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Theoretical insights into the mechanism underlying aflatoxin B1 transformation by the BsCotA-methyl syringate system

Ecotoxicology and environmental safety, 2024-03, Vol.272, p.116049-116049, Article 116049 [Peer Reviewed Journal]

2024 The Authors ;ISSN: 0147-6513 ;EISSN: 1090-2414 ;DOI: 10.1016/j.ecoenv.2024.116049

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  • Title:
    Theoretical insights into the mechanism underlying aflatoxin B1 transformation by the BsCotA-methyl syringate system
  • Author: Wang, Xiaolu ; Cui, Lin ; Liu, Mengting ; Qi, Zheng ; Luo, Huiying ; Huang, Huoqing ; Tu, Tao ; Qin, Xing ; Wang, Yuan ; Zhang, Jie ; Wang, Yaru ; Yao, Bin ; Bai, Yingguo ; Su, Xiaoyun
  • Subjects: Aflatoxin B1 ; Coupling ; Free Radical ; Laccase-Mediator System ; Methyl Syringate
  • Is Part Of: Ecotoxicology and environmental safety, 2024-03, Vol.272, p.116049-116049, Article 116049
  • Description: Global concern exists regarding the contamination of food and animal feed with aflatoxin B1 (AFB1), which poses a threat to the health of both humans and animals. Previously, we found that a laccase from Bacillus subtilis (BsCotA) effectively detoxified AFB1 in a reaction mediated by methyl syringate (MS), although the underlying mechanism has not been determined. Therefore, our primary objective of this study was to explore the detoxification mechanism employed by BsCotA. First, the enzyme and mediator dependence of AFB1 transformation were studied using the BsCotA-MS system, which revealed the importance of MS radical formation during the oxidation process. Aflatoxin Q1 (AFQ1) resulting from the direct oxidation of AFB1 by BsCotA, was identified using ultra-high-performance liquid chromatography-tandem mass spectrometry (UPLC-MS/MS). The results of UPLC-MS/MS and density functional theory calculations indicated that the products included AFQ1, AFB1-, and AFD1-MS-coupled products in the BsCotA-MS system. The toxicity evaluations revealed that the substances derived from the transformation of AFB1 through the BsCotA-MS mechanism exhibited markedly reduced toxicity compared to AFB1. Finally, we proposed a set of different AFB1-transformation pathways generated by the BsCotA-MS system based on the identified products. These findings greatly enhance the understanding of the AFB1-transformation mechanism of the laccase-mediator system. [Display omitted] •AFB1 can be transformed by BsCotA both in the presence or absence of a mediator.•AFB1 was directly converted to AFQ1 by BsCotA.•Coupling reactions occurred between AFB1 and MS radical.•The identified products exhibit lower toxicity levels than AFB1.
  • Publisher: Elsevier Inc
  • Language: English
  • Identifier: ISSN: 0147-6513
    EISSN: 1090-2414
    DOI: 10.1016/j.ecoenv.2024.116049
  • Source: DOAJ Directory of Open Access Journals
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