SCIENTIA HORTICULTURAE
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2023
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IF 4.3
Xiaoqian Qu,Xince Wang,Maorun Fu,Jianfeng Cheng,Jingjing Liu,Xianghua Wang,Jia Li,Jinjin Wang,Ziqi Wang,Fei Sun
The concentrations of (E) -2-hexenal (E2H) have obvious correlation with the color change process in tomatoes during ripening. It is proposed that E2H may play a role in regulating the chloroplast degradation. In this study, the exogenous E2H was applied to tomato fruits and plants to create a higher concentration of E2H atmosphere than naturel released. A set of indices in response to E2H were detected. The color change was inhibited. The ethylene pathway and the involved genes were limited. The results of subcellular structure changes, the fatty acid profiles and the malondialdehyde (MDA) content supported that the chloroplast membranes were specifically degraded. The hydroperoxide lyase (HPL) and the lipoxygenase (LOX) pathway was activated to decompose the free fatty acids. In tomato plants at the harvest stage, E2H did not affect the ripe tomatoes, but inhibited the color changes of green tomatoes, accelerated the withering of the leaves and the branches, and made the fruits fall off easier. The chlorophagy was activated and the autophagosomes were observed to decompose the chloroplasts in leaves. In conclusion, E2H accelerated the chloroplast degradation, by which the color changes were regulated.
研究领域:
植物学
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分子生物学
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产品关联
DOI
高影响因子
FOOD CHEMISTRY
·
2022
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IF 9.231
Cong Chen,Fei Yu,Xinli Wen,Shuna Chen,Kaixi Wang,Feiquan Wang,Jianming Zhang,Yuanyuan Wu,Puming He,Youying Tu,Bo Li
Two major green leaf volatiles (GLVs) in tea that contribute greatly to tea aroma, particularly the green odor, are (E)-2-hexenal and (Z)-3-hexenal. Until now, their formation and related mechanisms during tea manufacture have remained unclear. Our data showed that the contents of (E)-2-hexenal and (Z)-3-hexenal increased more than 1000-fold after live tea leaves were torn. Subsequently, a new (Z)-3:(E)-2-hexenal isomerase (CsHI) was identified in Camellia sinensis . CsHI irreversibly catalyzed the conversion of (Z)-3-hexenal to (E)-2-hexenal . Abiotic stresses including low temperature, dehydration, and mechanical wounding, did not influence the (E)-2-hexenal content in intact tea leaves during withering, but regulated the proportions of (Z)-3-hexenal and (E)-2-hexenal in torn leaves by modulating CsHI at the transcript level. For the first time, this work reveals the formation of (E)-2-hexenal during tea processing and suggests that CsHI may play a pivotal role in tea flavor development as well as in plant defense against abiotic stresses.
研究领域:
植物学
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食品科学
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分子生物学
✓ 已验证
产品关联
DOI
PubMed
高影响因子
LWT-FOOD SCIENCE AND TECHNOLOGY
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2022
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IF 6.056
Xianghua Wang,Maorun Fu,Xiaoqian Qu,Jingjing Liu,Jianwen Bu,Shaoran Feng,Handong Zhao,Wenxiao Jiao,Fei Sun
(E)-2-Hexenal is one of the most prevalent and abundant volatile substances in fruits. Many researchers have attempted fumigation with (E)-2-hexenal to control fungal diseases with poor or no results; the key is the inability to maintain an effective concentration for a long time. Therefore, a new starch-based antifungal coating with (E)-2-hexenal microcapsules was prepared. The obtained results showed that the microcapsule embedding rate reached 78.95% by orthogonal optimization experiments and that the (E)-2-hexenal-based coating was effective at reducing the lesion diameter of apple fruit during storage at 25 °C after Penicillium expansum infection, and in other fruits; it also achieved a good antifungal effect. Moreover, the activities of the main defense-related enzymes and the expression of key genes involved in the salicylic acid (SA) signaling pathway, such as CHI, GLU, PAL , NPR1 , and PR1 , were enhanced by (E)-2-hexenal-based coating treatment. These findings suggest that the (E)-2-hexenal-based coating has the dual effect of direct antifungal and induction of apple system resistance. E2H-based coating is a promising approach to control postharvest Penicillium expansum in fruit.
研究领域:
植物病理学
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食品科学
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分子生物学
✓ 已验证
产品关联
DOI
高影响因子
SPECTROSCOPY LETTERS
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2015
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IF 0.852
Bo Zhang,Yanbin Su,Lei Chen,Zhuofu Wu,Fengrong Zhang,Yanwen Su,Gang Zhao,Zhengqiang Li
The characteristic changes in UV-visible and Raman spectra of lithocholic acid on E-2-Butenal for antiglioma are the maximum absorption peak of E-2-Butenal from 302 to 319 nm, the decreases of Raman signal of 1688 cm−1 and 1641 cm−1 in E-2-Butenal by lithocholic acid with the phenomenon of 1688 cm−1 splitting, and the disappearance of the band at 932 cm−1, which clearly displays the change of wagging in methyl. In the presence of mitochondrial protein deriving from glioma, the above mentioned effects of lithocholic acid on E-2-Butenal are more significant by Raman spectra detections. The molecular targets of lithocholic acid on E-2-Butenal are carbonyl group, conjugated double bonds, and methyl, respectively. The study concludes that the interaction between lithocholic acid and E-2-Butenal decreases the carbonyl group bond strength in E-2-Butenal and then changes the structure and function of E-2-Butenal. The internal cause of the interaction between lithocholic acid and E-2-Butenal leading to the change of the carbonyl group bond strength is the electronic delocalization near the carbonyl group bond in E-2-Butenal. Since E-2-Butenal derives from glioma in the process of lipid peroxidation of mitochondria, our investigation significantly contributes to understanding the mechanism of action of lithocholic acid as a potential antiglioma drug.
研究领域:
生物化学
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药物学
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肿瘤学
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产品关联
DOI
高影响因子
JOURNAL OF COLLOID AND INTERFACE SCIENCE
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2024
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IF 9.4
Ziyu Gan,Jun Wang
Plants exhibit rapid responses to biotic and abiotic stresses by releasing a range of volatile organic compounds (VOCs). Monitoring changes in these VOCs holds the potential for the early detection of plant diseases. This study proposes a method for identifying late blight in potatoes based on the detection of (E) -2-hexenal, one of the major VOC markers released during plant infection by Phytophthora infestans . By combining the Michael addition reaction with cysteine-mediated etching of aggregation-induced emission gold nanoclusters (Au NCs), we have developed a portable hydrogel kit for on-site detection of (E) -2-hexenal. The Michael addition reaction between (E) -2-hexenal and cysteine effectively alleviates the etching of cysteine-mediated Au NCs, leading to a distinct fluorescence color change in the Au NCs, enabling a detection limit of 0.61 ppm. Utilizing the superior loading and diffusion characteristics of the three-dimensional structure of agarose hydrogel, our sensor demonstrated exceptional performance in terms of sensitivity, selectivity, reaction time, and ease of use. Moreover, quantitative measurement of (E) -2-hexenal was made easier by using ImageJ software to transform fluorescent images from the hydrogel kit into digital data. Such method was effectively used for the early detection of potato late blight. This study presents a low-cost, portable fluorescent analytical tool, offering a new avenue for on-site detection of plant diseases.
研究领域:
植物病理学
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分析化学
✓ 已验证
产品关联
DOI
PubMed
高影响因子
FOOD RESEARCH INTERNATIONAL
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2024
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IF 7
Xiaoli Tan,Xiaobing Jiang,Okwong Oketch Reymick,Chen Zhu,Nengguo Tao
Stem-end rot caused by Neofusicoccum parvum is among the most detrimental diseases affecting postharvest mangoes. The present investigation utilized ( E )-2-octenal to manage N. parvum infections, elucidating its mechanism of action. The findings revealed that ( E )-2-octenal exhibited outstanding antimicrobial potency against N. parvum in vitro within the concentration range of 0.4–1.6 µL/mL. Additionally, ( E )-2-octenal significantly compromised the cell membrane integrity and mitochondrial energy metabolism of N. parvum , evidenced by dramatically increased intracellular material leakage and ROS levels, along with reduced mitochondrial membrane potential, ATP, and energy charge. Further experiments showed noteworthy effects on the tricarboxylic acid cycle (TCA) cycle and the key enzyme activities of succinate dehydrogenase (SDH) and malate dehydrogenase (MDH). Molecular docking revealed hydrogen bonding between ( E )-2-octenal’s aldehyde group and SDH (Trp-307) and MDH (Gly-101), indicating direct targeting of these enzymes for inhibition. To enhance the practical application of ( E )-2-octenal, we developed an aerogel-loaded ( E )-2-octenal material (ALO) that exhibited superior antimicrobial efficacy in vitro . In vivo , ALO effectively controlled mango stem-end rot, with optimal efficacy at 20 µL/L. This concentration also delayed the natural disease of mango without degrading fruit quality. According to these findings, ( E )-2-octenal is a promising preservative against postharvest mango infections, potentially by impeding cellular energy metabolism through direct interaction with SDH and MDH within the TCA pathway, culminating in mitochondrial dysfunction and cell membrane damage.
研究领域:
植物病理学
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食品科学
✓ 已验证
产品关联
DOI
PubMed
高影响因子
INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES
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2025
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IF 8.5
Haiyan Li,Zekun Jin,Nengguo Tao
This study aimed to develop food-grade ethyl cellulose/agarose aerogels for the controlled release of plant essential oils to extend the shelf life of fresh rice noodles. The antibacterial efficacy of ten unsaturated aldehyde essential oils was evaluated against primary spoilage bacteria, including Leuconostoc lactis , Lactococcus lactis , Acinetobacter johnsonii , Exiguobacterium indicum , and Enterobacter sichuanensis . Based on its superior antimicrobial performance, (E)-2-hexenal was selected for encapsulation within ethyl cellulose/agarose aerogels to achieve controlled release and extend the shelf life of fresh rice noodles. Increasing the ethyl cellulose concentration resulted in a more uniform pore size distribution, enhanced mechanical properties and hydrophobicity, and improved controlled release of (E)-2-hexenal in the aerogels. The optimized aerogel, loaded with 0.20 μL/mL of (E)-2-hexenal, exhibited significant antimicrobial activity, effectively inhibiting bacterial growth for 72 h. Moreover, the aerogel formulation effectively preserved the quality of fresh rice noodles by mitigating changes in total plate count, pH, water content, water activity, cooking properties, color, and texture, ultimately extending the product's shelf life by 4 days at 25 °C. These findings highlight the potential of ethyl cellulose/agarose aerogels loaded with (E)-2-hexenal as an innovative preservation strategy for fresh rice noodles, providing a promising method for enhancing food quality and longevity.
研究领域:
食品科学
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微生物学
✓ 已验证
产品关联
DOI
PubMed
高影响因子
INTERNATIONAL JOURNAL OF FOOD MICROBIOLOGY
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2022
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IF 5.911
Weibin Ma,Luling Zhao,Eric T. Johnson,Yanli Xie,Mingming Zhang
Natural food flavour ( E )-2-hexenal, a green leaf volatile, exhibits potent antifungal activity on Aspergillus flavus , but its antifungal mechanism has not been fully elucidated. In this study, we evaluated ( E )-2-hexenal-induced apoptosis in A. flavus conidia and explored the underlying mechanisms of action. Evidence of apoptosis in A. flavus conidia were investigated by methods including fluorescent staining, flow cytometry, confocal laser scanning microscope, and spectral analysis. Results indicated that 4.0 μL/mL (minimum fungicidal concentration, MFC) of ( E )-2-hexenal application induced early markers of apoptotic cell death in A. flavus conidia with a rate of 38.4% after 6 h exposure. Meanwhile, typical hallmarks of apoptosis, such as decreased mitochondrial membrane potential (MMP), activated metacaspase activity, fragmented DNA, mitochondrial permeability transition pore (MPTP) opening and cytochrome c (Cyt C) release from mitochondria to the cytosol were also confirmed. Furthermore, intracellular ATP levels were reduced by 63.3 ± 3.6% and reactive oxygen species (ROS) positive cells increased by 31.1 ± 3.1% during A. flavus apoptosis induced by ( E )-2-hexenal. l -Cysteine (Cys), an antioxidant, could strongly block the excess ROS generation caused by ( E )-2-hexenal, which correspondingly resulted in a significant inhibition of MPTP opening and decrease of apoptosis in A. flavus , indicating that ROS palys a pivotal role in ( E )-2-hexenal-induced apoptosis. These results suggest that ( E )-2-hexenal exerts its antifungal effect on A. flavus conidia via a ROS-dependent mitochondrial apoptotic pathway.
研究领域:
微生物学
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药理学
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食品科学
✓ 已验证
产品关联
DOI
PubMed
高影响因子
JOURNAL OF APPLIED MICROBIOLOGY
·
2025
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IF 3.2
Luo Yuwei,Zhang Yonghua,Chen Xiumei,Che Jinxin,Tao Nengguo
AimsTo overcome the hydrophobicity and effumability restriction of the essential oil in practice, we aim to fabricate the (E)-2-octenal-β-cyclodextrin inclusion complex (O/β-CDIC) and investigate its encapsulation mechanism.Methods and ResultsThe O/β-CDIC was fabricated using saturated aqueous solution method combined with freeze-dried method. The encapsulation efficiency and loading content of O/β-CDIC were 45.61 ± 1.37% and 2.97 ± 0.08%. In vitro assays, the MIC (Minimum Inhibitory Concentration) and MFC (Minimum Fungicidal Concentration) of the O/β-CDIC were 2.00 and 8.00 mg·mL⁻¹ for P. italicum XX5 mycelial growth, respectively. In addition, the O/β-CDIC effectively reduced the incidence of blue mold in citrus fruit and maintained fruit quality. The detailed structure characterization combined with the molecular docking study, molecular electrostatic potential, and independent gradient model based on Hirshfeld analysis collectively demonstrated that (E)-2-octenal was entrapped successfully within the β-CD cavity.ConclusionsThe O/β-CDIC significantly enhanced the thermal stability and phase solubility of (E)-2-octenal while effectively preserving its antifungal activity. Characterization analyses confirmed the presence of non-covalent interactions between β-CD and (E)-2-octenal.
研究领域:
食品科学
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植物病理学
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化学
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产品关联
DOI
PubMed
高影响因子
JOURNAL OF ORGANIC CHEMISTRY
·
2021
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IF 4.354
Ling Tang,Yangyi Zhang,Guisheng Deng
Ag(I)-catalyzed cascade reactions involving enynone cyclization and cross-coupling with phosphorus ylides have been achieved for the first time. Subsequent treatment of the reaction mixture with I2 afforded the corresponding (E)-α-alkenylfurans in 73–95% yields with excellent stereoselectively. A reasonable mechanism has been proposed.
研究领域:
有机化学
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合成化学
✓ 已验证
DOI
高影响因子
POSTHARVEST BIOLOGY AND TECHNOLOGY
·
2023
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IF 7
Yuwei Luo,Xin Chen,Jin Xin Che,Yonghua Zhang,Qiuli Ouyang,Nengguo Tao
Blue mold caused by Penicillium italicum is one of the most devastating postharvest diseases in Citrus fruit. This work aims to determine the antifungal potential of ( E )-2-octenal, a component of plant essential oil, on the mycelial growth and disease incidence of a prochloraz-resistant strain of P. italicum isolated from an orchard in Luxi, Hunan Province, China. An in vitro assay revealed that the minimum inhibitory concentration (MIC) and minimum fungicidal concentration (MFC) of ( E )-2-octenal were 0.25 and 0.50 mL L −1 , respectively. An in vivo assay showed that wax + 4 × MFC ( E )-2-octenal treatment could reduce the blue mold incidence in Ponkan fruit inoculated with P. italicum without impairing fruit quality. Scanning electron microscopy analysis illustrated that the mycelia of P. italicum were anomalously twisted and shrunken upon treatment with ( E )-2-octenal. The primary antifungal targets were attributed to the cell membrane instead of the cell wall based on propidium iodide and calcofluor white staining results. In addition, ( E )-2-octenal induced massive accumulation of reactive oxygen species in hyphae in a dose-dependent manner, leading to oxidative stress and dysfunction of energy and respiration metabolism. At the same time, the activities of phosphofructokinase (PFK) and pyruvate kinase (PK) were decreased in ( E )-2-octenal-treated samples. Taken together, our present study suggested that ( E )-2-octenal could exert its antifungal activity against P. italicum by damaging the function of mitochondria and may be a potential antifungal substance for an alternative to chemical fungicides.
研究领域:
植物科学
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微生物学
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食品科学
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植物病理学
✓ 已验证
产品关联
DOI
高影响因子
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY
·
2019
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IF 3.571
Weibin Ma,Luling Zhao,Wenhong Zhao,Yanli Xie
Fungal contamination imposes threats to agriculture and food production and human health. A method to safely and effectively restrict fungal contamination is still needed. Here, we report the effect and mode of action of (E)-2-hexenal, one of the green leaf volatiles (GLVs), on the spore germination of Aspergillus flavus, which can contaminate a variety of crops. The EC50 value, minimum inhibitory concentration (MIC), and minimum fungicidal concentration (MFC) of (E)-2-hexenal were 0.26, 1.0, and 4.0 μL/mL, respectively. As observed by scanning electron microscopy (SEM), the surface morphology of A. flavus spores did not change after treatment with the MIC of (E)-2-hexenal, but the spores were shrunken and depressed upon treatment with the MFC of (E)-2-hexenal. The MIC and MFC of (E)-2-hexenal induced evident phosphatidylserine (PS) externalization of A. flavus spores as detected by double staining with Annexin V-FITC and propidium iodide, indicating that early apoptosis was potentially induced. Furthermore, sublethal doses of (E)-2-hexenal disturbed pyruvate metabolism and reduced the intracellular soluble protein content of A. flavus spores during the early stage of germination, and MIC treatment decreased acetyl-CoA and ATP contents by 65.7 ± 3.7% and 53.9 ± 4.0% (P < 0.05), respectively. Additionally, the activity of mitochondrial dehydrogenases was dramatically inhibited by 23.8 ± 2.2% (P < 0.05) at the MIC of (E)-2-hexenal. Therefore, the disruption of mitochondrial energy metabolism and the induction of early apoptosis are involved in the mechanism of action of (E)-2-hexenal against A. flavus spore germination.
研究领域:
微生物学
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植物科学
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药理学
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真菌学
✓ 已验证
产品关联
DOI
PubMed
高影响因子
危险品化学品经营许可证（带存储）