Total Biosynthesis of Brassicicenes: Identification of a Key Enzyme for Skeletal Diversification

Akihiro Tazawa, Ying Ye, Taro Ozaki, Chengwei Liu, Yasushi Ogasawara, Tohru Dairi, Yusuke Higuchi, Nobuo Kato, Katsuya Gomi, Atsushi Minami, Hideaki Oikawa

    Research output: Contribution to journalArticlepeer-review

    14 Citations (Scopus)

    Abstract

    The biosynthetic pathway of brassicicenes, derived from the phytopathogen Pseudocercospora fijiensis, was fully reconstituted. Heterologous expression of the eight genes highly expressed in infected leaf tissues generated a new brassicicene derivative as a final product. Together with the characterization of P450 from Alternaria brassicicola, a late stage of the biosynthetic pathway, which generates remarkable structural diversity, has been proposed. Notably, a unique P450 that converts 3 to the structurally distinct 4 and 6 was identified.

    Original languageEnglish
    Pages (from-to)6178-6182
    Number of pages5
    JournalOrganic letters
    Volume20
    Issue number19
    DOIs
    Publication statusPublished - 2018 Oct 5

    ASJC Scopus subject areas

    • Biochemistry
    • Physical and Theoretical Chemistry
    • Organic Chemistry

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