CA2070697A1 - Octalactone-containing composition, fermentation process for producing same and organoleptic uses thereof - Google Patents
Octalactone-containing composition, fermentation process for producing same and organoleptic uses thereofInfo
- Publication number
- CA2070697A1 CA2070697A1 CA 2070697 CA2070697A CA2070697A1 CA 2070697 A1 CA2070697 A1 CA 2070697A1 CA 2070697 CA2070697 CA 2070697 CA 2070697 A CA2070697 A CA 2070697A CA 2070697 A1 CA2070697 A1 CA 2070697A1
- Authority
- CA
- Canada
- Prior art keywords
- mortierella
- ifo
- isabellina
- ramanniana
- mortierella isabellina
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- 238000000855 fermentation Methods 0.000 title abstract 2
- 230000004151 fermentation Effects 0.000 title abstract 2
- 239000000203 mixture Substances 0.000 title abstract 2
- 241000306282 Umbelopsis isabellina Species 0.000 abstract 8
- WWZKQHOCKIZLMA-UHFFFAOYSA-N octanoic acid Chemical compound CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 abstract 4
- JKRDADVRIYVCCY-UHFFFAOYSA-N 2-hydroxyoctanoic acid Chemical compound CCCCCCC(O)C(O)=O JKRDADVRIYVCCY-UHFFFAOYSA-N 0.000 abstract 2
- 239000005635 Caprylic acid (CAS 124-07-2) Substances 0.000 abstract 2
- 241000133249 Umbelopsis ramanniana var. ramanniana Species 0.000 abstract 2
- 229960002446 octanoic acid Drugs 0.000 abstract 2
- 241001451061 Choanephora cucurbitarum Species 0.000 abstract 1
- 241000736855 Syncephalastrum racemosum Species 0.000 abstract 1
- 241000907980 Umbelopsis nana Species 0.000 abstract 1
- 241000134363 Umbelopsis ramanniana Species 0.000 abstract 1
- 241000180122 Umbelopsis vinacea Species 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 125000004494 ethyl ester group Chemical group 0.000 abstract 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
- 238000007273 lactonization reaction Methods 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 244000005700 microbiome Species 0.000 abstract 1
- 230000020477 pH reduction Effects 0.000 abstract 1
- 238000002360 preparation method Methods 0.000 abstract 1
Landscapes
- Preparation Of Compounds By Using Micro-Organisms (AREA)
Abstract
Described is a process for the preparation of compositions of matter containing octalactones defined according to the structure:
which includes the stereoisomers having the structures:
by means of the sequential steps of (i) fermentation of caprylic acid or the ethyl ester of caprylic acid defined according to the generic structure:
wherein R is hydrogen or ethyl using a microorganism selected from the group consisting of:
Mortierella isabellina, ATCC 44583;
Mortierella isabellina, ATCC 38063;
Syncephalastrum racemosum, NRRL A-5889;
Mortierella isabellina, IFO 7884;
Mortierella ramanniana var, angulispo_ra, IFO 8187;
Mortierella isabellina, CBS 221,29;
Mortierella isabellina, IFO 7873;
Mortierella ramanniana var. ramanniana, CBS 112.08;
Mortierella ramanniana var. ramanniana, CBS 478.63;
Choanephora cucurbitarum, NRRL 2744;
Mortierella isabellina, TFO 8183;
Mortierella isabellina, IFO 8309;
Mortierella nana, IFO 8794;
Mortierella isabellina, IFO 7824; and Mortierella vinacea, IFO 6738 whereby a gamma hydroxy octanoic acid defined according to the structure:
is formed, and (ii) lactonization of the resulting gamma hydroxy octanoic acid by means of simultaneous acidification and heating according to the reaction sequence:
which includes the stereoisomers having the structures:
by means of the sequential steps of (i) fermentation of caprylic acid or the ethyl ester of caprylic acid defined according to the generic structure:
wherein R is hydrogen or ethyl using a microorganism selected from the group consisting of:
Mortierella isabellina, ATCC 44583;
Mortierella isabellina, ATCC 38063;
Syncephalastrum racemosum, NRRL A-5889;
Mortierella isabellina, IFO 7884;
Mortierella ramanniana var, angulispo_ra, IFO 8187;
Mortierella isabellina, CBS 221,29;
Mortierella isabellina, IFO 7873;
Mortierella ramanniana var. ramanniana, CBS 112.08;
Mortierella ramanniana var. ramanniana, CBS 478.63;
Choanephora cucurbitarum, NRRL 2744;
Mortierella isabellina, TFO 8183;
Mortierella isabellina, IFO 8309;
Mortierella nana, IFO 8794;
Mortierella isabellina, IFO 7824; and Mortierella vinacea, IFO 6738 whereby a gamma hydroxy octanoic acid defined according to the structure:
is formed, and (ii) lactonization of the resulting gamma hydroxy octanoic acid by means of simultaneous acidification and heating according to the reaction sequence:
Applications Claiming Priority (6)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US07/719,154 US5112803A (en) | 1991-06-21 | 1991-06-21 | Octalactone-containing composition, fermentation process for producing same and organoleptic uses thereof |
| US719,154 | 1991-06-21 | ||
| US797,055 | 1992-01-23 | ||
| US07/797,055 US5166366A (en) | 1991-06-21 | 1992-01-23 | Octalactone-containing composition, fermentation process for producing same and organoleptic uses thereof |
| US887,144 | 1992-05-22 | ||
| US07/887,144 US5274128A (en) | 1991-06-21 | 1992-05-22 | Octalactone-containing composition, fermentation process for producing same and organoleptic uses thereof |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2070697A1 true CA2070697A1 (en) | 1992-12-22 |
| CA2070697C CA2070697C (en) | 2001-08-21 |
Family
ID=27418992
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA 2070697 Expired - Fee Related CA2070697C (en) | 1991-06-21 | 1992-06-08 | Octalactone-containing composition, fermentation process for producing same and organoleptic uses thereof |
Country Status (1)
| Country | Link |
|---|---|
| CA (1) | CA2070697C (en) |
-
1992
- 1992-06-08 CA CA 2070697 patent/CA2070697C/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| CA2070697C (en) | 2001-08-21 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EEER | Examination request | ||
| MKLA | Lapsed |