US4390557A
Expired / Lapsed
US
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Microbiological transformations of irone compounds
Assignee: Givaudan Roure Corp
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Filing: 1981-08-28
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Granted: 1983-06-28
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Expires: 2001-08-28
Abstract
Abstract Novel odorant and/or flavorant mixtures are provided by fermentation of ionone type compounds with microorganisms of the genera Botryodiplodia, Botryosphaeria, or Lasiodiplodia.
Inventors
- 👤 Victor Krasnobajew
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-05 21:49
CPC Classifications
C; C07; C07D; C07D307/00; C07D307/77; C07D307/78; C07D307/79; A; A23; A23L; A23L27/00; A23L27/20; A23L27/24; A24; A24B; A24B15/00; A24B15/18; A24B15/28; A24B15/30; A24B15/34; C07C; C07C35/00; C07C35/02; C07C35/08; C07C35/18; C07C49/00; C07C49/587; C07C49/703; C07C49/713; C11; C11B; C11B9/00; C11B9/0026; C11B9/0034; C11B9/0069; C11B9/0073; C11B9/0076; C12; C12N; C12N1/00; C12N1/14; C12N1/145; C12P; C12P1/00; C12P1/02; C12P17/00; C12P17/02; C12P17/04; C12P7/00; C12P7/02; C12P7/24; C12P7/26; C12R; C12R2001/00; C12R2001/645
Claims Analysis
Total Claims: 17
Claim 1
Independent Claim
106 words
A process for the manufacture of an odorant and/or flavoring composition which comprises fermenting a compound of the formula ##STR14## wherein one of the dotted lines represents an additional bond, with a fungus selected from the group consisting of the genera Botryodioplodia, Botryosphaeria and Lasiodiplodia under aerobic conditions wherein (i) the pH is between 3 and 8; (ii) the temperature is between 15° C. and 35° C., (iii) the fermentation time is between 18 and 216 hours, (iv) the concentration of the substrate is from 0.5 grams per liter to 20 grams per liter, and (v) the fermentation product is separated from the culture by extraction.
Claim 2
Dependent Claim
106 words
A process for the manufacture of an odorant and/or flavoring composition which comprises fermenting a compound of the formula ##STR14## wherein one of the dotted lines represents an additional bond, with a fungus selected from the group consisting of the genera Botryodioplodia, Botryosphaeria and Lasiodiplodia under aerobic conditions wherein (i) the pH is between 3 and 8; (ii) the temperature is between 15° C. and 35° C., (iii) the fermentation time is between 18 and 216 hours, (iv) the concentration of the substrate is from 0.5 grams per liter to 20 grams per liter, and (v) the fermentation product is separated from the culture by extraction.
Claim 3
Dependent Claim
23 words
A process according to claim 1 wherein the fungus is selected from the group consisting of Botyryodiplodia theobromae, Botryosphaeria rhodina and Lasiodiplodia theobromae.
Claim 4
Dependent Claim
40 words
A process according to claim 2 wherein the fungus is selected from the group consisting of Botryodiplidia theobromae IFO-6469. Botryosphaeria rhodina CBS 356.59, Botrysphaeria rhodina CBS 175.26, Botyrysphaeria rhodina CBS 306.58, Lasiodiplodia theobromae ATCC 10936 and Lasiodiplodia theobromae ATCC 28570.
Claim 5
Dependent Claim
15 words
A process according to claim 1, 2 or 3 wherein the compound fermented is α-irone.
Claim 6
Dependent Claim
15 words
A process according to claims 1, 2 or 3 wherein the compound fermented in β-irone.
Claim 7
Dependent Claim
38 words
A process according to claim 2 or 3 wherein: (i) the pH is between 4 and 7.5; (ii) the temperature is between 24° C. and 32° C., and (iii) the fermentation time is between 18 and 144 hours.
Claim 8
Dependent Claim
28 words
A mixture prepared according to the process of claim 4 which is characterized by the presence of at least one of the compounds 2-(4-hydroxy-2,5,6,6-tetramethylcyclohex-2-en-1-yl)ethanol; 2-(4-keto-2,5,6,6-tetramethylcyclohex-2-en-1-yl)ethanol; 1,4,5,5-tetramethyl-9-oxabicyclo[4.3.0]non-2-ene or 1,4,5,5-tetramethyl-9-oxabicyclo[4.3.0]nonan-3-one.
Claim 9
Dependent Claim
26 words
A mixture prepared according to the process of claim 5 which is characterized by the presence of at least one of the compounds 2-(3hydroxy-2,5,6,6-tetramethylcyclohex-1-en-1-yl)ethanol or 2-(3-keto-2,5,6,6-tetramethylcyclohex-1-en-1-yl)ethanol.
Claim 10
Dependent Claim
21 words
A fragrance composition comprising an olfactorily effective amount of the product of claim 7 and at least one other fragrance material.
Claim 11
Dependent Claim
21 words
A fragrance composition comprising an olfactorily effective amount of the product of claim 8 and at least one other fragrance material.
Claim 12
Dependent Claim
20 words
A flavor composition comprising a flavor-imparting amount of the product of claim 7 and at least one other flavor material.
Claim 13
Dependent Claim
20 words
A flavor composition comprising a flavor-imparting amount of the product of claim 8 and at least one other flavor material.
Claim 14
Dependent Claim
26 words
A method for improving the flavor of foodstuffs, luxury consumables and/or tobacco which comprises adding thereto a flavor imparting amount of the mixture of claim 7.
Claim 15
Dependent Claim
25 words
A method for improving flavor of foodstuffs, luxury consumables and/or tobacco which comprises adding thereto a flavor imparting amount of the mixture of claim 8.
Claim 16
Dependent Claim
23 words
A method for improving the odor of fragrance compositions which comprises adding thereto an olfactorily effective amount of the mixture of claim 7.
Claim 17
Dependent Claim
23 words
A method for improving the odor of fragrance compositions which comprises adding thereto an olfactorily effective amount of the mixture of claim 8.
References Cited (Backward Citations)
US4311860A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1986-06-27 | 1986-12-27 | 1987-06-28 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1990-06-27 | 1990-12-27 | 1991-06-28 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1994-06-27 | 1994-12-27 | 1995-06-28 | $7700.00 | Window Closed / Lapsed |