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高温酸辅助半胱氨酸降解棒曲霉素的可能反应机制。

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

机构信息

Jiangsu Collaborative Innovation Center of Regional Modern Agriculture & Environmental Protection, Huaiyin Normal University, Huai'an 223300, China.

Jiangsu Key Laboratory for Food Safety & Nutrition Function Evaluation, Huaiyin Normal University, Huai'an 223300, China.

出版信息

Toxins (Basel). 2022 Oct 10;14(10):695. doi: 10.3390/toxins14100695.

Abstract

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.

摘要

棒曲霉素(PAT)是一种真菌毒素,通常污染苹果汁,由于基于迈克尔加成反应的高度酸性条件,在室温下,半胱氨酸(CYS)不易将其解毒。然而,在 120°C 下加热 30 分钟,在半胱氨酸存在下,棒曲霉素可以被有效降解。在我们的研究中,通过液相色谱四级杆飞行时间质谱(LC-Q-TOF-MS)在负离子模式下共鉴定了 8 种降解产物(DP A-H),并根据精确质量数据提出了它们的结构和分子式。从 MS/MS 分析中获得了棒曲霉素及其降解产物的碎片模式。同时,首次建立并解释了棒曲霉素降解过程中涉及的可能反应机制。根据棒曲霉素的结构与毒性的关系,可以推断棒曲霉素降解产物的毒性效应可能远小于棒曲霉素本身。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1e36/9610101/38a727a987c6/toxins-14-00695-g001.jpg

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