Studies on chemical communication on host-selective toxins

• Project Area: Frontier research of chemical communications
• Project/Area Number: 17H06407
• Research Category: Grant-in-Aid for Scientific Research on Innovative Areas (Research in a proposed research area)
• Allocation Type: Single-year Grants
• Review Section: Science and Engineering
• Research Institution: Tohoku University
• Principal Investigator: Ueda Minoru 東北大学, 理学研究科, 教授 (60265931)
• Co-Investigator(Kenkyū-buntansha): 高岡 洋輔 東北大学, 理学研究科, 准教授 (80599762) ; 加治 拓哉 東北大学, 理学研究科, 助教 (80835520)
• Project Period (FY): 2017-06-30 – 2022-03-31
• Project Status: Completed (Fiscal Year 2022)
• Budget Amount: ¥76,180,000 (Direct Cost: ¥58,600,000、Indirect Cost: ¥17,580,000); Fiscal Year 2021: ¥15,600,000 (Direct Cost: ¥12,000,000、Indirect Cost: ¥3,600,000); Fiscal Year 2020: ¥15,600,000 (Direct Cost: ¥12,000,000、Indirect Cost: ¥3,600,000); Fiscal Year 2019: ¥15,600,000 (Direct Cost: ¥12,000,000、Indirect Cost: ¥3,600,000); Fiscal Year 2018: ¥15,600,000 (Direct Cost: ¥12,000,000、Indirect Cost: ¥3,600,000); Fiscal Year 2017: ¥13,780,000 (Direct Cost: ¥10,600,000、Indirect Cost: ¥3,180,000)
• Keywords: 植物ホルモン / ジャスモン酸 / 受容体 / 遺伝的冗長性 / 立体異性体 / アゴニスト / 宿主選択的毒素 / AK-トキシン / コロナチン / COI1-JAZ共受容体 / 宿主特異的毒素 / 化学プローブ / 標的選択性 / 天然物化学 / 植物毒素 / ケミカルバイオロジー / 生物活性天然物

Outline of Final Research Achievements

The plant hormone jasmonic acid isoleucine (JA-Ile) regulates many functions essential for plant survival and growth. In this study, we created a library of 16 stereoisomers of JA-Ile based on its structural mimic, the phytotoxin coronatine, and evaluated their affinities for co-receptors. The results showed that some of the stereoisomers contain ligands with subtype affinity.
We also created a library of amino acid substitutions related to plant host-specific toxins and succeeded in developing probe molecules that are effective in model plants. Using this library, we have proposed a new model in which reactive oxygen species are involved in the mechanism of action of host-specific toxins

Academic Significance and Societal Importance of the Research Achievements

植物毒素コロナチンをベースとした立体異性体ライブラリーは、シロイヌナズナ、トマト、イネの3種の共受容体に対してユニークなサブタイプ選択制を示した。これを用いた受容体サブタイプに特異的な遺伝子発現とシグナル伝達機構を解析は、従来、遺伝的冗長性のために解析が遅れていた植物ホルモンのシグナル伝達解析に新たな方法論を提供する画期的な成果となった。
今後は、食糧資源として重要であるが、より複雑な共受容体系を持つ単子葉植物へ、本方法論の適用を検討する。これによって、単子葉植物での重複遺伝子の機能解析に成功すれば、大きなインパクトを期待できる。

Research Products

• [Int'l Joint Research] CNB-CSIC(スペイン)
• [Int'l Joint Research] マドリード自治大学(スペイン)
• [Int'l Joint Research] Madrid Autonoma university(Spain)
• [Int'l Joint Research] Warwick University(英国)
• [Journal Article] Subtype-selective agonists of plant hormone co-receptor COI1-JAZs identified from the stereoisomers of coronatine (2023)
  • Author(s): Hayashi Kengo、Kato Nobuki、Bashir Khurram、Nomoto Haruna、Nakayama Misuzu、Chini Andrea、Takahashi Satoshi、Saito Hiroaki、Watanabe Raku、Takaoka Yousuke、Tanaka Maho、Nagano Atsushi J.、Seki Motoaki、Solano Roberto、Ueda Minoru
  • Journal Title: Communications Biology Volume: 6 Issue: 1 Pages: 320-320
  • DOI: 10.1038/s42003-023-04709-1
  • Peer Reviewed / Open Access / Int'l Joint Research
• [Journal Article] (3R, 7S)-12-Hydroxy- jasmonoyl-L-isoleucine is the genuine bioactive form of a jasmonate metabolite in Arabidopsis thaliana (2023)
  • Author(s): Saito Rina、Muto Toshiya、Urano Haruyuki、Kitajima Tsumugi、Kato Nobuki、Kwon Eunsang、Ueda Minoru
  • Journal Title: The Plant Journal Volume: 114 Issue: 3 Pages: 709-723
  • DOI: 10.1111/tpj.16256
  • Peer Reviewed
• [Journal Article] Host-Selective Phytotoxins Incorporating the Epoxy-Triene-Decacarboxylate Moiety Function through the Hijacking of the Plant-Microbe Interaction System (2022)
  • Author(s): Ueda Minoru、Kato Nobuki、Kurata Yoshinori、Imai Masaki、Yang Gangqiang、Taniguchi Keigo
  • Journal Title: ACS Chemical Biology Volume: 18 Issue: 1 Pages: 12-17
  • DOI: 10.1021/acschembio.2c00777
  • Peer Reviewed
• [Journal Article] Ligand diversity contributes to the full activation of the jasmonate pathway in Marchantia polymorpha (2022)
  • Author(s): Kneeshaw Sophie、Soriano Gonzalo、Monte Isabel、Hamberg Mats、Zamarreno Angel M.、Garcia-Mina Jose M.、Franco-Zorrilla Jose Manuel、Kato Nobuki、Ueda Minoru、Rey-Stolle Ma Fernanda、Barbas Coral、Michavila Santiago、Gimenez-Ibanez Selena、Jimenez-Aleman Guillermo H.、Solano Roberto
  • Journal Title: Proceedings of the National Academy of Sciences Volume: 119 Issue: 36
  • DOI: 10.1073/pnas.2202930119
  • Peer Reviewed / Open Access / Int'l Joint Research
• [Journal Article] Protein?protein interactions between jasmonate-related master regulator MYC and transcriptional mediator MED25 depend on a short binding domain (2022)
  • Author(s): Takaoka Yousuke、Suzuki Kaho、Nozawa Akira、Takahashi Hirotaka、Sawasaki Tatsuya、Ueda Minoru
  • Journal Title: Journal of Biological Chemistry Volume: 298 Issue: 1 Pages: 101504-101504
  • DOI: 10.1016/j.jbc.2021.101504
  • Peer Reviewed / Open Access
• [Journal Article] Extended JAZ degron sequence for plant hormone binding in jasmonate co-receptor of tomato SlCOI1-SlJAZ (2021)
  • Author(s): Saito Rina、Hayashi Kengo、Nomoto Haruna、Nakayama Misuzu、Takaoka Yousuke、Saito Hiroaki、Yamagami Souhei、Muto Toshiya、Ueda Minoru
  • Journal Title: Scientific Reports Volume: 11 Issue: 1 Pages: 13612-13612
  • DOI: 10.1038/s41598-021-93067-1
  • Peer Reviewed / Open Access
• [Journal Article] Rational design of a stapled JAZ9 peptide inhibiting protein?protein interaction of a plant transcription factor (2021)
  • Author(s): Suzuki Kaho、Takaoka Yousuke、Ueda Minoru
  • Journal Title: RSC Chemical Biology Volume: 2 Issue: 2 Pages: 499-502
  • DOI: 10.1039/d0cb00204f
  • Peer Reviewed / Open Access
• [Journal Article] Deciphering OPDA signaling components in the momilactone-producing moss Calohypnum plumiforme (2021)
  • Author(s): Hideo Inagaki, Koji Miyamoto, Noriko Ando, Kohei Murakami, Koki Sugisawa, Shion Morita, Emi Yumoto, Miyu Teruya, Kenichi Uchida, Nobuki Kato, Takuya Kaji, Yousuke Takaoka, Yuko Hojo, Tomonori Shinya, Ivan Galis, Akira Nozawa, Tatsuya Sawasaki, Hideaki Nojiri, Minoru Ueda, Kazunori Okada
  • Journal Title: Frontiers in Plant Science Volume: - Pages: 688565-688565
  • DOI: 10.3389/fpls.2021.688565
  • Peer Reviewed / Open Access
• [Journal Article] Syntheses of dinor-cis/iso-12-oxo-phytodienoic acid (dn-cis/iso-OPDAs), ancestral jasmonate phytohormones of the bryophyte Marchantia polymorpha L., and their catabolites (2021)
  • Author(s): Wang Jianxin、Sakurai Haruka、Kato Nobuki、Kaji Takuya、Ueda Minoru
  • Journal Title: Scientific Reports Volume: 11 Issue: 1 Pages: 2033-2033
  • DOI: 10.1038/s41598-021-81575-z
  • Peer Reviewed / Open Access
• [Journal Article] Scalable synthesis of (+)-coronafacic acid, (2020)
  • Author(s): N. Kato, S. Miyagawa, H. Nomoto, M. Nakayama, M. Iwashita, M. Ueda
  • Journal Title: Chirality Volume: 32 Issue: 4 Pages: 423-430
  • DOI: 10.1002/chir.23172
  • Peer Reviewed
• [Journal Article] Stereoselective Syntheses of all the Possible Stereoisomers of Coronafacic Acid (2020)
  • Author(s): Watanabe Raku、Kato Nobuki、Hayashi Kengo、Tozawa Sho、Ogura Yusuke、Kuwahara Shigefumi、Ueda Minoru
  • Journal Title: ChemistryOpen Volume: 9 Issue: 10 Pages: 1008-1017
  • DOI: 10.1002/open.202000210
  • Peer Reviewed
• [Journal Article] Hoechst-tagged Fluorescein Diacetate for Fluorescence Imaging-based Assessment of Stomatal Dynamics in Arabidopsis thaliana (2020)
  • Author(s): Y. Takaoka, S. Miyagawa, A. Nakamura, S. Egoshi, S. Tsukiji, M. Ueda
  • Journal Title: Sci. Rep. Volume: 10 Issue: 1 Pages: 5333-5333
  • DOI: 10.1038/s41598-020-62239-w
  • Peer Reviewed / Open Access
• [Journal Article] A comprehensive in vitro fluorescence anisotropy assay system for screening ligands of the jasmonate COI1-JAZ co-receptor in plants (2019)
  • Author(s): . Takaoka, K. Nagumo, I. N. Azizah, S. Oura, M. Iwahashi, N. Kato, M. Ueda
  • Journal Title: J. Biol. Chem. Volume: 294 Issue: 13 Pages: 5074-5081
  • DOI: 10.1074/jbc.ra118.006639
  • Peer Reviewed
• [Journal Article] N-myristoylation and S-acylation are common modifications of Ca2+-regulated Arabidopsis kinases and are required for activation of the SLAC1 anion channel (2018)
  • Author(s): Saito Shunya、Hamamoto Shin、Moriya Koko、Matsuura Aiko、Sato Yoko、Muto Jun、Noguchi Hiroto、Yamauchi Seiji、Tozawa Yuzuru、Ueda Minoru、Hashimoto Kenji、Koester Philipp、Dong Qiuyan、Held Katrin、Kudla Joerg、Utsumi Toshihiko、Uozumi Nobuyuki
  • Journal Title: New Phytologist Volume: 218 Issue: 4 Pages: 1504-1521
  • DOI: 10.1111/nph.15053
  • Peer Reviewed / Open Access / Int'l Joint Research
• [Journal Article] Ouabagenin is a naturally occurring LXR ligand without causing hepatic steatosis as a side effect. (2018)
  • Author(s): Tamura S., Okada M., Kato S., Shinoda Y., Shioda N., Fukunaga K., Ui-Tei K. and Ueda M*.
  • Journal Title: Sci Rep. Volume: 8 Issue: 1 Pages: 2305-2305
  • DOI: 10.1038/s41598-018-20663-z
  • Peer Reviewed / Open Access / Int'l Joint Research
• [Journal Article] The alkyne-tag Raman imaging of coronatine, a plant pathogen virulence factor, in Commelina communis and the possible mode of action (2018)
  • Author(s): M. Ueda, K. Hayashi, S. Egoshi, Y. Ishimaru, Y. Takaoka, K. Dodo, and M. Sodeoka
  • Journal Title: Org. Biomol. Chem. Volume: in press Issue: 18 Pages: 3348-3352
  • DOI: 10.1039/c8ob00097b
  • Peer Reviewed / Open Access
• [Journal Article] Noncanonical Function of a Small-Molecular Virulence Factor Coronatine against Plant Immunity: An In Vivo Raman Imaging Approach (2017)
  • Author(s): Ueda Minoru、Egoshi Syusuke、Dodo Kosuke、Ishimaru Yasuhiro、Yamakoshi Hiroyuki、Nakano Takeshi、Takaoka Yousuke、Tsukiji Shinya、Sodeoka Mikiko
  • Journal Title: ACS Central Science Volume: 3 Issue: 5 Pages: 462-472
  • DOI: 10.1021/acscentsci.7b00099
  • Peer Reviewed / Open Access
• [Presentation] ファイトケミカル天然物化学：ユニークな構造と生物学への展開 (2020)
  • Author(s): 上田実
  • Organizer: 日本化学会第100春期年会
  • Invited
• [Presentation] 然物を用いる植物ホルモンジャスモン酸類シグナル伝達機構の制御 (2019)
  • Author(s): 上田実
  • Organizer: 新学術領域「生合成リデザイン」第６回公開シンポジウム
  • Invited
• [Presentation] 天然物をベースとした植物ケミカルバイオロジー (2019)
  • Author(s): 上田実
  • Organizer: 日本ケミカルバイオロジー学会第14回年会
  • Invited
• [Presentation] 生物活性に着目した天然物研究：天然物ケミカルバイオロジーとは何か (2019)
  • Author(s): 上田実
  • Organizer: 第54回天然物化学談話会
  • Invited
• [Presentation] 微生物ー植物間コミュニケーションの天然物ケミカルバイオロジー (2019)
  • Author(s): 上田実
  • Organizer: 微生物ウィーク2019
  • Invited
• [Presentation] 生物時計と植物の就眠運動をつなぐイオンチャネルの時間制御 (2019)
  • Author(s): 上田実
  • Organizer: 第26回日本時間生物学会大会
  • Invited
• [Presentation] Plant Chemical Biology with Bioactive Natural Products (2017)
  • Author(s): Minoru Ueda,
  • Organizer: the International Symposium on Systems, Synthetic and Chemical Biology
  • Int'l Joint Research / Invited