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Cooperative Study on Porphyrin Metabolism & Its Regulation

Research Project

Project/Area Number 08045060
Research Category

Grant-in-Aid for international Scientific Research

Allocation TypeSingle-year Grants
SectionUniversity-to-University Cooperative Research
Research Field 植物保護
Research InstitutionFaculty of Agriculture, Tamagawa University

Principal Investigator

WAKABAYASHI Ko  Faculty of Agriculture, Tamagawa University, Professor, 農学部, 教授 (00220830)

Co-Investigator(Kenkyū-buntansha) KOHNO Hitoshi  Faculty of Agriculture, Tamagawa University, Professor, 農学部, 教授 (40074356)
SATO Yukiharu  Faculty of Agriculture, Tamagawa University, Professor, 農学部, 教授 (40119516)
BRASS Sussane  Faculty of Biology, Konstanz University, Lecturer, 生物学部, 講師
NICOLAUS Beate  Faculty of Biology, Konstanz University, Assistant professor, 生物学部, 助教授
BOGER Peter  Faculty of Biology, Konstanz University, Professor, 生物学部, 教授
SUSSANE Bras  コンスタンツ大学, 生物学部, 講師
BEATE Nicola  コンスタンツ大学, 生物学部, 助教授
PETER Boger  コンスタンツ大学, 生物学部, 教授
BEATE Nicoau  コンスタンツ大学, 生物学部, 助教授
小川 人士  玉川大学, 農学部, 講師 (50241047)
BOGER Pecter  コンスタンツ大学, 生物学部, 教授
Project Period (FY) 1996 – 1998
Project Status Completed (Fiscal Year 1998)
Budget Amount *help
¥2,500,000 (Direct Cost: ¥2,500,000)
Fiscal Year 1998: ¥900,000 (Direct Cost: ¥900,000)
Fiscal Year 1997: ¥800,000 (Direct Cost: ¥800,000)
Fiscal Year 1996: ¥800,000 (Direct Cost: ¥800,000)
KeywordsProtoporphyrinogen-IX oxidase (Protox) / Peroxidizing phytotoxicities / Active oxygen / Destruction of thylakoid membranes / HPLC-Isoluminol chemiluminescence / Protox inhibitors / Molecular design of Protox inhibitors / パーオキシダイザー / ポルフィリン生合成経路 / プロトポルフィリノーゲンIX / プロトポルフィリンIX / クロロプラスト / プロトポルフィリノーゲンオキシダーゼ / 代謝活性化
Research Abstract

Phytotoxic diphenyl ethers and cyclic imides induce inhibition of chlorophyll biosynthesis and photooxidative destruction of plant membranes affecting photosynthetic pigment contents. A peroxidizing mechanism of action of the compounds has been proposed already in our precedent study before staring this Grant-In-Aid Research. The immediate physiological response of plants against the peroxidizing compounds is a halt of chlorophyll biosynthesis in chioroplasts by specific inhibition of protoporphyrinogen-IX oxidase. This inhibition is accompanied by an abnormal accumulation of tetrapyrroles. Protoporphyrin-IX, the main tetrapyrrole intermediate accumulated, acts as a photosensitizer in the light and induces radical formation with subsequent destruction of cellular constituents. Decrease of photosynthetic pigments, chlorophylls and carotenoids, quite well correlatesproto porphyrinogen-IX oxidase inhibition by the peroxidizing compounds as well as ethane formation caused by destrucion of thylakoid membranes. This research was conducted to establish and confirm radical reactions involved in active oxygen, to elucidate oxidative destruction of thylakoid membranes.
Results obtained (1-5) are quite useful plant growth regulation, hydrogen production using green algae, and molecular design of medicine controlling active oxygen. (1) In peroxidizing reaction, lipid hydroperoxides were determined using HPLC-System combined with isoluminol-chemiluminescence, thus confirming radical reactions in the process. (2) Photosynthetic electron transport inhibitors alleviated ethane formation. (3) Peroxidizing process proceeds generally in chloroplasts to destroy thylakoid membranes. (4) Through QSAR study of the peroxidizers, newer strong peroxidizers was successfully designed and synthesized. (5) A hydrogen production process using peroxidizer and photosynthetic electron transport inhibitor was proposed.

Report

(4 results)
  • 1998 Annual Research Report   Final Research Report Summary
  • 1997 Annual Research Report
  • 1996 Annual Research Report
  • Research Products

    (41 results)

All Other

All Publications (41 results)

  • [Publications] S.Ishida et al: "Comparison of Phytotoxicities between 4-Fluorinated and Non-Fluorinated 2-Chloro-5- (3, 4, 5, 6-tetrahydroimido) -benzoates" J. Pesticide Sci.24. 28-32 (1999)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] N.Kuboyama et al: "Synthesis and Herbicidal Activity of 2-Benzylamino-4-methyl-6-trifluoromethyl-1, 3, 5-triazine Derivatives" J. Pesticide Sci.23. 268-274 (1998)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] R.Uraguchi et al: "Molecular Shape Similarity of Cyclic Imides and Protoporphyrinogen IX" J. Pesticide Sci.22. 314-320 (1997)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] A.Ohki et al: "Phytotoxicity Caused Peroxidizing Herbicides is Alleviated by 2-Substituted 4,6-Bis (ethylamino) -1, 3, 5-triazines" J. Pesticide Sci.22. 309-313 (1997)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] T.Iida et al: "Peroxidizing Phytotoxicities of 1, 2, -Dialkyl-1, 2, 4-triazolidines and 3, 4-Dialkyl-1, 3, 4-thiadiazolidines" J. Pesticide Sci.22. 303-308 (1997)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] S.Ishida et al: "Protoporphyrinogen-IX Oxidase Inhibition by N- (2, 4, 5-Trisubstituted phenyl) -3, 4, 5, 6-tetrahydrophthalimides" J. esticide Sci.22. 299-302 (1997)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] A.Uchida et al: "Isomerization of 3, 4-Dialkyl-1, 3, 4,-thiadiazolidines and 3, 4-Alkylene-1, 3, 4-thiadiazolidines by Glutathione S-Transferase" Z. Naturforsch.52c. 345-350 (1997)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] Y.Sato et al: "The enzymatic Activation of Peroxidizing Cyclic Isoimide : A New Function of Glutathione S-Transferase and Glutathione" J. Pesticide Sci.22. 33-36 (1997)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] C.Muro et al: "Effect of Rhodanine and 2 (5H) -Thiophenone in Geeen Algae and Liberwort Cells" J. Pesticide Sci.22. 1-5 (1997)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] S.Senoo et al: "Enzyme Modified Phytotoxic Structure of Thiadiazolidine Compounds" Z. Naturforsch.51c. 518-526 (1996)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] M.Sumida et al: "Protoporphyrinogen-IX Oxidase Inhibition of New Diphenyl Ethers" J. Pesticide Sci.21. 317-321 (1996)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] K.Shouda et al: "Peroxidizing Phytotoxicities of 1, 2-Alkylene-1, 2, 4-triazolidines and 3, 4-Alkylene-1, 3, 4-thiadiazolidines" J. Pesticide Sci.21. 187-193 (1996)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] B.Nicolaus et al: "Isomerization of Peroxidizing Thiadiazolidine Herbicides Is Catalyzed by Glutathione S-Transferase" Z. Naturforsch.51c. 342-354 (1996)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] M.Sumida et al: "Accumulation of Protoporphyrinogen-IX Induced by AcifluorfenMethyl" Z. Naturforsch.51c. 174-178 (1996)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] P. Boger & K. Wakabayashi (ed. ): "Peroxidizing Herbicides" Springer-Verlag, Berlin-New York-Tokyo, 405 (1999)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] B. Nicolaus et al: "Activation of Proherbicides by Glutathione S-Transferase" Kluwer Academic Publishers, Dordrecht, 14 (1997)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] S.Ishida et al: "Comparison of Phytotoxicities between 4-Fluorinated and Non-Fluorinated 2-Chloro-5-(3,4,5,6-tetrahydroimido)-benzoates" J.Pesticide Sci.24. 28-32 (1999)

    • Related Report
      1998 Annual Research Report
  • [Publications] N.Kuboyama et al: "Synthesis and Herbicidal Activity of 2-Benzylamino-4-methyl-6-trifluoromethyl-1,3,5-triazine Derivatives" J.Pesticide Sci.23. 268-274 (1998)

    • Related Report
      1998 Annual Research Report
  • [Publications] R.Uraguchi et al: "Molecular Shape Similarity of Cyclic Imides and Protoporphyrinogen IX" J.Pesticide Sci.22. 314-320 (1997)

    • Related Report
      1998 Annual Research Report
  • [Publications] A.Ohki et al: "Phytotoxicity Caused by Peroxidizing Herbicides is Alleviated by 2-Substituted 4,6-Bis(ethylamino)-1,3,5-triazines" J.Pesticide Sci.22. 309-313 (1997)

    • Related Report
      1998 Annual Research Report
  • [Publications] T.Iida et al: "Peroxidizing Phytotoxicities of 1,2-Dialkyl-1,2,4-triazolidines and 3,4-Dialkyl-1,3,4-thiadiazolidines" J.Pesticide Sci.22. 303-308 (1997)

    • Related Report
      1998 Annual Research Report
  • [Publications] S.Ishida et al: "Protoporphyrinogen-IX Oxidase Inhibition by N-(2,4,5-Trisubstituted phenyl)-3,4,5,6-tetrahydrophthalimides" J.esticide Sci.22. 299-302 (1997)

    • Related Report
      1998 Annual Research Report
  • [Publications] A.Uchida et al: "Isomerization of 3,4-Dialkyl-1,3,4-thiadiazolidines and 3,4-Alkylene-1,3,4-thiadiazolidines by Glutathione S-Transferase" Z.Naturforsch.52c. 345-350 (1997)

    • Related Report
      1998 Annual Research Report
  • [Publications] Y.Sato et al: "The enzymatic Activation of Peroxidizing Cyclic Isoimide:A New Function of Glutathione S-Transferase and Glutathione" J.Pesticide Sci.22. 33-36 (1997)

    • Related Report
      1998 Annual Research Report
  • [Publications] C.Muro et al: "Effect of Rhodanine and 2(5H)-Thiophenone in Geeen Algae and Liberwort Cells" J.Pesticide Sci.22. 1-5 (1997)

    • Related Report
      1998 Annual Research Report
  • [Publications] S.Senoo et al: "Enzyme Modified Phytotoxic Structure of Thiadiazolidine Compounds" Z.Naturforsch.51c. 518-526 (1996)

    • Related Report
      1998 Annual Research Report
  • [Publications] M.Sumida et al: "Protoporphyrinogen-IX Oxidase Inhibition of New Diphenyl Ethers" J.Pesticide Sci.21. 317-321 (1996)

    • Related Report
      1998 Annual Research Report
  • [Publications] K.Shouda et al: "Peroxidizing Phytotoxicities of 1,2-Alkylene-1,2,4-triazolidines and 3,4-Alkylene-1,3,4-thiadiazolidines" J.Pesticide Sci.21. 187-193 (1996)

    • Related Report
      1998 Annual Research Report
  • [Publications] B.Nicolaus et al: "Isomerization of Peroxidizing Thiadiazolidine Herbicides Is Catalyzed by Glutathione S-Transferase" Z.Naturforsch.51c. 342-354 (1996)

    • Related Report
      1998 Annual Research Report
  • [Publications] M.Sumida et al: "Accumulation of Protoporphyrinogen-IX Induced by AcifluorfenMethyl" Z.Naturforsch.51c. 174-178 (1996)

    • Related Report
      1998 Annual Research Report
  • [Publications] P.Boger & K.Wakabayashi(ed.): "Peroxidizing Herbicides" Springer-Verlag,Berlin-New York-Tokyo, 405 (1999)

    • Related Report
      1998 Annual Research Report
  • [Publications] B.Nicolaus et al: "Activation of Proherbicides by Glutathione S-Transferase" Kluwer Academic Publishers,Dordrecht, 14 (1997)

    • Related Report
      1998 Annual Research Report
  • [Publications] Beate Nicolaus et al: "Activation of Proherbicides by Glutathione S-Transferase" Proceeding:NATO Advanced Research Workshop:Regulation of Enzymatic Systems Detoxifying. 32 (1996)

    • Related Report
      1997 Annual Research Report
  • [Publications] Hitoshi Kohno et al: "The Effects of PET Inhibitors on Peroxidizing Phytotoxic Activity" Proceeding:10th Congress,European Plant Physiology and Biochemistry Society. 299-300 (1996)

    • Related Report
      1997 Annual Research Report
  • [Publications] Ko Wakabayashi: "Present Status and Future Prospect of Peroxidizing Herbicides" Fine Chemicals. 26. 5-19 (1997)

    • Related Report
      1997 Annual Research Report
  • [Publications] Yukiharu Sato et al: "The Enzymatic Activation of Peroxidizing Cyclic Imide:A New Function of Glutathione S-Transferase and Glutathione" J.Pesticide Science. 22. 33-36 (1997)

    • Related Report
      1997 Annual Research Report
  • [Publications] Atsushi Uchida et al: "Isomerization of 3,4-Dialkyl-1,3,4-thiadiazolidines and 3,4-Alkylene-1,3,4-thiadiazolidines by Glutathione S-Transferase" Zeitschrift fur Naturforschung. 52c. 345-350 (1997)

    • Related Report
      1997 Annual Research Report
  • [Publications] Shizuka Ishida et al: "Protoporphyrinogen-IX Oxidase Inhibition by N-(2,4,5-Trisubstituted phenyl)-3,4,5,6-tetrahydrophthalimides" J.Pesticide Science. 22. 299-302 (1997)

    • Related Report
      1997 Annual Research Report
  • [Publications] Tetsuji Iida et al: "Peroxidizing Phytotoxicities of 1,2-Dialkyl-1,2,4-triazolidines and 3,4-Dialkyl-1,3,4-thiadiazolidines" J.Pesticide Science. 22. 303-308 (1997)

    • Related Report
      1997 Annual Research Report
  • [Publications] Aiko Ohki et al: "Phytotoxicity Caused by Peroxidizing Herbicides Is Alleviated by 2-substituted 4,6-Bis(ethylamino)-1,3,5-triazines" J.Pesticide Science. 22. 309-313 (1997)

    • Related Report
      1997 Annual Research Report
  • [Publications] Ryoichi Uraguchi et al: "Molecular Shape Similarity of Cyclic Imides and Protoporphyrinogen-IX" J.Pesticide Science. 22. 314-320 (1997)

    • Related Report
      1997 Annual Research Report

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Published: 1996-04-01   Modified: 2016-04-21  

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