GB916822A - Microbiological reduction of keto-carboxylic acids - Google Patents
Microbiological reduction of keto-carboxylic acidsInfo
- Publication number
- GB916822A GB916822A GB22663/59A GB2266359A GB916822A GB 916822 A GB916822 A GB 916822A GB 22663/59 A GB22663/59 A GB 22663/59A GB 2266359 A GB2266359 A GB 2266359A GB 916822 A GB916822 A GB 916822A
- Authority
- GB
- United Kingdom
- Prior art keywords
- micro
- reduction
- aeration
- organisms
- organism
- 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.)
- Expired
Links
- 230000002906 microbiologic effect Effects 0.000 title abstract 3
- 244000005700 microbiome Species 0.000 abstract 4
- 239000002253 acid Substances 0.000 abstract 3
- 240000004808 Saccharomyces cerevisiae Species 0.000 abstract 2
- 235000014680 Saccharomyces cerevisiae Nutrition 0.000 abstract 2
- 150000007513 acids Chemical class 0.000 abstract 2
- 238000005273 aeration Methods 0.000 abstract 2
- 239000002609 medium Substances 0.000 abstract 2
- 230000002829 reductive effect Effects 0.000 abstract 2
- 101100277337 Arabidopsis thaliana DDM1 gene Proteins 0.000 abstract 1
- 241000894006 Bacteria Species 0.000 abstract 1
- 241000222120 Candida <Saccharomycetales> Species 0.000 abstract 1
- 239000004215 Carbon black (E152) Substances 0.000 abstract 1
- 241000260546 Carpoglyphus lactis Species 0.000 abstract 1
- 241000222290 Cladosporium Species 0.000 abstract 1
- 241001297095 Corynoptera globiformis Species 0.000 abstract 1
- 241000588722 Escherichia Species 0.000 abstract 1
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 abstract 1
- 244000285963 Kluyveromyces fragilis Species 0.000 abstract 1
- 241000191938 Micrococcus luteus Species 0.000 abstract 1
- 241000228150 Penicillium chrysogenum Species 0.000 abstract 1
- 240000003114 Salix fragilis Species 0.000 abstract 1
- 125000001931 aliphatic group Chemical group 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 239000003429 antifungal agent Substances 0.000 abstract 1
- 239000012736 aqueous medium Substances 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical class OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 abstract 1
- 101150113676 chr1 gene Proteins 0.000 abstract 1
- 239000008103 glucose Substances 0.000 abstract 1
- 229930195733 hydrocarbon Natural products 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
- 150000002596 lactones Chemical class 0.000 abstract 1
- 239000008055 phosphate buffer solution Substances 0.000 abstract 1
- 229920006395 saturated elastomer Polymers 0.000 abstract 1
- 239000000126 substance Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
- C07D307/26—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
- C07D307/30—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D307/32—Oxygen atoms
- C07D307/33—Oxygen atoms in position 2, the oxygen atom being in its keto or unsubstituted enol form
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF
- A23L27/00—Spices; Flavouring agents or condiments; Artificial sweetening agents; Table salts; Dietetic salt substitutes; Preparation or treatment thereof
- A23L27/20—Synthetic spices, flavouring agents or condiments
- A23L27/24—Synthetic spices, flavouring agents or condiments prepared by fermentation
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D309/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings
- C07D309/16—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
- C07D309/28—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D309/30—Oxygen atoms, e.g. delta-lactones
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Biotechnology (AREA)
- Health & Medical Sciences (AREA)
- Nutrition Science (AREA)
- Food Science & Technology (AREA)
- Polymers & Plastics (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
Abstract
Optically active hydroxycarboxylic acids and lactones are prepared by microbiological reduction of ketocarboxylic acids of the general formula R.CO.(CHR1)nCOOH (wherein R represents an aliphatic non-acetylenic hydrocarbon radical of 1-14 carbon atoms, R1 represents hydrogen or a C1-5 alkyl group and n is 2 or 3), by incorporating the ketocarboxylic acid in an aqueous medium containing a viable micro-organism having a reductive capacity, allowing reduction to proceed and separating the product from the medium. The products are useful as fungistatic agents or flavouring substances. According to the Provisional Specification, R may represent an unsubstituted or substituted, saturated or unsaturated aliphatic hydrocarbon radical or a cycloaliphatic or mixed aliphatic-cycloaliphatic radical.ALSO:Micro-organisms having a reductive capacity, which have been inactivated in the course of microbiological reduction of ketocarboxylic acids, can be reconstituted by suspending them in a phosphate buffer solution of pH 6-8 containing glucose, for a few hours with aeration. Less effective reconstitution can be effected by omitting the aeration, or by simply suspending the inactivated micro-organism in a new medium for the main reaction. The micro-organisms may be yeasts (e.g. Saccharomyces cerevisiae, S. fragilis, Candida dattila, C. globiformis, C. monosa, C. pseudotropicalis or C. lactis), moulds (e.g. Penicillium notatum, Margarinomyces bubaki or Cladosporium butyri) or bacteria (e.g. Sarcina lutea or Escherichia freundi).
Priority Applications (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB22663/59A GB916822A (en) | 1959-07-01 | 1959-07-01 | Microbiological reduction of keto-carboxylic acids |
| DK255560AA DK105415C (en) | 1959-07-01 | 1960-06-30 | Process for the production of optically active γ- or δ-lactones with 5-18 and 6-18 carbon atoms, respectively. |
| FR831744A FR1272949A (en) | 1959-07-01 | 1960-07-01 | Process for the manufacture of optically active lactones, their corresponding hydroxycarboxylic acids and their esters |
| SE6436/60A SE302298B (en) | 1959-07-01 | 1960-07-01 | |
| DEU7293A DE1298975B (en) | 1959-07-01 | 1960-07-01 | Process for the production of optically active ª † - or delta-lactones |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB22663/59A GB916822A (en) | 1959-07-01 | 1959-07-01 | Microbiological reduction of keto-carboxylic acids |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB916822A true GB916822A (en) | 1963-01-30 |
Family
ID=10183085
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB22663/59A Expired GB916822A (en) | 1959-07-01 | 1959-07-01 | Microbiological reduction of keto-carboxylic acids |
Country Status (4)
| Country | Link |
|---|---|
| DE (1) | DE1298975B (en) |
| DK (1) | DK105415C (en) |
| GB (1) | GB916822A (en) |
| SE (1) | SE302298B (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0283950A2 (en) * | 1987-03-21 | 1988-09-28 | Hoechst Aktiengesellschaft | Peach aroma, preparation and its use |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1023028B (en) * | 1952-08-08 | 1958-01-23 | Unilever Nv | Process for preparing the lactone of ª-oxydodecanoic acid |
| DE1038549B (en) * | 1952-08-08 | 1958-09-11 | Unilever Nv | Process for the production of ª € -oxydekaneeurelactone serving as a flavoring agent |
| DE1023756B (en) * | 1952-08-08 | 1958-02-06 | Unilever Nv | Process for the production of ª € -oxydodecanoeeurelactone serving as a flavoring agent (a € -oxylaurinic acid lactone) |
| DE1022578B (en) * | 1952-08-08 | 1958-01-16 | Unilever Nv | Process for the preparation of the lactone of ª-oxydecanoic acid |
| DE1023755B (en) * | 1954-06-28 | 1958-02-06 | Union Carbide Corp | Process for the production of ª ‡, ª € -dimethyl-ª € -oxy-ªŠ-caprolactone |
-
1959
- 1959-07-01 GB GB22663/59A patent/GB916822A/en not_active Expired
-
1960
- 1960-06-30 DK DK255560AA patent/DK105415C/en active
- 1960-07-01 DE DEU7293A patent/DE1298975B/en active Pending
- 1960-07-01 SE SE6436/60A patent/SE302298B/xx unknown
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0283950A2 (en) * | 1987-03-21 | 1988-09-28 | Hoechst Aktiengesellschaft | Peach aroma, preparation and its use |
| EP0283950A3 (en) * | 1987-03-21 | 1989-02-08 | Hoechst Aktiengesellschaft | Peach aroma, preparation and its use |
Also Published As
| Publication number | Publication date |
|---|---|
| DE1298975B (en) | 1969-07-10 |
| SE302298B (en) | 1968-07-15 |
| DK105415C (en) | 1966-09-26 |
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