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Investigation of the biosynthesis of terrestrial tetrodotoxin via new compound screening and metagenomic analysis

Research Project

Project/Area Number 22K14833
Research Category

Grant-in-Aid for Early-Career Scientists

Allocation TypeMulti-year Fund
Review Section Basic Section 38040:Bioorganic chemistry-related
Research InstitutionTohoku University

Principal Investigator

Kudo Yuta  東北大学, 学際科学フロンティア研究所, 助教 (60824662)

Project Period (FY) 2022-04-01 – 2024-03-31
Project Status Completed (Fiscal Year 2023)
Budget Amount *help
¥4,550,000 (Direct Cost: ¥3,500,000、Indirect Cost: ¥1,050,000)
Fiscal Year 2023: ¥2,210,000 (Direct Cost: ¥1,700,000、Indirect Cost: ¥510,000)
Fiscal Year 2022: ¥2,340,000 (Direct Cost: ¥1,800,000、Indirect Cost: ¥540,000)
Keywordsテトロドトキシン / イモリ / 構造解析 / 生合成 / メタゲノム / 質量分析 / 放線菌
Outline of Research at the Start

テトロドトキシン(TTX)はフグやイモリなど多様な生物に含まれる最も有名な自然毒の一つだが、自然界で誰がどの様に生産しているか(生合成)は長年の謎である。本研究では有毒イモリから生合成に関連する新たな化合物を探索し、その化学構造を解析することで生合成経路を推定する。併せて毒の生産者が含まれると予想される環境微生物の遺伝子解析(メタゲノム解析)を行い、陸上TTXの生合成経路の解明を目指す。

Outline of Final Research Achievements

Mass-spectrometry (MS) analysis has revealed new putative tetrodotoxin (TTX) analogs in newts. Compound analysis of various newt species confirms the wide distribution of putative intermediates/shunts of TTX biosynthesis in toxic newts, and it supports the proposed biosynthetic pathway. The environmental DNA data of toxic newt habitats were obtained using metagenomic analyses.
MS-based screening method for phosphotriester compounds was established. With this method, new analogs of the antimalarial compound salinipostin were discovered from actinomycete. They exhibited potent lipase inhibitory activity. We also identified a new natural γ-butyrolactone compound, a major type of actinomycete signaling molecule.

Academic Significance and Societal Importance of the Research Achievements

有毒イモリの詳細な成分分析によって、代表的な自然毒かつ食中毒原因物質であるテトロドトキシンの生合成に関する知見を深めることができた。有毒イモリ生息地における環境微生物の塩基配列(メタゲノム)情報を様々な手法で取得できた。
重要な創薬基盤である放線菌を対象した、質量分析器による化合物探索法を構築した。希少天然物リン酸トリエステル化合物を複数得て、その活性について知見を得た。放線菌シグナル分子として知られるγ-ブチロラクトン化合物を新たに天然物として同定できた。今後の放線菌の二次代謝研究、特にリン酸トリエステル化合物とシグナル分子の研究について有効な手法を提案できた。

Report

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

    (57 results)

All 2024 2023 2022 Other

All Int'l Joint Research (3 results) Journal Article (5 results) (of which Peer Reviewed: 4 results,  Open Access: 2 results) Presentation (45 results) (of which Int'l Joint Research: 13 results,  Invited: 3 results) Book (1 results) Remarks (3 results)

  • [Int'l Joint Research] ユタ州立大学(米国)

    • Related Report
      2023 Annual Research Report
  • [Int'l Joint Research] フランクフルト大学(ドイツ)

    • Related Report
      2023 Annual Research Report
  • [Int'l Joint Research] ユタ州立大学(米国)

    • Related Report
      2022 Research-status Report
  • [Journal Article] Synthesis and Identification of decarbamoyloxySaxitoxins in Toxic Microalgae and their Reactions with the Oxygenase, SxtT, Reveal Saxitoxin Biosynthesis2024

    • Author(s)
      Hakamada Mayu、Tokairin Chihiro、Ishizuka Hayate、Adachi Kanna、Osawa Toma、Aonuma Shiori、Hirozumi Ryosuke、Tsuchiya Shigeki、Cho Yuko、Kudo Yuta、Konoki Keiichi、Oshima Yasukatsu、Nagasawa Kazuo、Yotsu‐Yamashita Mari
    • Journal Title

      Chemistry A European Journal

      Volume: 30 Issue: 18

    • DOI

      10.1002/chem.202304238

    • Related Report
      2023 Annual Research Report
    • Peer Reviewed / Open Access
  • [Journal Article] The quite low cross-reactivity of Kawatsu's anti-tetrodotoxin monoclonal antibody to 5,6,11-trideoxytetrodotoxin, 11-nortetrodotoxin-6(S)-ol, and 11-oxotetrodotoxin, the major tetrodotoxin analogues in pufferfish2023

    • Author(s)
      Yamaki Keita、Sato Kyoka、Kudo Yuta、Cho Yuko、Konoki Keiichi、Takatani Tomohiro、Arakawa Osamu、Kawatsu Kentaro、Yotsu-Yamashita Mari
    • Journal Title

      Toxicon

      Volume: 226 Pages: 107081-107081

    • DOI

      10.1016/j.toxicon.2023.107081

    • Related Report
      2022 Research-status Report
    • Peer Reviewed / Open Access
  • [Journal Article] Mass spectrometry-guided discovery of new analogs of bicyclic phosphotriester salinipostin and evaluation of their monoacylglycerol lipase inhibitory activity2022

    • Author(s)
      Yuta Kudo、Keiichi Konoki、Mari Yotsu-Yamashita
    • Journal Title

      Bioscience, Biotechnology, and Biochemistry

      Volume: 86 Issue: 10 Pages: 1333-1342

    • DOI

      10.1093/bbb/zbac131

    • Related Report
      2022 Research-status Report
  • [Journal Article] Isolation and Biological Activity of 9-epiTetrodotoxin and Isolation of Tb-242B, Possible Biosynthetic Shunt Products of Tetrodotoxin from Pufferfish2022

    • Author(s)
      Yuji Yaegashi, Yuta Kudo, Nozomi Ueyama, Ken-ichi Onodera, Yuko Cho, Keiichi Konoki, Mari Yotsu-Yamashita
    • Journal Title

      Journal of Natural Products

      Volume: 85 Issue: 9 Pages: 2199-2206

    • DOI

      10.1021/acs.jnatprod.2c00588

    • Related Report
      2022 Research-status Report
    • Peer Reviewed
  • [Journal Article] State-Dependent Inhibition of Voltage-Gated Sodium Channels in Neuroblastoma Neuro-2A Cells by Arachidonic Acid from <i>Halichondria okadai</i>2022

    • Author(s)
      Chiba Osamu、Shimada Noriko、Yoshio Shutaro、Kudo Yuta、Cho Yuko、Yotsu-Yamashita Mari、Konoki Keiichi
    • Journal Title

      Chemical Research in Toxicology

      Volume: 35 Issue: 11 Pages: 1950-1961

    • DOI

      10.1021/acs.chemrestox.2c00062

    • Related Report
      2022 Research-status Report
    • Peer Reviewed
  • [Presentation] Discovery of new analogues of antimalarial phosphotriester salinipostin using LCMSMS and their inhibitory activity toward monoacyl-glycerol lipase2024

    • Author(s)
      Yuta Kudo,Keiichi Konoki,Mari Yotsu-Yamashita
    • Organizer
      ACS spring 2024
    • Related Report
      2023 Annual Research Report
    • Int'l Joint Research
  • [Presentation] シグナル分子A-factorに類似するγ-ブチロラクトン化合物の化学-酵素合成と放線菌からの迅速同定2024

    • Author(s)
      工藤 雄大,此木 敬一,山下 まり
    • Organizer
      日本農芸化学会2024年度大会
    • Related Report
      2023 Annual Research Report
  • [Presentation] 藍藻Dolichospermum circinale由来のサキシトキシン生合成酵素SxtTの大腸菌での発現と反応2024

    • Author(s)
      山下まり,青沼栞里,工藤雄大,袴田真有,廣住燎亮,長 由扶子,此木敬一,石塚颯,長澤和夫
    • Organizer
      令和6年度日本水産学会春季大会
    • Related Report
      2023 Annual Research Report
  • [Presentation] オキナワフグ(Chelonodon patoca)由来の新規テトロドトキシン類縁体の単離、構造決定(2)2024

    • Author(s)
      青沼 栞里,工藤 雄大,長 由扶子,此木 敬一,山下 まり
    • Organizer
      日本農芸化学会2024年度大会
    • Related Report
      2023 Annual Research Report
  • [Presentation] 日本産二枚貝のテトロドトキシンの定量と類縁体の同定2024

    • Author(s)
      松井 蘭丸,八巻 慶汰,工藤 雄大,長 由扶子,此木 敬一,山下 まり
    • Organizer
      日本農芸化学会2024年度大会
    • Related Report
      2023 Annual Research Report
  • [Presentation] 麻痺性貝毒サキシトキシンの推定生合成中間体の合成研究(2)2024

    • Author(s)
      廣住 燎亮,長 由扶子,工藤 雄大,此木 敬一,長澤 和夫,山下 まり
    • Organizer
      日本農芸化学会2024年度大会
    • Related Report
      2023 Annual Research Report
  • [Presentation] パプアニューギニア産珪藻Nitzschia navis-varingicaのカイノイド生産酵素の同定2024

    • Author(s)
      芦田 康洋,Clyde Puilingi,前野 優香理,工藤 雄大,長 由扶子,此木 敬一,小瀧 裕一,山下 まり
    • Organizer
      日本農芸化学会2024年度大会
    • Related Report
      2023 Annual Research Report
  • [Presentation] 異種発現カイノイド合成酵素を用いた新規カイニン酸類縁体の調製2024

    • Author(s)
      山田 基生,望月 政希,前野 優香理,小瀧 裕一,寺田 竜太,工藤 雄大,長 由扶子,此木 敬一,山下 まり
    • Organizer
      日本農芸化学会2024年度大会
    • Related Report
      2023 Annual Research Report
  • [Presentation] 致死性海藻中毒原因物質ポリカバノシド類の新規類縁体の推定構造2024

    • Author(s)
      青木 玲翔,岩崎 浩太郎,佐々木 理,川島 悠岐,工藤 雄大,長 由扶子,此木 敬一,佐々木 誠,山下 まり
    • Organizer
      日本農芸化学会2024年度大会
    • Related Report
      2023 Annual Research Report
  • [Presentation] MS-guided discovery of novel tricyclic guanidino compounds from tetrotodoxin-bearing newts and new analogues of antimalarial phosphotriester salinipostin from actinobacteria2023

    • Author(s)
      Yuta Kudo,Charles T. Hanifin,Keiichi Konoki,Mari Yotsu-Yamashita
    • Organizer
      31st International Symposium on the Chemistry of Natural Products and 11th International Congress on Biodiversity (ISCNP31 & ICOB11)
    • Related Report
      2023 Annual Research Report
    • Int'l Joint Research
  • [Presentation] Structures of new tricyclic guanidino compounds from toxic newt and phosphotriesters from bacteria2023

    • Author(s)
      Yuta Kudo,Charles T. Hanifin,Keiichi Konoki,Mari Yotsu-Yamashita
    • Organizer
      International Symposium for the 80th Anniversary of the Tohoku Branch of the Chemical Society of Japan (2023 Joint Meeting of the Tohoku Area Chemistry Societies)
    • Related Report
      2023 Annual Research Report
    • Int'l Joint Research
  • [Presentation] Chemical studies on biosynthetic and metabolic pathways of marine toxins.2023

    • Author(s)
      Mari Yotsu-Yamashita,Yuta Kudo,Shigeki Tsuchiya,Satoshi Numano,Yuko Cho,Keiichi Konoki,Yasukatsu Oshima,Kazuo Nagasawa
    • Organizer
      20th International Conference on Harmful Algae
    • Related Report
      2023 Annual Research Report
    • Int'l Joint Research / Invited
  • [Presentation] 海洋生物毒マイトトキシンの作用機序解明に向けたケミカルプローブ合成2023

    • Author(s)
      此木敬一,中山 健,大岩弘隆,駒崎有紀,工藤雄大,長 由扶子,山下まり
    • Organizer
      日本農芸化学会東北支部第158回大会
    • Related Report
      2023 Annual Research Report
  • [Presentation] オカダ酸結合タンパク質OABP2.1を用いる簡易下痢性貝毒定量法の開発2023

    • Author(s)
      田端滉樹,工藤雄大,長 由扶子,山下まり,此木敬一
    • Organizer
      日本農芸化学会東北支部第158回大会
    • Related Report
      2023 Annual Research Report
  • [Presentation] 麻痺性貝毒サキシトキシンの推定生合成中間体の合成および生合成研究2023

    • Author(s)
      廣住燎亮,長 由扶子,工藤雄大,此木敬一,長澤和夫,山下まり
    • Organizer
      日本農芸化学会東北支部第158回大会
    • Related Report
      2023 Annual Research Report
  • [Presentation] 二枚貝類における麻痺性貝毒の代謝物 (Мトキシン) 蓄積について2023

    • Author(s)
      沼野 聡,渡邊龍一,小澤眞由,内田 肇,松嶋良次,加賀新之助,工藤雄大,山下まり,鈴木敏之
    • Organizer
      貝毒分科会
    • Related Report
      2023 Annual Research Report
  • [Presentation] 二枚貝が含有する麻痺性貝毒の代謝物に関する研究.2023

    • Author(s)
      沼野 聡, 渡邊龍一, 内田 肇, 小澤眞由, 松嶋良次, 工藤雄大, 山下まり, 鈴木敏之
    • Organizer
      第119 回日本食品衛生学会 学術講演会
    • Related Report
      2023 Annual Research Report
  • [Presentation] デオキシ-デカルバモイロキシサキシトキシンの有毒藍藻からの同定2023

    • Author(s)
      山下まり,袴田真有,石塚颯,安達栞菜,大澤瞳生,長由扶子,工藤雄大,此木敬一,大島泰克,長澤和夫
    • Organizer
      令和5年度日本水産学会秋季大会
    • Related Report
      2023 Annual Research Report
  • [Presentation] ホタテガイ (Patinopecten yessoensis) における麻痺性貝毒代謝物の蓄積.2023

    • Author(s)
      沼野 聡,渡邊龍一,内田 肇,小澤眞由,松嶋良次,工藤雄大,山下まり,鈴木敏之
    • Organizer
      令和5年度日本水産学会秋季大会
    • Related Report
      2023 Annual Research Report
  • [Presentation] Synthetic study of a putative biosynthetic intermediate of the paralytic shellfish toxin saxitoxin2023

    • Author(s)
      Ryosuke Hirozumi,Yuko Cho,Yuta Kudo,Keiichi Konoki,Kazuo Nagasawa,Mari Yotsu-Yamashita
    • Organizer
      International Symposium in Okinawa, 2023, on Ciguatera and Related Marine Biotoxins.
    • Related Report
      2023 Annual Research Report
    • Int'l Joint Research
  • [Presentation] Synthesis and identification of decarbamoyloxysaxitoxins in the toxic microalgae for elucidation of saxitoxin biosynthesis2023

    • Author(s)
      Mari Yotsu-Yamashita,Mayu Hakamada,Chihiro Tokairin,Hayate Ishizuka,Kanna Adachi,Toma Osawa,Ryosuke Hirozumi,Yuko Cho,Yuta Kudo,Keiichi Konoki,Yasukatsu Oshima,Kazuo Nagasawa
    • Organizer
      International Symposium in Okinawa, 2023, on Ciguatera and Related Marine Biotoxins.
    • Related Report
      2023 Annual Research Report
    • Int'l Joint Research
  • [Presentation] Synthetic study of a putative biosynthetic intermediate of the paralytic shellfish toxin saxitoxin2023

    • Author(s)
      Ryosuke Hirozumi,Yuko Cho,Yuta Kudo,Keiichi Konoki,Kazuo Nagasawa,Mari Yotsu-Yamashita]
    • Organizer
      International Symposium for the 80th Anniversary of the Tohoku Branch of the Chemical Society of Japan (2023 Joint Meeting of the Tohoku Area Chemistry Societies)
    • Related Report
      2023 Annual Research Report
    • Int'l Joint Research
  • [Presentation] Evaluation of inhibitory activities of synthetic saxitoxin derivatives to voltage-gated sodium channels2023

    • Author(s)
      Takumi Kobayashi,Shutaro Yoshio,Osamu Chiba,Ayato Nureki,Yuka Takayanagi,Hayate Ishizuka,Yuta Kudo,Yuko Cho,Mari Yotsu-Yamashita,Kazuo Nagasawa,Keiichi Konoki
    • Organizer
      Tohoku University GP-Chem Chemistry Summer School 2023
    • Related Report
      2023 Annual Research Report
    • Int'l Joint Research
  • [Presentation] Synthesis and identification of decarbamoyloxysaxitoxins in the toxic microalgae for elucidation of saxitoxin biosynthesis2023

    • Author(s)
      Mayu Hakamada,Chihiro Tokairin,Hayate Ishizuka,Kanna Adachi,Toma Osawa,Ryosuke Hirozumi,Yuko Cho,Yuta Kudo,Keiichi Konoki,Yasukatsu Oshima,Kazuo Nagasawa,Mari Yotsu-Yamashita
    • Organizer
      Tohoku University GP-Chem Chemistry Summer School 2023
    • Related Report
      2023 Annual Research Report
    • Int'l Joint Research
  • [Presentation] Synthetic study of a putative biosynthetic intermediate of the paralytic shellfish toxin, saxitoxin2023

    • Author(s)
      Ryosuke Hirozumi,Yuko Cho,Yuta Kudo,Keiichi Konoki,Kazuo Nagasawa,Mari Yotsu-Yamashita
    • Organizer
      Tohoku University GP-Chem Chemistry Summer School 2023
    • Related Report
      2023 Annual Research Report
    • Int'l Joint Research
  • [Presentation] 12, 13-デオキシデカルバモイルサキシトキシン類の合成と 有毒生物中からの同定および生合成経路の推定2023

    • Author(s)
      袴田真有,東海林千容,石塚颯,安達栞菜,大澤瞳生,廣住燎亮,長 由扶子,工藤雄大,此木敬一,大島泰克,長澤和夫,山下まり
    • Organizer
      第34回万有仙台シンポジウム
    • Related Report
      2023 Annual Research Report
  • [Presentation] MSを用いた新規リン酸トリエステル化合物とγ-ブチロラクトン化合物の探索、および構造解析と活性評価2023

    • Author(s)
      工藤 雄大,此木 敬一, 山下 まり
    • Organizer
      日本農芸化学会2023年度広島大会
    • Related Report
      2022 Research-status Report
  • [Presentation] 致死性海藻中毒原因物質ポリカバノシド類の作用機序2023

    • Author(s)
      山下まり,土肥裕花,岩崎浩太郎,佐々木理,川島悠岐,島田紀子,工藤雄大,長 由扶子,此木敬一,佐々木誠
    • Organizer
      令和5年度 日本水産学会 春季大会
    • Related Report
      2022 Research-status Report
  • [Presentation] 電位依存性ナトリウムチャネルに対するサキシトキシン合成誘導体の感受性評価2023

    • Author(s)
      小林 巧,吉尾 柊太郎,千葉 修,濡木 絢斗,髙栁 優夏,石塚 颯,工藤 雄大,長 由扶子,山下 まり,長澤 和夫,此木 敬一
    • Organizer
      日本農芸化学会2023年度広島大会
    • Related Report
      2022 Research-status Report
  • [Presentation] 多価不飽和脂肪酸による電位依存性ナトリウムチャネルの阻害機構2023

    • Author(s)
      吉尾 柊太郎,千葉 修,島田 紀子,工藤 雄大,長 由扶子,山下 まり,此木 敬一
    • Organizer
      日本農芸化学会2023年度広島大会
    • Related Report
      2022 Research-status Report
  • [Presentation] 麻痺性貝毒サキシトキシンの推定生合成中間体の合成研究2023

    • Author(s)
      廣住 燎亮,長 由扶子,工藤 雄大,此木 敬一,長澤 和夫,山下 まり
    • Organizer
      日本農芸化学会2023年度広島大会
    • Related Report
      2022 Research-status Report
  • [Presentation] オキナワフグChelonodon patoca由来の新規テトロドトキシン類縁体の単離、構造決定2023

    • Author(s)
      青沼 栞里,工藤 雄大,長 由扶子,此木 敬一,山下 まり
    • Organizer
      日本農芸化学会2023年度広島大会
    • Related Report
      2022 Research-status Report
  • [Presentation] パプアニューギニア産珪藻Nitzschia navis-varingicaのドウモイ酸生合成中間体の解析2023

    • Author(s)
      芦田 康洋,Puilingi Clyde,山田 基生,前野 優香理,工藤 雄大,長 由扶子,此木 敬一,小瀧 裕一,山下 まり
    • Organizer
      日本農芸化学会2023年度広島大会
    • Related Report
      2022 Research-status Report
  • [Presentation] サキシトキシンの推定生合成中間体の合成と有毒藍藻および渦鞭毛藻における同定2023

    • Author(s)
      袴田 真有,石塚 颯,安達 栞菜,大澤 瞳生,東海林 千容,長 由扶子,工藤 雄大,此木 敬一,大島 泰克,長澤 和夫,山下 まり
    • Organizer
      日本農芸化学会2023年度広島大会
    • Related Report
      2022 Research-status Report
  • [Presentation] 新規化合物の探索を軸とする二次代謝産物の生合成研究2022

    • Author(s)
      工藤雄大
    • Organizer
      2022年度 日本農芸化学会東北支部シンポジウム 東北支部奨励賞 奨励賞受賞講演
    • Related Report
      2022 Research-status Report
    • Invited
  • [Presentation] Preparation of domoic acid and kainic acid analogues using the cyclases, and evaluation of their toxicities2022

    • Author(s)
      Motomi Yamada,Yukari Maeno,Yuichi Kotaki,Ryuta Terada,Masafumi Hidaka,Yuta Kudo,Yuko Cho,Keiichi Konoki,Mari Yotsu-Yamashita
    • Organizer
      Tohoku University OIST 3rd Joint Workshop on Biodiversity
    • Related Report
      2022 Research-status Report
    • Int'l Joint Research
  • [Presentation] Prediction of biosynthetic pathways of major marine toxins based on their structural diversity2022

    • Author(s)
      Mari Yotsu-Yamashita,Yuta Kudo,Shigeki Tsuchiya,Satoshi Numano,Yuko Cho,Keiichi Konoki,Kazuo Nagasawa
    • Organizer
      Tohoku University OIST 3rd Joint Workshop on Biodiversity
    • Related Report
      2022 Research-status Report
    • Int'l Joint Research / Invited
  • [Presentation] Screening for Nav inhibitors from the marine sponge Halichondria okadai and characterization of fatty acid modulation of Nav2022

    • Author(s)
      Shutaro Yoshio,Osamu Chiba,Noriko Shimada,Yuta Kudo,Yuko Cho,Mari Yotsu,Yamashita,Keiichi Konoki
    • Organizer
      Tohoku University OIST 3rd Joint Workshop on Biodiversity
    • Related Report
      2022 Research-status Report
    • Int'l Joint Research
  • [Presentation] 電位依存性ナトリウムチャネルを阻害する核酸アプタマーの探索2022

    • Author(s)
      小林 巧,鳥海優人,工藤雄大,長 由扶子,山下まり,此木敬一
    • Organizer
      令和4年度 日本農芸化学会 北海道・東北支部 合同支部会
    • Related Report
      2022 Research-status Report
  • [Presentation] 麻痺性貝毒サキシトキシンの二環性推定生合成中間体の合成研究2022

    • Author(s)
      廣住燎亮,長 由扶子,工藤雄大,此木敬一,長澤和夫,山下まり
    • Organizer
      令和4年度 日本農芸化学会 北海道・東北支部 合同支部会
    • Related Report
      2022 Research-status Report
  • [Presentation] 放線菌シグナル分子の探索2022

    • Author(s)
      工藤雄大,此木敬一,山下まり
    • Organizer
      令和4年度 日本農芸化学会 北海道・東北支部 合同支部会
    • Related Report
      2022 Research-status Report
  • [Presentation] LC-MSを用いた放線菌由来新規シグナル分子とリン酸トリエステル化合物の探索2022

    • Author(s)
      工藤雄大,此木敬一,山下まり
    • Organizer
      日本生薬学会第68回年会
    • Related Report
      2022 Research-status Report
  • [Presentation] 環化酵素を利用したドウモイ酸とカイニン酸類縁体の調製と毒性評価2022

    • Author(s)
      山田基生,前野優香理,小瀧裕一,寺田竜太,日高將文,工藤雄大,長由扶子,此木敬一,山下まり
    • Organizer
      第64回天然有機化合物討論会
    • Related Report
      2022 Research-status Report
  • [Presentation] 有毒イモリに含まれるテトロドトキシン関連化合物の探索に基づく生合成経路の推定2022

    • Author(s)
      工藤雄大,Charles T. Hanifin,長 由扶子,此木敬一
    • Organizer
      第68回トキシンシンポジウム
    • Related Report
      2022 Research-status Report
  • [Presentation] 2種の12β-デオキシサキシトキシン類縁体の 有毒藍藻および渦鞭毛藻からの同定2022

    • Author(s)
      赤松みちる,廣住燎亮,長 由扶子,工藤雄大,此木敬一,大島泰克,山下まり
    • Organizer
      第33回万有仙台シンポジウム
    • Related Report
      2022 Research-status Report
  • [Book] Progress in the Chemistry of Organic Natural Products 1182022

    • Author(s)
      Charles T. Hanifin, Yuta Kudo, Mari Yotsu-Yamashita
    • Total Pages
      30
    • Publisher
      Springer Nature
    • ISBN
      9783030920302
    • Related Report
      2022 Research-status Report
  • [Remarks] 東北大学大学院農学研究科 天然物生命化学分野HP

    • URL

      https://www.agri.tohoku.ac.jp/bukka/index-j.html

    • Related Report
      2023 Annual Research Report 2022 Research-status Report
  • [Remarks] 工藤雄大助教らの論文が日本農芸化学会2022年「BBB論文賞」を受賞

    • URL

      https://www.fris.tohoku.ac.jp/feature/topics/detail---id-1261.html

    • Related Report
      2022 Research-status Report
  • [Remarks] 工藤雄大助教「日本農芸化学会 東北支部 奨励賞」と「第68回毒素シンポジウム奨励賞」を受賞

    • URL

      https://www.fris.tohoku.ac.jp/feature/topics/detail---id-1203.html

    • Related Report
      2022 Research-status Report

URL: 

Published: 2022-04-19   Modified: 2025-01-30  

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