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Thermally driven asymmetric reaction using a chiral space of a thermostable esterase

Research Project

Project/Area Number 24655160
Research Category

Grant-in-Aid for Challenging Exploratory Research

Allocation TypeMulti-year Fund
Research Field Chemistry related to living body
Research InstitutionKeio University

Principal Investigator

MIYAMOTO KENJI  慶應義塾大学, 理工学部, 准教授 (60360111)

Co-Investigator(Kenkyū-buntansha) YOSHIDA Shosuke  京都大学, 工学(系)研究科, 研究員 (80610766)
Project Period (FY) 2012-04-01 – 2015-03-31
Project Status Completed (Fiscal Year 2014)
Budget Amount *help
¥3,640,000 (Direct Cost: ¥2,800,000、Indirect Cost: ¥840,000)
Fiscal Year 2014: ¥1,040,000 (Direct Cost: ¥800,000、Indirect Cost: ¥240,000)
Fiscal Year 2013: ¥1,040,000 (Direct Cost: ¥800,000、Indirect Cost: ¥240,000)
Fiscal Year 2012: ¥1,560,000 (Direct Cost: ¥1,200,000、Indirect Cost: ¥360,000)
Keywords熱駆動型反応 / 好熱性エステラーゼ / 脱炭酸反応 / 変異酵素 / ドミノ型反応 / エステラーゼ / 好熱性酵素
Outline of Final Research Achievements

In this study, the active site of the hyperthermophilic enzyme is used as "a heat resistant chiral space". We designed a compound which was not originally a substrate of the enzyme, but was binded to the active site. We aimed to achieve a variety of thermally driven asymmetric reactions using a heat resistant chiral space.
Arylmethylmalonic acid monoester was selected as a substrate, and the mutant esterase to which the hydrolyzing activity disappeared was used. Under high temperature conditions, the aimed ester was obtained, and the optical purity was also high. In addition, it was confirmed that the asymmetric decarboxylation occurred when this mutant was act on prochiral arylmechylmalonic acid. We have been succeeded in developing thermally driven asymmetric reactions.

Report

(4 results)
  • 2014 Annual Research Report   Final Research Report ( PDF )
  • 2013 Research-status Report
  • 2012 Research-status Report
  • Research Products

    (10 results)

All 2015 2014 2013 2012 Other

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

  • [Journal Article] Enzymatic Decarboxylation—An Emerging Reaction for Chemicals Production from Renewable Resources2014

    • Author(s)
      Robert Kourist, Jan-Karl Guterl, Kenji Miyamoto, Volker Sieber
    • Journal Title

      ChemCatChem

      Volume: 6 Issue: 3 Pages: 689701-689701

    • DOI

      10.1002/cctc.201300881

    • Related Report
      2013 Research-status Report
    • Peer Reviewed
  • [Journal Article] Thermally driven asymmetric domino reaction catalyzed by a thermostable esterase and its variants2013

    • Author(s)
      Reina Wada, Takashi Kumon, Robert Kourist, Hiromichi Ohta, Daisuke Uemur, Shosuke Yoshida, Kenji Miyamoto
    • Journal Title

      Tetrahedron Letters

      Volume: 54 Issue: 15 Pages: 1921-1923

    • DOI

      10.1016/j.tetlet.2013.01.080

    • Related Report
      2012 Research-status Report
    • Peer Reviewed
  • [Presentation] 加水分解活性の消失した好熱性エステラーゼを用いた熱駆動型反応の実現2015

    • Author(s)
      五十嵐康輔、吉田昭介、川上了史、宮本 憲二
    • Organizer
      日本化学会 第95春季年会 (2015)
    • Place of Presentation
      日本大学 理工学部船橋キャンパス/薬学部(千葉県・船橋市)
    • Year and Date
      2015-03-26 – 2015-03-30
    • Related Report
      2014 Annual Research Report
  • [Presentation] 酵素機能を合理的にデザインする2015

    • Author(s)
      宮本憲二
    • Organizer
      公益社団法人 新化学技術推進協会ライフサイエンス技術部会・反応分科会 講演会
    • Place of Presentation
      公益社団法人 新化学技術推進協会 会議室(東京都・千代田区)
    • Year and Date
      2015-01-21
    • Related Report
      2014 Annual Research Report
    • Invited
  • [Presentation] 熱駆動型ドミノ型反応の機構解析2014

    • Author(s)
      五十嵐康輔、吉田昭介、宮本憲二
    • Organizer
      日本化学会第94春季年会(2014)
    • Place of Presentation
      名古屋大学・東山キャンパス
    • Related Report
      2013 Research-status Report
  • [Presentation] 自然界に存在しない酵素を創り出す2013

    • Author(s)
      宮本 憲二
    • Organizer
      第65回日本生物工学会大会
    • Place of Presentation
      広島国際会議場
    • Related Report
      2013 Research-status Report
    • Invited
  • [Presentation] 好熱性酵素を用いた熱駆動型ドミノ型反応2013

    • Author(s)
      九門孝志、和田玲奈、吉田昭介、宮本憲二
    • Organizer
      日本化学会第93春季年会(2013)
    • Place of Presentation
      立命館大学びわこ・くさつキャンパス
    • Related Report
      2012 Research-status Report
  • [Presentation] アーキア由来好熱性酵素を用いた熱駆動型ドミノ反応2012

    • Author(s)
      和田玲奈、九門孝志、吉田昭介、宮本憲二
    • Organizer
      第16回生体触媒化学シンポジウム
    • Place of Presentation
      富山県民会館
    • Related Report
      2012 Research-status Report
  • [Remarks] 宮本研究室のホームページ

    • URL

      http://www.bio.keio.ac.jp/labs/kmiyamoto/

    • Related Report
      2013 Research-status Report
  • [Remarks] 宮本研究室のホームページ

    • URL

      http://www.bio.keio.ac.jp/labs/kmiyamoto/policy.html

    • Related Report
      2012 Research-status Report

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Published: 2013-05-31   Modified: 2019-07-29  

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