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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.

✓ 已验证 产品关联 DOI PubMed 高影响因子
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FOOD CHEMISTRY · 2025 · IF 9.8

Supramolecular calix[6]arene-COF with pocket-like cavities for host-guest recognition-based SERS detection of tryptamine and seafood freshness monitoring

Jiana Lin,Ying Chen,Gongke Li,Yuling Hu

Monitoring seafood freshness is critical for ensuring nutritional value and food quality, but targeted analysis in complex matrices remains challenging. Herein, a thiol-functionalized calix[6]arene covalent organic framework grafted with AuNPs, denoted as CX6-SCOF-AuNPs, was strategically designed for rapid, sensitive and selective detection of tryptamine in seafood by surface-enhanced Raman spectroscopy (SERS). CX6-SCOF-AuNPs featured extensive pocket-like hydrophobic cavities integrated within an ordered porous structure, enabling specific capture of tryptamine with exceptional enrichment capacity (203.4 mg/g) and rapid adsorption kinetics (within 2 min). The selectivity mechanism stemmed from the formation of a ground-state charge-transfer complex driven by specific “pocket effect” between CX6-SCOF and size-matched tryptamine. CX6-SCOF-AuNPs was successfully applied to enrichment and detection of tryptamine in seafood, achieving high sensitivity (LOD of 3.4 μg/L) and satisfactory recoveries (90.6 % – 107.4 %). This work provides a promising strategy for supramolecular recognition and targeted SERS analysis of trace hazards in complex food matrices.

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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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SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY · 2024 · IF 4.3

Recognition and detection of histamine in foods using aptamer modified fluorescence polymer dots sensors

Gan Wu,Zhaoyang Ding,Xilin Dou,Ze Chen,Jing Xie

Histamine has been known as a momentous cause of biogenic amine poisoning. Therefore, the content of histamine in foods is strictly required to be controlled within a certain range. Here, an aptamer fluorescent sensor was developed for detection of histamine. Poly [(9, 9-di-n-octylfluorenyl-2, 7-diyl)-alt-(benzo [2,1,3] thiadia-zol-4, 8-diyl)] (PF8BT) and the styrene maleic anhydride copolymer (PSMA) were used for the preparation of PF8BT-Polymer dots (PF8BT-Pdots). PF8BT-Pdots and the cyanine3-phosphoramidite (Cy3) were linked through aptamer to achieve the ratiometric detection for histamine. PF8BT-Pdots were partly quenched by Cy3 due to the fluorescence resonance energy transfer (FRET), when the histamine molecule was recognized by aptamer on the surface of PF8BT-Pdots. A linear range (3–21 μmol/L) was obtained for histamine detection with a low limit of detection (LOD = 0.38 μmol/L). PF8BT aptamer Pdots (PF8BT-A) were used to detect histamine in simply treated aquaculture water and tuna. The cell imaging of HeLa cells presented a good biosecurity and outstanding fluorescent imaging capability of PF8BT-A. The aptamer fluorescent sensors provided a new platform for rapid and accurate detection of histamine in aquatic products and had great potential for the application in food safety and quality control.

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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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