELISA and high-performance liquid chromatography (HPLC), with no significant difference found between the two methods. CONCLUSION Given the advantages, the established BELISA method is expected to provide practical guidance for the monitoring of histamine in food and provides a foundation for the detection of other food hazards. © 2024 Society of Chemical Industry.

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JOURNAL OF CHROMATOGRAPHY A · 2024 · IF 3.8

Effect of anionic groups in zwitterionic hydrophilic stationary phases on their chromatographic characteristics

Liang Lai,Mengyao Zhang,Yuexiang Chang,Minyi Li,Jacques Crommen,Jia-Huan Qu,Dongsheng Xu,Zhengjin Jiang

The structure of zwitterion has great impact on the separation properties of zwitterionic hydrophilic stationary phases. To better understand the role of anionic groups of zwitterions, a novel carboxybetaine-based zwitterionic monolithic column was first prepared through thermo-initiated copolymerization of functional monomer (3-acrylamidopropyl)-dimethyl-(2-carboxymethyl) ammonium (CBAA) and crosslinker ethylene dimethacrylate (EDMA) within 100 μm ID capillary. The optimal poly(CBAA- co -EDMA) monolithic column exhibited satisfactory mechanical and chemical stability, good repeatability, high column efficiency (96,000 plates / m), and excellent separation performance for different classes of polar compounds (i.e., phenols, monophosphate nucleotides, urea and allantoin). A comparative study was then performed among three zwitterionic hydrophilic stationary phases containing different anionic groups, i.e. poly(CBAA- co -EDMA) (carboxybetaine), poly(2-{2-(methacryloyloxy) ethyldimethylammonium}ethyl n-butyl phosphate- co -EDMA) (phosphocholine), and poly(N,N-dimethyl-N-(3-methacrylamidopropyl)-N-(3-sulfopropyl) ammonium betaine- co -EDMA) (sulfobetaine) using benzoic acid derivatives, amine compounds, nucleobases and nucleosides as model analytes. The carboxybetaine-based monolithic column exhibited much higher positive zeta-potential and hydrophilicity, which endows it with a stronger retention capacity for acidic and neutral compounds, but sulfobetaine-based monolithic column exhibited much higher selectivity and retention capacity for the amines. Moreover, their enrichment efficiencies for N- glycopeptides were also evaluated based on their different hydrophilicity, and it was observed that the poly(CBAA- co -EDMA) monolithic material captured 4-8 times more N- glycopeptides compared to the other two materials.

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Food Bioscience · 2024 · IF 4.8

Adaptive laboratory evolution and mechanisms of salt tolerance in Lactiplantibacillus plantarum

Jing Han,Zhenxiao Sun,Yingxi Chen,Jian Guo,Sufang Zhang,Chaofan Ji

Lactiplantibacillus plantarum is known to be widely accepted as starter culture with antibacterial and biogenic amines (BAs) degrading abilities, but its salt tolerance is a crucial factor limiting its effectiveness as a starter for fermentation. In the present study, the adaptive laboratory evolution (ALE) approach was used to enhance the salt tolerance of the parental strain Lpb. plantarum His6-WS. Sixteen salt-tolerant strains were obtained by selection on MRS medium containing 10% NaCl. Compared to the parental strain, the evolved strain Lpb. plantarum H11-ES exhibited excellent genetic stability, a shorter lag period and a higher maximum population density in the MRS containing 8% NaCl. Additionally, the evolved strain Lpb. plantarum H11-ES improved its BAs-degrading ability in high-concentration NaCl environments. Characterization of cell morphology showed that the evolved strain Lpb. plantarum H11-ES had significantly strengthened the integrity and length of cell membrane and cell wall compared to its parent. Furthermore, whole genome resequencing revealed that the mutations in the poly(glycerol-phosphate) alpha-glucosyltransferase (TagE) and the ATP-binding cassette (ABC) transporters likely contributed to the evolution of salt-tolerant by altering cell morphology and participating in membrane transport. Collectively, this study successfully isolated Lpb. plantarum strain with enhanced salt tolerance and amine-degrading abilities, while also highlighting the importance of the cell wall in increasing the salt tolerance. This provides a theoretical basis for future regulation and selection of salt-tolerant LAB.

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JOURNAL OF HAZARDOUS MATERIALS · 2015 · IF 4.529

Monitoring tryptophan metabolism after exposure to hexaconazole and the enantioselective metabolism of hexaconazole in rat hepatocytes in vitro

Yao Wang,Wentao Zhu,Jing Qiu,Xinru Wang,Ping Zhang,Jin Yan,Zhiqiang Zhou

In the present study, the enantioselective metabolism, cytotoxicity of hexaconazole and its influence on tryptophan metabolism in rat hepatocytes in vitro were investigated. Following the exposure of primary rat hepatocytes to rac -hexaconazole, the concentrations of its enantiomers in the media were determined by chiral high-performance liquid chromatography–tandem mass spectrometry (HPLC–MS/MS). The half-lives ( t 1/2 ) of (+)-hexaconazole and (−)-hexaconazole were 5.17   h and 19.80   h, respectively, indicating that the metabolic process was enantioselective with (−)-hexaconazole enrichment. Using the MTT method, the EC 50 values of rac -hexaconazole, (+)-hexaconazole and (−)-hexaconazole after 12   h of exposure were determined to be 71.62, 62.71 and 67.94   μM, respectively. Tryptophan metabolism was monitored using metabolomics profiling techniques. Hexaconazole and its enantiomers caused the down-regulation of tryptophan levels and the up-regulation of kynurenine (KYN) levels, suggesting a role for hexaconazole in the activation of the KYN pathway and providing information for the mechanism of its toxicity.

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ANALYTICAL CHEMISTRY · 2025 · IF 6.7

Precise Electron-Withdrawing Strength Regulation of π-Conjugate Bridge-Boosted Specific Detection toward α-Methyltryptamine

Zhenzhen Cai,Zhiheng Huo,Gaosheng Li,Xu Cheng,Fang Xiao,Yuwan Du,Baiyi Zu,Xincun Dou

The specific fluorescent detection of α-methyltryptamine (AMT) presents a great challenge because similar amine groups and benzene rings exist in a variety of amines. Here, we show the precise modulation of the electron-withdrawing strength of the π-conjugate bridge in aldehyde-containing Schiff base-based fluorescent probes for ultratrace AMT discrimination. It is found that different electron-withdrawing groups −C6H4, −C6H2N2, and −C6H2Br2 as the π-conjugate bridge of the 2-dicyanomethylidene-3-cyano-4,5,5-trimethyl-2,5-dihydrofuran (TCF)-based probes can classify and identify organic amines with different amine nucleophilicities. Notably, the probe with −C6H2Br2 as the π-conjugate bridge, denoted as BrFS–TCF, which has the highest electrophilicity of the recognition site, shows a superior nM-level limit of detection (LOD) and an instant response time (<0.1 s) toward AMT. Especially, it shows an excellent selectivity facing the secondary amines, tertiary amines, aromatic amines, and even primary amines. The present strategy would provide a new pathway for chemical substances with similar structures and properties and especially for fighting against illegal drugs.

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JOURNAL OF CHROMATOGRAPHY A · 2024 · IF 3.8

Preparation and evaluation of a piperidinium-sulfonate based zwitterionic monolith for HILIC separation

Liang Lai,Mengyao Zhang,Tong Li,Jiahuan Qu,Dongsheng Xu,Pei Yu,Zhengjin Jiang

In this study, a novel piperidinium-sulfonate based zwitterionic hydrophilic monolith was prepared through thermally initiated co -polymerization of a piperidinium-sulfonate monomer 3-(4-((methacryloyloxy)methyl)-1-methylpiperidin-1-ium-1-yl)propane-1-sulfonate (MAMMPS), and a hydrophilic crosslinker N,N′ -methylenebisacrylamide (MBA) using n -propanol and H 2 O as porogenic system. Satisfactory mechanical and chemical stabilities, good repeatability and high column efficiency (120,000 N/m ) were obtained on the optimal monolith. The resulting poly(MAMMPS- co -MBA) monolith showed a typical HILIC retention behavior over an ACN content range between 5 and 95 %. Furthermore, this column exhibited good separation performance for various polar compounds. Compared to quaternary ammonium-sulfonate based zwitterionic hydrophilic monolith, i.e. poly(N,N-dimethyl-N-methacryloxyethyl-N-(3-sulfopropyl)ammonium betaine-co-MBA), the poly(MAMMPS- co -MBA) monolith displayed stronger retention and better selectivity for the tested phenolic and amine compounds at different pH conditions. Finally, this column was applied for the separation of six sulfonamide antibiotics, and the analytical characteristics of the method were evaluated in terms of precision, repeatability, limits of detection (LOD) and quantitation (LOQ). Overall, this study not only developed a novel HILIC monolithic column, but also proved the potential of piperidinium-sulfonate based zwitterionic chemistry as stationary phase, which further increased the structure diversity of zwitterionic HILIC stationary phases.

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TALANTA · 2024 · IF 5.6

Sensitive detection of histamine utilizing the SERS platform combined with an azo coupling reaction and a composite hydrophobic layer

Lichen Gou,Ling Li,Siqi Wei,Yunfei Tian,Xiandeng Hou,Li Wu

Herein, the surface-enhanced Raman scattering (SERS) platform was combined with an azo coupling reaction and an aluminum alloy covered with a hydrophobic layer of praseodymium oxide and stearic acid complexes for the detection of histamine. The praseodymium oxide on aluminum alloy was successfully synthesized by the rare-earth-salt-solution boiling bath method and modified by stearic acid. Its surface exhibits a water contact angle (WCA) of 125.0°. Through the azo derivatization reaction with 3-amino-5-mercapto-1,2,4-triazole (AMTA) diazonium salts, histamine can be converted into the derivatization product with higher Raman activity. The mixture of the derivatization product and β-cyclodextrin-modified Ag nanoparticles (β-CD-AgNPs) were dropped onto the surface of an aluminum alloy covered with a hydrophobic layer of praseodymium oxide and stearic acid complexes, and dried for SERS measurement. The intensity ratio between the SERS peaks at 1246 cm −1 and 1104 cm −1 (I 1246 /I 1104 ) of the derivatization product was used for the quantification of histamine. Under the selected conditions, the limit of detection (LOD) and the limit of quantification (LOQ) for this method were 7.2 nM (S/N = 3) and 24 nM (S/N = 10), respectively. The relative standard deviation (RSD) of this method for the determination of 1 μM histamine was 6.1 % (n = 20). The method was also successfully used for the determination of histamine in fish samples with recoveries ranging from 92 % to 111 %. The present method is simple, sensitive, reliable, and may provide a new approach for preparing the composite hydrophobic layer that can enhance SERS signals through hydrophobic condensation effect. Meanwhile, it may have a promising future in the determination of small molecular compounds containing an imidazole ring.

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SENSORS · 2024 ·Vol. 24 ·期 23 ·7415 · IF 3.4

The Fluorescent Sensing of BF3 and Amines: A Dual Approach with Hydrazone Ligands

Haichao Ye,Liqin Liu,Dagang Shen,Chang Song,Huanhuan Wang

BF3, volatile amines (VOAs), and biogenic amines (BAs) are the key indicators in chemical reaction catalysis and food quality monitoring. In this study, we present two types of fluorescent sensors, a hydrazone ligand (HL)-based fluorescent sensor for BF3detection and a novel sensor array using six boron difluoride (BF2) hydrazone complexes (BFHs) for monitoring VOAs and BAs. Spectral research indicates that the interaction mechanism between the HLs and BF3is based on intramolecular charge transfer (ICT). The HLs for the monitoring of BF3showed good sensitivity, selectivity, and anti-interference and have the characteristics of a visible color change. Additionally, the HL probe demonstrates reversibility in the presence of triethylamine, making it a candidate for “ON-OFF-ON” mode sensing. BF3detection can also be efficiently performed using test strips for convenient, air-based applications. The BFH sensor array successfully differentiates histamine from the other typical non-volatile BAs in solution; in comparison, the VOAs are analyzed through recognition patterns and statistical analysis. The array’s color changes enable the practical, on-site detection of shrimp spoilage, with principal component analysis distinguishing various ageing intervals. In summary, this sensor array demonstrates high selectivity for VOAs and BAs, with significant potential for application in real-world sample analysis.

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EMBO JOURNAL · 2024 · IF 9.4

The global phosphorylation landscape of mouse oocytes during meiotic maturation

SunHongzheng,HanLongsen,GuoYueshuai,AnHuiqing,WangBing,ZhangXiangzheng,LiJiashuo,JiangYingtong,WangYue,SunGuangyi,ZhuShuai,TangShoubin,GeJuan,ChenMinjian,GuoXuejiang,WangQiang

Phosphorylation is a key post-translational modification regulating protein function and biological outcomes. However, the phosphorylation dynamics orchestrating mammalian oocyte development remains poorly understood. In the present study, we apply high-resolution mass spectrometry-based phosphoproteomics to obtain the first global in vivo quantification of mouse oocyte phosphorylation. Of more than 8000 phosphosites, 75% significantly oscillate and 64% exhibit marked upregulation during meiotic maturation, indicative of the dominant regulatory role. Moreover, we identify numerous novel phosphosites on oocyte proteins and a few highly conserved phosphosites in oocytes from different species. Through functional perturbations, we demonstrate that phosphorylation status of specific sites participates in modulating critical events including metabolism, translation, and RNA processing during meiosis. Finally, we combine inhibitor screening and enzyme-substrate network prediction to discover previously unexplored kinases and phosphatases that are essential for oocyte maturation. In sum, our data define landscape of the oocyte phosphoproteome, enabling in-depth mechanistic insights into developmental control of germ cells.

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FOOD CONTROL · 2024 · IF 5.6

Switching off-on colorimetric sensor for rapid and selective detection of histamine in aquatic products based on Cu2+-mediated laccase-mimic activity of Mn3O4 nanoparticles

Zhen Wu,Yi Wei,Yue Tang,Lian Xia,Xiaojuan Niu,Yuangen Wu

Food poisoning caused by excessive intake of histamine is a significant public health concern. Traditional analytical methods struggle to meet the demands for on-site monitoring of histamine in food. Colorimetry based on nanozyme catalysis can be applied to rapidly detect histamine, but some challenges remain in the specific response of nanozymes to histamine. Herein, a novel “off-on” colorimetric sensor was first established for histamine detection based on Cu 2+ -mediated laccase-mimic activity of flower-like Mn 3 O 4 nanoparticles ( Mnf ). This work proved that Cu 2+ can inhibit the laccase-mimic activity by hindering the electron transfer between Mnf and 2,4-DP molecules. Once histamine was present in the system, Cu 2+ was first consumed due to the coordination with histamine, resulting in the recovery of laccase-mimic activity of Mnf . The color of sensing solution can be converted to the corresponding RGB value by a smartphone for on-site detection of histamine in food. The colorimetric sensor has a limit of detection as low as 0.148 μg mL −1 , which is comparable to that of most colorimetric methods. Moreover, the colorimetric sensor exhibits high selectivity, and has considerable applicability for histamine detection in aquatic products.

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Food Bioscience · 2025 · IF 5.9

Phytol inhibits quorum sensing and biogenic amine production in Pseudomonas fluorescens PF12

Hongwei Zhan,Xiang Zou,Jiao Li,Lixiu Zhang,Guanyuan Qu,Yanqing Li,Yongjun Sun,Wenming Ju,Mengqi Ye,Yang Deng,Ting Ding

Pseudomonas fluorescens is a prevalent spoilage bacterium in various chilled aquatic products, producing toxic biogenic amines (BAs) through the decarboxylation of amino acids via amino acid decarboxylases. Our previous studies revealed that P. fluorescens PF12 regulates BA production through its quorum sensing (QS) system, suggesting that disrupting QS could be a potential approach to control BA generation. In this study, we targeted the three-dimensional structure of the LuxI-type protein in P. fluorescens PF12 to screen for QS inhibitors (QSIs) through high-throughput screening from Seaweed Metabolite Database and Comprehensive Marine Natural Products Database. Nine compounds with high binding scores to the LuxI-type protein were identified. Considering cost-effectiveness and safety, phytol was selected for further investigation. Experimental results demonstrated that sub-inhibitory concentrations of phytol significantly suppressed BA production, siderophore production, motility, extracellular protease secretion, and biofilm formation in P. fluorescens PF12. Specifically, when the salmon fillets were stored for 288 h, the histamine content in the fillets treated with 25 mg/mL phytol decreased by 43.81 %. RT-qPCR revealed that the expression levels of key genes hisD and hisC related to histamine synthesis in the phytol treatment group were reduced by 7.68 ( p  < 0.05) and 8.23 % ( p  < 0.05), respectively, compared to the control group. Molecular docking analysis revealed that phytol interacts with key residues in the LuxI-type protein, thereby blocking the synthesis of acyl-homoserine lactones (AHLs) and downstream QS signaling. These findings indicate that phytol has great potential for controlling BA production in aquatic products and ensuring food safety.

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