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1986 Fiscal Year Final Research Report Summary

Fundamental and technological studies on the ability of the plant cultured cells to produce and transform organic compounds

Research Project

Project/Area Number 59840013
Research Category

Grant-in-Aid for Developmental Scientific Research

Allocation TypeSingle-year Grants
Research Field 天然物有機化学
Research InstitutionHIROSHIMA UNIVERSITY

Principal Investigator

HIRATA Toshifumi  Hiroshima University, 理学部, 助教授 (80033926)

Co-Investigator(Kenkyū-buntansha) AOKI Tadashi  Suzugamine Women's college, 教授 (40112164)
HAMADA Hiroki  Okayama University of Science, 理学部, 助手 (10164914)
MUNESADA Kiyotaka  Hiroshima University, 理学部, 助手 (30166235)
TANIGUCHI Kenji  Hiroshima University, 理学部, 講師 (10163627)
SUGA Takayuki  Hiroshima University, 理学部, 教授 (00033811)
Project Period (FY) 1984 – 1986
KeywordsPlant cultured cells / Biotransformation / Shoot tip culture / Oxidoreduction / Stereospecificity / Enantioselectivity / Simulation of time-course / 茎頂培養
Research Abstract

The biochemical potentiality of plant cultured cells to produce useful substances is of considerable interest in connection with the use of the cultured cells as a bioreactor. We have investigated the bioconversion of terpenoids with the cultured cells of Nicotiana tabacum for generalizing the bioconversion pattern and the in vitro shoot tip cultures of Zingiber officinale and Mentha spicata for producing the volatile constituents by the cultured cells.
(1) The cultured cells were found to have the ability to transform the substrates as follows: the regio- and stereo-selective hydroxylation at the <alpha> -position of carbonyl group, the stereospecific hydrogenation of the C-C double bond adjacent to carbonyl group, and the enantioselective conversion of the hydroxyl, carbonyl, and acetoxyl groups and the C-C double bond.
(2) The oxidoreduction between cyclic alcohols and their corresponding ketones in the cultured cells of N. tabacum was governed by an <NAD^+> - dependent alcohol dehydrogenase and the balance in the equilibrium of the oxidoreduction was correlated with the <^(13)C> NMR chemical shift of the carbonyl carbon.
(3) The time-courses in the oxidoreduction in the cultured cells can be predicted on the basis of the permeability of the substrates into the cells and the <^(13)C> NMR chemical shifts of the carbonyl carbon.
(4) The accumulation of mono- and sesquiterpenoids in the culture plantlets of z. officinale and M. spicata can be controlled by the combination of the ouxin and the basal culture medium.

  • Research Products

    (22 results)

All Other

All Publications (22 results)

  • [Publications] 菅隆幸: Phytochemistry. 23. 1327-1328 (1984)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] 菅隆幸: Bull.Chem.Soc.Jpn.59. 2865-2867 (1986)

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      「研究成果報告書概要(和文)」より
  • [Publications] 阪村倭貴子: Phytochemistry. 25. 1333-1335 (1986)

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      「研究成果報告書概要(和文)」より
  • [Publications] 菅隆幸: Chem.Lett.1986. 2053-2056 (1986)

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      「研究成果報告書概要(和文)」より
  • [Publications] 菅隆幸: Phytochemistry. 25. 2791-2792 (1986)

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      「研究成果報告書概要(和文)」より
  • [Publications] 平田敏文: Bull.Chem.Soc.Jpn.60. 289-293 (1987)

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  • [Publications] 菅隆幸: Chem.Lett.1987. 425-428 (1987)

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      「研究成果報告書概要(和文)」より
  • [Publications] 菅隆幸: Chem.Lett.1987. 471-474 (1987)

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      「研究成果報告書概要(和文)」より
  • [Publications] 阪村倭貴子: J.Sci.Hiroshima Univ.,Ser.A. 50. (1987)

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      「研究成果報告書概要(和文)」より
  • [Publications] 菅隆幸: J.Chem.Soc.,Perkin Trans.I. 1987. (1987)

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  • [Publications] 菅隆幸: Chem.Lett.1987. (1987)

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      「研究成果報告書概要(和文)」より
  • [Publications] T. Suga: "The Biotransformation of Carvoxime and Dihydrocarvoxime with Cell Suspension Cultures of Nicatiana tabacum" Phytochemistry. 23. 1327-1328 (1984)

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      「研究成果報告書概要(欧文)」より
  • [Publications] T. Suga: "The Stereochemistry of the Reduction of Carbon-carbon Double Bond with the Cultured Cells of Nicotiana tabacum" Bull. Chem. Soc. Jpn.59. 2865-2867 (1986)

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      「研究成果報告書概要(欧文)」より
  • [Publications] F. Sakamura: "Volatile Constituents of Zingiber officinale Rhizomes Produced by in vitro Shoot Tip Culture" Phytochemistry. 25. 1333-1335 (1986)

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      「研究成果報告書概要(欧文)」より
  • [Publications] T. Suga: "Oxidoreduction between Cycloalkanols and Cycloalkanones in the Cultured Cells of Nicotiana tabacum. Correlation of the Reaction Rate with the <^(13)C> NMR Chemical Shift of the Carbonyl Carbon" Chem. Lett.1986. 2053-2056 (1986)

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  • [Publications] T. Suga: "Enantioselectivity in the Hydrolysis of Bicyclic Monoterpene Acetates with the Cultured Cells of Nicotiana tabacum" Phytochemistry. 25. 2791-2792 (1986)

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      「研究成果報告書概要(欧文)」より
  • [Publications] T. Hirata: "Hydroxylation of Acetoxy-p-menthenes in the Cultured Cells of Nicotiana tabacum. Epoxidation of the Carbon-carbon Double Bond" Bull. Chem. Soc. Jpn.60. 289-293 (1987)

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      「研究成果報告書概要(欧文)」より
  • [Publications] T. Suga: "Oxidoreduction between Cycloalkanols and Cycloalkanones in the Cultured Cells of Nicotiana tabacum. Simulation of the Time-courses in the Oxidation of (+)-Borneol and Reduction of (-)-Carvomenthone" Chem. Lett.1987. 425-428 (1987)

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  • [Publications] T. Suga: "Enantioselectivity in the Biotransformation of Bicyclo-[3.1.1]heptanes with the Cultured Cells of Nicotiana tabacum" Chem. Lett.1987. 471-474 (1987)

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      「研究成果報告書概要(欧文)」より
  • [Publications] F. Sakamura: "Volatile Constituents of Zingiber officinale Culture Plantlets Propagated by in vitro Shoot Tip Culture" J. Sci. Hiroshima Univ., Ser. A. 50. (1987)

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  • [Publications] T. Suga: "Biotransformation of 3-Oxo-p-menthane Derivatives with the Cultured Cells of Nicotiana tabacum. Hydroxylation at the a-Position of the Carbonyl Carbon" J. Chem. Soc., Perkin Trans. 1. 1987. (1987)

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  • [Publications] T. Suga: "Stereoselectivity on Oxidative and Reductive Transformations of p-Menthane Derivatives with the Cultured Cells of Nicotiana tabacum" Chem. Lett.1987. (1987)

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      「研究成果報告書概要(欧文)」より

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Published: 1988-11-09  

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