Development and application of stable spin-label reagent for in vivo analysis

• Project/Area Number: 23550187
• Research Category: Grant-in-Aid for Scientific Research (C)
• Allocation Type: Multi-year Fund
• Section: 一般
• Research Field: Chemistry related to living body
• Research Institution: Yamagata University
• Principal Investigator: HATANO Bunpei 山形大学, 理工学研究科, 准教授 (20333990)
• Co-Investigator(Renkei-kenkyūsha): OGATA Tateaki 山形大学, 大学院理工学研究科, 名誉教授 (50091830) ; KIJIMA Tatsuro 山形大学, 大学院理工学研究科, 准教授 (50272084) ; ITO Tomohiro 山形大学, 大学院理工学研究科, 准教授 (60361276)
• Project Period (FY): 2011 – 2013
• Project Status: Completed (Fiscal Year 2013)
• Budget Amount: ¥5,330,000 (Direct Cost: ¥4,100,000、Indirect Cost: ¥1,230,000); Fiscal Year 2013: ¥1,170,000 (Direct Cost: ¥900,000、Indirect Cost: ¥270,000); Fiscal Year 2012: ¥1,300,000 (Direct Cost: ¥1,000,000、Indirect Cost: ¥300,000); Fiscal Year 2011: ¥2,860,000 (Direct Cost: ¥2,200,000、Indirect Cost: ¥660,000)
• Keywords: スピンラベル剤 / 農薬ミュータント / ESR / 経時変化追跡法 / 無侵襲計測 / 農薬ニュータント

Research Abstract

We developed new spin-label reagents based of isoindole framework bearing bulky alkyl groups near nitroxyl radical. The spin labels showed strong resistance against the reduction with L-sodium ascorbate. We also developed the synthesis method of agricultural chemicals bearing spin-labels using click reaction.

Research Products

• [Journal Article] Allylation of N,N-acetal deriva- tives using allyl tin reagent in the presence of aluminum chloride (2013)
  • Author(s): X. Sun, T. Obu, T. Kijima, S. Murakami, S. Matsuba, M. Kusakari, B. Hatano
  • Journal Title: Heterocycles Volume: 87
• [Journal Article] Allylation of N,N-acetal derivatives using allyl tin reagent in the presence of aluminum chloride (2013)
  • Author(s): X. Sun, T. Obu, T. Kijima, S. Murakami, S. Matsuba, M. Kusakari, B. Hatano
  • Journal Title: Heterocycles Volume: 87 Issue: 11 Pages: 2395-2402
  • DOI: 10.3987/com-13-12845
  • NAID: 40019844894
  • Peer Reviewed
• [Journal Article] Novel synthesis of poly(nitro a-methylstyrene) by fuming nitric acid (2012)
  • Author(s): Rui Zhu, Satoshi Murakami, Bunpei Hatano, Tasturo Kijima
  • Journal Title: ITE-IBA Letters Volume: 5 Pages: 24-27
  • Peer Reviewed
• [Journal Article] Enantioresolution of 2,2'-bis(diphenylphosphino)-1,1'-binaphthyl oxide using inclusion complex with chiral 2,2'-dihydroxy-1,1'-binaphtyl (2012)
  • Author(s): Bunpei Hatano, Kazuyuki Hashimoto, Hiroshi Katagiri, Tatsuro Kijima, Satoshi Murakami, Shigeru Matsuba, Miho Kusakari
  • Journal Title: Journal of Organic Chemistry Volume: 77 Issue: 7 Pages: 3595-3597
  • DOI: 10.1021/jo202630p
  • Peer Reviewed
• [Journal Article] Enantioresolution of 2,2'-bis(diphenylphosphino)-1,1'-bi naphthyl oxide using inclusion com- plex with chiral 2,2'-di- hydroxy-1,1'-binaphtyl (2011)
  • Author(s): B. Hatano, K. Hashimoto, H. Katagiri, T, Kijima, S. Murakami, S. Matsuba, M. Kusakari
  • Journal Title: J. Org. Chem. Volume: 77
• [Journal Article] Novel synthesis of poly(nitroα-methystyrene) by fum- ing nitric acid (2011)
  • Author(s): R. Zhu, S. Murakami, B. Hatano, T. Kijima
  • Journal Title: ITE-IBA Lett. Batt. New Tech. Med. Volume: 5
• [Journal Article] Reductive coupling of aromatic N,N-acetals using zinc and chlorotrimethylsilane (2011)
  • Author(s): B. Hatano, T. Tachikawa, T. Mori, K. Nagahashi, T. Kijima
  • Journal Title: Tetrahedron Lett. Volume: 52
• [Journal Article] Reductive coupling of aromatic N,N-acetals using zinc and chlorotrimethylsilane (2011)
  • Author(s): Bunpei Hatano, Tomoharu Tachikawa, Tetsunori Mori, Keita Nagahashi, Tatsuro Kijima
  • Journal Title: Tetrahedron Letters Volume: 52 Issue: 27 Pages: 3467-3469
  • DOI: 10.1016/j.tetlet.2011.04.104
  • Peer Reviewed
• [Presentation] Optical res- olution of rac-2-methoxy-2-(1-naphthyl)propi- onic acid using (R)-1-phenyl- ethylamine (2013)
  • Author(s): M. Kusakari, H. Nakagawa, Y. Ohta, H. Katagiri, T. Kijima, S. Murakami, S. Matsuba, B. Hatano
  • Organizer: 4th UK / Japan Con- ference in Catalytic Asymmetric Synthesis
  • Place of Presentation: Sendai
• [Presentation] Synthesis of spin-labeled agri- cultural chemical analog (2013)
  • Author(s): A. Watanabe, T. Kijima, M. Kusakari, S. Murakami, S. Matsuba, B. Hatano
  • Organizer: International Symposium for the 70th Anniversary of the Tohoku Branch of the Chemical Society of Japan
  • Place of Presentation: Sendai
• [Presentation] Synthesis of TEIO derivative and ESR study (2013)
  • Author(s): Y. Saito, T. Kijima, M. Kusakari, S. Murakami, S. Matsuba, B. Hatano
  • Organizer: International Symposium for the 70th Anniversary of the Tohoku Branch of the Chemical Society of Japan
  • Place of Presentation: Sendai
• [Presentation] Enzyme-catalyzed resolution ofα-cyanohydrin derivatives (2013)
  • Author(s): R. Mashiko, Y. Nakazawa, M. Kusakari, B. Hatano, S. Murakami, T. Kijima
  • Organizer: International Symposium for the 70th Anniversary of the Tohoku Branch of the Chemical Society of Japan
  • Place of Presentation: Sendai
• [Presentation] Synthesis and properties of the alkyl ferrocenes with cation binding ability (2013)
  • Author(s): X. Wang, M. Kusakari, B. Hatano, S. Murakami, T. Kijima
  • Organizer: International Symposium for the 70th Anniversary of the Tohoku Branch of the Chemical Society of Japan
  • Place of Presentation: Sendai
• [Presentation] Simulation Analysis of Chiral Recognition for Farnesyl Diphosphate Synthase from Bacillus stearothermophilus (2013)
  • Author(s): P. Y. Samori, Y. Yoshida, Y. Adachi, Kusakari, S. Murakami, B. Hatano, Ohya, T. Kijima
  • Organizer: International Symposium for the 70th Anniversary of the Tohoku Branch of the Chemical Society of Japan
  • Place of Presentation: Sendai
• [Presentation] Functions as nitroreductase ac- tivity by azoreductase from Geo- bacillus stearothermophilus (2013)
  • Author(s): M. Suzuki, T. Ooi, M. Kusakari, B. Hatano, S. Murakami, T. Kijima
  • Organizer: International Symposium for the 70th Anniversary of the Tohoku Branch of the Chemical Society of Japan
  • Place of Presentation: Sendai
• [Presentation] Enzyme- catalyzed resolution of optically active cyclohexylidene derivatives (2013)
  • Author(s): Y. Yoshida, M. Kusakari, B. Hatano, S. Murakami, T. Kijima
  • Organizer: International Symposium for the 70th Anniversary of the Tohoku Branch of the Chemical Society of Japan
  • Place of Presentation: Sendai
• [Presentation] Optical resolution of rac-2-methoxy-2-(1-naphthyl)propionic acid using (R)-1-phenylethylamine (2013)
  • Author(s): M. Kusakari, H. Nakagawa, Y. Ohta, H. Katagiri, T. Kijima, S. Murakami, S. Mastuba, B. Hatano
  • Organizer: 4th UK/Japan Conference in Catalytic Asymmetric Synthesis
  • Place of Presentation: Sendai International Centre
• [Presentation] Synthesis of spin-labeled agricultural chemical analog (2013)
  • Author(s): A. Watanabe, T. Kijima, M. Kusakari, S. Murakami, S. Matsuba, B. Hatano
  • Organizer: International Symposium for the 70th Anniversary of the Tohoku Branch of the Chemical Society of Japan
  • Place of Presentation: Kawauchi-Kita Campus, Tohoku University
• [Presentation] Synthesis of TEIO derivative and ESR study (2013)
  • Author(s): Y. Saito, T. Kijima, M. Kusakari, S. Murakami, S. Matsuba, B. Hatano
  • Organizer: International Symposium for the 70th Anniversary of the Tohoku Branch of the Chemical Society of Japan
  • Place of Presentation: Kawauchi-Kita Campus, Tohoku University
• [Presentation] Allylation of N,N-acetal using allylic tin reagent in presence of aluminum chloride (2013)
  • Author(s): X. Sun, T. Kijima, M. Kusakari, S. Murakami, S. Matsuba, B. Hatano
  • Organizer: International Symposium for the 70th Anniversary of the Tohoku Branch of the Chemical Society of Japan
  • Place of Presentation: Kawauchi-Kita Campus, Tohoku University
• [Presentation] 水素結合を利用した包接化合物の形成とその応用 (2012)
  • Author(s): 波多野豊平
  • Organizer: 平成24年度化学系学協会東北大会
  • Place of Presentation: 秋田
  • Year and Date: 2012-09-16
  • Invited
• [Presentation] 対称性を有するオレフィン化合物の構造決定 (2012)
  • Author(s): 草苅美穂、松本高利、波多野豊平、渡辺政隆、木島龍朗
  • Organizer: 基礎有機化学討論会
  • Place of Presentation: 京都
• [Presentation] NMRによる対称オレフィン化合物のcis, trans異性体識別 (2012)
  • Author(s): 草苅美穂、荒川侑奈、村上聡、松本高利、渡辺政隆、波多野豊平、木島龍朗
  • Organizer: 化学系学協会東北大会
  • Place of Presentation: 秋田
• [Presentation] スピンラベル部位を導入した農薬誘導体の合成 (2012)
  • Author(s): 渡辺新、木島龍朗、村上聡、松葉滋、草苅美穂、波多野豊平
  • Organizer: 化学系学協会東北大会
  • Place of Presentation: 秋田
• [Presentation] イソインドール骨格を有するスピンラベル剤の合成 (2012)
  • Author(s): 横尾奈月、木島龍朗、村上聡、松葉滋、草苅美穂、波多野豊平
  • Organizer: 化学系学協会東北大会
  • Place of Presentation: 秋田
• [Presentation] N,N-アセタールに対するアリルスズ反応剤の付加反応 (2012)
  • Author(s): 孫瀟楠、木島龍朗、村上聡、松葉滋、草苅美穂、波多野豊平
  • Organizer: 化学系学協会東北大会
  • Place of Presentation: 秋田
• [Presentation] 2-メトキシ-2-（1-ナフチル）プロピオン酸(MaNP acid)のジアステレオマー塩法を用いた光学分割 (2012)
  • Author(s): 加藤瑞貴、木島龍朗、村上聡、松葉滋、草苅美穂、波多野豊平
  • Organizer: 化学系学協会東北大会
  • Place of Presentation: 秋田
• [Presentation] 水素結合を利用した包接化合物の形成とその応用 (2012)
  • Author(s): 波多野豊平
  • Organizer: 化学系学協会東北大会
  • Place of Presentation: 秋田
  • Invited
• [Remarks]
  • URL: http://hatano.yz.yamagata-u.ac.jp
• [Remarks]
  • URL: http://hatano.yz.yamagata-u.ac.jp/