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Development of catalytic reactions for the utilization of chitin as a renewable carbon and nitrogen resource

Research Project

Project/Area Number 21H01973
Research Category

Grant-in-Aid for Scientific Research (B)

Allocation TypeSingle-year Grants
Section一般
Review Section Basic Section 34030:Green sustainable chemistry and environmental chemistry-related
Research InstitutionThe University of Tokyo (2022-2023)
Hokkaido University (2021)

Principal Investigator

Kobayashi Hirokazu  東京大学, 大学院総合文化研究科, 准教授 (30545968)

Co-Investigator(Kenkyū-buntansha) 福岡 淳  北海道大学, 触媒科学研究所, 教授 (80189927)
佐川 拓矢  東京理科大学, 工学部工業化学科, 助教 (90829582)
Project Period (FY) 2021-04-01 – 2024-03-31
Project Status Completed (Fiscal Year 2023)
Budget Amount *help
¥17,550,000 (Direct Cost: ¥13,500,000、Indirect Cost: ¥4,050,000)
Fiscal Year 2023: ¥5,070,000 (Direct Cost: ¥3,900,000、Indirect Cost: ¥1,170,000)
Fiscal Year 2022: ¥5,070,000 (Direct Cost: ¥3,900,000、Indirect Cost: ¥1,170,000)
Fiscal Year 2021: ¥7,410,000 (Direct Cost: ¥5,700,000、Indirect Cost: ¥1,710,000)
Keywordsキチン / 窒素循環 / 触媒 / メカノケミストリー / ポリマー / バイオリファイナリー / 含窒素バイオマス / バイオマス / 活性炭 / 有機窒素化合物
Outline of Research at the Start

年間推定発生量1000億トンという極めて豊富な海洋バイオマスであるキチンを原料に用いることにより、ハーバー・ボッシュ法に依存しない窒素循環を可能とする新たなバイオリファイナリーを構築する。そのために、まずキチンを分解して単量体であるN-アセチルグルコサミンを効率的に合成できる触媒反応を開発する。次に、N-アセチルグルコサミンを高付加価値かつ需要が大きい有機窒素化合物へと転換する反応経路を提案するとともに、それを実現する触媒反応を開発する。本研究を通じて、窒素を含む糖化合物の反応を制御する学術を構築する。

Outline of Final Research Achievements

Biomass is a renewable carbon resource, and chitin, the second most abundant resource, is also a nitrogen resource because it contains nitrogen atoms in its monomer units. However, chitin is very recalcitrant, and the utilization of chitin has been hampered. This work clarified that an activated carbon with weak acid sites selectively hydrolyzes chitin under mechanochemical conditions, giving chitin oligosaccharides in a high yield. We clarified the mechanism of how mechanical forces accelerates the hydrolysis reaction. In addition, we developed an application of chitin oligosaccharides in agriculture. In the utilization of N-acetylglucosamine, the compound was converted to a potential monomer for producing N-containing polymers by a new reaction mechanism.

Academic Significance and Societal Importance of the Research Achievements

キチンは豊富に存在する一方で、化学資源としての利用はほとんど進んでいない。本研究ではキチンをメカノケミカル反応により選択的にキチンオリゴ糖に変換することに成功し、その植物免疫賦活化能を利用して農業用途の開発にも至った。低農薬かつ高収穫量の農業に貢献できると考えている。また、キチンオリゴ糖をさらに分解して得られるN-アセチルグルコサミンから有用なモノマーを合成するための新反応機構を開発し、反応効率を大幅に高めることができ、また実際にポリマーが得られるところまで示すことができた。キチン誘導体を化学品原料として利用する道筋をつけることができたと考えている。

Report

(3 results)
  • 2023 Annual Research Report   Final Research Report ( PDF )
  • 2022 Annual Research Report
  • Research Products

    (20 results)

All 2024 2023 2022 Other

All Journal Article (9 results) (of which Peer Reviewed: 6 results,  Open Access: 6 results) Presentation (7 results) (of which Int'l Joint Research: 5 results,  Invited: 3 results) Remarks (3 results) Patent(Industrial Property Rights) (1 results)

  • [Journal Article] Mechanochemical Hydrolysis of Polysaccharide Biomass: Scope and Mechanistic Insights2024

    • Author(s)
      Kobayashi Hirokazu、Fukuoka Atsushi
    • Journal Title

      ChemPlusChem

      Volume: - Issue: 5

    • DOI

      10.1002/cplu.202300554

    • Related Report
      2023 Annual Research Report
    • Peer Reviewed / Open Access
  • [Journal Article] ボールミル処理の機械的な力を利用した触媒的バイオマス分解反応2024

    • Author(s)
      小林広和、福岡淳
    • Journal Title

      有機合成化学協会誌

      Volume: -

    • Related Report
      2023 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Valorization of Cellulose and Chitin into Valuable Chemicals by Heterogeneous Catalysis2023

    • Author(s)
      FUKUOKA Atsushi、KOBAYASHI Hirokazu
    • Journal Title

      Journal of the Japan Petroleum Institute

      Volume: 66 Issue: 2 Pages: 48-56

    • DOI

      10.1627/jpi.66.48

    • ISSN
      1346-8804, 1349-273X
    • Year and Date
      2023-03-01
    • Related Report
      2023 Annual Research Report 2022 Annual Research Report
    • Peer Reviewed / Open Access
  • [Journal Article] Catalytic conversion of chitin as a nitrogen-containing biomass2023

    • Author(s)
      Kobayashi Hirokazu、Sagawa Takuya、Fukuoka Atsushi
    • Journal Title

      Chemical Communications

      Volume: 59 Issue: 42 Pages: 6301-6313

    • DOI

      10.1039/d3cc00902e

    • Related Report
      2023 Annual Research Report
    • Peer Reviewed / Open Access
  • [Journal Article] Induction of plant disease resistance by mixed oligosaccharide elicitors prepared from plant cell wall and crustacean shells2023

    • Author(s)
      Pring Sreynich、Kato Hiroaki、Imano Sayaka、Camagna Maurizio、Tanaka Aiko、Kimoto Hisashi、Chen Pengru、Shrotri Abhijit、Kobayashi Hirokazu、Fukuoka Atsushi、Saito Makoto、Suzuki Takamasa、Terauchi Ryohei、Sato Ikuo、Chiba Sotaro、Takemoto Daigo
    • Journal Title

      Physiologia Plantarum

      Volume: 175 Issue: 5

    • DOI

      10.1111/ppl.14052

    • Related Report
      2023 Annual Research Report
    • Peer Reviewed / Open Access
  • [Journal Article] 活性炭触媒を用いた多糖類バイオマスの加水分解2023

    • Author(s)
      小林広和、SHROTRI Abhijit、福岡淳
    • Journal Title

      触媒

      Volume: 65 Pages: 2-8

    • Related Report
      2023 Annual Research Report
  • [Journal Article] 活性炭触媒を用いた多糖類バイオマスの加水分解2023

    • Author(s)
      小林広和、Shrotri Abhijit、福岡淳
    • Journal Title

      触媒

      Volume: 65(1) Pages: 2-8

    • Related Report
      2022 Annual Research Report
  • [Journal Article] Selective Synthesis of Oligosaccharides by Mechanochemical Hydrolysis of Chitin over a Carbon‐Based Catalyst2022

    • Author(s)
      Kobayashi Hirokazu、Suzuki Yusuke、Sagawa Takuya、Saito Makoto、Fukuoka Atsushi
    • Journal Title

      Angewandte Chemie International Edition

      Volume: 62 Issue: 3

    • DOI

      10.1002/anie.202214229

    • Related Report
      2023 Annual Research Report 2022 Annual Research Report
    • Peer Reviewed / Open Access
  • [Journal Article] 物質循環に資するバイオマス変換触媒の研究2022

    • Author(s)
      小林広和
    • Journal Title

      東京大学環境報告書2022

      Volume: - Pages: 19-19

    • Related Report
      2022 Annual Research Report
    • Open Access
  • [Presentation] Catalytic conversion of polysaccharide biomass2024

    • Author(s)
      Hirokazu Kobayashi
    • Organizer
      ACS on Campus
    • Related Report
      2023 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] Mechanochemical hydrolysis of chitin over carbon-based catalysts2024

    • Author(s)
      Hirokazu Kobayashi、Atsushi Fukuoka
    • Organizer
      18th International Congress on Catalysis
    • Related Report
      2023 Annual Research Report
    • Int'l Joint Research
  • [Presentation] Mechanocatalytic Conversion of Chitin to Nitrogen-Containing Compounds2023

    • Author(s)
      Hirokazu Kobayashi
    • Organizer
      Taiwan International Conference on Catalysis 2023
    • Related Report
      2023 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] 活性炭触媒と機械的な力を利用したキチンからのオリゴ糖合成2023

    • Author(s)
      小林広和
    • Organizer
      第37回日本キチン・キトサン学会大会
    • Related Report
      2023 Annual Research Report
    • Invited
  • [Presentation] キチン由来縮環アミノアルコールの合成2023

    • Author(s)
      佐藤健人、福岡淳、小林広和
    • Organizer
      第132回触媒討論会
    • Related Report
      2023 Annual Research Report
  • [Presentation] Hydrolysis of chitin with acid catalysts in the presence of mechanical forces2022

    • Author(s)
      Hirokazu Kobayashi, Yusuke Suzuki, Takuya Sagawa, Mizuho Yabushita, Kota Techikawara, Atsushi Fukuoka
    • Organizer
      TOCAT9
    • Related Report
      2022 Annual Research Report
    • Int'l Joint Research
  • [Presentation] Synthesis of oxazolidinone compounds from sugar alcohol derived from chitin2022

    • Author(s)
      Takuya Sagawa, Hirokazu Kobayashi, Mineo Hashizume, Atsushi Fukuoka
    • Organizer
      TOCAT9
    • Related Report
      2022 Annual Research Report
    • Int'l Joint Research
  • [Remarks] 研究室webサイト

    • URL

      https://park.itc.u-tokyo.ac.jp/kobalabo/

    • Related Report
      2023 Annual Research Report
  • [Remarks] Researchmap

    • URL

      https://researchmap.jp/read0148875

    • Related Report
      2023 Annual Research Report 2022 Annual Research Report
  • [Remarks] 小林研究室web

    • URL

      https://park.itc.u-tokyo.ac.jp/kobalabo/

    • Related Report
      2022 Annual Research Report
  • [Patent(Industrial Property Rights)] キチンから水溶性多糖を製造する方法2023

    • Inventor(s)
      小林広和、高野一史、神谷斉、上坊寺亨、福岡淳
    • Industrial Property Rights Holder
      株式会社アイシン、東京大学
    • Industrial Property Rights Type
      特許
    • Filing Date
      2023
    • Related Report
      2023 Annual Research Report

URL: 

Published: 2021-04-28   Modified: 2025-01-30  

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