Microbial Transformation of β -Ionone and β -Methylionone

Author:

Mikami Yoichi1,Fukunaga Yumiko1,Arita Masatoshi1,Kisaki Takuro1

Affiliation:

1. Central Research Institute, The Japan Tobacco and Salt Public Corporation, 6-2 Umegaoka, Midori-ku, Yokohama 227, Japan

Abstract

Aspergillus niger JTS 191 was selected from many microorganisms tested as capable of converting ionones to other compounds having aromas. The individual transformation products from β -ionone were isolated and identified by comparison with synthetically derived compounds. The major products were ( R )-4-hydroxy- β -ionone and ( S )-2-hydroxy- β -ionone. 2-Oxo-, 4-oxo-, 3,4-dehydro-, 2,3-dehydro-4-oxo-, 3,4-dehydro-2-oxo-, ( S )-2-acetoxy-, ( R )-4-acetoxy-, and 5,6-epoxy- β -ionone and 4-(2,3,6-trimethylphenyl)-but-3-en-2-one were also identified. Analogous transformation products of β -methylionone also were identified. Based on gas-liquid chromatographic analysis during the fermentation, we propose two main oxidative pathways of β -ionone. The results of this study suggest that these transformations of β -ionones may be useful as tobacco-flavoring compounds.

Publisher

American Society for Microbiology

Subject

Ecology,Applied Microbiology and Biotechnology,Food Science,Biotechnology

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