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Molecular mechanism on the seasonal change in biosynthetic pathways of rose scent compound in response to the environment

Research Project

Project/Area Number 23380063
Research Category

Grant-in-Aid for Scientific Research (B)

Allocation TypeSingle-year Grants
Section一般
Research Field Bioproduction chemistry/Bioorganic chemistry
Research InstitutionShizuoka University

Principal Investigator

WATANABE Naoharu  静岡大学, 創造科学技術大学院, 教授 (90230979)

Co-Investigator(Renkei-kenkyūsha) HARA Masakazu  静岡大学, 農学研究科, 教授 (10293614)
OHNISHI Toshiyuki  静岡大学, 農学研究科, 准教授 (60542165)
Project Period (FY) 2011-04-01 – 2014-03-31
Project Status Completed (Fiscal Year 2013)
Budget Amount *help
¥18,850,000 (Direct Cost: ¥14,500,000、Indirect Cost: ¥4,350,000)
Fiscal Year 2013: ¥3,250,000 (Direct Cost: ¥2,500,000、Indirect Cost: ¥750,000)
Fiscal Year 2012: ¥5,720,000 (Direct Cost: ¥4,400,000、Indirect Cost: ¥1,320,000)
Fiscal Year 2011: ¥9,880,000 (Direct Cost: ¥7,600,000、Indirect Cost: ¥2,280,000)
Keywords生合成 / バラ香気成分 / 環境要因 / 芳香族アミノ酸脱アミノ酵素 / ケト酸脱炭酸酵素 / プロトプラスト / GCMS / LCMS / バラ / 2-フェニルエタノール / 季節変化 / AAAT / PDC / 2-フェニルエタノール / 芳香族アミノ酸アミノ基転移酵素 / ピルビン酸脱炭酸酵素
Research Abstract

The objective of the research is to clarify the molecular mechanism on the seasonal change in biosynthetic pathways of rose scent 2-phenylethanol (2PE) in response to environment. Based on the feeding experiments of L-[2H8]phenylalanin ([2H8]LPhe) to rose flowers and the GCMS, and LCMS analyses, we have clarified that two new enzymes, AAAT and PPDC are involved in the new biosynthetic pathway from LPhe to 2PE (LPhe, PPA, PAld, 2PE). We have also confirmed that the pathway is actively operating under the environmental conditions at high temperature.

Report

(4 results)
  • 2013 Annual Research Report   Final Research Report ( PDF )
  • 2012 Annual Research Report
  • 2011 Annual Research Report
  • Research Products

    (42 results)

All 2014 2013 2012 2011 Other

All Journal Article (19 results) (of which Peer Reviewed: 19 results,  Open Access: 3 results) Presentation (17 results) (of which Invited: 2 results) Book (1 results) Remarks (5 results)

  • [Journal Article] Molecular cloning and characterization of a short chain dehydrogenase showing activity with volatile compounds isolated from Camellia sinensis2014

    • Author(s)
      Ying Zhou, Ling Zhang, Jiadong Gui, Fang Dong, Sihua Cheng, Xin Mei, Linyun Zhang, Yongqing Li, Xinguo Su, Susanne Baldermann, Naoharu Watanabe, Ziyin Yang
    • Journal Title

      Plant Molecular Biology Reporter

      Volume: 33 Issue: 2 Pages: 253-263

    • DOI

      10.1007/s11105-014-0751-z

    • Related Report
      2013 Final Research Report
    • Peer Reviewed / Open Access
  • [Journal Article] Characterization of odorant compounds and their biochemical formation in green tea with a low temperature storage process2014

    • Author(s)
      Tsuyoshi Katsuno, Hisae Kasuga, Yumi Kusano, Yoshihiro Yaguchi, Miho Tomomura, Jilai Cui, Ziyin Yang, Susanne Baldermann, Yoriyuki Nakamura, Toshiyuki Ohnishi, Nobuyuki Mase, Naoharu Watanabe
    • Journal Title

      Food Chem

      Volume: 148 Pages: 388-395

    • DOI

      10.1016/j.foodchem.2013.10.069

    • Related Report
      2013 Annual Research Report 2013 Final Research Report
    • Peer Reviewed / Open Access
  • [Journal Article] Determination of volatile compounds in four commercial samples of Japanese green algae using solid phase microextraction gas chromatography mass spectrometry.2014

    • Author(s)
      Yamamoto,M., Baldermann,S., Yoshikawa,K.,, Fujita,A., Mase,N., Watanabe,N.
    • Journal Title

      The Scientific World Journal

      Volume: Article ID 289780 Pages: 8-8

    • Related Report
      2013 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Characterization of flower-inducing compound in Lemna paucicostata exposed to drought stress.2014

    • Author(s)
      Murata, A. Akaike,R., Kawahashi, T., Tsuchiya, R., Takemoto,H., Ohnishi, T., Todoroki, Y., Mase, N., Yokoyama, M., Takagi, K., Winterhalter, P., Watanabe..N.
    • Journal Title

      Tetrahedron

      Volume: 印刷中 Issue: 33 Pages: 4969-4976

    • DOI

      10.1016/j.tet.2014.03.099

    • NAID

      110009757825

    • Related Report
      2013 Annual Research Report
    • Peer Reviewed / Open Access
  • [Journal Article]2013

    • Author(s)
      Ariaki Murata, Ulrich H. Engelhardt, Peter Fleischmann, Keita Yamada, Naohiro Yoshida, Dieter Juchelka, Andreas Hilkert, Toshiyuki Ohnishi, Naoharu Watanabe, Peter Winterhalter
    • Journal Title

      J. Agric. Food Chem

      Volume: 61 Issue: 47 Pages: 11321-11325

    • DOI

      10.1021/jf403605a

    • Related Report
      2013 Annual Research Report 2013 Final Research Report
    • Peer Reviewed
  • [Journal Article] Recent studies of the volatile compounds in tea.2013

    • Author(s)
      Yang, Z., Baldermann, S., Watanabe, N
    • Journal Title

      Food Res. International,

      Volume: 53 Issue: 2 Pages: 585-599

    • DOI

      10.1016/j.foodres.2013.02.011

    • Related Report
      2013 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Influence of exogenously applied abscisic acid on carotenoid content and water uptake in flowers of the tea plant (Camellia sinensis).2013

    • Author(s)
      Baldermann,S., Yang,Z., Sakai, M., Fleischmann, P., Morita,A., Todoroki,Y. Watanabe, N.
    • Journal Title

      J Sci Food Agric.

      Volume: 93 Issue: 7 Pages: 1660-1664

    • DOI

      10.1002/jsfa.5944

    • Related Report
      2013 Annual Research Report 2012 Annual Research Report
    • Peer Reviewed
  • [Journal Article] nsight into the chemistry of cycloaddition between α-ketol oxylipin and epinephrine: isolation and structure elucidation of a new reaction product.2013

    • Author(s)
      Kai,K., Oba,Y., Akaike,R., Murata,A., Nishikawa, T., Watanabe,N.
    • Journal Title

      Tetrahedron Lett.,

      Volume: 54 Issue: 18 Pages: 2247-2250

    • DOI

      10.1016/j.tetlet.2013.02.062

    • Related Report
      2013 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Characterization of volatile and non-volatile metabolites in etiolated leaves of tea (Camellia sinensis) plants in the dark2012

    • Author(s)
      Ziyin Yang, Eiji Kobayashi, Tsuyoshi Katsuno, Toshimichi Asanuma, Tamaki Fujimori, Takamasa Ishikawa, Miho Tomomura, Kazuo Mochizuki, Takaya Watase, Yoriyuki Nakamura, Naoharu Watanabe
    • Journal Title

      Food Chem

      Volume: 135 Issue: 4 Pages: 2268-2276

    • DOI

      10.1016/j.foodchem.2012.07.066

    • Related Report
      2013 Final Research Report
    • Peer Reviewed
  • [Journal Article] Roses Shift Biosynthetic Pathways of Floral Scent in Response to Seasonal Change2012

    • Author(s)
      平田拓, 大西利幸, 渡辺修治
    • Journal Title

      KAGAKU TO SEIBUTSU

      Volume: 50 Issue: 8 Pages: 570-576

    • DOI

      10.1271/kagakutoseibutsu.50.570

    • NAID

      10030982495

    • ISSN
      0453-073X, 1883-6852
    • Related Report
      2013 Final Research Report 2012 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Functional characterization of aromatic amino acid aminotransferase involved in 2-phenylethanol biosynthesis in isolated rose petal protoplasts2012

    • Author(s)
      Hiroshi Hirata, Toshiyuki Ohnishi, Haruka Ishida, Kensuke Tomida, Miwa Sakai, Masakazu Hara, Naoharu Watanabe
    • Journal Title

      J. Plant Physiol

      Volume: 169 Issue: 5 Pages: 445-451

    • DOI

      10.1016/j.jplph.2011.12.005

    • NAID

      120004247736

    • Related Report
      2013 Final Research Report 2011 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Biosynthesis of α-and β-ionones, prominent scent compounds, in flowers of Osmanthus fragrans2012

    • Author(s)
      Susanne Baldermann, Masaya Kato, Peter Fleischmann, Naoharu Watanabe
    • Journal Title

      Acta Biochim. Pol

      Volume: 59 Pages: 79-81

    • Related Report
      2013 Final Research Report
    • Peer Reviewed
  • [Journal Article] Characterization of L-phenylalanine metabolism to acetophenone and 1-phenylethanol in the flowers of Camellia sinensis using stable isotope labeling2012

    • Author(s)
      Fang Dong, Ziyin Yang, Susanne Baldermann, Yutaka Kajitani, Shogo Ota, Hisae Kasuga, Yumi Imazeki, Toshiyuki Ohnishi, Naoharu Watanabe
    • Journal Title

      J.Plant Physiol.

      Volume: 169 Issue: 3 Pages: 217-225

    • DOI

      10.1016/j.jplph.2011.12.003

    • Related Report
      2013 Final Research Report
    • Peer Reviewed
  • [Journal Article] Herbivore-induced volatiles from tea (Camellia sinensis) plants and their involvement in intraplant communication and changes in endogeno us nonvolatile metabolites2012

    • Author(s)
      Fang Dong, Ziyin Yang, Susanne Baldermann, Yasushi Sato, Tatsuo Asai, Naoharu Watanabe
    • Journal Title

      J.Sci.Food Agric

      Volume: 59 Issue: 24 Pages: 13131-13135

    • DOI

      10.1021/jf203396a

    • Related Report
      2013 Final Research Report
    • Peer Reviewed
  • [Journal Article] Characterization of volatile and non-volatile metabolites in etiolated leaves of tea (Camellia sinensis) plants in the dark2012

    • Author(s)
      Yang, Z.
    • Journal Title

      Food Chemistry

      Volume: 135 Pages: 2269-2276

    • Related Report
      2012 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Enantio-selective reduction of the flowering related compound KODA and its analogues in Pharbitis nil cv. Violet.2012

    • Author(s)
      Murata, A.
    • Journal Title

      Tetrahedron

      Volume: 68 Pages: 5583-5589

    • Related Report
      2012 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Biosynthesis of α- and β-ionone, prominent scent compounds, in flowers of Osmanthus fragrans2012

    • Author(s)
      Susanne Baldermann, Masaya Kato, Peter Fleischmann, Naoharu Watanabe
    • Journal Title

      Acta Biochim.Pol

      Volume: 59(Free Article) Pages: 79-81

    • Related Report
      2011 Annual Research Report
    • Peer Reviewed
  • [Journal Article] 花香気成分生合成・発散制御の分子機構に関する生物有機化学的研究2011

    • Author(s)
      渡辺修治
    • Journal Title

      植物の生長調節

      Volume: 46 Pages: 11-18

    • Related Report
      2013 Final Research Report
    • Peer Reviewed
  • [Journal Article] Application of centrifugal precipitation chromatography and counter-current chromatography equipped with a spiral tubing support rotor for the isolation and partial characterization of carotenoid cleavage-like enzymes in Enteromorpha compressa (L.) Nee2011

    • Author(s)
      Susanne Baldermann, Andriati Ningrum Mulyadi, Ziyin Yang, Ariaki Murata, Peter Fleischmann, Peter Winterhalter, Martha Knigh, Thomas M.Finn, Naoharu Watanabe
    • Journal Title

      J.Sep.Sci.

      Volume: 34 Issue: 19 Pages: 2759-2764

    • DOI

      10.1002/jssc.201100508

    • Related Report
      2011 Annual Research Report
    • Peer Reviewed
  • [Presentation] バラ香気成分2-phenylethanoln の生合成経路はどうして季節変動するのか?2013

    • Author(s)
      神田桃代, 平田拓, 渡辺修治, 大西利幸
    • Organizer
      植物化学調節学会2013年度大会
    • Place of Presentation
      新潟市
    • Year and Date
      2013-10-31
    • Related Report
      2013 Final Research Report
  • [Presentation] Rose scent 2-phenylethanol wasproduced via two biosynthetic pathways in response to seasonal change in environment2013

    • Author(s)
      Momoyo Kanda, Hiroshi Hirata, Toshiyuki Ohnishi, Naoharu Watanabe
    • Organizer
      VI International Symposium on Rose Research and Cultivation
    • Place of Presentation
      Hannover, Germany
    • Year and Date
      2013-08-27
    • Related Report
      2013 Final Research Report
  • [Presentation] 植物香気成分の整合性経路,生育環境要因の解析2013

    • Author(s)
      渡辺修治
    • Organizer
      GC-MSユーザーズセミナー2013
    • Place of Presentation
      東京・丸の内トラストタワー
    • Related Report
      2013 Annual Research Report
    • Invited
  • [Presentation] Rose scent 2-phenylethanol was produced via two biosynthetic pathways in response to seasonal change in environment2013

    • Author(s)
      Kanda, M., Hirata, H., Ohnishi, T., Watanabe, N.
    • Organizer
      Sixth International Symposium on Rose Research and Cultivation
    • Place of Presentation
      Hannnover, Germany
    • Related Report
      2013 Annual Research Report
  • [Presentation] バラ香気成分2-phenlethanol生合成経路はどのようにして季節変動するのか?2013

    • Author(s)
      Kanda, M., Hirata, H., Watanabe, N., Ohnishi, T.
    • Organizer
      植物化学調節学会2013年度
    • Place of Presentation
      新潟大学(新潟市)
    • Related Report
      2013 Annual Research Report
  • [Presentation] バラ香気成分2-フェニルエタノール生合成経路の変化に関与する環境要因の解析2013

    • Author(s)
      神田桃代
    • Organizer
      日本農芸化学会2013年度大会
    • Place of Presentation
      東北大学,仙台市
    • Related Report
      2012 Annual Research Report
  • [Presentation] バラ香気成分2-phenylethanol の新規生合成経路の解明2012

    • Author(s)
      平田拓, 石田晴香, 神田桃代, 渡辺修治, 大西利幸
    • Organizer
      植物化学調節学会2011年度大会
    • Place of Presentation
      宇都宮市
    • Year and Date
      2012-11-02
    • Related Report
      2013 Final Research Report
  • [Presentation] Occurrence formation, and importance of volatile apocarotenoids in flowers of Osmanthus fragrans and Rosa chinensis mutabilis2012

    • Author(s)
      Baldermann, S., Kato, M., Fujita, A., Fleischmann, P., Winterhalter, P., Watanabe, N.
    • Organizer
      ACS symposium 2012
    • Place of Presentation
      San Diego, U.S.A.(招待講演)
    • Year and Date
      2012-03-26
    • Related Report
      2011 Annual Research Report
  • [Presentation] バラ香気成分2-phenylethanol生合成経路を変化させる要因と中間体解析2012

    • Author(s)
      神田桃代、平田拓、石田晴香、大西利幸、渡辺修治
    • Organizer
      日本農芸化学会2012年度大会
    • Place of Presentation
      京都
    • Year and Date
      2012-03-25
    • Related Report
      2011 Annual Research Report
  • [Presentation] バラ開花時における香気前駆配糖体2PEGと2PEG生合成酵素の変動解析2012

    • Author(s)
      大場幸江、平田拓、大西利幸、渡辺修治
    • Organizer
      日本農芸化学会2012年度大会
    • Place of Presentation
      京都
    • Year and Date
      2012-03-25
    • Related Report
      2011 Annual Research Report
  • [Presentation] バラ香気成分2-phenylethanol 生合成経路を変化させる要因と中間体解析2012

    • Author(s)
      神田桃代, 平田拓, 石田晴香, 大西利幸, 渡辺修治
    • Organizer
      日本農芸化学会2012年度大会
    • Place of Presentation
      京都市
    • Year and Date
      2012-03-24
    • Related Report
      2013 Final Research Report
  • [Presentation] Roses Produce the Floral Scent Compound 2-Phenylethanol via a New Biosynthetic Pathway in Response to Seasonal Change in Environment.2012

    • Author(s)
      Hirata, H.
    • Organizer
      Inter Academia 2012
    • Place of Presentation
      ラマダホテル, Budapest, Hungary
    • Related Report
      2012 Annual Research Report
  • [Presentation] 花の香りの仕組み2012

    • Author(s)
      渡辺修治
    • Organizer
      アロマサイエンスフォーラム第16回香りのセミナー
    • Place of Presentation
      北沢産業ビル,大阪市
    • Related Report
      2012 Annual Research Report
    • Invited
  • [Presentation] バラ香気成分2-phenylethanol 生合成経路の季節に伴う変化2011

    • Author(s)
      平田拓, 冨田健介, 石田晴香, 坂井美和, 大西利幸, 渡辺修治
    • Organizer
      日本農芸化学会中部支部,第163回例会
    • Place of Presentation
      静岡市
    • Year and Date
      2011-12-03
    • Related Report
      2013 Final Research Report
  • [Presentation] 花香・花芽誘導関連分子の生合成・代謝経路2011

    • Author(s)
      渡辺修治
    • Organizer
      ガスクロマトグラフィー研究懇談会第316回特別講演会,(社)日本分析化学会ガスクロマトグラフィー研究懇談会共催
    • Place of Presentation
      東京(招待講演)
    • Year and Date
      2011-12-02
    • Related Report
      2011 Annual Research Report
  • [Presentation] バラ香気成分2-phenylethanolの新規生合成経路2011

    • Author(s)
      平田拓、大西利幸、石田晴香、神田桃代、渡辺修治
    • Organizer
      日本植物細胞分子生物学会
    • Place of Presentation
      福岡
    • Year and Date
      2011-09-07
    • Related Report
      2011 Annual Research Report
  • [Presentation] 環境変化に適応した花香気成分生合成2011

    • Author(s)
      渡辺修治
    • Organizer
      第6回化学生態学研究会
    • Place of Presentation
      函館(招待講演)
    • Year and Date
      2011-06-18
    • Related Report
      2011 Annual Research Report
  • [Book] Formation of damascenone and its related compounds from carotenoids in tea. Chapter 31, In: Tea in Health and Disease Prevention2013

    • Author(s)
      Ziyin Yang, Susanne Baldermann, Naoharu Watanabe
    • Publisher
      Elsevier Inc
    • Related Report
      2013 Final Research Report
  • [Remarks]

    • URL

      http://www.ipc.shizuoka.ac.jp/%7Etnmase/watanabe_lab/

    • Related Report
      2013 Final Research Report
  • [Remarks] 一押し研究者

    • URL

      http://gsst.shizuoka.ac.jp/kyoiku/ichioshi.html

    • Related Report
      2013 Annual Research Report
  • [Remarks]

    • URL

      http://www.agr.shizuoka.ac.jp/abc/npchem/index_en.html

    • Related Report
      2011 Annual Research Report
  • [Remarks]

    • URL

      http://www.agr.shizuoka.ac.jp/abc/npchem/index.html

    • Related Report
      2011 Annual Research Report
  • [Remarks]

    • URL

      http://www.agr.shizuoka.ac.jp/c/npchem/index.html

    • Related Report
      2011 Annual Research Report

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Published: 2011-04-06   Modified: 2019-07-29  

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