Biosynthesis of Cyclochlorotine: Identification of the Genes Involved in Oxidative Transformations and Intramolecular <i>O</i>,<i>N</i>-Transacylation

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タイトル別名
  • Biosynthesis of Cyclochlorotine : Identification of the Genes Involved in Oxidative Transformations and Intramolecular O,N-Transacylation

抄録

Mycotoxin cyclochlorotine (1) and structurally related astins are cyclic pentapeptides containing unique nonproteinogenic amino acids, such as beta-phenylalanine, L-allo-threonine, and 3,4-dichloroproline. Herein, we report the biosynthetic pathway for 1, which involves intriguing tailoring processes mediated by DUF3328 proteins, including stereo- and regiospecific chlorination and hydroxylation and intramolecular O,N-transacylation. Our findings demonstrate that DUF3328 proteins, which are known to be involved in oxidative cyclization of fungal ribosomal peptides, have much higher functional diversity than previously expected.

収録刊行物

  • Organic letters

    Organic letters 23 (7), 2616-2620, 2021-04-02

    American Chemical Society

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