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    Please use this identifier to cite or link to this item: https://ir.cnu.edu.tw/handle/310902800/29565


    Title: Genome mining and molecular characterization of the biosynthetic gene cluster of a diterpenic meroterpenoid, 15-deoxyoxalicine B, in Penicillium canescens
    Authors: Yaegashi, Junko
    Romsdahl, Jillian
    Chiang, Yi-Ming
    Wang, Clay C. C.
    Contributors: 藥學系(含碩士班)
    Keywords: Mycophenolic-acid biosynthesis
    Aspergillus-fumigatus
    Acetylcholinesterase
    Polyketide
    Inhibitors
    dDficient
    Alkaloids
    Chemistry
    Mechanism
    Decaturin
    Date: 2015
    Issue Date: 2016-04-19 19:00:27 (UTC+8)
    Publisher: Royal Soc Chemistry
    Abstract: Meroterpenoids are a class of secondary metabolites that are produced from polyketide and terpenoid precursors. 15-Deoxyoxalicine B (1) belongs to one structural group consisting of a unique pyridinyl-alpha-pyrone polyketide subunit and a diterpenoid subunit connected through a characteristic asymmetric spiro carbon atom. An understanding of the genes involved in the biosynthesis of this class of compounds should provide a means to facilitate engineering of second-generation molecules and increasing production of first-generation compounds. We found that the filamentous fungus Penicillium canescens produces 15-deoxyoxalicine B (1). Using targeted gene deletions, we have identified a cluster of 12 responsible contiguous genes. This gene cluster includes one polyketide synthase gene which we have designated olcA. Chemical analysis of wild-type and gene deletion mutant extracts enabled us to isolate and characterize 7 additional metabolites that are either intermediates or shunt products of the biosynthetic pathway. Two of the compounds identified have not been reported previously. Our data have allowed us to propose a biosynthetic pathway for 15-deoxyoxalicine B (1).
    Relation: Chemical Science, v.6 n.11, pp.6537-6544
    Appears in Collections:[Dept. of Pharmacy] Periodical Articles

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