ID | 54768 |
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Title Alternative | Enzyme-catalyzed synthesis and odor evaluation of both enantiomers of perfume compounds
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Author |
Kiyota, Hiromasa
Graduate School of Environmental and Life Science, Okayama University
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Abstract | Synthesis of both enantiomers of some perfume compounds, and their difference in aroma
characteristics are described. Enantiomeric pairs of methyl jasmonate and its 4,5-didehydro congener, principal components of jasmin absolute, were prepared from the corresponding commercially available racemates using lipase-catalyzed optical resolution. The E-value for the reaction is as high as 370. The nature-identical isomers produced superior aroma activity relative to unnatural ones. Racemic lavandulol from a commercial source, was also resolved using several enzymatic transesterifications followed by hydrolysis with PPL. Odor evaluation revealed that the nature-identical isomer should play a key role in lavender oil. Cis-α-irone and cis-γ-irone, used as important violet components for perfumery, were synthesized in optically active forms through fractional crystallization of the diastereomeric salts with α-phenethylamine. The nature-identical irones also had better floral characteristics like ionone.
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Keywords | flavor and fragrance
enantiomers
synthesis
methyl jasmonate
lavandulol
irone
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Note | 総合論文 (Monograph)
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Published Date | 2017-02-01
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Publication Title |
Scientific Reports of the Faculty of Agriculture, Okayama University
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Volume | volume106
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Publisher | 岡山大学農学部
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Publisher Alternative | FACULTY OF AGRICULTURE OKAYAMA UNIVERSITY
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Start Page | 33
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End Page | 38
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ISSN | 2186-7755
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Content Type |
Departmental Bulletin Paper
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language |
Japanese
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File Version | publisher
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Refereed |
False
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Eprints Journal Name | srfa
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