Analysis of alternariol and alternariol monomethyl ether in foodstuffs by molecularly imprinted solid-phase extraction and ultra-high-performance liquid chromatography tandem mass spectrometry

Rico-Yuste, Alberto; Walravens, J.; Urraca, Javier L.; Abouhany, Rahma; Descalzo, Ana B.; Orellana, Guillermo; Rychlik, Michael; Saeger, Sarah De; Moreno-Bondi, María C.

doi:10.1016/j.foodchem.2017.09.125

Cited by 33 publications

(25 citation statements)

References 26 publications

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“…Compared with AOH, urolithin C lacked a methyl group at the C1, and the hydroxyl group transferred from C7 to C8, which led to a roughly three‐fold increase in the IC 50 value (27.2) of urolithin C, while its specificity decreased from 100% to 34.6%. In previous studies, similar affinities was exhibited for AOH, urolithin C, and AME by the MIP prepared with urolithin C . Both MIP and antibody can specifically recognize small molecules, while the antibody is a more sophisticated biometric material .…”

Section: Resultssupporting

confidence: 69%

“…Common urolithins are urolithin A, urolithin B, urolithin C, and so on . It has been reported that Abouhany et al utilized four urolithin compounds as the substituents of AOH to prepare molecularly imprinted microspheres for detection of AOH in tomato juice, while Rico‐Yuste et al captured the AOH in tomato juice by using urolithin C as the template of molecularly imprinted polymers (MIP) . Therefore, as the structural analogues of AOH, urolithins are suitable for use in the study of 3D‐QSAR.…”

Section: Introductionmentioning

confidence: 99%

“…[24][25][26] It has been reported that Abouhany et al utilized four urolithin compounds as the substituents of AOH to prepare molecularly imprinted microspheres for detection of AOH in tomato juice, while Rico-Yuste et al captured the AOH in tomato juice by using urolithin C as the template of molecularly imprinted polymers (MIP). 27,28 Therefore, as the structural analogues of AOH, urolithins are suitable for use in the study of 3D-QSAR. These analogues include not only urolithin C but also some rare urolithin compounds, such as urolithin D, urolithin M, and the equivalent methylated products.…”

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confidence: 99%

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Application of quantitative structure‐activity relationship analysis on an antibody and alternariol‐like compounds interaction study

Wang

Peng

Zhang

et al. 2019

J of Molecular Recognition

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The antigen‐antibody interaction determines the sensitivity and specificity of competitive immunoassay for hapten detection. In this paper, the specificity of a monoclonal antibody against alternariol‐like compounds was evaluated through indirect competitive ELISA. The results showed that the antibody had cross‐reactivity with 33 compounds with the binding affinity (expressed by IC50) ranging from 9.4 ng/mL to 12.0 μg/mL. All the 33 compounds contained a common moiety and similar substituents. To understand how this common moiety and substituents affected the recognition ability of the antibody, a three‐dimensional quantitative structure‐activity relationship (3D‐QSAR) between the antibody and the 33 alternariol‐like compounds was constructed using comparative molecular field analysis (CoMFA) and comparative molecular similarity indices analysis (CoMSIA) methods. The q2 values of the CoMFA and CoMSIA models were 0.785 and 0.782, respectively, and the r2 values were 0.911 and 0.988, respectively, indicating that the models had good predictive ability. The results of 3D‐QSAR showed that the most important factor affecting antibody recognition was the hydrogen bond mainly formed by the hydroxyl group of alternariol, followed by the hydrophobic force mainly formed by the methyl group. This study provides a reference for the design of new hapten and the mechanisms for antibody recognition.

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Section: Resultssupporting

confidence: 69%

Section: Introductionmentioning

confidence: 99%

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confidence: 99%

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Application of quantitative structure‐activity relationship analysis on an antibody and alternariol‐like compounds interaction study

Wang

Peng

Zhang

et al. 2019

J of Molecular Recognition

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“…High ME (mainly ion suppression) usually influences the mycotoxin analysis based on the LC-MS/MS method [40,41] that is also true for Alternarias [8,9,13,18,19,23,28,29,31,42]. The lower sensitivity of our instrument and the high ME for AOH and AME increased the LOQ.…”

Section: Methods Development For Sample Preparationmentioning

confidence: 99%

“…The drawback of the derivatization approach is the longer sample preparation time, lower selectivity, and increased noise of analysis [13]. Recently, HPLC separations at alkaline pH conditions on C-18 column were reported for TEA separation in food matrices [6,21,22,30,31,33]. A pH above 8.0 results in reproducible retention time and peak shape for TEA but decreases its retention time due to the deprotonated hydrophilic form of TEA at alkaline pH ( Figure 1).…”

Section: General Conditions For Lc-id-ms/ms Separationmentioning

confidence: 99%

Determination of Alternaria Toxins in Sunflower Oil by Liquid Chromatography Isotope Dilution Tandem Mass Spectrometry

Tölgyesi¹,

Kozma²,

Sharma

2020

Molecules

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Alternaria toxins have gained attention as a potential health risk and can be classified as emerging mycotoxins. As a result, they are candidates to be regulated by the European Commission. This paper describes a liquid chromatography tandem mass spectrometric (LC-MS/MS) method for analyzing five Alternaria toxins in sunflower oil, which is a rather different type of sample to those matrices investigated in earlier published papers. An optimal sample preparation condition was achieved when samples were dissolved in n-hexane and extracted with methanol/water mixture, followed by sample pre-concentration with solvent evaporation. This study is the first focusing only on this lipophilic matrix and in using all corresponding isotopically labeled internal standards (ISTD) to compensate the matrix effect that strongly influences the LC-MS/MS analysis of toxins. Target compounds were separated on Zorbax Extend C-18 column enabling the analysis at alkaline pH of 8.8 that was necessary to obtain appropriate peak shape of tenuazonic acid and to separate the analytes at baseline. The method was validated according to the EU 2002/657/EC Decision and all the analytical performance characteristics met the requirements. The recovery was between 74% and 122% in fortified sunflower oil samples and the precision varied from 9% to 22%. The method was successfully demonstrated for sunflower seed quality check (QC) samples. Finally, 16 different sunflower oil samples were measured; and tenuazonic acid and tentoxin toxins were detected at levels close to LOQ concentrations.

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Solid‐phase extraction materials based on molecularly imprinted polymers for recognition of pyrethroids

Guo

Zhou

et al. 2020

J of Applied Polymer Sci

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A novel recognition material for detection of kinds of pyrethroids was successfully synthesized by molecular imprinting technology. 3‐Phenoxybenzoic acid (PBA) usually could be the antigen to prepare the polyclonal antibody. In this work, the recognition material was prepared utilizing PBA as the template, methacrylicacid as the functional monomer and ethylene glycol dimethacrylate as the crosslinker. The recognition material was characterized by atomic force microscope, adsorption equilibrium and selectivity experiments. The results showed that the recognition material has been successfully prepared and recognized four pyrethroids (fenpropathrin, deltamethrin, fenvalerate, and cyhalothrin). The recognition material was utilized as sorbents in solid‐phase extraction for separation and detection of pyrethroids in practically samples. Under the optimal conditions, the recoveries were ranging from 74.3 to 111.0%. Therefore, novel materials for pyrethroids are very promising for future applications. © 2020 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 2020, 137, 48919.

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Analysis of alternariol and alternariol monomethyl ether in foodstuffs by molecularly imprinted solid-phase extraction and ultra-high-performance liquid chromatography tandem mass spectrometry

Cited by 33 publications

References 26 publications

Application of quantitative structure‐activity relationship analysis on an antibody and alternariol‐like compounds interaction study

Application of quantitative structure‐activity relationship analysis on an antibody and alternariol‐like compounds interaction study

Determination of Alternaria Toxins in Sunflower Oil by Liquid Chromatography Isotope Dilution Tandem Mass Spectrometry

Solid‐phase extraction materials based on molecularly imprinted polymers for recognition of pyrethroids

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