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Elucidation of tuliposide biosynthetic pathway as a novel model of sugar ester biosynthesis

Research Project

Project/Area Number 26850072
Research Category

Grant-in-Aid for Young Scientists (B)

Allocation TypeMulti-year Fund
Research Field Bioorganic chemistry
Research InstitutionToyama Prefectural University

Principal Investigator

Nomura Taiji  富山県立大学, 工学部, 准教授 (40570924)

Project Period (FY) 2014-04-01 – 2018-03-31
Project Status Completed (Fiscal Year 2017)
Budget Amount *help
¥4,160,000 (Direct Cost: ¥3,200,000、Indirect Cost: ¥960,000)
Fiscal Year 2016: ¥650,000 (Direct Cost: ¥500,000、Indirect Cost: ¥150,000)
Fiscal Year 2015: ¥1,560,000 (Direct Cost: ¥1,200,000、Indirect Cost: ¥360,000)
Fiscal Year 2014: ¥1,950,000 (Direct Cost: ¥1,500,000、Indirect Cost: ¥450,000)
Keywords二次代謝 / 生合成 / 酵素 / 糖エステル / チューリッポシド / チューリッパリン / チューリッポシド変換酵素 / カルボキシルエステラーゼ
Outline of Final Research Achievements

This study was performed to find a clue to the biosynthesis of 6-tuliposides (6-Pos) and tulipalins (Pa), which are the major defensive secondary metabolites in tulip, and the following results were obtained: 1) 6-Acyl glucose type of Pos (6-Pos) is most probably synthesized via 1,6-diacyl type of Pos. 2) Content of 1,6-diacyl type of Pos, the putative biosynthetic intermediates for 6-Pos, differs greatly between cultivated and wild tulip species. 3) Multiple isozymes exist for Pos-converting enzyme, which catalyzes the conversion of 6-Pos to Pa, and expression profile of each isozyme gene differs with tissue, indicating that tulip subtilizes the multiple isozymes of Pos-converting enzyme depending on the tissue.

Report

(5 results)
  • 2017 Annual Research Report   Final Research Report ( PDF )
  • 2016 Research-status Report
  • 2015 Research-status Report
  • 2014 Research-status Report
  • Research Products

    (30 results)

All 2018 2017 2016 2015 2014

All Journal Article (8 results) (of which Peer Reviewed: 6 results,  Acknowledgement Compliant: 5 results) Presentation (21 results) (of which Int'l Joint Research: 4 results,  Invited: 4 results) Book (1 results)

  • [Journal Article] Molecular diversity of tuliposide B-converting enzyme in tulip (Tulipa gesneriana): identification of the third isozyme with a distinct expression profile2018

    • Author(s)
      Taiji Nomura, Ryo Kuchida, Naoki Kitaoka, Yasuo Kato
    • Journal Title

      Bioscience, Biotechnology, and Biochemistry

      Volume: 印刷中 Issue: 5 Pages: 810-820

    • DOI

      10.1080/09168451.2018.1438170

    • Related Report
      2017 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Function and application of a non-ester-hydrolyzing carboxylesterase discovered in tulip2017

    • Author(s)
      Taiji Nomura
    • Journal Title

      Bioscience, Biotechnology, and Biochemistry

      Volume: 81 Issue: 1 Pages: 81-94

    • DOI

      10.1080/09168451.2016.1240608

    • Related Report
      2016 Research-status Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] Molecular diversity of tuliposide B-converting enzyme in tulip (Tulipa gesneriana): identification of the root-specific isozyme2017

    • Author(s)
      Taiji Nomura, Ayaka Ueno, Shinjiro Ogita, Yasuo Kato
    • Journal Title

      Bioscience, Biotechnology, and Biochemistry

      Volume: 印刷中 Issue: 6 Pages: 1185-1193

    • DOI

      10.1080/09168451.2017.1295806

    • Related Report
      2016 Research-status Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] 加水分解反応を触媒しないカルボキシルエステラーゼ ~チューリップの二次代謝生合成研究からの発見~2016

    • Author(s)
      野村泰治、加藤康夫
    • Journal Title

      化学と生物

      Volume: 54 Pages: 797-803

    • NAID

      130006176416

    • Related Report
      2016 Research-status Report
    • Acknowledgement Compliant
  • [Journal Article] チューリップから発見された加水分解反応「非」触媒型カルボキシルエステラーゼの機能解析と物質生産への応用2016

    • Author(s)
      野村泰治、加藤康夫
    • Journal Title

      酵素工学ニュース

      Volume: 76 Pages: 5-10

    • Related Report
      2016 Research-status Report
    • Acknowledgement Compliant
  • [Journal Article] Molecular identification of tuliposide B-converting enzyme: a lactone-forming carboxylesterase from the pollen of tulip2015

    • Author(s)
      Taiji Nomura, Tatsunori Murase, Shinjiro Ogita, Yasuo Kato
    • Journal Title

      The Plant Journal

      Volume: 83 Issue: 2 Pages: 252-262

    • DOI

      10.1111/tpj.12883

    • Related Report
      2015 Research-status Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] A stepwise protocol for induction and selection of prominent coniferous cell cultures for the production of β-thujaplicin2015

    • Author(s)
      Shinjiro Ogita, Masahito Shichiken, Chizuru Ito, Toshiyuki Yamashita, Taiji Nomura, Yasuo Kato
    • Journal Title

      Natural Product Communications

      Volume: 10 Pages: 783-787

    • Related Report
      2015 Research-status Report
    • Peer Reviewed
  • [Journal Article] Environmentally benign process for the preparation of antimicrobial α-methylene-β-hydroxy-γ-butyrolactone (tulipalin B) from bulip biomass.2015

    • Author(s)
      T.Nomura, E. Hayashi, S. Kawakami, S. Ogita, and Y. Kato
    • Journal Title

      Bioscience, Biotechnology and Biochemistry,

      Volume: 79 Issue: 1 Pages: 25-35

    • DOI

      10.1080/09168451.2014.946395

    • Related Report
      2014 Research-status Report
    • Peer Reviewed
  • [Presentation] チューリップにおけるチューリッポシドB変換酵素の分子多様性:葉由来アイソザイムの同定2018

    • Author(s)
      野村泰治、口田亮、酒本千穂、北岡直樹、加藤康夫
    • Organizer
      日本農芸化学会2018年度大会
    • Related Report
      2017 Annual Research Report
  • [Presentation] チューリッポシド変換酵素の基質特異性の検討:基質アルコール部位の影響2018

    • Author(s)
      二永貴、野村泰治、北岡直樹、加藤康夫
    • Organizer
      日本農芸化学会2018年度大会
    • Related Report
      2017 Annual Research Report
  • [Presentation] チューリッポシド/チューリッパリン類の抗細菌活性の再評価2018

    • Author(s)
      加藤康夫、中川恵蔵、近堂菜月、北岡直樹、野村泰治
    • Organizer
      日本農芸化学会2018年度大会
    • Related Report
      2017 Annual Research Report
  • [Presentation] チューリップにおけるチューリッポシドB変換酵素の分子多様性:根由来アイソザイムの同定2017

    • Author(s)
      野村泰治、上野綾香、加藤康夫
    • Organizer
      日本農芸化学会2017年度大会
    • Place of Presentation
      京都
    • Year and Date
      2017-03-17
    • Related Report
      2016 Research-status Report
  • [Presentation] 植物二次代謝産物による生体防御:生合成機構の解明とその利用2017

    • Author(s)
      野村泰治
    • Organizer
      第44回日本毒性学会学術年会
    • Related Report
      2017 Annual Research Report
    • Invited
  • [Presentation] 酵素法による1-チューリッポシドAの合成2016

    • Author(s)
      野村泰治、山口航平、荻田信二郎、加藤康夫
    • Organizer
      第18回生体触媒化学シンポジウム
    • Place of Presentation
      東京
    • Year and Date
      2016-12-21
    • Related Report
      2016 Research-status Report
  • [Presentation] チューリップ栽培品種におけるジアシル型チューリッポシド類の同定と酵素法による1-チューリッポシドAへの変換2016

    • Author(s)
      野村泰治、山口航平、荻田信二郎、加藤康夫
    • Organizer
      第60回香料・テルペンおよび精油化学に関する討論会
    • Place of Presentation
      網走
    • Year and Date
      2016-10-29
    • Related Report
      2016 Research-status Report
  • [Presentation] 1,6-ジアシル型チューリッポシドを基質とした1-アシル型チューリッポシドの酵素合成2016

    • Author(s)
      野村泰治、山口航平、荻田信二郎、加藤康夫
    • Organizer
      第51回植物化学調節学会
    • Place of Presentation
      南国
    • Year and Date
      2016-10-28
    • Related Report
      2016 Research-status Report
  • [Presentation] Enzymatic synthesis of 1-tuliposide A using tuliposide-converting enzyme, a lactone-forming carboxylesterase discovered in tulip2016

    • Author(s)
      Taiji Nomura, Yasuo Kato
    • Organizer
      55th Annual Meeting of the Phtochemical Society of North America
    • Place of Presentation
      Davis, USA
    • Year and Date
      2016-08-06
    • Related Report
      2016 Research-status Report
    • Int'l Joint Research
  • [Presentation] A facile method for the preparation of 1-tuliposide A using tuliposide-converting enzyme, a lactone-forming carboxylesterase discovered in tulip2016

    • Author(s)
      Taiji Nomura, Yasuo Kato
    • Organizer
      Gordon Research Conference on Biocatalysis 2016
    • Place of Presentation
      Biddeford, USA
    • Year and Date
      2016-07-10
    • Related Report
      2016 Research-status Report
    • Int'l Joint Research
  • [Presentation] 有用植物二次代謝産物の生合成機構に関する生化学および分子細胞遺伝学的研究2016

    • Author(s)
      野村泰治
    • Organizer
      日本農芸化学会中部支部第176回例会
    • Place of Presentation
      岐阜
    • Year and Date
      2016-07-09
    • Related Report
      2016 Research-status Report
    • Invited
  • [Presentation] 加水分解反応を触媒しないカルボキシルエステラーゼ「チューリッポシド変換酵素」の構造解析と有用物質生産への応用2016

    • Author(s)
      野村泰治
    • Organizer
      第17回酵素応用シンポジウム
    • Place of Presentation
      北名古屋
    • Year and Date
      2016-06-03
    • Related Report
      2016 Research-status Report
    • Invited
  • [Presentation] チューリッポシド変換酵素による1-チューリッポシドAの酵素合成法の確立2016

    • Author(s)
      野村泰治、山口航平、荻田信二郎、加藤康夫
    • Organizer
      日本農芸化学会2016年度大会
    • Place of Presentation
      札幌
    • Year and Date
      2016-03-27
    • Related Report
      2015 Research-status Report
  • [Presentation] チューリップ花粉におけるチューリッポシドB変換酵素の発見と機能解析2015

    • Author(s)
      野村泰治、村瀬達紀、荻田信二郎、加藤康夫
    • Organizer
      第67回日本生物工学会大会
    • Place of Presentation
      鹿児島
    • Year and Date
      2015-10-26
    • Related Report
      2015 Research-status Report
  • [Presentation] チューリップ抗菌性二次代謝産物の活性化に関わる新規カルボキシルエステラーゼの発見2015

    • Author(s)
      野村泰治、荻田信二郎、加藤康夫
    • Organizer
      第67回日本生物工学会大会
    • Place of Presentation
      鹿児島
    • Year and Date
      2015-10-26
    • Related Report
      2015 Research-status Report
    • Invited
  • [Presentation] チューリップの花粉特異的に発現するチューリッポシドB変換酵素2015

    • Author(s)
      野村泰治、村瀬達紀、荻田信二郎、加藤康夫
    • Organizer
      植物化学調節学会第50回大会
    • Place of Presentation
      東京
    • Year and Date
      2015-10-23
    • Related Report
      2015 Research-status Report
  • [Presentation] Molecular identification of tuliposide B-converting enzyme: a lactone-forming carboxylesterase from the pollen of tulip2015

    • Author(s)
      Taiji Nomura, Shinjiro Ogita, Yasuo Kato
    • Organizer
      18th Japanese-German Workshop on Enzyme Technology
    • Place of Presentation
      Kyoto, Japan
    • Year and Date
      2015-09-13
    • Related Report
      2015 Research-status Report
    • Int'l Joint Research
  • [Presentation] Molecular identification of tuliposide B-converting enzyme: a lactone-forming carboxylesterase from the pollen of tulip2015

    • Author(s)
      Taiji Nomura, Shinjiro Ogita, Yasuo Kato
    • Organizer
      54th Annual Meeting of the Phytochemical Society of North America
    • Place of Presentation
      Urbana-Champaign, USA
    • Year and Date
      2015-08-08
    • Related Report
      2015 Research-status Report
    • Int'l Joint Research
  • [Presentation] ラクトン形成を触媒するカルボキシルエステラーゼ(1):チューリップ花粉からのチューリッポシドB変換酵素の精製および性状解析2015

    • Author(s)
      野村泰治、村瀬達紀、荻田信二郎、加藤康夫
    • Organizer
      日本農芸化学会2015年度大会
    • Place of Presentation
      岡山大学
    • Year and Date
      2015-03-26 – 2015-03-29
    • Related Report
      2014 Research-status Report
  • [Presentation] ラクトン形成を触媒するカルボキシルエステラーゼ(2):チューリップ花粉からのチューリッポシドB変換酵素遺伝子の単離および機能解析2015

    • Author(s)
      野村泰治、村瀬達紀、荻田信二郎、加藤康夫
    • Organizer
      日本農芸化学会2015年度大会
    • Place of Presentation
      岡山大学
    • Year and Date
      2015-03-26 – 2015-03-29
    • Related Report
      2014 Research-status Report
  • [Presentation] Molecular diversity of tuliposide A-converting enzyme involved in the conversion of tuliposide A to antimicrobial tulipalin A in tulip.2014

    • Author(s)
      Taiji Nomura, Shinjiro Ogita, Yasuo Kato
    • Organizer
      The 1st Joint Seminar of New Core to Core Program (CCP)
    • Place of Presentation
      Bangkok, Thailand
    • Year and Date
      2014-08-10 – 2014-08-11
    • Related Report
      2014 Research-status Report
  • [Book] Amino Acids in Higher Plants (Chapter 20: Involvement of tryptophan-pathway-derived secondary metabolism in the defence responses of grasses.)2015

    • Author(s)
      Atsushi Ishihara, Tetsuya Matsukawa, Taiji Nomura, Masayuki Sue, Akira Oikawa, Yozo Okazaki, Shinichi Tebayashi
    • Total Pages
      632
    • Publisher
      CABI Publishing
    • Related Report
      2015 Research-status Report

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Published: 2014-04-04   Modified: 2019-03-29  

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