| Project/Area Number |
02804042
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| Research Category |
Grant-in-Aid for General Scientific Research (C)
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| Allocation Type | Single-year Grants |
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| Research Field |
天然物有機化学
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| Research Institution | HIROSHIMA UNIVERSITY |
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Principal Investigator |
HIRATA Toshifumi Hiroshima Univ.,Faculty of Science,Professor, 理学部, 教授 (80033926)
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| Co-Investigator(Kenkyū-buntansha) |
IZUMI Shunsuke Hiroshima Univ.,Faculty of Science, Research Associate, 理学部, 助手 (90203116)
宗貞 清貴 広島大学, 理学部, 助手 (30166235)
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| Project Period (FY) |
1990 – 1992
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| Project Status |
Completed (Fiscal Year 1992)
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| Budget Amount *help |
¥1,900,000 (Direct Cost: ¥1,900,000)
Fiscal Year 1992: ¥400,000 (Direct Cost: ¥400,000)
Fiscal Year 1991: ¥400,000 (Direct Cost: ¥400,000)
Fiscal Year 1990: ¥1,100,000 (Direct Cost: ¥1,100,000)
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| Keywords | Plant cultured cells / Epoxidase / Reductase / Enantioselectivity / Substrate specificity / Stereospecificity / Biotransformation / Carbon-Carbon double bond / タバコ培養細胞 / エノン系化合物 / 炭素ー炭素二重結合 |
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| Research Abstract |
Biochemical potentiality of plant cultured cells to transform "foreign substrates" administered exogenously to the plant cell cultures is of considerable interest as a bioreactor. we have examined that the chiral introduction of hydrogen and oxygen atoms into the carbon-carbon double bond of terpene hydrocarbons with the enzyme preparation from the cultured cells of Nicotiana tabacum.
1. Reduction of the C-C double bond of verbenone by a reductase from the cultured cells involves the syn addition of hydrogen atom from the re-re face of the double bond; the hydrogen atoms participating in the reduction at C-2 and C-3 of verbenone originates from the pro-4S hydrogen of NADPH and the medium, respectively.
2. The cultured cells of N. tabacum have the ability to introduce enantioselectively the oxydenated of functions into the carbon-carbon double bond and its allylic position. Isolation and purification of a epoxydase from the cultured cells were performed. The epoxydase was found to discriminate the enantiotopic faces of the carbon-carbon double bonds and enantioselectively oxidize them from its re-re face.
3. The bioconversion of carbone by the immobilized cells of N. tabacum entrapped in Ca alginate beads was investigated. Efficiency of the bioconversion by the immobilized cells was higher than that by the suspension cells. Only the reduction of the carbon-carbon double bond occurs in the medium of pH 7.5 and the reduction of the carbonyl group is prevented.
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