Shibo Han, Shumin Wang, Shuyue Fu, Ke Chen, Wei Gao, Yaning Cheng, Meng Liu, Xiangmei Zhang and Kang Lei*,
{"title":"Design, Synthesis, and Herbicidal Activity of Novel 5-Acylbarbituric Acid Derivatives Containing Maleimide Moieties and Evaluation of Their Mode of Action","authors":"Shibo Han, Shumin Wang, Shuyue Fu, Ke Chen, Wei Gao, Yaning Cheng, Meng Liu, Xiangmei Zhang and Kang Lei*, ","doi":"10.1021/acs.jafc.4c1180010.1021/acs.jafc.4c11800","DOIUrl":"https://doi.org/10.1021/acs.jafc.4c11800https://doi.org/10.1021/acs.jafc.4c11800","url":null,"abstract":"<p >In continuation of our search for herbicide lead compounds with novel structures and enhanced activities, a total of thirty 5-acylbarbituric acid derivatives containing maleimide moieties were designed and synthesized, and their herbicidal activities were evaluated in the greenhouse. The bioassay results showed that some of the newly synthesized target compounds had good herbicidal activity, of which <b>BT-IV-1</b> displayed an excellent inhibitory effect on <i>Brassia campestris</i>, <i>Amaranthus retroflexus</i>, <i>Amaranthus blitum</i>, <i>Chenopodium album</i>, <i>Portulaca oleracea</i>, and <i>Abutilon theophrasti</i>, with inhibition rate > 80% at the dosage of 37.5 g ha<sup>–1</sup>, and it was determined to be safe for <i>Oryza sativa</i>, <i>Zea mays</i>, and <i>Panicum miliaceum</i> at the dosage of 75 g ha<sup>–1</sup>. Studying the molecular mechanism by phenotypic observation, membrane permeability evaluation, molecular docking, and in vitro maize protoporphyrinogen oxidase (PPO) activity evaluation reveals that <b>BT-IV-1</b> is a PPO inhibitor. The present work indicates that <b>BT-IV-1</b> can serve as a potential lead compound for the further development of novel PPO-inhibiting herbicides.</p>","PeriodicalId":41,"journal":{"name":"Journal of Agricultural and Food Chemistry","volume":"73 18","pages":"11386–11398 11386–11398"},"PeriodicalIF":5.7,"publicationDate":"2025-04-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143911106","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":1,"RegionCategory":"农林科学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Jiajun Li, Ruiying Li, Pengcheng Chen, Dan Wu, Pu Zheng
{"title":"A Stepwise, One-Pot, Multienzyme Cascade Reaction Coupled with Saccharomyces cerevisiae Used for the Biosynthesis of cis-Jasmone","authors":"Jiajun Li, Ruiying Li, Pengcheng Chen, Dan Wu, Pu Zheng","doi":"10.1021/acs.jafc.5c02907","DOIUrl":"https://doi.org/10.1021/acs.jafc.5c02907","url":null,"abstract":"<i>cis</i>-Jasmone is an essential compound used in perfumery, cosmetics, and food flavoring with distinct aromatic properties. Traditional production methods, such as plant extraction and chemical synthesis, have become increasingly challenged by resource and environmental concerns, while there is also a notable gap in the biotechnological approach toward the synthesis of <i>cis</i>-jasmone. Herein, we present a novel biosynthesis of <i>cis</i>-jasmone using a multienzyme cascade utilizing α-linolenic acid as a substrate to produce <i>iso</i>-12-oxophytodienoic acid via the sequential catalysis of lipoxygenase, <i>Arabidopsis thaliana</i>-derived allene oxide synthase and allene oxide cyclase 2, and <i>Helicoverpa armigera</i>-derived glutathione S-transferase 16, followed by its conversion to <i>cis</i>-jasmone by β-oxidation of <i>Saccharomyces cerevisiae</i>. After optimization of the cascade processes, <i>cis</i>-jasmone was successfully generated at 96 μg/L using a stepwise, one-pot process, which suggested the biosynthesis of <i>cis</i>-jasmone can be achieved in vitro. This biocatalytic approach fills the existing gap and offers a sustainable alternative to traditional jasmone production.","PeriodicalId":41,"journal":{"name":"Journal of Agricultural and Food Chemistry","volume":"43 1","pages":""},"PeriodicalIF":6.1,"publicationDate":"2025-04-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143885096","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":1,"RegionCategory":"农林科学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Shibo Han, Shumin Wang, Shuyue Fu, Ke Chen, Wei Gao, Yaning Cheng, Meng Liu, Xiangmei Zhang, Kang Lei
{"title":"Design, Synthesis, and Herbicidal Activity of Novel 5-Acylbarbituric Acid Derivatives Containing Maleimide Moieties and Evaluation of Their Mode of Action","authors":"Shibo Han, Shumin Wang, Shuyue Fu, Ke Chen, Wei Gao, Yaning Cheng, Meng Liu, Xiangmei Zhang, Kang Lei","doi":"10.1021/acs.jafc.4c11800","DOIUrl":"https://doi.org/10.1021/acs.jafc.4c11800","url":null,"abstract":"In continuation of our search for herbicide lead compounds with novel structures and enhanced activities, a total of thirty 5-acylbarbituric acid derivatives containing maleimide moieties were designed and synthesized, and their herbicidal activities were evaluated in the greenhouse. The bioassay results showed that some of the newly synthesized target compounds had good herbicidal activity, of which <b>BT-IV-1</b> displayed an excellent inhibitory effect on <i>Brassia campestris</i>, <i>Amaranthus retroflexus</i>, <i>Amaranthus blitum</i>, <i>Chenopodium album</i>, <i>Portulaca oleracea</i>, and <i>Abutilon theophrasti</i>, with inhibition rate > 80% at the dosage of 37.5 g ha<sup>–1</sup>, and it was determined to be safe for <i>Oryza sativa</i>, <i>Zea mays</i>, and <i>Panicum miliaceum</i> at the dosage of 75 g ha<sup>–1</sup>. Studying the molecular mechanism by phenotypic observation, membrane permeability evaluation, molecular docking, and in vitro maize protoporphyrinogen oxidase (PPO) activity evaluation reveals that <b>BT-IV-1</b> is a PPO inhibitor. The present work indicates that <b>BT-IV-1</b> can serve as a potential lead compound for the further development of novel PPO-inhibiting herbicides.","PeriodicalId":41,"journal":{"name":"Journal of Agricultural and Food Chemistry","volume":"37 1","pages":""},"PeriodicalIF":6.1,"publicationDate":"2025-04-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143885441","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":1,"RegionCategory":"农林科学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Baohui Zhang, Jiawei Li, Jingqi Jia, Yifan Yang, Xiaofeng Wu, Xulin Hong, Zongchao Chen and Yi Xiao*,
{"title":"Promoter Engineering and Two-Phase Whole-Cell Catalysis Improve the Biosynthesis of Naringenin in E. coli","authors":"Baohui Zhang, Jiawei Li, Jingqi Jia, Yifan Yang, Xiaofeng Wu, Xulin Hong, Zongchao Chen and Yi Xiao*, ","doi":"10.1021/acs.jafc.5c0089210.1021/acs.jafc.5c00892","DOIUrl":"https://doi.org/10.1021/acs.jafc.5c00892https://doi.org/10.1021/acs.jafc.5c00892","url":null,"abstract":"<p >Naringenin and its analogues are important flavonoids with various health benefits such as anti-inflammatory, antibacterial, and anticancer activities. Biosynthesis of naringenin using microbial cell factories is often hampered by the pool of intracellular malonyl-CoA and its inherent toxicity to host cells. Here, we investigated promoter engineering and two-phase whole-cell catalysis for improving the production of naringenin. A total of 357 T7-derived promoters were obtained and utilized to fine-tune acetyl-CoA carboxylase expression for enhanced intracellular malonyl-CoA in <i>Escherichia coli</i>, resulting in increased bioproduction by 62.0% compared to the original strain. Furthermore, through two-phase whole-cell catalysis using selected isopropyl myristate, the naringenin titer increased to 3001.7 mg L<sup>–1</sup>. Additionally, naringenin and its analogue homoeriodictyol showed significant anticancer activity against ID8, MC38, HepG2, B16–F10, and MDA-MB-231 cancer cells. This study provides an efficient strategy for naringenin biosynthesis and implies the potential of naringenin analogues for further drug development.</p>","PeriodicalId":41,"journal":{"name":"Journal of Agricultural and Food Chemistry","volume":"73 18","pages":"11157–11167 11157–11167"},"PeriodicalIF":5.7,"publicationDate":"2025-04-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143911318","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":1,"RegionCategory":"农林科学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Xiaopeng Yang, Shiyi Zhang, Haiyang Wang, Miao Lai, Di Zhang* and Xiaoming Ji*,
{"title":"Recent Advances in Fluorescent Probe for Detecting Biorelevant Analytes during Stress in Plants","authors":"Xiaopeng Yang, Shiyi Zhang, Haiyang Wang, Miao Lai, Di Zhang* and Xiaoming Ji*, ","doi":"10.1021/acs.jafc.5c0233510.1021/acs.jafc.5c02335","DOIUrl":"https://doi.org/10.1021/acs.jafc.5c02335https://doi.org/10.1021/acs.jafc.5c02335","url":null,"abstract":"<p >Plants are constantly exposed to various stressors that can severely hinder their growth and threaten agricultural productivity. Recent advancements in plant imaging using fluorescent probes have opened new avenues for exploring the intricate processes involved in plant stress perception and signaling. This review represents the comprehensive effort to consolidate recent advances in fluorescent probe technologies, encompassing small-molecule probes, nanoprobes, and genetically encoded indicators, as revolutionary tools for deciphering stress-induced physiological dynamics. We present a comprehensive classification of fluorescent probes designed for detecting key biomolecules involved in plant stress responses, including reactive species, phytohormones, enzymes, and other signaling molecules. By critically evaluating their design principles, practical applications, and distinct advantages over conventional analytical methods, we aim to empower plant scientists in unraveling the spatiotemporal regulation of stress signaling networks. Finally, we propose strategic directions to overcome current technical bottlenecks and maximize the potential of fluorescence-based sensing in advancing sustainable agriculture.</p>","PeriodicalId":41,"journal":{"name":"Journal of Agricultural and Food Chemistry","volume":"73 18","pages":"10701–10735 10701–10735"},"PeriodicalIF":5.7,"publicationDate":"2025-04-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143911188","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":1,"RegionCategory":"农林科学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Lukas Häfner, Wolfgang Jira, Bertolt Kranz, Ilka Haase, Tomas Bolumar and Jens Brockmeyer*,
{"title":"A Rapid and Robust Targeted Proteomics Method for the Quantitation of Cross-Contaminations and Adulterations with Meat in Vegan and Vegetarian Meat Analogues","authors":"Lukas Häfner, Wolfgang Jira, Bertolt Kranz, Ilka Haase, Tomas Bolumar and Jens Brockmeyer*, ","doi":"10.1021/acs.jafc.4c1276910.1021/acs.jafc.4c12769","DOIUrl":"https://doi.org/10.1021/acs.jafc.4c12769https://doi.org/10.1021/acs.jafc.4c12769","url":null,"abstract":"<p >Plant-based meat analogues are becoming increasingly popular in industrialized countries and provide significant economic growth potential for established manufacturers of meat products and gastronomy. However, preparing meat analogues and meat in the same facility carries the risk of cross-contamination of the former. We therefore developed a targeted proteomics approach using LC–MS/MS and cross-species marker peptides with the potential to quantify meat in vegan and vegetarian foods. Protein extraction and digestion were optimized for rapid, simplified, and highly efficient sample preparation. Three matrix calibrations (0.1–5.0% w/w meat, each) were applied to vegan sausages and burger patties spiked with pork, chicken, or beef meat. The four markers DFNMPLTISR, DLEEATLQHEATAAALR, IQLVEEELDR, and LDEAEQLALK showed the highest accuracies for the determination of meat contents (recovery rates of 80–120%), allowing for reliable results with limits of quantitation below the commonly applied threshold of 0.1% w/w meat for its unintended presence.</p>","PeriodicalId":41,"journal":{"name":"Journal of Agricultural and Food Chemistry","volume":"73 18","pages":"11410–11421 11410–11421"},"PeriodicalIF":5.7,"publicationDate":"2025-04-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143911040","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":1,"RegionCategory":"农林科学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Selenoprotein K Confers Protection against Iron Dyshomeostasis-Related Neurotoxicity by Regulating the Palmitoylation of TfR-1","authors":"Shi-Zheng Jia, Yu Li, Xin-Wen Xu, Yan-Ping Huang, Xiao-Yi Deng, Zhong-Hao Zhang, Guo-Li Song","doi":"10.1021/acs.jafc.4c08266","DOIUrl":"https://doi.org/10.1021/acs.jafc.4c08266","url":null,"abstract":"Selenoprotein K (SELENOK), a protein residing in the endoplasmic reticulum (ER), is modulated by dietary selenium and is expressed at elevated levels in neurons. SELENOK has been shown to participate in cellular antioxidant activity and posttranslational palmitoylation. This study presents both in vivo and in vitro evidence that SELENOK deficiency reduces the palmitoylation of TfR-1, thereby impairing transferrin transport and ultimately leading to a decrease in the intracellular iron content, impaired mitochondrial respiratory chain activity and decreased ATP production. Remarkably, restoring SELENOK levels significantly enhanced TfR-1 palmitoylation, increased intracellular iron levels, and restored mitochondrial function, thus ameliorating cognitive deficits in 7 month-old SELENOK knockout mice. Consistent with these findings, iron supplementation also improved mitochondrial function by elevating intracellular iron levels, thereby improving cognitive deficits in 7 month-old SELENOK knockout mice. Therefore, SELENOK exerts its neuroprotective effect by regulating the palmitoylation of TfR-1 to maintain iron homeostasis, thereby protecting mitochondrial function in neurons.","PeriodicalId":41,"journal":{"name":"Journal of Agricultural and Food Chemistry","volume":"55 1","pages":""},"PeriodicalIF":6.1,"publicationDate":"2025-04-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143885092","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":1,"RegionCategory":"农林科学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Lukas Häfner, Wolfgang Jira, Bertolt Kranz, Ilka Haase, Tomas Bolumar, Jens Brockmeyer
{"title":"A Rapid and Robust Targeted Proteomics Method for the Quantitation of Cross-Contaminations and Adulterations with Meat in Vegan and Vegetarian Meat Analogues","authors":"Lukas Häfner, Wolfgang Jira, Bertolt Kranz, Ilka Haase, Tomas Bolumar, Jens Brockmeyer","doi":"10.1021/acs.jafc.4c12769","DOIUrl":"https://doi.org/10.1021/acs.jafc.4c12769","url":null,"abstract":"Plant-based meat analogues are becoming increasingly popular in industrialized countries and provide significant economic growth potential for established manufacturers of meat products and gastronomy. However, preparing meat analogues and meat in the same facility carries the risk of cross-contamination of the former. We therefore developed a targeted proteomics approach using LC–MS/MS and cross-species marker peptides with the potential to quantify meat in vegan and vegetarian foods. Protein extraction and digestion were optimized for rapid, simplified, and highly efficient sample preparation. Three matrix calibrations (0.1–5.0% w/w meat, each) were applied to vegan sausages and burger patties spiked with pork, chicken, or beef meat. The four markers DFNMPLTISR, DLEEATLQHEATAAALR, IQLVEEELDR, and LDEAEQLALK showed the highest accuracies for the determination of meat contents (recovery rates of 80–120%), allowing for reliable results with limits of quantitation below the commonly applied threshold of 0.1% w/w meat for its unintended presence.","PeriodicalId":41,"journal":{"name":"Journal of Agricultural and Food Chemistry","volume":"37 1","pages":""},"PeriodicalIF":6.1,"publicationDate":"2025-04-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143885093","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":1,"RegionCategory":"农林科学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Comparison of Key Odorants and Sensory Properties of Peanut Butter and Sunflower Seed Butter","authors":"Ying Yang, Keith R. Cadwallader","doi":"10.1021/acs.jafc.5c01690","DOIUrl":"https://doi.org/10.1021/acs.jafc.5c01690","url":null,"abstract":"This is the first comprehensive comparison of key odorants and sensory properties of peanut butter (PB) and sunflower seed butter (SB). A total of 47 neutral/basic and 13 acidic odorants were identified by direct solvent extraction-solvent-assisted flavor evaporation with gas chromatography–mass spectrometry, gas chromatography-olfactometry, and aroma extract dilution analysis. Most potent odorants were common across PB and SB, with α-pinene being unique to SB. Forty-three odorants were quantitated by stable isotope dilution analysis, with 2,3-pentanedione, 2-methylpropanal, and 2-acetyl-1-pyrroline having the highest odor-activity values in both PB and SB. Six aroma attributes (roasty, caramel, fatty, piney, malty, and earthy) were identified and rated by sensory descriptive analysis. Multivariate analysis showed PB had a roastier and more caramel-like aroma due to higher levels of pyrazines, guaiacol, vanillin, and 4-hydroxy-2,5-dimethyl-3(2<i>H</i>)-furanone, while α-pinene contributed a distinctive piney note in SB. Results provide insights into the practical applications of SB as an alternative to PB.","PeriodicalId":41,"journal":{"name":"Journal of Agricultural and Food Chemistry","volume":"14 1","pages":""},"PeriodicalIF":6.1,"publicationDate":"2025-04-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143885094","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":1,"RegionCategory":"农林科学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Jiajun Li, Ruiying Li, Pengcheng Chen, Dan Wu and Pu Zheng*,
{"title":"A Stepwise, One-Pot, Multienzyme Cascade Reaction Coupled with Saccharomyces cerevisiae Used for the Biosynthesis of cis-Jasmone","authors":"Jiajun Li, Ruiying Li, Pengcheng Chen, Dan Wu and Pu Zheng*, ","doi":"10.1021/acs.jafc.5c0290710.1021/acs.jafc.5c02907","DOIUrl":"https://doi.org/10.1021/acs.jafc.5c02907https://doi.org/10.1021/acs.jafc.5c02907","url":null,"abstract":"<p ><i>cis</i>-Jasmone is an essential compound used in perfumery, cosmetics, and food flavoring with distinct aromatic properties. Traditional production methods, such as plant extraction and chemical synthesis, have become increasingly challenged by resource and environmental concerns, while there is also a notable gap in the biotechnological approach toward the synthesis of <i>cis</i>-jasmone. Herein, we present a novel biosynthesis of <i>cis</i>-jasmone using a multienzyme cascade utilizing α-linolenic acid as a substrate to produce <i>iso</i>-12-oxophytodienoic acid via the sequential catalysis of lipoxygenase, <i>Arabidopsis thaliana</i>-derived allene oxide synthase and allene oxide cyclase 2, and <i>Helicoverpa armigera</i>-derived glutathione S-transferase 16, followed by its conversion to <i>cis</i>-jasmone by β-oxidation of <i>Saccharomyces cerevisiae</i>. After optimization of the cascade processes, <i>cis</i>-jasmone was successfully generated at 96 μg/L using a stepwise, one-pot process, which suggested the biosynthesis of <i>cis</i>-jasmone can be achieved in vitro. This biocatalytic approach fills the existing gap and offers a sustainable alternative to traditional jasmone production.</p>","PeriodicalId":41,"journal":{"name":"Journal of Agricultural and Food Chemistry","volume":"73 18","pages":"11191–11199 11191–11199"},"PeriodicalIF":5.7,"publicationDate":"2025-04-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143911431","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":1,"RegionCategory":"农林科学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}