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Enzymatic synthesis of useful hydroxyproline derivatives by regio- and stereo-selective hydroxylation

Research Project

Project/Area Number 15K18677
Research Category

Grant-in-Aid for Young Scientists (B)

Allocation TypeMulti-year Fund
Research Field Applied microbiology
Research InstitutionWaseda University

Principal Investigator

HARA Ryotaro  早稲田大学, 理工学術院総合研究所(理工学研究所), 次席研究員(研究院講師) (70553535)

Project Period (FY) 2015-04-01 – 2017-03-31
Project Status Completed (Fiscal Year 2016)
Budget Amount *help
¥4,160,000 (Direct Cost: ¥3,200,000、Indirect Cost: ¥960,000)
Fiscal Year 2016: ¥1,040,000 (Direct Cost: ¥800,000、Indirect Cost: ¥240,000)
Fiscal Year 2015: ¥3,120,000 (Direct Cost: ¥2,400,000、Indirect Cost: ¥720,000)
Keywordsプロリン / ヒドロキシプロリン / エクトイン / 水酸化酵素 / 微生物変換 / trans-3-ヒドロキシ-L-プロリン / ヒドロキシエクトイン / アミノ酸水酸化酵素 / エクトイン水酸化酵素 / 2-オキソグルタル酸依存型ジオキシゲナーゼ
Outline of Final Research Achievements

The objective of this study was to develop an enzymatic production process for trans-3-hydroxyproline. Sequence-based screening for a novel proline hydroxylating enzyme approach allowed the identification of a proline trans-3-selective hydroxylation activity in ectoine hydroxylase from Streptomyces cattleya. Using the Escherichia coli expressing the ectoine hydroxylase gene as a biocatalyst, an efficient trans-3-hydroxyproline production was achieved. Further, a novel trans-3-hydroxyproline synthetic route was developed via arginine hydroxylation, hydrolysis, and cyclodeamination in this order.

Report

(3 results)
  • 2016 Annual Research Report   Final Research Report ( PDF )
  • 2015 Research-status Report
  • Research Products

    (5 results)

All 2016 2015

All Journal Article (1 results) (of which Peer Reviewed: 1 results,  Acknowledgement Compliant: 1 results) Presentation (4 results)

  • [Journal Article] Development of a multi-enzymatic cascade reaction for the synthesis of trans-3-hydroxy-L-proline from L-arginine2016

    • Author(s)
      R. Hara, S. Kitatsuji, K. Yamagata, K. Kino
    • Journal Title

      Applied Microbiology and Biotechnology

      Volume: 100 Issue: 1 Pages: 243-253

    • DOI

      10.1007/s00253-015-6992-4

    • Related Report
      2015 Research-status Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Presentation] 酵素法によるアルギニンからの3-ヒドロキシオルニチンおよびtrans-3-ヒドロキシプロリンの合成2016

    • Author(s)
      原良太郎,北辻早希,山縣海,木野邦器
    • Organizer
      第68回日本生物工学会大会
    • Place of Presentation
      富山国際会議場
    • Year and Date
      2016-09-28
    • Related Report
      2016 Annual Research Report
  • [Presentation] アミノ酸水酸化酵素と加水分解酵素の組み合わせによるヒドロキシアミノ酸の合成2015

    • Author(s)
      原良太郎, 中野雅至, 北辻早希, 山縣海, 木野邦器
    • Organizer
      酵素工学研究会第74回講演会
    • Place of Presentation
      東京大学(東京)
    • Year and Date
      2015-10-16
    • Related Report
      2015 Research-status Report
  • [Presentation] エクトイン水酸化酵素発現大腸菌によるヒドロキシプロリン類縁化合物の生産2015

    • Author(s)
      西川健幸, 原良太郎, 木野邦器
    • Organizer
      酵素工学研究会第74回講演会
    • Place of Presentation
      東京大学(東京)
    • Year and Date
      2015-10-16
    • Related Report
      2015 Research-status Report
  • [Presentation] 選択的trans-3-ヒドロキシプロリン合成経路の構築と多様なヒドロキシイミノ酸合成への展開2015

    • Author(s)
      北辻早希,原良太郎,木野邦器
    • Organizer
      第5回CSJ化学フェスタ2015
    • Place of Presentation
      タワーホール船堀(東京)
    • Year and Date
      2015-10-13
    • Related Report
      2015 Research-status Report

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Published: 2015-04-16   Modified: 2018-03-22  

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