Biosynthetic assembly of cytochalasin backbone

Ryuya Fujii, Atsushi Minami, Katsuya Gomi, Hideaki Oikawa

    Research output: Contribution to journalArticlepeer-review

    34 Citations (Scopus)

    Abstract

    Cytochalasins are an important class of fungal natural products in view of structural diversity and biological activities. Although their biosynthetic studies have been examined extensively, the detailed molecular assembly mechanism remains to be solved. We have succeeded to heterologously express the cytochalasin polyketide synthase-non-ribosomal peptide synthetase (PKS-NRPS) hybrid gene ccsA and the trans-acting enoyl-CoA reductase gene ccsC in Aspergillus oryzae. The resultant transformant produced a novel metabolite possessing the cytochalasin backbone. This established that CcsA is capable of constructing the octaketide connected with phenylalanine in collaboration with CcsC, and that CcsA R domain catalyzes reductive cleavage of the thio-tethered PKS-NRPS product.

    Original languageEnglish
    Pages (from-to)2999-3002
    Number of pages4
    JournalTetrahedron Letters
    Volume54
    Issue number23
    DOIs
    Publication statusPublished - 2013 Jun 5

    Keywords

    • Biosynthesis
    • Cytochalasin
    • Fungal metabolite
    • Non-ribosomal peptide synthetase
    • Polyketide synthase

    ASJC Scopus subject areas

    • Biochemistry
    • Drug Discovery
    • Organic Chemistry

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