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Download Hi-Res ImageDownload to MS-PowerPointCite This:Org. Lett. 2019, 21, 12, 4788-4792
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The Discovery of Fungal Polyene Macrolides via a Postgenomic Approach Reveals a Polyketide Macrocyclization by trans-Acting Thioesterase in Fungi

  • Yohei Morishita
    Yohei Morishita
    Department of Life Sciences, Graduate School of Arts and Sciences, The University of Tokyo, 3-8-1 Komaba, Meguro-ku, Tokyo 153-8902, Japan
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  • , 
  • Huiping Zhang
    Huiping Zhang
    NMR Science and Development Division, RIKEN Spring-8 Center, 1-7-22 Suehiro-cho, Tsurumi-ku, Yokohama, Kanagawa 230-0045, Japan
    More by Huiping Zhang
  • , 
  • Tohru Taniguchi
    Tohru Taniguchi
    Faculty of Advanced Life Science, Frontier Research Center for Post-Genome Science and Technology, Hokkaido University, Kita 21 Nishi 11, Sapporo 001-0021, Japan
    More by Tohru Taniguchi
    Orcidhttp://orcid.org/0000-0002-4965-7383
  • , 
  • Keiji Mori
    Keiji Mori
    Department of Applied Chemistry, Graduate School of Engineering, Tokyo University of Agriculture and Technology, 2-24-16 Nakacho, Koganei, Tokyo 184-8588, Japan
    More by Keiji Mori
    Orcidhttp://orcid.org/0000-0002-9878-993X
  • , and 
  • Teigo Asai*
    Teigo Asai
    Department of Life Sciences, Graduate School of Arts and Sciences, The University of Tokyo, 3-8-1 Komaba, Meguro-ku, Tokyo 153-8902, Japan
    *E-mail: [email protected]
    More by Teigo Asai
    Orcidhttp://orcid.org/0000-0002-8903-392X
Cite this: Org. Lett. 2019, 21, 12, 4788–4792
Publication Date (Web):June 10, 2019
https://doi.org/10.1021/acs.orglett.9b01674
Copyright © 2019 American Chemical Society
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    Abstract

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    Heterologous expression of a unique biosynthetic gene cluster (BGC) comprising a highly reducing polyketide synthase and stand-alone thioesterase genes in Aspergillus oryzae enabled us to isolate a novel 34-membered polyene macrolide, phaeospelide A (1). This is the first isolation of a fungal polyene macrolide and the first demonstration of fungal aliphatic macrolide biosynthetic machinery. In addition, sequence similarity network analysis demonstrated the existence of a large number of BGCs for novel fungal macrolides.

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