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How Fungi Biosynthesize 3-Nitropropanoic Acid: The Simplest yet Lethal Mycotoxin
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    How Fungi Biosynthesize 3-Nitropropanoic Acid: The Simplest yet Lethal Mycotoxin
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    Organic Letters

    Cite this: Org. Lett. 2024, 26, 15, 3158–3163
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    https://doi.org/10.1021/acs.orglett.4c00758
    Published April 8, 2024
    Copyright © 2024 American Chemical Society

    Abstract

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    We uncovered the biosynthetic pathway of the lethal mycotoxin 3-nitropropanoic acid (3-NPA) from koji mold Aspergillus oryzae. The biosynthetic gene cluster (BGC) of 3-NPA, which encodes an amine oxidase and a decarboxylase, is conserved in many fungi used in food processing, although most of the strains have not been reported to produce 3-NPA. Our discovery will lead to efforts that improve the safety profiles of these indispensable microorganisms in making food, alcoholic beverages, and seasoning.

    Copyright © 2024 American Chemical Society

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    This article is cited by 5 publications.

    1. Hua-Wei Lv, Jia-Gui Tang, Bin Wei, Meng-Di Zhu, Hua-Wei Zhang, Zhong-Bo Zhou, Bo-Yi Fan, Hong Wang, Xing-Nuo Li. Bioinformatics assisted construction of the link between biosynthetic gene clusters and secondary metabolites in fungi. Biotechnology Advances 2025, 81 , 108547. https://doi.org/10.1016/j.biotechadv.2025.108547
    2. Tanli Lu, Xianmei Dong, Weiwei Lan, Bin Zhou, Jianwen Teng, Ning Xia, Muhammad Rafiullah Khan, Li Huang. From microbial perspective: Manufacturing process, chemical composition and health benefis of Liupao tea-A comprehensive review. Food Research International 2025, 206 , 116088. https://doi.org/10.1016/j.foodres.2025.116088
    3. Bryan Hanley. Natural Products and Microbiomes. 2025, 223-247. https://doi.org/10.1007/978-3-031-81698-7_9
    4. Roderick W. Bates, Thang Loi Pham, Patcharaporn Sae-Lao. Hydroxylamine natural products. 2025, 1-172. https://doi.org/10.1016/bs.alkal.2025.01.001
    5. A. Morrie Craig, Linda L. Blythe, Peter S. Spencer. Mold Mycotoxins and Tremorgens. 2024https://doi.org/10.1016/B978-0-323-95702-1.00190-1

    Organic Letters

    Cite this: Org. Lett. 2024, 26, 15, 3158–3163
    Click to copy citationCitation copied!
    https://doi.org/10.1021/acs.orglett.4c00758
    Published April 8, 2024
    Copyright © 2024 American Chemical Society

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