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Published on: January 22, 2018
Microbial Conversion of alpha-Ionone, alpha-Methylionone, and alpha-Isomethylionone
Y Yamazaki1, Y Hayashi, M Arita
1Central Research Institute, Japan Tobacco Inc., 6-2 Umegaoka, Midori-ku, Yokohama 227, Japan.
Abstract:
alpha-Ionone, alpha-methylionone, and alpha-isomethylionone were converted by Aspergillus niger JTS 191. The individual bioconversion products from alpha-ionone were isolated and identified by spectrometry and organic synthesis. The major products were cis-3-hydroxy-alpha-ionone, trans-3-hydroxy-alpha-ionone, and 3-oxo-alpha-ionone. 2,3-Dehydro-alpha-ionone, 3,4-dehydro-beta-ionone, and 1-(6,6-dimethyl-2-methylene-3-cyclohexenyl)-buten-3-one were also identified. Analogous bioconversion products from alpha-methylionone and alpha-isomethylionone were also identified. From results of gas-liquid chromatographic analysis during the fermentation, we propose a metabolic pathway for alpha-ionones and elucidation of stereochemical features of the bioconversion.
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