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Synthesis of Optically Active Flower-inducing Fatty Acids, KODA Analogs

Research Project

Project/Area Number 22580114
Research Category

Grant-in-Aid for Scientific Research (C)

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

Principal Investigator

TOSHIMA Hiroaki  茨城大学, 農学部, 教授 (50237088)

Project Period (FY) 2010 – 2012
Project Status Completed (Fiscal Year 2012)
Budget Amount *help
¥4,550,000 (Direct Cost: ¥3,500,000、Indirect Cost: ¥1,050,000)
Fiscal Year 2012: ¥910,000 (Direct Cost: ¥700,000、Indirect Cost: ¥210,000)
Fiscal Year 2011: ¥780,000 (Direct Cost: ¥600,000、Indirect Cost: ¥180,000)
Fiscal Year 2010: ¥2,860,000 (Direct Cost: ¥2,200,000、Indirect Cost: ¥660,000)
KeywordsKODA / 脂肪酸 / シクロプロパン / 花芽誘導活性 / 植物ホルモン様活性 / 化学合成 / 光学活性類縁体 / KODA / 植物生理活性 / 光学活性体 / 類縁体
Research Abstract

Stereoselective synthesis of promising flower-inducing fatty acids, KODA analogs, was designed to obtain the desired stereoisomer viacoupling between chiral sulfone and aldehyde segments. Coupling of the both segments and subsequent assembly gave the desired analog. This strategy made it possible to synthesize the remaining stereoisomeric analogs. By using synthetic KODA analogs, the study of mechanistic elucidation of flower-inducing activity by KODA and the development of flower-inducing regulator are expected to progress.

Report

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

    (8 results)

All 2013 2011 2010 Other

All Journal Article (2 results) (of which Peer Reviewed: 2 results) Presentation (6 results)

  • [Journal Article] Stereoselective Synthesis of a Promising Flower-Inducing KODA Analog, (9R,12S,13R,15Z)-9-Hydroxy-12,13-methylene-10-oxooctadec-15-enoic Acid2013

    • Author(s)
      Shin SHIMOMURA, Shuho OYAMA, Kyohei NAKANO, Morifumi HASEGAWA, and Hiroaki TOSHIMA
    • Journal Title

      Biosci. Biotechnol. Biochem.

      Volume: 77(6)in press

    • NAID

      10031184713

    • URL

      http://dx.doi.org/10.1271/bbb.130243

    • Related Report
      2012 Final Research Report
    • Peer Reviewed
  • [Journal Article] Stereoselective Synthesis of a Promising Flower-inducing KODA Analog, (9R,12S,13R,15Z)-9-Hydroxy-12,13-methylene-10-oxooctadec-15-enoic Acid2013

    • Author(s)
      Shin Simomura
    • Journal Title

      Biosci. Biotechnol. Biocem.

      Volume: 77

    • Related Report
      2012 Annual Research Report
    • Peer Reviewed
  • [Presentation] 抗β-酸化型CP-KODA(30x0-CP-KODA) の合成研究2013

    • Author(s)
      大山秀芳、中山ともみ、長谷川守文、戸嶋浩明
    • Organizer
      日本農芸化学会2013年度大会
    • Place of Presentation
      東北大学
    • Year and Date
      2013-03-26
    • Related Report
      2012 Final Research Report
  • [Presentation] シクロプロパン環導入型KODA 類縁体の立体異性体選択的合成2011

    • Author(s)
      下村伸、長谷川守文、横山峰幸、伊福欧二、山村庄亮、戸嶋浩明
    • Organizer
      日本農芸化学会2011 年度大会
    • Place of Presentation
      京都女子大学
    • Year and Date
      2011-03-26
    • Related Report
      2012 Final Research Report
  • [Presentation] シクロプロパン環導入型KODA類縁体の立体異性体選択的合成2011

    • Author(s)
      下村伸
    • Organizer
      日本農芸化学会2011年度大会(2011)
    • Place of Presentation
      京都女子大学
    • Year and Date
      2011-03-26
    • Related Report
      2010 Annual Research Report
  • [Presentation] シクロプロパン環導入型KODA 類縁体の立体異性体選択的合成法に関する研究2010

    • Author(s)
      下村伸、長谷川守文、横山峰幸、伊福欧二、山村庄亮、戸嶋浩明
    • Organizer
      日本化学会 第4回関東支部大会
    • Place of Presentation
      筑波大学
    • Year and Date
      2010-08-30
    • Related Report
      2012 Final Research Report
  • [Presentation] シクロプロパン環導入型KODA類縁体の立体異性体選択的合成法に関する研究2010

    • Author(s)
      下村伸
    • Organizer
      日本化学会第4回関東支部大会(2010)
    • Place of Presentation
      つくば大学
    • Year and Date
      2010-08-30
    • Related Report
      2010 Annual Research Report
  • [Presentation] 抗β―酸化型CP-KODA(30x0-CP-KODA)の合成研究

    • Author(s)
      大山秀芳
    • Organizer
      日本農芸化学会2013年度大会
    • Place of Presentation
      東北大学(仙台)
    • Related Report
      2012 Annual Research Report

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Published: 2010-08-23   Modified: 2019-07-29  

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