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Development of inhibitors for abscisic acid biosynthesis or catabolism

Research Project

Project/Area Number 14560088
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeSingle-year Grants
Section一般
Research Field Bioproduction chemistry/Bioorganic chemistry
Research InstitutionRIKEN (The Institute of Physical and Chemical Research)

Principal Investigator

ASAMI Tadao  RIKEN (The Institute of Physical and Chemical Research), Plant Functions Laboratory, Senior Scientist, 植物機能研究室, 副主任研究員 (90231901)

Co-Investigator(Kenkyū-buntansha) NAKANO Takeshi  RIKEN (The Institute of Physical and Chemical Research), Plant Functions Laboratory, Senior Research Scientist, 植物機能研究室, 先任研究員 (30281653)
Project Period (FY) 2002 – 2003
Project Status Completed (Fiscal Year 2003)
Budget Amount *help
¥3,500,000 (Direct Cost: ¥3,500,000)
Fiscal Year 2003: ¥900,000 (Direct Cost: ¥900,000)
Fiscal Year 2002: ¥2,600,000 (Direct Cost: ¥2,600,000)
Keywordsabscisic acid / dioxygenase / carotenoid cleaving enzyme / phaseic acid / catabolism enzyme / cytochrome P450 / triazole / plant hormones / アブシシン酸 / カトテノイド開裂酵素 / 生合成阻害剤 / リグノステイルベン / NCED / NDGA / エポキシカロテノイド / キサントキシン / 気孔
Research Abstract

In higher plants, the ABA biosynthesis pathway involves the oxidative cleavage of 9-cis-epoxycarotenoids, which may be the key regulatory step in the pathway catalyzed by 9-cis-epoxycarotenoid dioxygenase (NCED). We developed a new inhibitor of ABA biosynthesis targeting NCED and named it abamine (abscisic acid biosynthesis inhibitor with an amine moiety). Abamine is a competitive inhibitor of NCED, with a K_i of 38.8 μM. In 0.4 M mannitol solution, which mimics the effects of osmotic stress, abamine both inhibited stomatal closure in spinach leaves, which was restored by co-application of ABA, and increased luminescence intensity in RD29B::LUC transgenic Arabidopsis. The ABA content of plants in 0.4 M mannitol was increased approximately 16-fold as compared with that of controls, whereas 50 to 100 μM abamine inhibited about 50% of this ABA accumulation in both spinach leaves and Arabidopsis. Abamine-treated Arabidopsis was more sensitive to drought stress and showed a significant decrease in drought tolerance than untreated Arabidopsis. These results suggest that abamine is a novel ABA biosynthesis inhibitor that targets the enzyme catalyzing oxidative cleavage of 9-cis-epoxycarotenoids. To test the effect of abamine on plants other than Arabidopsis, it was applied to cress plants. Abamine enhanced radicle elongation in cress seeds, which could be due to a decrease in the ABA content of abamine-treated plants. Thus, it is possible to think that abamine should enable us to elucidate the functions of ABA in cells or plants and to find new mutants involved in ABA signaling.

Report

(3 results)
  • 2003 Annual Research Report   Final Research Report Summary
  • 2002 Annual Research Report
  • Research Products

    (21 results)

All Other

All Publications (21 results)

  • [Publications] Han SY, Kamoda K, Sekimata K, Saito T, Kobayashi M, Shinozaki K, Yoshida S, Asami T: "Design and synthesis of lignostilbene-α,β-dioxygenase inhibitors"Bioorganic & Medicinal Chemistry Letters. 12. 1139-1142 (2002)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] Cheng WH, Endo A, Zhou L, Penney J, Chen HC, Arroyo A, Leon P, Nambara E, Asami T et al.: "A unique short-chain dehydrogenase/reductase in Arabidopsis glucose signaling and abscisic acid biosynthesis and functions"The Plant Cell. 14. 2723-2743 (2002)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] Asami T, Min YK, Han SY, Kitahata N, Oh K, Murofushi N, Yoshida S: "4'-Alkoxy derivatives of abscisic acid : a promising new probe for mechanisms of abscisic acid perceptions"Plant Growth Regulation. 38. 237-241 (2002)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] Yamazaki D, Yoshida S, Asami T, Kuchitsu K: "Visualization of abscisic acid perception sites on the plasma membrane of stomatal guard cells"The Plant Journal. 35. 129-139 (2003)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] Han SY, Kamoda M, Sekimata K, Saito T, Kobayashi M, Shinozaki K, Yoshida S, Asami T: "N-Benzylideneaniline and N-benzylaniline are potent inhibitors of lignostilbene-α,β-dioxygenase, a key enzyme in oxidative cleavage of the central double bond of lignostilbene"Journal of Enzyme Inhibition and Medicinal Chemistry. 31. 4490-4496 (2003)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] Han SY, Kitahata N, Saito T, Kobayashi M, Shinozaki K, Yoshida S, Asami T: "A new lead compound for abscisic acid biosynthesis targeting 9-cis-epoxycarotenoid dioxygenase"Bioorganic and Medicinal Chemistry Letters. 14. 3033-3036 (2004)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] Han SY, Inoue H, Terada T, Kamoda S, Saburi Y, Sekimata K, Saito T, Kobayashi M, Shinozaki K, Yoshida S, Asami T: "Design and synthesis of lignostilbene-α,β-dioxygenase ; inhibitors."Bioorg Med Chem Lett. 12. 1139-1142 (2002)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] Cheng WH, Endo A, Zhou L, Penney J, Chen HC, Arroyo A, Leon P, Nambara E, Asami T, Seo M, Koshiba T, Sheen J: "A unique short-chain dehydrogenase/reductase in Arabidopsis glucose signaling and abscisic acid biosynthesis and functions."Plant Cell. 14. 2723-2743 (2002)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] Han SY, Inoue H, Terada T, Kamoda M, Saburi Y, Sekimata K, Saito T, Kobayashi M, Shinozaki K, Yoshida S, Asami T: "N-Benzylideneaniline and N-benzylaniline are potent inhibitors of lignostilbene-α,β-dioxygenase, a key enzyme in oxidative cleavage of the central double bond of lignostilbene."J Enzyme Inhibit Med Chem. 18. 279-283 (2003)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] Yamazaki D, Yoshida S, Asami T, Kuchitsu K: "Visualization of abscisic acid perception sites on the plasma membrane of stomatal guard cells."Plant J. 35. 129-139 (2003)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] Han SY, Kitahata N, Saito T, Kobayashi M, Shinozaki K, Yoshida S, Asami T: "A new lead compound for abscisic acid biosynthesis inhibitor targeting 9-cis-epoxycarotenoid dioxygenase."Bioorg Med Chem Lett. 14. 3033-3036 (2004)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] Han SY, Kitahata N, Sekimata K, Saito T, Kobayashi M, Nakashima K, Yamaguchi-Shinozaki K, Shinozaki K, Yoshida S, Asami T: "A novel inhibitor of 9-cis-epoxycarotenoid dioxygenase (NCED) in abscisic acid biosynthesis in higher plants."Plant Physiol. (in press). (2004)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2003 Final Research Report Summary
  • [Publications] Han SY, Kamoda K, Sekimata K, Saito T, Kobayashi M, Shinozaki K, Yoshida S, Asami T: "Design and synthesis of lignostilbene-α,β-dioxygenase inhibitors"Bioorganic & Medicinal Chemistry Letter. 12. 1139-1142 (2002)

    • Related Report
      2003 Annual Research Report
  • [Publications] Cheng WH, Endo A, Zhou L, Penney J, Chen HC, Arroyo A, Leon P, Nambara E, Asami T et al.: "A unique short-chain dehydrogenase/reductase in Arabidopsis glucose signaling and abscisic acid biosynthesis and functions"The Plant Cell. 14. 2723-2743 (2002)

    • Related Report
      2003 Annual Research Report
  • [Publications] Asami T, Min YK, Han SY, Kitahata N, Oh K, Murofushi N, Yoshida S: "4'-Alkoxy derivatives of abscisic acid : a promising new probe for mechanisms of abscisic acid perceptions"Plant Growth Regulation. 38. 237-241 (2002)

    • Related Report
      2003 Annual Research Report
  • [Publications] Yamazaki D, Yoshida S, Asami T, Kuchitsu K: "Visualization of abscisic acid perception sites on the plasma membrane of stomatal guard cells"The Plant Journal. 35. 129-139 (2003)

    • Related Report
      2003 Annual Research Report
  • [Publications] Han SY, Kamoda M, Sekimata K, Saito T, Kobayashi M, Shinozaki K, Yoshida S, Asami T: "N-Benzylideneaniline and N-benzylaniline are potent inhibitors of lignostilbene- α,β-dioxygenase, a key enzyme in oxidative cleavage of the central double bond of lignostilbene"Journal of Enzyme Inhibition and Medicinal Chemistry. 31. 4490-4496 (2003)

    • Related Report
      2003 Annual Research Report
  • [Publications] Asami, T., et al.: "4'-Alkoxy derivatives of abseisic acid: a promising new probe for mechanisms of abseisic acid perceptions"Plant Growth Regulation. 38. 237-241 (2002)

    • Related Report
      2002 Annual Research Report
  • [Publications] Han et al.: "Design and synthesis of lignostilbene-α,β-dioxygenase inhibitors"Journal of Enzyme Inhibition and Medicinal Chemistry. (in press). (2003)

    • Related Report
      2002 Annual Research Report
  • [Publications] Cheng, WH., et al.: "A unique short-chain dehydrogenase/reductase in Arabidopsis glucose signaling and abscisic acid biosynthesis and functions"Plant Cell. 14. 2723-2743 (2002)

    • Related Report
      2002 Annual Research Report
  • [Publications] Han SY et al.: "Design and synthesis of lignostilbene-α,β-dioxygenase inhibitors"Bloorganic and Medicinal Chemistry Letters. 12. 1139-1142 (2002)

    • Related Report
      2002 Annual Research Report

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Published: 2002-04-01   Modified: 2016-04-21  

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