Enantioselectivity in the biotransformation of mono- and bicyclic monoterpenoids with the cultured cells of Nicotiana tabacum.

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概要

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• The biotransformation of the enantiomeric pairs of <I>p</I>-menthane and bicyclo[2.2.1] and [3.1.1]heptane derivatives with the cultured cells of <I>Nicotiana tabacum</I> was investigated. It was found that (i) the cultured cells discriminate the enantiomers of <I>p</I>-menthan-2-ol and bicyclo[2.2.1]heptan-2-ol and bicyclo[3.1.1]heptan-3-ol derivatives, and enantioselectively convert these alcohols to the corresponding ketones, (ii) the cells reduce the carbonyl group of <I>p</I>-menthan-2-one derivatives to a high extent, but not that of <I>p</I>-menthan-3-ones, and (iii) the cells discriminate the enantiomers of bicyclo[3.1.1]hept-2-en-4-one (verbenone) and enantioselectively reduce the C–C double bond of the (1<I>S</I>,5<I>S</I>)-enantiomer.

• 公益社団法人 日本化学会の論文

著者

• Hamada Hiroki

  Department of Fundamental Natural Science, Okayama University of Science

関連論文

• Enantioselectivity in the biotransformation of mono- and bicyclic monoterpenoids with the cultured cells of Nicotiana tabacum.

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