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Possible Reaction Mechanisms Involved in Degradation of Patulin by Heat-Assisted Cysteine under Highly Acidic Conditions

Patulin (PAT) is one of mycotoxins that usually contaminates apple juice, and it is not easily detoxified by cysteine (CYS) at room temperature due to the highly acidic conditions based on the Michael addition reaction. However, it could be effectively degraded by a heating treatment at 120 °C for 3...

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Autores principales: Diao, Enjie, Ma, Kun, Li, Minghua, Zhang, Hui, Xie, Peng, Qian, Shiquan, Song, Huwei, Mao, Ruifeng, Zhang, Liming
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2022
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9610101/
https://www.ncbi.nlm.nih.gov/pubmed/36287964
http://dx.doi.org/10.3390/toxins14100695
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author Diao, Enjie
Ma, Kun
Li, Minghua
Zhang, Hui
Xie, Peng
Qian, Shiquan
Song, Huwei
Mao, Ruifeng
Zhang, Liming
author_facet Diao, Enjie
Ma, Kun
Li, Minghua
Zhang, Hui
Xie, Peng
Qian, Shiquan
Song, Huwei
Mao, Ruifeng
Zhang, Liming
author_sort Diao, Enjie
collection PubMed
description Patulin (PAT) is one of mycotoxins that usually contaminates apple juice, and it is not easily detoxified by cysteine (CYS) at room temperature due to the highly acidic conditions based on the Michael addition reaction. However, it could be effectively degraded by a heating treatment at 120 °C for 30 min in the presence of cysteine. In our study, a total of eight degradation products (DP A–H) were characterized and identified via liquid chromatography quadrupole time-of-flight mass spectrometry (LC-Q-TOF-MS) in a negative ion mode, and their structures and formulas were proposed based on their accurate mass data. The fragmentation patterns of PAT and its degradation products were obtained from the MS/MS analysis. Meanwhile, the possible reaction mechanisms involved in the degradation of PAT were established and explained for the first time. According to the relation between the structure and toxicity of PAT, it could be deduced that the toxic effects of PAT degradation products were potentially much less than those of PAT-self.
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spelling pubmed-96101012022-10-28 Possible Reaction Mechanisms Involved in Degradation of Patulin by Heat-Assisted Cysteine under Highly Acidic Conditions Diao, Enjie Ma, Kun Li, Minghua Zhang, Hui Xie, Peng Qian, Shiquan Song, Huwei Mao, Ruifeng Zhang, Liming Toxins (Basel) Article Patulin (PAT) is one of mycotoxins that usually contaminates apple juice, and it is not easily detoxified by cysteine (CYS) at room temperature due to the highly acidic conditions based on the Michael addition reaction. However, it could be effectively degraded by a heating treatment at 120 °C for 30 min in the presence of cysteine. In our study, a total of eight degradation products (DP A–H) were characterized and identified via liquid chromatography quadrupole time-of-flight mass spectrometry (LC-Q-TOF-MS) in a negative ion mode, and their structures and formulas were proposed based on their accurate mass data. The fragmentation patterns of PAT and its degradation products were obtained from the MS/MS analysis. Meanwhile, the possible reaction mechanisms involved in the degradation of PAT were established and explained for the first time. According to the relation between the structure and toxicity of PAT, it could be deduced that the toxic effects of PAT degradation products were potentially much less than those of PAT-self. MDPI 2022-10-10 /pmc/articles/PMC9610101/ /pubmed/36287964 http://dx.doi.org/10.3390/toxins14100695 Text en © 2022 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Diao, Enjie
Ma, Kun
Li, Minghua
Zhang, Hui
Xie, Peng
Qian, Shiquan
Song, Huwei
Mao, Ruifeng
Zhang, Liming
Possible Reaction Mechanisms Involved in Degradation of Patulin by Heat-Assisted Cysteine under Highly Acidic Conditions
title Possible Reaction Mechanisms Involved in Degradation of Patulin by Heat-Assisted Cysteine under Highly Acidic Conditions
title_full Possible Reaction Mechanisms Involved in Degradation of Patulin by Heat-Assisted Cysteine under Highly Acidic Conditions
title_fullStr Possible Reaction Mechanisms Involved in Degradation of Patulin by Heat-Assisted Cysteine under Highly Acidic Conditions
title_full_unstemmed Possible Reaction Mechanisms Involved in Degradation of Patulin by Heat-Assisted Cysteine under Highly Acidic Conditions
title_short Possible Reaction Mechanisms Involved in Degradation of Patulin by Heat-Assisted Cysteine under Highly Acidic Conditions
title_sort possible reaction mechanisms involved in degradation of patulin by heat-assisted cysteine under highly acidic conditions
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9610101/
https://www.ncbi.nlm.nih.gov/pubmed/36287964
http://dx.doi.org/10.3390/toxins14100695
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