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TALANTA · 2015 · IF 3.545

Determination of hexanal and heptanal in human urine using magnetic solid phase extraction coupled with in-situ derivatization by high performance liquid chromatography

Jiu-Feng Liu,Bi-Feng Yuan,Yu-Qi Feng

In this study, magnetic solid phase extraction coupled with in - situ derivatization (MSPE-ISD) was established for the determination of hexanal and heptanal in human urine. 2,4-Dinitrophenylhydrazine (DNPH) was used as the derivatization reagent that was adsorbed onto the surface of magnetite/silica/poly(methacrylic acid-co-ethylene glycol dimethacrylate) (Fe 3 O 4 /SiO 2 /P(MAA-co-EGDMA)). And then simultaneous extraction and derivatization of the aldehydes were performed on the DNPH-adsorbed Fe 3 O 4 /SiO 2 /P(MAA-co-EGDMA). The simple, rapid and sensitive determination of hexanal and heptanal can be accomplished within 9   min. Under optimized conditions, the limits of detection (LODs) were 1.7 and 2.5   nmol/L for hexanal and heptanal, respectively. The relative recoveries ranged from 72.8% to 91.4% with the intra- and inter-day relative standard deviations (RSDs) being less than 9.6%. Furthermore, the proposed method was successfully applied to determine endogenous hexanal and heptanal in human urine from healthy persons and lung cancer patients. The results showed the higher concentrations of hexanal and heptanal were observed in lung cancer patients compared to healthy controls. Thus, the developed MSPE-ISD method is suitable for the determination of aldehydes in urines.

研究领域: 分析化学 · 医学诊断 · 生物标志物研究
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ATMOSPHERIC ENVIRONMENT · 2024 · IF 4.2

Study on the reactions of n-pentanal and n-hexanal with Br atoms: Kinetics, gas-phase products, and SOA formation

Cici Fan,Huijie Yan,Weigang Wang,Zheng Sun,Maofa Ge

Aldehydes are one of the most important oxygenated volatile organic compounds in the atmosphere, contributing to atmospheric radicals such as HO 2 and RO 2 , which play a pivotal role in atmospheric chemistry and the oxidative capacity of the atmosphere. The kinetics, gas-phase products, and SOA formation of pentanal and n-hexanal initiated by Br atoms were studied in this work. The reaction rate constants of n-pentanal and n-hexanal reacting with Br atoms were determined to be (1.77 ± 0.25) × 10 −11  cm 3 molecule −1  s −1 and (2.07 ± 0.29) × 10 −11  cm 3 molecule −1  s −1  at 298 K and 760 Torr, respectively. Key gas-phase products, including smaller aldehydes, carboxylic acids, and alcohols, are known to contribute to atmospheric reactivity and have potential implications for air quality by promoting the formation of secondary pollutants and influencing the oxidative capacity of the atmosphere. The SOA yields were (5.24 ± 0.10)% and (6.00 ± 1.20)% for n-pentanal and n-hexanal, respectively, higher than the SOA yields of the aldehydes reaction initiated by OH radicals. The higher SOA yields observed from Br atoms oxidation compared to OH radical oxidation highlight the necessity to re-evaluate the role of halogen chemistry in atmospheric processes, particularly in regions where halogen compounds are prevalent. This research enhances our understanding of the atmospheric fate of aldehydes and highlights the importance of considering halogen-driven oxidation pathways in atmospheric models.

CAS / MDL: 66-25-1 123-38-6
研究领域: 环境科学 · 大气化学
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MICROCHIMICA ACTA · 2020 ·Vol. 187 ·期 11 ·1-9 · IF 6.232

Visual determination of oxidation of edible oil by a nanofiber mat prepared from polyvinyl alcohol and Schiff’s reagent

Xie Meizhen,Jia Mengchao,Zhao Hong,Zhang Luwei

A fiber mat was developed to visually determine the oxidation of edible oils, based on the colorimetric reaction of Schiff’s reagent and aldehydes - the major volatile formed during lipid oxidation. The mixtures of polyvinyl alcohol (PVA) and Schiff’s reagent containing various amounts of glycerol were electrospun to form the fiber mats. The response of the PVA/Schiff’s reagent fiber mats to gaseous hexanal (model aldehyde) was investigated. Oxidized soybean oils were used to evaluate the effectiveness of the PVA/Schiff’s reagent fiber mat for indicating oxidation of the oils. The results showed that the fiber mats obtained had average fiber diameters of less than 100 nm. Upon hexanal exposure, the fiber mats turned from white to purple. Higher amount of glycerol led to larger color change of the fiber mats and shorter response time to hexanal. A linear relationship ( R 2  = 0.96) was observed between the color change of the mat and hexanal concentration (15–117 μmol L −1 ). The visual determination limit of the mat for hexanal was 29 μmol L −1 . The color change of the PVA/Schiff’s reagent fiber mat was increased with an increase of soybean oil oxidation. Out of the seven soybean oils tested, the PVA/Schiff’s reagent fiber mat was able to correctly indicate the oxidation states of six oils. The result suggested that the visual determination method developed is a promising method to indicate the oxidation of edible oils, which can be performed easily by non-experts. Graphical abstract

研究领域: 食品科学 · 材料科学
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SENSORS AND ACTUATORS B-CHEMICAL · 2018 · IF 5.667

A PVA film for detecting lipid oxidation intended for food application

Meizhen Xie,Jihong Wang,Hong Zhao

Lipid oxidation is a big contributor to food deterioration. The objective of this study was to develop an intelligent film for visually detecting lipid oxidation, based on the colorimetric reaction of Schiff’s reagent and aldehydes—the major volatile lipid oxidation products. A polyvinyl alcohol (PVA) film containing Schiff’s reagent was formed, with the elasticity modulus of 0.27 MPa and the tensile strength of 19.17 MPa. The PVA film was exposed to various concentration (0–7.02 mg/L) of gaseous hexanal—the major aldehyde formed during lipid oxidation, the color change of the PVA film was measured by CIELab scale. The color of PVA film changed from colorless to purple after exposure to hexanal. As the hexanal concentration increased, the color change of the PVA film was more obvious. A linear relationship was found between the hexanal concentration and the color change. The developed PVA film could be an indicator for lipid oxidation of food when incorporated as a minor component of food packaging.

CAS / MDL: 56-81-5
研究领域: 食品科学 · 材料科学
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JOURNAL OF CHROMATOGRAPHY A · 2017 · IF 3.981

A liquid chromatography–mass spectrometry method based on post column derivatization for automated analysis of urinary hexanal and heptanal

Di Chen,Jun Ding,Ming-Ke Wu,Tian-Yi Zhang,Chu-Bo Qi,Yu-Qi Feng

A fully automated in-tube solid phase microextraction/liquid chromatography-post column derivatization-mass spectrometry (in-tube SPME/LC-PCD-MS) method was developed for the analysis of urinary hexanal and heptanal. Online in-tube SPME enabled effective enrichment of the low level aldehydes and elimination of matrix interferences. PCD could be simply realized by mixing the LC elute and hydroxylamine hydrochloride (HAHC) solution with just a tee. The peak broadening and loss in separation efficiency associated with post column dead-volume could be ignored and even completely eliminated by employing suitable PCD configuration. What’s more, HAHC is commercially available and quite cheap, and shows no contaminations to MS. The entire procedure, including the extraction of aldehydes by in-tube SPME, LC separation, post column derivatization and MS detection were integrated together and completely automated, offering competitive advantages in terms of rapidity, economy, reproducibility and simplicity. The developed protocol was then successfully performed to determine lung cancer biomarkers (hexanal, heptanal) levels in urine samples.

研究领域: 分析化学 · 医学诊断 · 癌症研究
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BUILDING AND ENVIRONMENT · 2020 · IF 4.971

Application of metal-organic frameworks in the purification of indoor hexanal: Experiments and DFT calculations

Ding-Chao Zhang,JunJie Liu,Cong Wang,Yong Liu,Jia-Hua Wang,Xu Han

Given that the toxic hexanal in indoor air is primarily originated from the cooking oil fumes, it is necessary to purify hexanal in the cooking oil fumes to prevent the adverse health effects of hexanal to human beings. In this study, four typical metal-organic frameworks (MOFs), namely MIL-101 (Cr), UiO-66, ZIF-8 and Cu-BDC were synthesized and applied to purify the indoor hexanal, and their adsorption capacities to hexanal were compared with the commercial activated carbon (AC). Our results show that the adsorption capacities of hexanal follow the order of MIL-101(Cr) (135 mg g −1 )> UiO-66 (64.3 mg g −1 )> ZIF-8 (40.3 mg g −1 )> AC (35.8 mg g −1 )> Cu-BDC (32.5 mg g −1 ), and the desorption capacities (by air) follow the order of MIL-101(Cr) (55.5 mg g −1 )> UiO-66 (26.1 mg g −1 )> AC (24.5 mg g −1 )>ZIF-8 (19.3 mg g −1 )> Cu-BDC (5.5 mg g −1 ), indicating that hexanal adsorbed on MIL-101 (Cr)/UiO-66 is more appropriate than the commercial AC to be desorbed. FTIR analysis confirms that O–H in Cr–OH/Zr–OH, O–C–O and aromatic C–H in H 2 BDC in both MIL-101 (Cr) and UiO-66 are possible sites for hexanal adsorption. DFT calculations further reveal that Cr–OH/Zr–OH and aromatic C–H in H 2 BDC are important sites to interact with C O in hexanal. This study provides a possibility to purify indoor aldehyde contaminants by the highly porous MOF materials.

研究领域: 材料科学 · 环境科学 · 化学
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FOOD CHEMISTRY · 2023 · IF 8.8

The role of glutathione in stabilizing aromatic volatile organic compounds in Rougui Oolong tea: A comprehensive study from content to mechanisms

Yanqun Xu,Jieqiong Wang,Ziqing Wu,Jing Huang,Zhenbiao Li,Jiayi Xu,Dan Long,Tian Ye,Gennv Wang,Junfeng Yin,Zisheng Luo,Yongquan Xu

Chinese Oolong tea is widely known for its intricate aroma. However, the degradation of volatile organic compounds (VOCs) poses significant challenges for the tea products. In this study, glutathione (GSH) has an excellent preservation effect on VOCs in both the VOCs extract and the tea infusion during storage, specifically slowing the degradation of hexanal (by 66.39% and 35.09%) and heptanal (by 67.46% and 63.50%). Additionally, the addition of GSH maintained higher levels of active ingredients in tea infusion, including epigallocatechin, procyanidin B1, glutamic acid, and L-(+)-arginine, with respective increases of 184.09, 2.92, 4.10, and 6.35 times. The sulfhydryl group of GSH formed a covalent bond with hexanal and 2-methylbutanal, therefore improving the stability of VOCs. These findings provided a valuable insight for developing effective VOC preservation techniques for water-based tea products.

CAS / MDL: 96-17-3
研究领域: 食品科学 · 植物化学
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JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY · 2022 · IF 5.895

Naphthalimide-Based Fluorescent Probe for Profiling of Aldehydes during Oxidation of Unsaturated Lipids

Mengyi Lin,Songbai Liu

A lipophilic naphthalimide hydrazine fluorescent probe was successfully developed in this study for profiling aldehyde oxidation products. Dodecyl amine was applied to afford lipophilicity of the fluorescent probe for lipids. Investigation of fluorescence properties of the probe and condensation products with typical aldehydes including MDA and hexanal revealed significant enhancement of fluorescence intensity after condensation due to the inhibition of photo-induced electron transfer. MDA and hexanal could be differentiated by the probe through emission of different fluorescence colors (blue, MDA; green, hexanal). Eight major oxidation components including seven aldehydes were detected by the fluorescent probe coupled with high-performance liquid chromatography–mass spectrometry during aerobic oxidation of typical unsaturated lipids. Formation of these aldehyde oxidation products was rationalized through the radical oxidation mechanism. Detection of representative aldehyde products demonstrated the generality in the application of this fluorescent probe for profiling of aldehydes after lipid oxidation.

研究领域: 分析化学 · 生物化学 · 脂质组学
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NEW JOURNAL OF CHEMISTRY · 2025 · IF 2.5

Direct synthesis of 2-ethylhexanal via n-butanal aldol condensation-selective hydrogenation reaction integration over a highly stable Pd/TiO2 catalyst

Meng Li,Diangen Zhou,Hualiang An,Shanshan Dong,Xinqiang Zhao,Yanji Wang

2-Ethylhexanal (2EH) is an important intermediate for the production of 2-ethyhexanoic acid (2-ETA), and studying the direct synthesis of 2EH through heterogeneous catalysis of n-butanal aldol condensation-selective hydrogenation reaction integration is of great significance for the industrial production of 2-ETA. Herein, a series of Pd/TiO2 catalysts were prepared and characterized by XRD, CO pulse adsorption, TEM, CO2/NH3-TPD and H2-TPR. Their catalytic performance for direct synthesis of 2EH from n-butanal was investigated in stainless steel autoclave first. The results showed that the Pd/TiO2 prepared by the excessive impregnation method, loaded with 0.5 wt.% of Pd, and reduced at 400 ℃ showed excellent catalytic performance: 95.4% conversion of n-butanal and up to 99.9% selectivity of 2EH. The particle size of Pd, the base strength and the amount of acid/base of the catalyst are the main factors affecting its catalytic performance. The smaller the particle size of Pd, the greater the base strength and the larger the amount of acid/base of the catalyst, the better its catalytic performance. Then the integrated reaction mechanism was established based on the results of characterization and FT-IR of online sampling. Furtherly, the continuity of the reaction process was achieved on fixed-bed reactor. Under the reaction conditions of a liquid hourly space velocity (LHSV) of 7.2 h-1, a reaction temperature of 190 °C and a H2 pressure of 3.2 MPa, the conversion of n-butanal and the selectivity of 2EH were 91.2% and 89.8%, respectively. During the continuous operation for 300 h under optimal conditions, the conversion of n-butanal decreased slightly first and then stabilized, while the selectivity of the target product 2EH remained basically unchanged.

研究领域: 催化化学 · 工业化学
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CHEMICAL ENGINEERING JOURNAL · 2020 · IF 10.652

Superhydrophobic n-octadecylsiloxane (PODS)-functionalized PDA-PEI film as efficient water-resistant sensor for ppb-level hexanal detection

Luyu Wang,Yunling Wu,Gaojie Li,Hui Xu,Junkuo Gao,Qichun Zhang

The detection of hexanal vapor in ppb (part per billion) concentration is an unresolved and indispensable issue. Here we report a polydopamine-polyethyleneimine (PDA-PEI) copolymer film with rich imino groups to sense 50 ppb hexanal vapor through the formation of the reversible hydrogen bonds with hexanal. We found that the water-resistance could be further improved by attaching superhydrophobic n-octadecylsiloxane (PODS) onto the surface of PDA-PEI film. The chemical adsorption mode and the core role of imino group for the hexanal detection have been validated by combining experiment methods with theory calculations. A quartz crystal microbalance (QCM) platform modified with this film was employed as a hexanal vapor sensor under ambient conditions, which possessed several advantages including the high response of 34.8 Hz to 250 ppb hexanal, low detection limit of 50 ppb hexanal at 25 °C, and good water-resistance.

研究领域: 材料科学 · 传感器技术 · 分析化学
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Food Bioscience · 2024 · IF 4.8

Identification of the causes of aroma differences in white tea under different withering methods by targeted metabolomics

Huiting Wu,Caiyan Sheng,Mingxia Lu,Han Ke,Tiehan Li,Yuming Wei,Shanshan Shen,Xuchao Yin,Chengye Lu,Yujie Wang,Jingming Ning

Sunlight withering (SWT) enhanced the floral aroma of white tea, whereas withering–tank withering (WWT) enriched its grassy aroma. This study investigated the impact of diverse withering methods on white tea aroma, examining aroma formation mechanisms by analyzing changes in essential compounds, their precursors, and enzyme activities during these treatments. Findings revealed that tea at 50% moisture concentration decreased the concentration of isopentenyl pyrophosphate and dimethylallyl pyrophosphate, leading to increased levels of linalool, geraniol, and β -myrcene. Sunlight spurred non-enzymatic reactions, elevating β -ionone concentration. The breakdown of linoleic and linolenic acids increased the hexanal and ( Z )-3-hexenol levels. Enzyme activity analysis indicated that the prominent floral aroma in SWT was linked to heightened geranyl pyrophosphate synthase and alcohol dehydrogenase activity, enriching terpene–catalyzed products and benzeneacetaldehyde concentration, respectively. Elevated levels of lipoxygenase and arogenate dehydratase promoted grassy compounds in WWT. This study underscores how withering methods shape white tea aromas and offers operational insights.

CAS / MDL: 110-38-3
研究领域: 食品科学 · 农学 · 代谢组学 · 植物生物化学
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FOOD CHEMISTRY · 2024 · IF 8.5

Ultrasonic treatment enhanced the binding capacity of volatile aldehydes and pearl mussel (Hyriopsis cumingii) muscle: Investigation of underlying mechanisms

Qianqian Liang,Xin Jiang,Xuehua Zhang,Tongtong Sun,Yanfang Lv,Zhiyi Bai,Wenzheng Shi

This study was aim to investigate the influencing mechanism of ultrasonic treatment on the interaction between volatile aldehydes and myosin. The results showed that when the mass concentration ratio of myosin to heptanal/hexanal was 1:0.3, ultrasonic treatment could enhance the binding capacity of myosin to heptanal/hexanal, especially the binding of myosin to hexanal. The entropy and enthalpy values of their interaction were negative, indicating that the interaction was mainly driven by hydrogen bond and van der Waals force. After ultrasonic treatment, the fluorescence wavelength of myosin-heptanal/hexanal complex was redshifted, the α-helix content was increased, while its roughness values, particle size and the polydispersity index were decreased. These demonstrated that ultrasonic treatment was conducive to myosin binding to heptanal/hexanal, thereby restraining the release of volatile flavor compounds from myosin, which could provide new insights for the regulation of volatile flavor compounds.

CAS / MDL: 66-25-1 111-71-7
研究领域: 食品科学 · 化学 · 生物物理学
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