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LWT-FOOD SCIENCE AND TECHNOLOGY · 2016 · IF 2.711

Formation of 3-chloropropane-1,2-diol esters in model systems simulating thermal processing of edible oil

Chang Li,Yongqiang Zhou,Jianpeng Zhu,Sunan Wang,Shaoping Nie,Mingyong Xie

3-chloropropane-1, 2-diol (3-MCPD) esters are a kind of food processing contaminants that especially occur in edible oil . This study investigated the impact of various factors on the formation of 3-MCPD esters in edible oil models with sodium chloride as chlorine donator during heat processing . The amount of 3-MCPD esters generated in the models were positively correlated with the concentration of sodium chloride. Fe 3+ could significantly promote the formation of 3-MCPD esters. The formation of 3-MCPD esters also depended on pH value of oil, heating temperature and time. The highest level of 3-MCPD esters were obtained at pH 4.0 (2925.3 μg/kg), at 220 °C (9509.8 μg/kg) and for 8 h (4852.4 μg/kg), respectively. 3-MCPD esters were generated much more in the continuous heating model than in the intermittent one. The results are valuable to better understand the formation of 3-MCPD esters and also can provide references for reduction of 3-MCPD esters during edible oil processing and household cooking.

CAS / MDL: 98-80-6
研究领域: 食品科学 · 毒理学
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FOOD CHEMISTRY · 2018 · IF 4.946

The molecularly imprinted polymer supported by anodic alumina oxide nanotubes membrane for efficient recognition of chloropropanols in vegetable oils

Xiuzhen Qiu,Xian-Yan Xu,Yong Liang,Huishi Guo

A new route to synthesize a covalent interaction-based molecularly imprinted polymer (MIP) material for 3-chloro-1,2-propanediol (3-MCPD) inside the nanopores of anodic alumina oxide (AAO) is presented. A series of adsorption experiments showed MIP had good extraction capacity and selectivity for 3-MCPD. In order to evaluate the usability of the MIP nanotubes membrane, a method combining AAO@MIP membrane extraction with gas chromatography – mass spectrometry (GC–MS) detection was developed for determination of chloropropanols. The limits of detection for the proposed method were 0.072 and 0.13 µg·L −1 , respectively, for 3-MCPD and 1,3-DCP. The average recoveries of 3-MCPD and 1,3-DCP spiked oil samples at three concentrations (0.01, 0.05 and 0.1 mg·kg −1 ) were in the range of 75.6–101.0% with a RSD of 3.3–8.4%, indicating the method would be suitable for determination of chloropropanols in vegetable oils.

研究领域: 食品科学 · 分析化学
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Polymers · 2022 ·Vol. 14 ·期 9 ·1746 · IF 4.967

Adsorption Mechanism of Chloropropanol by Crystalline Nanocellulose

Jinwei Zhao,Zhiqiang Gong,Can Chen,Chen Liang,Lin Huang,Meijiao Huang,Chengrong Qin,Shuangfei Wang

Paper packaging materials are widely used as sustainable green materials in food packaging. The production or processing of paper materials is conducted in an environment that contains organic chlorides; therefore, potential food safety issues exist. In this study, the adsorption behavior of organic chlorides on paper materials was investigated. Chloropropanol, which has been extensively studied in the field of food safety, was employed as the research object. We studied the adsorption mechanism of chloropropanol on a crystalline nanocellulose (CNC) model. The results demonstrated that physical adsorption was the prevailing process, and the intermolecular hydrogen bonds acted as the driving force for adsorption. The adsorption effect assumed greatest significance under neutral and weakly alkaline conditions. A good linear relationship between the amount of chloropropanol adsorbed and the amount of CNC used was discovered. Thus, the findings of this study are crucial in monitoring the safety of products in systems containing chloropropanol and other chlorinated organic substances. This is particularly critical in the production of food-grade paper packaging materials.Keywords:paper packaging;chloropropanol;crystalline nanocellulose;adsorption kinetics;quartz crystal microbalance

CAS / MDL: 9002-98-6
研究领域: 材料科学 · 食品安全 · 环境化学
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FOOD CHEMISTRY · 2024 · IF 8.5

Understanding the formation and mitigation of chloropropanol esters during traditional Chinese cooking using a lipase hydrolysis-based method

Yonglin Li,Yancai Li,Yan Guo,Jie Qiang,Yongsheng Cao,Guoyi Qu,Yuan Gao,Qi Li,Xiuzhu Yu

Chloropropanol esters are major contaminants in food, but their formation during traditional Chinese cooking remains unclear. In this study, a method based on lipase hydrolysis pretreatment was developed and validated to determine 4 chloropropanol esters. The formation of these esters during stir-frying and hotpot cooking under various conditions was investigated. The results showed that the proposed method outperformed the fast alkali-catalyzed transesterification method. Higher NaCl concentrations led to increased formation of chloropropanol esters. Chloropropanol esters decreased with increasing cooking time due to degradation. Refined oils with a higher ratio of unsaturated fatty acids produced more chloropropanol esters. Adding NaCl at the beginning or end of cooking resulted in fewer chloropropanol esters. Free radicals contribute to the chloropropanol esters, resulting in a strong correlation between chloropropanol esters, the peroxide value, and total polar compounds. This study provides valuable insights into the formation of chloropropanol esters and their mitigation during cooking.

CAS / MDL: 32477-35-3 9001-62-1
研究领域: 食品科学 · 食品安全
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RAPID COMMUNICATIONS IN MASS SPECTROMETRY · 2021 ·Vol. 35 ·期 19 ·e9169 · IF 2.419

A boronic acid–modified C60 derivatization reagent for the rapid detection of 3-monochloropropane-1,2-diol using matrix-assisted laser desorption/ionization-mass spectrometry

Zhang-Na Qin,Jun Ding,Qiong-Wei Yu,Ping Zhou,Yu-Qi Feng

Rationale 3-Monochloropropane-1,2-diol (3-MCPD) is a well-known contaminant formed in food thermal processing, which could be found in a variety of foodstuffs. Due to its potential carcinogenicity, it was essential to quickly develop a rapid and high-throughput analytical method to monitor 3-MCPD in foodstuffs, which is described in this study. Methods 3-MCPD was extracted from foodstuffs and then was derivatized with a boronic acid–modified C 60 (B-C 60 ) through the boronic acid-diol reaction. Microwave heating was used to accelerate the derivatization reaction. Mass spectrometry (MS) analysis was conducted using matrix-assisted laser desorption/ionization-MS (MALDI-MS). The application of the method was validated using various smoked food samples. Results The chemical derivatization of 3-MCPD with B-C 60 enabled the addition of a C 60 -tag to 3-MCPD. High-throughput analysis of the sample within 0.5 h was realized. A good linear range from 0.02 to 1.5 μg mL −1 for 3-MCPD was obtained, with a detection limit of 0.005 μg mL −1 . The recoveries in spiked foodstuffs ranged from 85.4% to 115.1% with relative standard deviations of 2.0%–14.2%. This method was successfully applied to detect 3-MCPD in smoked foodstuffs. Conclusions A quantitative method was developed for the detection of 3-MCPD in foodstuffs using B-C 60 derivatization combined with MALDI-MS strategy. This proposed method may serve as a potential platform for the rapid and high-throughput analysis of 3-MCPD in foodstuffs for the purpose of food safety control.

研究领域: 食品科学 · 分析化学 · 质谱分析
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APPLIED SURFACE SCIENCE · 2023 · IF 6.7

The effect of the interaction between Cu single atoms and Pt nanoparticles on the selective hydrogenation of epichlorohydrin to chloro-propanol

Yuqi Zhang,Jiasi Yan,Rixin You,Meng He,Ligen Wang,Minghui Liang

The catalytic epichlorohydrin (ECH) hydrogenation to chloro-propanol is of great industrial importance due to the extensive application of chloro-propanol as an intermediate for pharmaceutics, fine chemicals, and polymers. The challenge of this catalytic reaction lies in that dechlorination can hardly be inhibited in the selective hydrogenation of the epoxy group because the bond energy of the C-Cl bond is very close to that of the C O bond. Herein, we demonstrated that the selectivity of chloro-propanol could be improved from 82.2 % to 94.6 % by incorporating a small amount of Cu single atoms into Pt/C catalysts to inhibit dechlorination. More interestingly, the ring-opening site of the epoxy group can be also engineered by the incorporation of Cu single atoms, as evidenced by the significant increase in the selectivity of 3-chloro-1-propanol from 0.2 % to 14.5 %. Comprehensive characterizations and density functional theory (DFT) calculations were carried out to understand the interplay of Cu single atoms and Pt nanoparticles as well as its effect on the catalytic performance. The insights gained in this study will benefit the development of catalysts, especially the bimetallic catalysts for the selective hydrogenation of halogeno-aliphatic compounds.

研究领域: 催化 · 化学工程 · 材料科学 · 理论化学
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FOOD CHEMISTRY · 2024 · IF 8.5

Determination of chloropropanol esters and glycidyl esters in instant noodles based on solid-phase microextraction with chitosan-β-cyclodextrin coated fiber

Linlin Bian,Xue Ge,Senwei Feng,Guangxuan Chen,Kefeng Li,Xu Wang

We developed a method for the determination of chloropropanol esters and glycidyl esters (GE) in instant noodles using solid-phase microextraction with chitosan-β-cyclodextrin (CS-β-CD) coated fiber coupled with gas chromatography-tandem mass spectrometry. The developed low-cost fiber coating can improve the sensitivity of the method. Immobilized enzymes can improve operational stability and reusability compared to free enzymes, thereby reducing costs. The adsorption isotherm was modeled using the Langmuir model, while the adsorption kinetics followed the pseudo second-order model. The limit of detection was 0.3 ng/L. The method exhibited satisfactory recoveries for the analytes, ranging from 80.2 % to 105.3 %, with relative standard deviations < 9.9 %. Furthermore, the results of the exposure assessment showed that chloropropanol esters do not pose unacceptable risks to different age groups. However, the margin of exposure for GE suggested a potential health risk for populations between the ages of 3 and 12 years old.

研究领域: 食品科学 · 分析化学 · 毒理学
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JOURNAL OF MOLECULAR LIQUIDS · 2024 · IF 5.3

Three novel dithiocarbamate surfactants: Synthesis, DFT calculation and flotation mechanism to chalcopyrite

Song Zou,Guichun He,Xinyang Yu,Hong Zhong

Three novel dithiocarbamate surfactants including 2-hydroxypropyl diethyldithiocarbamate (HPD-2), 3-hydroxypropyl diethyldithiocarbamate (HPD-3), and 2-(2-hydroxyethoxy)ethyl diethyldithiocarbamate (HED-2) were prepared and characterized by FTIR, 1 H/ 13 C NMR and HRMS. They were first employed as collectors to float chalcopyrite. DFT calculations were performed to anticipate the structure–reactivity of the novel dithiocarbamates, revealing that the reaction sites were primarily distributed in C S and OH groups. Compared with HPD-2 and HPD-3, HED-2 possessed a higher chemical reactivity owing to the C-O-C group. Microflotation results indicated that the collecting ability of the three dithiocarbamate collectors towards chalcopyrite followed as HPD-3 > HED-2 > HPD-2. FTIR and XPS demonstrated that HED-2 chemisorbed onto the surface of chalcopyrite through newly generated Cu S and Cu O bonds.

研究领域: 矿物加工工程 · 理论化学
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