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Development of Artificial Enzymes for Biomass Varolization based on Metalated Peptide

Research Project

Project/Area Number 21K05053
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeMulti-year Fund
Section一般
Review Section Basic Section 33020:Synthetic organic chemistry-related
Research InstitutionTeikyo University of Science & Technology (2022-2023)
Kyoto University (2021)

Principal Investigator

Hikaru Takaya  帝京科学大学, 生命環境学部, 教授 (50304035)

Project Period (FY) 2021-04-01 – 2024-03-31
Project Status Completed (Fiscal Year 2023)
Budget Amount *help
¥4,160,000 (Direct Cost: ¥3,200,000、Indirect Cost: ¥960,000)
Fiscal Year 2023: ¥390,000 (Direct Cost: ¥300,000、Indirect Cost: ¥90,000)
Fiscal Year 2022: ¥1,690,000 (Direct Cost: ¥1,300,000、Indirect Cost: ¥390,000)
Fiscal Year 2021: ¥2,080,000 (Direct Cost: ¥1,600,000、Indirect Cost: ¥480,000)
Keywords未活用バイオマス / リグニン / セルロース / 人工酵素 / マイクロ波化学 / メカノケミカル反応 / X線吸収分光 / ケミカルリサイクル / 廃棄物系バイオマス / 未利用バイオマス / ペプチド / マイクロ波 / ボールミル / メカノケミカル / 木質バイオマス / バイオマス
Outline of Research at the Start

未活用植物バイオマスの循環資源化を目的として,リグニン/セルロース認識能を有するメタル化ペプチド人工酵素を開発し,バイオマス中のリグニン/セルロースの直截的かつ選択的分子変換による有用化成品生産法を開拓する。本研究では,1)リグニン/セルロースに特異結合する5~15残基程度の基質認識ペプチドと触媒機能を有するメタル化アミノ酸・ペプチドを連結したペプチド人工酵素を創出し,これを用いて2)リグニン廃液,農業廃棄物,廃棄木材中のリグニン/セルロースを選択的に分解・変換して,有用芳香族分子・機能性セルロース等を与える分子変換法を開拓する。

Outline of Final Research Achievements

Aiming to recycle unused plant biomass, we developed metalated peptide artificial enzymes with lignin/cellulose recognizing ability and conducted research to develop a method to produce useful chemical products by direct and selective molecular conversion of lignin/cellulose in biomass. As a result, 1) we succeeded in creating a peptide artificial enzyme that combines a substrate recognition peptide with a metalated amino acid/peptide having catalytic function, which specifically binds to lignin in a dense molecular mixture of lignin, polysaccharides, proteins, and lipids. Furthermore, 2) we have successfully decomposed and converted wood flour, woody lignin, cellulose, and fresh flower waste using these catalysts under microwave and mechanochemical conditions, and have succeeded in developing a molecular conversion method that yields useful aromatic molecules and functional cellulose.

Academic Significance and Societal Importance of the Research Achievements

植物バイオマスの循環資源化は,将来の持続可能な社会形成に必須の鍵技術であるが,これらはリグニン,多糖類,蛋白質,脂質等が混在する生体分子夾雑系であり,これら成分から人類の産業活動に必要な分子を選択的に変換・分離/抽出する高効率かつ低エネルギーな革新的手法が求められている。本研究の社会的意義は,夾雑系から上記成分を認識し,選択的に変換できるペプチド人工酵素の開発に成功したこと。マイクロ波反応・メカノケミカル反応を利用して,高効率・低エネルギーな植物バイオマスの変換と高付加価値化に成功したことである。

Report

(4 results)
  • 2023 Annual Research Report   Final Research Report ( PDF )
  • 2022 Research-status Report
  • 2021 Research-status Report
  • Research Products

    (47 results)

All 2024 2023 2022 2021 Other

All Journal Article (21 results) (of which Int'l Joint Research: 2 results,  Peer Reviewed: 21 results,  Open Access: 8 results) Presentation (18 results) (of which Int'l Joint Research: 3 results,  Invited: 12 results) Book (1 results) Remarks (6 results) Patent(Industrial Property Rights) (1 results)

  • [Journal Article] 14C DATING OF HISTORICAL JAPANESE MUSICAL INSTRUMENT SACKS2024

    • Author(s)
      Yokoyama Misao、Sakamoto Minoru、Takaya Hikaru、Kanamori Kazuyoshi
    • Journal Title

      Radiocarbon

      Volume: 不明 Issue: 6 Pages: 1-5

    • DOI

      10.1017/rdc.2023.114

    • Related Report
      2023 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Reusable Magnetite Nanoparticle Fe3O4 NP Catalyst for Selective Oxidation of Alcohols Under Microwave Irradiation2024

    • Author(s)
      F. Pincella, K. Isozaki, R. Sato, T. Teranishi H. Takaya, M. Nakamura
    • Journal Title

      ACS Omega

      Volume: 未定

    • Related Report
      2023 Annual Research Report
    • Peer Reviewed
  • [Journal Article] 人と地球をつなぐ高分子 リグニンの循環資源化「リグニンの循環資源化」2023

    • Author(s)
      高谷 光
    • Journal Title

      高分子

      Volume: 72 Pages: 499-501

    • Related Report
      2023 Annual Research Report
    • Peer Reviewed
  • [Journal Article] SciPROP-R: An Effective Bisphosphine Ligand for the Chemo-Selective Iron-Catalyzed Suzuki?Miyaura Coupling of Alkyl Chlorides2023

    • Author(s)
      Nakajima Sho、Hashimoto Toru、Lu Siming、Hashizume Daisuke、Matsuda Hiroshi、Hatakeyama Takuji、Isozaki Katsuhiro、Takaya Hikaru、Nakamura Masaharu
    • Journal Title

      Bulletin of the Chemical Society of Japan

      Volume: 96 Issue: 11 Pages: 1298-1309

    • DOI

      10.1246/bcsj.20230180

    • Related Report
      2023 Annual Research Report
    • Peer Reviewed / Open Access
  • [Journal Article] Synthesis of Cross-Chain Bridging Cryptands and Induction of Molecular Chirality2023

    • Author(s)
      Fujihara Hiroki、Naito Masaya、Yashima Takafumi、Okada Yusuke、Kobayashi Nagao、Miyagawa Shinobu、Takaya Hikaru、Tokunaga Yuji
    • Journal Title

      Organic Letters

      Volume: 25 Issue: 50 Pages: 8959-8964

    • DOI

      10.1021/acs.orglett.3c03007

    • Related Report
      2023 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Solvent-dependent isomerization of a chromogenic trefoil-shaped salicylaldehyde azine derivative2023

    • Author(s)
      Naito Masaya、Taniguchi Noriho、Miyagawa Shinobu、Takaya Hikaru、Tokunaga Yuji
    • Journal Title

      Results in Chemistry

      Volume: 6 Pages: 101164-101164

    • DOI

      10.1016/j.rechem.2023.101164

    • Related Report
      2023 Annual Research Report
    • Peer Reviewed / Open Access
  • [Journal Article] Rational Supramolecular Strategy via Halogen Bonding for Effective Halogen Recognition in Molecular Imprinting2023

    • Author(s)
      Kanao Eisuke、Osaki Hayato、Tanigawa Tetsuya、Takaya Hikaru、Sano Tomoharu、Adachi Jun、Otsuka Koji、Ishihama Yasushi、Kubo Takuya
    • Journal Title

      Analytical Chemistry

      Volume: 95 Issue: 24 Pages: 9304-9313

    • DOI

      10.1021/acs.analchem.3c01311

    • Related Report
      2023 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Counteranion-induced structural isomerization of phosphine-protected PdAu8 and PtAu8 clusters2023

    • Author(s)
      Fujiki Yu、Matsuyama Tomoki、Kikkawa Soichi、Hirayama Jun、Takaya Hikaru、Nakatani Naoki、Yasuda Nobuhiro、Nitta Kiyofumi、Negishi Yuichi、Yamazoe Seiji
    • Journal Title

      Communications Chemistry

      Volume: 6 Issue: 1 Pages: 129-129

    • DOI

      10.1038/s42004-023-00929-y

    • Related Report
      2023 Annual Research Report
    • Peer Reviewed / Open Access
  • [Journal Article] Ten-Membered Cyclodecatetraene Derivatives Including Two Gallium Atoms: Experimental and Theoretical Studies on Synthesis, Structures, and Their Transformations to Nine- and Five-Membered Gallacycles2023

    • Author(s)
      Muraoka Takako、Fujiwara Kenta、Furukawa Hyuga、Ikeda Masayoshi、Kobayashi Kanako、Kudo Takako、Ueno Keiji、Sunada Yusuke、Takaya Hikaru、Ikemoto Yuka、Moriwaki Taro
    • Journal Title

      Organometallics

      Volume: 42 Issue: 10 Pages: 982-994

    • DOI

      10.1021/acs.organomet.3c00145

    • Related Report
      2023 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Continuous‐Flow Suzuki‐Miyaura Coupling in Water and Organic Solvents Promoted by Blends of Stabilized Convoluted Polymeric Palladium Catalysts and Polymeric Auxiliary Materials2023

    • Author(s)
      Zhang Zhenzhong、Ohno Aya、Takaya Hikaru、Yamada Yoichi M. A.
    • Journal Title

      Chemistry A European Journal

      Volume: 29 Issue: 34

    • DOI

      10.1002/chem.202300494

    • Related Report
      2023 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Separation of Glycoproteins Based on Sugar Chains Using Novel Stationary Phases Modified with Poly(ethylene glycol)-Conjugated Boronic-Acid Derivatives2022

    • Author(s)
      Kobayashi Hiroshi、Masuda Yusuke、Takaya Hikaru、Kubo Takuya、Otsuka Koji
    • Journal Title

      Analytical Chemistry

      Volume: 94 Issue: 18 Pages: 6882-6892

    • DOI

      10.1021/acs.analchem.2c01002

    • Related Report
      2022 Research-status Report
    • Peer Reviewed
  • [Journal Article] Naked-Eye-Detectable Supramolecular Sensing System for Glutaric Acid and Isophthalic Acid2022

    • Author(s)
      Muranaka Atsuya、Ban Hayato、Naito Masaya、Miyagawa Shinobu、Ueda Masahiro、Yamamoto Shin、Harada Mei、Takaya Hikaru、Kimura Masaki、Kobayashi Nagao、Uchiyama Masanobu、Tokunaga Yuji
    • Journal Title

      Bulletin of the Chemical Society of Japan

      Volume: 95 Issue: 10 Pages: 1428-1437

    • DOI

      10.1246/bcsj.20220195

    • Related Report
      2022 Research-status Report
    • Peer Reviewed
  • [Journal Article] Four- and two-armed hetero porphyrin dimers: their specific recognition and self-sorting behaviours2022

    • Author(s)
      Ueda Masahiro、Kimura Masaki、Miyagawa Shinobu、Naito Masaya、Takaya Hikaru、Tokunaga Yuji
    • Journal Title

      Organic & Biomolecular Chemistry

      Volume: 20 Issue: 2 Pages: 387-395

    • DOI

      10.1039/d1ob01694f

    • Related Report
      2021 Research-status Report
    • Peer Reviewed / Open Access
  • [Journal Article] Mechanochemical synthesis of magnesium-based carbon nucleophiles in air and their use in organic synthesis2021

    • Author(s)
      Takahashi Rina、Hu Anqi、Gao Pan、Gao Yunpeng、Pang Yadong、Seo Tamae、Jiang Julong、Maeda Satoshi、Takaya Hikaru、Kubota Koji、Ito Hajime
    • Journal Title

      Nature Communications

      Volume: 12 Issue: 1 Pages: 6691-6691

    • DOI

      10.1038/s41467-021-26962-w

    • Related Report
      2021 Research-status Report
    • Peer Reviewed / Open Access
  • [Journal Article] Synthesis of a Mechanically Planar Chiral and Axially Chiral [2]Rotaxane2021

    • Author(s)
      Tajima Shinya、Muranaka Atsuya、Naito Masaya、Taniguch Noriho、Harada Mei、Miyagawa Shinobu、Ueda Masahiro、Takaya Hikaru、Kobayashi Nagao、Uchiyama Masanobu、Tokunaga Yuji
    • Journal Title

      Organic Letters

      Volume: 23 Issue: 22 Pages: 8678-8682

    • DOI

      10.1021/acs.orglett.1c02983

    • Related Report
      2021 Research-status Report
    • Peer Reviewed
  • [Journal Article] Microwave-assisted photooxidation of sulfoxides2021

    • Author(s)
      Matsukawa Yuta、Muranaka Atsuya、Murayama Tomotaka、Uchiyama Masanobu、Takaya Hikaru、Yamada Yoichi M. A.
    • Journal Title

      Scientific Reports

      Volume: 11 Issue: 1 Pages: 1-7

    • DOI

      10.1038/s41598-021-99322-9

    • Related Report
      2021 Research-status Report
    • Peer Reviewed / Open Access
  • [Journal Article] Gold Nanocluster Functionalized with Peptide Dendron Thiolates: Acceleration of the Photocatalytic Oxidation of an Amino Alcohol in a Supramolecular Reaction Field2021

    • Author(s)
      Isozaki Katsuhiro、Ueno Ryo、Ishibashi Kosuke、Nakano Genta、Yin Haozhi、Iseri Kenta、Sakamoto Masanori、Takaya Hikaru、Teranishi Toshiharu、Nakamura Masaharu
    • Journal Title

      ACS Catalysis

      Volume: 11 Issue: 21 Pages: 13180-13187

    • DOI

      10.1021/acscatal.1c03394

    • Related Report
      2021 Research-status Report
    • Peer Reviewed
  • [Journal Article] Lithium Hexaphenylrhodate(III) and -Iridate(III): Structure in the Solid State and in Solution2021

    • Author(s)
      Iwasaki Takanori、Hirooka Yuko、Takaya Hikaru、Honma Tetsuo、Nozaki Kyoko
    • Journal Title

      Organometallics

      Volume: 40 Issue: 15 Pages: 2489-2495

    • DOI

      10.1021/acs.organomet.1c00248

    • Related Report
      2021 Research-status Report
    • Peer Reviewed
  • [Journal Article] Thermal Stability of Crown-Motif [Au9(PPh3)8]3+ and [MAu8(PPh3)8]2+ (M = Pd, Pt) Clusters: Effects of Gas Composition, Single-Atom Doping, and Counter Anions2021

    • Author(s)
      Matsuyama Tomoki、Kikkawa Soichi、Fujiki Yu、Tsukada Mio、Takaya Hikaru、Yasuda Nobuhiro、Nitta Kiyofumi、Nakatani Naoki、Negishi Yuichi、Yamazoe Seiji
    • Journal Title

      The Journal of Chemical Physics

      Volume: 155 Issue: 4 Pages: 044307-044307

    • DOI

      10.1063/5.0059690

    • Related Report
      2021 Research-status Report
    • Peer Reviewed / Open Access / Int'l Joint Research
  • [Journal Article] Iron-catalysed enantioselective carbometalation of azabicycloalkenes2021

    • Author(s)
      Adak Laksmikanta、Jin Masayoshi、Saito Shota、Kawabata Tatsuya、Itoh Takuma、Ito Shingo、Sharma Akhilesh K.、Gower Nicholas J.、Cogswell Paul、Geldsetzer Jan、Takaya Hikaru、Isozaki Katsuhiro、Nakamura Masaharu
    • Journal Title

      Chemical Communications

      Volume: 57 Issue: 57 Pages: 6975-6978

    • DOI

      10.1039/d1cc02387j

    • Related Report
      2021 Research-status Report
    • Peer Reviewed / Open Access / Int'l Joint Research
  • [Journal Article] Synthesis and structural confirmation of calibagenin and saxosterol2021

    • Author(s)
      Watanabe Bunta、Makino Katsunori、Mizutani Masaharu、Takaya Hikaru
    • Journal Title

      Tetrahedron

      Volume: 91 Pages: 132194-132194

    • DOI

      10.1016/j.tet.2021.132194

    • Related Report
      2021 Research-status Report
    • Peer Reviewed
  • [Presentation] 文化財と放射光科学2024

    • Author(s)
      高谷 光
    • Organizer
      第3回茨城大学KEK DAY「量子線科学講座_量子の目でモノを見る」
    • Related Report
      2023 Annual Research Report
    • Invited
  • [Presentation] 先端放射光計測と量子化学計算のインタープレイに立脚した物質創製・循環化学2024

    • Author(s)
      高谷 光
    • Organizer
      筑波大学物質科学・学術融合セミナー
    • Related Report
      2023 Annual Research Report
    • Invited
  • [Presentation] マイクロ波照射下におけるタンパク質の変性・凝集挙動2024

    • Author(s)
      吉原 瑞季,榊原 佑菜,Ma Yunting,佐々木 善浩,福島 詠人,山口 晴矢,髙谷 光
    • Organizer
      第104日本化学会春季年会
    • Related Report
      2023 Annual Research Report
  • [Presentation] Multimetal-Catalyzed One-Stop Chain Transfer Oligomerization of Ethylene/Propylene for Synthetic Lubricants2023

    • Author(s)
      F. Aida, H. Takaya
    • Organizer
      International Symposium on Catalysis and Fine Chemicals 2023 (C&FC2023),
    • Related Report
      2023 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] Mechanistic investigation of homogeneous iron-catalyzed organic reactions based on solution-phase XAS analysis2023

    • Author(s)
      H. Takaya
    • Organizer
      UVSOR-III + MAX IV International Workshop: Frontier of Soft X-ray Spectroscopy for Chemical Processes in Solutions
    • Related Report
      2023 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] 放射光計測の高度化学利用:軟X線で拓く物質・材料科学2023

    • Author(s)
      高谷 光,長坂 将成
    • Organizer
      分子研UVSOR極端紫外光研究施設40周年記念行事 記念講演会
    • Related Report
      2023 Annual Research Report
    • Invited
  • [Presentation] 溶液XAFSによる均一系触媒反応の機構研究2023

    • Author(s)
      高谷 光
    • Organizer
      大学量子ビーム分析アライアンス第1回成果報告会
    • Related Report
      2023 Annual Research Report
    • Invited
  • [Presentation] X線吸収分光による均一系触媒反応機構の研究2023

    • Author(s)
      高谷 光
    • Organizer
      第55回有機金属若手の会 夏の学校
    • Related Report
      2023 Annual Research Report
    • Invited
  • [Presentation] マイクロ波照射による蛋白質の変性・凝集挙動2023

    • Author(s)
      吉原 瑞季,榊原 佑菜,福島 詠人,Ma Yunting,佐々木 善浩,秋吉 一成,高谷 光
    • Organizer
      第72回高分子討論会
    • Related Report
      2023 Annual Research Report
  • [Presentation] 潤滑油合成を志向した協奏触媒によるエチレン/プロピレンの連鎖移動オリゴマー化2023

    • Author(s)
      相田 冬樹,田川 一生,本間 徹男,北山 雄貴,吉原 瑞季,榊原 佑菜4,高谷 光
    • Organizer
      第72回高分子討論会
    • Related Report
      2023 Annual Research Report
  • [Presentation] Efficient Control of Protein-Nanogel Complex Formation by Controlled Microwave for DDS Application2023

    • Author(s)
      Y. Ma, H. Takaya, S. Sawada, Y. Sasaki, K. Akiyoshi
    • Organizer
      第72回高分子学会年次大会
    • Related Report
      2023 Annual Research Report
  • [Presentation] 潤滑油合成を志向したマルチ金属触媒によるエチレン/プロピレンの連鎖移動オリゴマー化2022

    • Author(s)
      相田 冬樹, 田川 一生, 本間 徹生, 北山 雄貴, 高谷 光
    • Organizer
      第71回高分子討論会
    • Related Report
      2022 Research-status Report
  • [Presentation] パルス制御マイクロ波によるタンパク質の熱変性挙動とナノゲル複合化の制御2022

    • Author(s)
      マ インテイ, 佐々木 善浩, 高谷 光, 澤田 晋一, 秋吉 一成
    • Organizer
      第71回高分子討論会
    • Related Report
      2022 Research-status Report
  • [Presentation] Microwave-Assisted Ni-Catalyzed Coupling Reactions2021

    • Author(s)
      Hikaru TAKAYA
    • Organizer
      The International Chemical Congress of Pacific Basin Societies 2021
    • Related Report
      2021 Research-status Report
    • Int'l Joint Research / Invited
  • [Presentation] マイクロ波による有機合成反応制御2021

    • Author(s)
      高谷 光
    • Organizer
      第52回中部化学関係学協会支部連合秋季大会
    • Related Report
      2021 Research-status Report
    • Invited
  • [Presentation] X線吸収分光による均一系触媒反応機構の解明2021

    • Author(s)
      高谷 光
    • Organizer
      日本化学会第11回CSJ化学フェスタ 「大型研究施設を用いた化学研究・材料開発」
    • Related Report
      2021 Research-status Report
    • Invited
  • [Presentation] X線吸収分光による均一系触媒反応機構の解明2021

    • Author(s)
      高谷 光
    • Organizer
      第128回触媒討論会
    • Related Report
      2021 Research-status Report
    • Invited
  • [Presentation] マイクロ波による有機反応制御2021

    • Author(s)
      高谷 光
    • Organizer
      日本化学会第101春季年会 特別企画「故きを温ね新しきを知るマイクロ波化学」
    • Related Report
      2021 Research-status Report
    • Invited
  • [Book] 触媒総合事典2023

    • Author(s)
      触媒学会(編)
    • Total Pages
      548
    • Publisher
      朝倉書店
    • ISBN
      9784254252743
    • Related Report
      2022 Research-status Report
  • [Remarks] 高谷研 News&Topic

    • URL

      https://hikaru-chemistry.jp/news_list/

    • Related Report
      2023 Annual Research Report
  • [Remarks] 高谷研HP 業績ページ

    • URL

      https://hikaru-chemistry.jp/achievement/

    • Related Report
      2023 Annual Research Report
  • [Remarks] 帝京科学大学 教員詳細 高谷光

    • URL

      https://www.ntu.ac.jp/research/kyoin/seimei/seimei/takaya.html

    • Related Report
      2022 Research-status Report 2021 Research-status Report
  • [Remarks] Metals in Synthesis in SYNFACT

    • URL

      https://www.thieme-connect.com/products/ejournals/abstract/10.1055/s-0041-1737790

    • Related Report
      2022 Research-status Report
  • [Remarks] 高谷光 個人ページ

    • URL

      https://hikaru-chemistry.jp/

    • Related Report
      2022 Research-status Report
  • [Remarks] 2021Top25Chemistry&MaterialsSciencesArticles

    • URL

      https://www.nature.com/collections/gagdjjgcgj

    • Related Report
      2021 Research-status Report
  • [Patent(Industrial Property Rights)] 液体クロマトグラフィー用分離剤、液体クロマトグラフィー用分離カラム及び生体高分子の分離方法2023

    • Inventor(s)
      久保拓也
    • Industrial Property Rights Holder
      京都大学
    • Industrial Property Rights Type
      特許
    • Industrial Property Number
      2023-072250
    • Filing Date
      2023
    • Related Report
      2022 Research-status Report

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

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