Biotransformation of (±)-α-ionone and β-ionone by cultured cells of Caragana chamlagu |
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Authors: | Hiroshi Sakamaki Ken-ichi Itoh Wen Chai Yumiko Hayashida Susumu Kitanaka C. Akira Horiuchi |
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Affiliation: | a College of Science and Technology, Nihon University, 7-24-1 Narashinodai, Funabashi-hi, Chiba 274-8501, Japan;b Rikkyo University, 3-34-1 Nishiikebukuro, Toshimaku, Tokyo 171-8501, Japan;c College of Pharmcy, Nihon University, 7-7-1 Narashinodai, Funabashi-hi, Chiba 274-8555, Japan |
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Abstract: | Suspension cultures of Caragana chamlagu (Leguminosae) convert (±)-α-ionone (1) into (±)-3-oxo-α-ionone (3) as the major product and β-ionone (2) into 5,6-epoxy-β-ionone (6) as the sole product. It is interesting to note that the cultured cells of C. chamlagu convert regioselectively the cycloolefinic part of 1 into the corresponding unsaturated carbonyl compound, allylic alcohol and epoxide as the oxidation products, whereas the suspension cultures of Nicotiana tabacum (Solanaceae) convert the unsaturated carbonyl of 1 into the corresponding saturated ketones and alcohols as reduction products. |
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Keywords: | Biotransformation Plant catalyst Caragana chamlagu (± )-α -Ionone β -Ionone |
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