27 植物培養細胞を使用する外来有機化合物の生化学変換 : 立体選択性と発現機構の解明(口頭発表の部)

概要

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Plant cell cultures have been known to transform enantioselectively synthetic important foreign substrates as well as secondary metabolities. We have investigated the biotransformation of organic xenobiotics such as β-keto esters 1-5 and aromatic ketones 6-9 by immobilized plant cell cultures, in order to learn the stereoselectivity and the mechanistic pathway in terms of synthetic chemistry. Immobilized cells of Nicotiana tabacum enantioselectively reduced some β-keto esters 1-5 to the corresponding (S)-hydroxy esters 1a-5a in relatively high optical yields. Immobilized cells of Gardenia jasminoides reduced aromatic ketones 6 and 7 to their corresponding (R)-alcohols 6a and 7a, whereas the cells of Daucus carota and N. tabacum converted the same ketones to the (S)-alcohols 6a and 7a, respectively. Immobilized cells of D. carota and G. jasminoides could be found to be effective biocatalysts for synthesizing both the enantiomers of 1-phenyletnanol (6a) with a high enantiomeric purity of >99% ee.
天然有機化合物討論会の論文
1993-09-10