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Generating molecular diversity by the wide range of polyketide synthases

Research Project

Project/Area Number 22241054
Research Category

Grant-in-Aid for Scientific Research (A)

Allocation TypeSingle-year Grants
Section一般
Research Field Living organism molecular science
Research InstitutionUniversity of Shizuoka

Principal Investigator

NOGUCHI Hiroshi  静岡県立大学, 薬学部, 教授 (60126141)

Co-Investigator(Kenkyū-buntansha) 久城 哲夫  明治大学, 農学部, 准教授 (80373299)
梅原 薫  静岡県立大学, 薬学部, 講師 (40185070)
渡辺 賢二  静岡県立大学, 薬学部, 准教授 (50360938)
Co-Investigator(Renkei-kenkyūsha) 渡辺 賢二  静岡県立大学, 薬学部, 准教授 (50360938)
飯田 滋  静岡県立大学, 生活健康科学研究科・薬学研究科, 特任教授 (30012777)
Project Period (FY) 2010 – 2012
Project Status Completed (Fiscal Year 2012)
Budget Amount *help
¥41,600,000 (Direct Cost: ¥32,000,000、Indirect Cost: ¥9,600,000)
Fiscal Year 2012: ¥7,540,000 (Direct Cost: ¥5,800,000、Indirect Cost: ¥1,740,000)
Fiscal Year 2011: ¥13,520,000 (Direct Cost: ¥10,400,000、Indirect Cost: ¥3,120,000)
Fiscal Year 2010: ¥20,540,000 (Direct Cost: ¥15,800,000、Indirect Cost: ¥4,740,000)
Keywordsゲノム / 酵素工学 / 生理活性 / biosynthesis / 生合成 / メロテルペノイド / 分子多様性 / テルペン環化酵素 / 酵素 / テレトニン / プレニル基転移酵素 / バイオテクノロジー
Research Abstract

Novel type III PKS was isolated from Garcinia mangostana L. , which contains mainly prenylated xanthones. A key prenyltransferase involved in the biosynthesis of abundant fungal meroterpenoids derived from 3,5-dimethylorsellinic was identified. The prenylated product serves as a key intermediate in the biosynthesis of series of meroterpenoids in fungi. With Aspergillus nidlans, Metabolic engineering of yeast for heterologous production of tryprostatins and other compounds was developed through our engineered strain of Saccharomyces cerevisiae, SCKW5. Further trial to architect comprehensive system to form secondary metabolites with Chaetomium globosum is under progress.

Report

(4 results)
  • 2012 Annual Research Report   Final Research Report ( PDF )
  • 2011 Annual Research Report
  • 2010 Annual Research Report

Research Products

(44 results)

All 2013 2012 2011 2010

All Journal Article (30 results) (of which Peer Reviewed: 14 results) Presentation (14 results) (of which Invited: 1 results)

  • [Journal Article] Combinatorial generation of complexity by redox enzymes in the chaetoglobosin a biosynthesis2013

    • Author(s)
      K. Ishiuchi, T. Nakazawa, F. Yagishita, T. Mino, H. Noguchi, K. Hotta, K. Watanabe
    • Journal Title

      J. Am. Chem. Soc

      Volume: 135 Pages: 7371-7377

    • Related Report
      2012 Final Research Report
  • [Journal Article] Combinatorial Generation of Complexity by Redox Enzymes in the Chaetoglobosin A Biosynthesis2013

    • Author(s)
      K. Ishiuchi, T. Nakazawa, F. Yagishita, T. Mino, H. Noguchi, K.a Hotta, K. Watanabe
    • Journal Title

      Journal of the American Chemical Society

      Volume: 135 Pages: 7371-7377

    • DOI

      10.1021/ja402828w

    • URL

      http://dx.doi.org/

    • Related Report
      2012 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Terretonin biosynthesis requires methylation as essential step for cyclization2012

    • Author(s)
      Y. Matsuda, T. Awakawa, T. Itoh, T. Wakimoto, T. Kushiro, I. Fujii, Y. Ebizuka, I. Abe
    • Journal Title

      ChemBioChem

      Volume: 13(12) Pages: 1738-1741

    • Related Report
      2012 Final Research Report
  • [Journal Article] Identification of a key prenyltransferase involved in biosynthesis of the most abundant fungal meroterpenoids derived from 3,5-dimethylorsellinic acid2012

    • Author(s)
      T. Itoh, K. Tokunaga, E.K. Radhakrishnan, I. Fujii, I. Abe, Y. Ebizuka, T. Kushiro
    • Journal Title

      ChemBioChem

      Volume: 13(8) Pages: 1132-1135

    • Related Report
      2012 Annual Research Report 2012 Final Research Report
  • [Journal Article] Benzophenone synthase from Garcinia mangostana2012

    • Author(s)
      N. Nualkaew, H. Morita, Y. Shimokawa, K. Kinjo, T. Kushiro, W. De-Eknamkul, Y. Ebizuka, I. Abe
    • Journal Title

      L. pericarps. Phytochemistry

      Volume: 77 Pages: 60-69

    • Related Report
      2012 Final Research Report
  • [Journal Article] Molecular cloning and characterization of copper amine oxidase from Huperzia serrate2012

    • Author(s)
      J. Sun, H. Morita, G. Chen, H. Noguchi, I.Abe
    • Journal Title

      Bioorg. & Med. Chem. Lettr.

      Volume: 22(18) Pages: 5784-5790

    • Related Report
      2012 Final Research Report
  • [Journal Article] Induced production of mycotoxins in an endophytic fungus from the medicinal plant Datura stramonium L.2012

    • Author(s)
      J. Sun, T. Awakawa, H. Noguchi, I. Abe
    • Journal Title

      Bioorg. & Med. Chem.Lettr

      Volume: 22(20) Pages: 6397-6400

    • Related Report
      2012 Final Research Report
  • [Journal Article] Prenylation of a Nonaromatic Carbon of Indolylbutenone by a Fungal Indole Prenyltransferase2012

    • Author(s)
      J. Chen, H. Morita, T. Wakimoto, T. Mori, H. Noguchi, I. Abe
    • Journal Title

      Organic Letters

      Volume: 14 (12) Pages: 3080-3083

    • Related Report
      2012 Annual Research Report 2012 Final Research Report
  • [Journal Article] Establishing a new methodology for genome mining and biosynthesis of polyketides and peptides through yeast molecular genetics2012

    • Author(s)
      K. Ishiuchi, T. Nakazawa, T. Ookuma, S. Sugimoto, M. Sato, Y. Tsunematsu, N. Ishikawa, H. Noguchi, K. Hotta, H. Moriya, K. Watanabe
    • Journal Title

      ChemBioChem

      Volume: 13(6) Pages: 846-854

    • Related Report
      2012 Final Research Report
  • [Journal Article] Overexpressing transcriptional regulator in Aspergillus oryzae activates a silent biosynthetic pathway to produce novel polyketide2012

    • Author(s)
      T. Nakazawa, K. Ishiuchi, A. Praseuth, H. Noguchi, K. Hotta, K. Watanabe
    • Journal Title

      ChemBioChem

      Volume: 13(6) Pages: 855-861

    • Related Report
      2012 Final Research Report
  • [Journal Article] Overexpressing transcriptional regulator in Chaetomium globosum activates a silent biosynthetic pathway: evaluation of shanorellin biosynthesis2012

    • Author(s)
      Y. Tsunematsu, S. Ichinoseki, T. Nakazawa, N. Ishikawa, H. Noguchi, K. Hotta, K. Watanabe
    • Journal Title

      J. of Antibiotics

      Volume: 65(7) Pages: 377-380

    • NAID

      10030955543

    • Related Report
      2012 Annual Research Report 2012 Final Research Report
  • [Journal Article] Expression, purification and crystallization of an indole prenyltransferase from Aspergillus fumigatus2012

    • Author(s)
      J. Chen, H. Morita, R. Kato, H. Noguchi, S. Sugio, I. Abe
    • Journal Title

      Acta Cryst. Section F

      Volume: 68 Pages: 355-358

    • Related Report
      2012 Final Research Report
  • [Journal Article] Molecular cloning and characterization of copper amine oxidase from Huperzia serrate2012

    • Author(s)
      J. Sun, H. Morita, G. Chen, H. Noguchi, I. Abe
    • Journal Title

      Bioorg. & Med. Chem. Lettr

      Volume: 22(18) Pages: 5784-5790

    • DOI

      10.1016/j.bmcl.2012.08.063

    • Related Report
      2012 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Induced production of mycotoxins in an endophytic fungus from the medicinal plant Datura stramonium L.2012

    • Author(s)
      J. Sun, T. Awakawa, H. Noguchi, I. Abe
    • Journal Title

      Bioorg. Med. Chem. Lett.

      Volume: 22(20) Pages: 5784-5790

    • DOI

      10.1016/j.bmcl.2012.07.102

    • Related Report
      2012 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Flavonoid and stilbenoid production in callus cultures of Artocarpus lakoocha2012

    • Author(s)
      S. Maneechai, W. De-Eknamkul, K. Umehara, H. Noguchi, K. Likhitwitayawuid
    • Journal Title

      Phytochemistry

      Volume: 81

    • DOI

      10.1016/j.phytochem.2012.05.031

    • Related Report
      2012 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Establishing a New Methodology for Genome Mining and Biosynthesis of Polyketides and Peptides through Yeast Molecular Genetics2012

    • Author(s)
      石内勘一郎、佐藤道大, 他9名
    • Journal Title

      ChemBioChem

      Volume: 13 Pages: 846-54

    • DOI

      10.1002/cbic.201100798

    • Related Report
      2012 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Overexpressing transcriptional regulator in Aspergillus oryzae activates a silent biosynthetic pathway to produce novel polyketide2012

    • Author(s)
      T. Nakazawa, K. Ishiuchi, A. Praseuth, H. Noguchi, K. Hotta, K. Watanabe
    • Journal Title

      Chembiochem

      Volume: 13(6) Pages: 846-854

    • DOI

      10.1002/cbic.201200107

    • Related Report
      2012 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Benzophenone synthase from Garcinia mangostana L.pericarps2012

    • Author(s)
      Natsajee Nualkaew, Hiroyuki Morita, Yoshihiko Shimokawa, Keishi Kinjo, Tetsuo Kushiro, Wanchai De-Eknamkul, Yutaka Ebizuka, Ikuro Abe
    • Journal Title

      Phytochemistry

      Volume: 77 Pages: 60-69

    • DOI

      10.1016/j.phytochem.2012.02.002

    • Related Report
      2012 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Terretonin biosynthesis requires methylation as essential step for cyclization.2012

    • Author(s)
      Y. Matsuda, T. Awakawa, T. Itoh, T. Wakimoto, T. Kushiro, I. Fujii, Y. Ebizuka, I. Abe
    • Journal Title

      ChemBioChem

      Volume: 13(12) Pages: 1738-1741

    • DOI

      10.1002/cbic.201200369

    • Related Report
      2012 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Overexpressing transcriptional regulator in Aspergillus oryzae activates a silent biosynthetic pathway to produce novel polyketide2012

    • Author(s)
      Nakazawa, T., Ishiuchi, K., Praseuth, A., Noguchi, H., Hotta, K., Moriya, H., Watanabe, K.
    • Journal Title

      ChemBioChem

      Volume: 13 Pages: 855-861

    • Related Report
      2011 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Establishing a new methodology for genome mining and biosynthesis of polyketides and peptides through yeast molecular genetics2012

    • Author(s)
      Ishiuchi, K., Nakazawa, T., Ookuma, T., Sugimoto, T., Sato, M., Tsunematsu, Y., Ishikawa, N., Noguchi, H., Hotta, K., Moriya, H., Watanabe, K.
    • Journal Title

      ChemBioChem

      Volume: 13 Pages: 846-854

    • Related Report
      2011 Annual Research Report
    • Peer Reviewed
  • [Journal Article] A comprehensive overview on genomically directed assembly of aromatic polyketides and macrolide lactones using fungal megasynthases2011

    • Author(s)
      T. Saruwatari, A. P Praseuth, M. Sato, K. Torikai, H. Noguchi, K. Watanabe
    • Journal Title

      The Journal of Antibiotics

      Volume: 64 Pages: 9-17

    • NAID

      10030637198

    • Related Report
      2012 Final Research Report
  • [Journal Article] Practical Synthesis of dopa derivative for biosynthetic production of potent antitumor natural products, Saframycins and Ecteinascidin 7432011

    • Author(s)
      K. Torikai, T. Saruwatari, T. Kitano, T. Sano, A. Nakane, H. Noguchi, K. Watanabe
    • Journal Title

      Letters In Organic Chemistry

      Volume: 8-10 Pages: 686-689

    • NAID

      120005133055

    • Related Report
      2012 Final Research Report
  • [Journal Article] Enzymatic formation of an aromatic dodecaketide by engineered plant polyketide synthase2011

    • Author(s)
      K. Wanibuchi, H. Morita, H. Noguchi, I. Abe
    • Journal Title

      Bioorganic and Medicinal Chemistry Letters

      Volume: 21 Pages: 2083-2086

    • Related Report
      2012 Final Research Report 2010 Annual Research Report
  • [Journal Article] A comprehensive overview on genomically directed assembly of aromatic polyketides and macrolide lactones using fungal megasynthases2011

    • Author(s)
      Saruwatari, T., Praseuth, A.P., Sato, M., Torikai, K., Noguchi, H., Watanabe, K.
    • Journal Title

      J.Antibiot.

      Volume: 64 Pages: 9-17

    • NAID

      10030637198

    • Related Report
      2011 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Practical synthesis of DOPA derivative for biosynthetic production of potent antitumor natural products, saframycins and ecteinascidin 7432011

    • Author(s)
      Torikai, K., Saruwatari, T., Kitano, T., Sano, T., Nakane, A., Noguchi, H., Watanabe, K.
    • Journal Title

      Letters In Organic Chemistry

      Volume: 8 Pages: 686-689

    • NAID

      120005133055

    • Related Report
      2011 Annual Research Report
    • Peer Reviewed
  • [Journal Article] A comprehensive overview on genomically directed assembly of aromatic polyketides and macrolide lactones using fungal megasynthases2011

    • Author(s)
      T.Saruwatari, A.P Praseuth, M.Sato, K.Torikai, H.Noguchi, K.Watanabe
    • Journal Title

      Journal of Antibiotics

      Volume: 64 Pages: 9-17

    • NAID

      10030637198

    • Related Report
      2010 Annual Research Report
    • Peer Reviewed
  • [Journal Article] A struture-based mechanism fior benzalacetone synthase from Rheum palmatum2010

    • Author(s)
      H. Morita, Y . Shimmokawa, M. Tanio, R.Kato, H. Noguchi, S. Sugio, T. Kohno, I. Abe
    • Journal Title

      Proc. Nat. Acad. Sci. USA

      Volume: 107 Pages: 669-673

    • Related Report
      2012 Final Research Report
  • [Journal Article] Reconstitution of a fungal meroterpenoid biosynthesis reveals the involvement of a novel family of terpenecyclases2010

    • Author(s)
      T. Itoh, K. Tokunaga, Y. Matsuda, I. Fujii, I. Abe, Y. Ebizuka, T. Kushiro
    • Journal Title

      Nature Chemistry

      Volume: 2 Pages: 858-864

    • Related Report
      2012 Final Research Report
  • [Journal Article] Reconstitution of a fungal meroterpenoid biosynthesis reveals the involvement of a novel family of terpene cyclases.2010

    • Author(s)
      T.Itoh, K.Tokunaga, Y.Matsuda, I.Fujii, I.Abe, Y.Ebizuka, T.Kushiro
    • Journal Title

      Nature Chemistry

      Volume: 2 Pages: 858-864

    • Related Report
      2010 Annual Research Report
    • Peer Reviewed
  • [Presentation] Biosynthesis of natural products through a fungal molecular genetics2012

    • Author(s)
      T. Nakazawa, T. Ookuma, S. Sugimoto, S. Ichinoseki, Y. Gotanda, N. Ishikawa, Y. Tsunematsu, K. Ishiuchi, H. Noguchi, K. Watanabe
    • Organizer
      Philipps-Universitat Marburg
    • Place of Presentation
      Germany
    • Related Report
      2012 Final Research Report
  • [Presentation] Biologically active molecules from fungi2012

    • Author(s)
      Kenji Watanabe
    • Organizer
      第8回天然物生合成日米セミナー
    • Place of Presentation
      淡路
    • Related Report
      2012 Final Research Report
  • [Presentation] A novel triterpene synthase gene from a monocot plant, Imperata cylindrical2012

    • Author(s)
      Tetsuo Kushiro
    • Organizer
      The 8thInternational Conference of Natural Product Biosynthesis
    • Place of Presentation
      Awaji Yumebutai, Hyogo, Japan
    • Related Report
      2012 Final Research Report
  • [Presentation] Establishing a new methodology for genome mining and biosynthesis of natural products through fungal molecular genomics2012

    • Author(s)
      H. Noguchi
    • Organizer
      International Congress on Natural Products Research
    • Place of Presentation
      New York, (US)
    • Related Report
      2012 Final Research Report
  • [Presentation] Functional reconstitution of the saframycin biosynthetic enzymes2012

    • Author(s)
      K. Watanabe
    • Organizer
      RCIS International Conference
    • Place of Presentation
      Okayama
    • Related Report
      2012 Final Research Report
  • [Presentation] Establishing a new methodology for genome mining and biosynthesis of natural products through fungal molecular genomics.2012

    • Author(s)
      Hiroshi Noguchi
    • Organizer
      International Congress on Natural Products Research
    • Place of Presentation
      New York, (US)
    • Related Report
      2012 Annual Research Report
  • [Presentation] Biosynthesis of Natural Products Through a Fungal Molecular Genetics2012

    • Author(s)
      T. Nakazawa, T. Ookuma, S. Sugimoto, S. Ichinoseki, Y. Gotanda, N. Ishikawa, Y. Tsunematsu, K. Ishiuchi, H. Noguchi, K. Watanabe
    • Organizer
      11th European Conference on Fungal Genetics.
    • Place of Presentation
      Philipps-Universität Marburg (Germany)
    • Related Report
      2012 Annual Research Report
  • [Presentation] A novel triterpene synthase gene from a monocot plant, Imperata cylindrica2012

    • Author(s)
      Tetsuo Kushiro
    • Organizer
      The International Conference of Natural Product Biosynthesis
    • Place of Presentation
      Awaji Yumebutai, Hyogo, Japan
    • Related Report
      2012 Annual Research Report
    • Invited
  • [Presentation] T. Nakazawa, K. Ishiuchi, K. Hotta, H.Noguchi, H. Moriya, K. Watanabe2011

    • Author(s)
      T. Nakazawa, K. Ishiuchi, K. Hotta, H.Noguchi, H. Moriya, K. Watanabe
    • Organizer
      8th AFMC International Medicinal Chemistry Symposium "Frontier of Medicinal Science"
    • Place of Presentation
      KEIO PLAZA HOTEL TOKYO(東京)
    • Year and Date
      2011-11-29
    • Related Report
      2012 Final Research Report
  • [Presentation] Yeast, a more manageable non-ribosomal peptide mill for Spirotryprostatin B assembly.2011

    • Author(s)
      K. Watanabe
    • Organizer
      International Union of Microbiological Societies 2011 Congress, Sapporo Convention Center
    • Place of Presentation
      札幌
    • Year and Date
      2011-09-06
    • Related Report
      2012 Final Research Report
  • [Presentation] Yeast, a more manageable non-ribosomal peptide mill for Spirotryprostatin B assembly2011

    • Author(s)
      K. Watanabe
    • Organizer
      11th European Conference on Fungal Genetics. Society for Industrial Microbiology, Annual meeting and exhibition 2011
    • Place of Presentation
      Sheraton New Orleans, New Orleans (LA)
    • Year and Date
      2011-07-24
    • Related Report
      2012 Final Research Report
  • [Presentation] Combinatorial biosynthesis of unnatural novel prenylated alkaloids. Abstrac2010

    • Author(s)
      J. Chen, H. Noguchi
    • Organizer
      2010 International Chemical Congress of Pacific Basin Societies
    • Place of Presentation
      Honolulu (HW US)
    • Year and Date
      2010-12-17
    • Related Report
      2012 Final Research Report
  • [Presentation] Combinatorial biosynthesis of unnatural novel prenylated alkaloids. Abstract2010

    • Author(s)
      J.Chen, H.Noguchi
    • Organizer
      2010 International Chemical Congress of Pacific Basin Societies
    • Place of Presentation
      Honolulu (HW US)
    • Year and Date
      2010-12-17
    • Related Report
      2010 Annual Research Report
  • [Presentation] A chemical library by engineered plant polyketide synthase2010

    • Author(s)
      H. Noguchi
    • Organizer
      The 1st Current Drug Development International Conference
    • Place of Presentation
      Phuket (Thailand)
    • Year and Date
      2010-05-07
    • Related Report
      2012 Final Research Report 2010 Annual Research Report

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Published: 2010-08-22   Modified: 2019-07-29  

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