CN1103331C - Process for extracting pyruvic acid from fermented liquid of pyruvic acid and preparing sodium pyrouvate - Google Patents
Process for extracting pyruvic acid from fermented liquid of pyruvic acid and preparing sodium pyrouvate Download PDFInfo
- Publication number
- CN1103331C CN1103331C CN00112049A CN00112049A CN1103331C CN 1103331 C CN1103331 C CN 1103331C CN 00112049 A CN00112049 A CN 00112049A CN 00112049 A CN00112049 A CN 00112049A CN 1103331 C CN1103331 C CN 1103331C
- Authority
- CN
- China
- Prior art keywords
- pyruvic acid
- ketopropionate
- alpha
- described method
- extracting
- 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 - Fee Related
Links
Abstract
The present invention discloses a method for extracting pyruvic acid and preparing sodium pyruvate from pyruvic acid fermentation liquor. The present invention is mainly characterized in that the pyruvic acid is extracted by one step of a new process from the pyruvic acid fermentation liquor via a special organic solvent, and sodium hydroxide is used for adjusting the pH value of reverse extraction liquid so as to produce the products of the sodium pyruvate. The present invention has the characteristics of high quality, low agent cost, simple operation, high efficiency, little environmental pollution, etc. and is especially suitable for industrial production.
Description
The present invention relates to a kind ofly from pyruvate fermentation broth, extract pyruvic acid and prepare the method for Sodium.alpha.-ketopropionate with organic solvent.
Pyruvic acid (pyruvic acid) is a kind of ketone acid that contains three carbon, and colourless liquid has the smell of similar acetate, is important mesostate in the carbohydrate metabolism process.The preparation method of pyruvic acid has three kinds, chemosynthesis, enzymatic conversion and fermentation method.At present, the method of industrial production pyruvic acid mainly is chemical synthesis and fermentation method, because the latter has the incomparable plurality of advantages of chemical synthesis, and is higher as the utilization and the transformation efficiency of raw material, thereby occupied important position in the industrial production of pyruvic acid.
The method of extracting pyruvic acid from fermented liquid mainly contains distillation under vacuum, reverse osmosis method, ion exchange method, organic solvent extractionprocess etc.
Distillation under vacuum be chemosynthesis prepare common methods in the pyruvic acid process (modern chemistry reagent handbook. the third volume of a work, biochemical reagents (two) .201-202), fermented liquid system comparatively complicated for forming, pyruvic acid content rareness, the difficulty of this method in operating process is bigger, energy consumption is big, and efficient is low.
Reverse osmosis method (Japanese Patent 06,306,011) is the molecular weight differences that exists between pyruvic acid and the high-molecular weight impurity, select for use reverse osmosis membrane to separate, because reverse osmosis technology does not need to carry out phase transformation, thereby have advantages such as save energy and resource, and product yield and purity are all higher, thereby the potentiality that this technology is used are very big.But because reverse osmosis technology needs specialized apparatus, certain difficulty is arranged in the operation, with high costs, thereby also have certain difficulty in industrial popularization.
Ion exchange method (Japanese Patent 06,345,683) is to utilize pyruvic acid to exchange on ion exchange resin with other materials or adsorptive power different, utilizes ion exchange resin column, realizes separating of pyruvic acid and other materials.Though ion exchange technique has excellent separation selectivity and very high cycles of concentration, easy to operate, remarkably productive, extraction cost is cheap, and present yield and purity can't be satisfactory, needs just can obtain better effect in conjunction with other process for purification.
Organic solvent extraction method (United States Patent (USP) 3,993,543) be to utilize pyruvic acid and other materials partition ratio different in organic solvent, by in fermented liquid, adding the specific organic solvent extraction, thereby realize separating of pyruvic acid and other materials, the organic solvent that this patent is used is ether, and technology is also comparatively single.Owing to use a large amount of organic solvents, choice of Solvent and regenerative power have been proposed high requirement, present this solvent obviously can not be competent at, under the more single technology, the rate of recovery and purity are not high, and the use of this poisonous, explosive, easy volatile solvent, environment has been caused severe contamination, also brought inconvenience for operation.But because this method is much easy and simple to handle, as long as selecting the suitable enterprising one-step optimization extraction process in extraction agent basis, the industrialization extraction scheme of this a kind of excellence of still can yet be regarded as.
The purpose of this invention is to provide a kind of environmental pollution little, easy and simple to handle efficient, expense is low, finished product purity height, be easy to extracting pyruvic acid and prepare the method for Sodium.alpha.-ketopropionate from pyruvate fermentation broth of suitability for industrialized production.
Concrete operations step of the present invention is as follows: extract pyruvic acid: it is centrifugal that (1) places supercentrifuge to carry out pyruvate fermentation broth; (2) (1) centrifugal fermented liquid supernatant liquid that obtains is handled by ion exchange resin column; (3) the fermentation liquor treatment liquid that (2) are obtained adds a kind of organosilane ester solvent and makes extraction agent, carries out extracting operation under certain temperature and pH value; (4) separate organic phase and water, add the pure water operation of stripping in organic phase; The preparation Sodium.alpha.-ketopropionate: (5) separate organic phase and the water after stripping, and regulate the pH value of water (anti-stripping agent) with caustic soda; (6) solution that (5) are obtained evaporation concentration under certain vacuum tightness and temperature separates out the Sodium.alpha.-ketopropionate crystal to certain concentration; (7) washing with alcohol crystal, vacuum filtration and dry the Sodium.alpha.-ketopropionate product.
The pyruvate fermentation broth that obtains after the fermentation ends, can adopt the centrifugally operated condition be 3000 rev/mins centrifugal 10 minutes to remove most thalline and solid substance composition.
The centrifugal supernatant liquor that obtains is handled by 732 (001 * 7) type Zeo-karb, regulated the pH value of logical liquid, slough a part of pigment, cation constituent simultaneously.
The fermentation liquor treatment liquid that after resin column is handled, obtains, its pH value is 1.0～5.0, and the pH value that also promptly extracts primary fermentation liquid is 1.0～5.0, and the best is 2.0.
The concentration of pyruvic acid is 20～120g/L in the extraction primary fermentation liquid, and the best is 40～80g/L.Adopt the organosilane ester solvent, as ethyl acetate, butylacetate, tributyl phosphate are good with tributyl phosphate as extraction agent especially, the consumption of extraction agent be at this moment fermentating liquid volume 100～200%, optimum amount is 100%.
Temperature is 5～50 ℃ during extraction, and the best is 20 ℃.
The pH value that anti-stripping agent is regulated with caustic soda soln in extraction, the back of stripping is 5.0～7.0, and the best is 5.5～6.0.
Temperature during the anti-stripping agent vacuum concentration is 40～60 ℃, and pyruvic acid content is controlled at 200～400g/L in the concentrated solution, and the best is 380g/L.
The crystal washing with alcohol is dried in 50～60 ℃ thermostatic drying chamber then, can obtain white products (Sodium.alpha.-ketopropionate).
Enzyme process (Methods of Enzymatic Analysis.3rd Edition, Vol IV Metabolites 1:Carbohydrates.570-577,1984) is adopted in the quantitative analysis of pyruvic acid; The method of the ministerial standard HG3-1166-78 of the Ministry of Chemical Industry regulation is adopted in the quantitative analysis of Sodium.alpha.-ketopropionate content.
The present invention not only can implement in the laboratory easily, and very easily uses in industrial production.The extraction agent tributyl phosphate that adopts among the present invention has very high partition ratio to pyruvic acid in the fermented liquid, so the selectivity height.The solubleness of this solvent in the aqueous solution is very little, makes it to be difficult for loss in extraction process, is easy to recycle, extraction agent can use after stripping, regenerating repeatedly, and this solvent is not volatile under operational condition, and toxicity, dangerous less is little to the pollution of environment; If in conjunction with multi-stage counter current extraction technology, will reach ideal separation and Extraction effect.The equipment that adopts is simple, and floor space is little, operate simple and easyly, with low cost, and efficient is outstanding, be easy to realization from the laboratory to industrial amplification.
Can understand the present invention better by following embodiment, they have narrated the specific operation process of extracting pyruvic acid and producing Sodium.alpha.-ketopropionate from pyruvate fermentation broth, and all take off data all are three mean values of measuring.
Embodiment 1
The pyruvate fermentation broth that fermentation obtains, through the fermented liquid pH after centrifugal, the ion-exchange is 2.0, pyruvic acid content is 40g/L, once add and the identical tributyl phosphate of fermentating liquid volume this moment, fully after the contact, liquid liquid separates, and once adds the pure water identical with the water volume and strips, and regulates anti-stripping agent pH6.0 Concentrated and crystallized in vacuum and oven dry under 60 ℃.
The result is as follows:
Sodium.alpha.-ketopropionate content 98.1%, extraction yield 50.1%.
Embodiment 2
PH when changing extraction is 5.0, and other are operated with embodiment 1.The gained result is as follows:
Sodium.alpha.-ketopropionate content 78.5%, extraction yield 50.8%.
Embodiment 3
Pyruvic acid concentration when changing extraction is 120g/L, and other are operated with embodiment 1.The gained result is as follows:
Sodium.alpha.-ketopropionate content 95.2%, extraction yield 53.9%.
Embodiment 4
Changing the extraction mode is the two-stage extraction, and promptly the solvent cumulative volume is constant, adds respectively but be divided into twice, and the centre comprises the sepn process of liquid liquid, and the corresponding operation of stripping also is divided into twice to be carried out, and other are operated with embodiment 2.The gained result is as follows:
Sodium.alpha.-ketopropionate content 98.5%, extraction yield 60.1%
Claims (12)
1. method of from pyruvate fermentation broth, extracting pyruvic acid and preparing Sodium.alpha.-ketopropionate, it is characterized in that: extract pyruvic acid: it is centrifugal that (1) places supercentrifuge to carry out pyruvate fermentation broth; (2) (1) centrifugal fermented liquid supernatant liquid that obtains is handled by ion exchange resin column; (3) the fermentation liquor treatment liquid that (2) are obtained adds a kind of organosilane ester solvent and makes extraction agent, carries out extracting operation; (4) separate organic phase and water, add the pure water operation of stripping in organic phase; The preparation Sodium.alpha.-ketopropionate: (5) separate organic phase and the water after stripping, and regulate the pH value of water with caustic soda; (6) solution evaporation that (5) are obtained concentrates, and the Sodium.alpha.-ketopropionate crystal is separated out; (7) washing with alcohol Sodium.alpha.-ketopropionate crystal, vacuum filtration and oven dry obtain the Sodium.alpha.-ketopropionate product.
2. by the described method of claim 1, be to extract pyruvic acid, it is characterized in that described centrifugally operated condition is 3000 rev/mins and obtained supernatant liquor in centrifugal 10 minutes.
3. by the described method of claim 1,, it is characterized in that described supernatant liquor adopts 732 type Zeo-karbs by ion exchange resin, obtains fermentation liquor treatment liquid for extracting pyruvic acid.
4. by the described method of claim 1, it is characterized in that the pH of the treatment solution that obtains is 1.0～5.0, the pH value that also promptly extracts primary fermentation liquid is 1.0～5.0.
5. by the described method of claim 1, the concentration that it is characterized in that extracting pyruvic acid in the primary fermentation liquid is 20～120g/L.
6. by the described method of claim 1,, it is characterized in that described organosilane ester extraction agent is tributyl phosphate, ethyl acetate, butylacetate for extracting pyruvic acid.
7. by the described method of claim 1, the temperature when it is characterized in that extracting is 5～50 ℃.
8. by the described method of claim 1, the consumption that it is characterized in that extraction agent for this moment fermentating liquid volume 100～200%.
9. by the described method of claim 1, be the preparation Sodium.alpha.-ketopropionate, the pH value with caustic soda soln adjusting anti-stripping agent after it is characterized in that extracting, stripping is 5.0～7.0.
10. by the described method of claim 1, be the preparation Sodium.alpha.-ketopropionate, the temperature when it is characterized in that the anti-stripping agent vacuum concentration is 40～60 ℃.
11.,, it is characterized in that the content of pyruvic acid is controlled at 200～400g/L in the concentrated solution for the preparation Sodium.alpha.-ketopropionate by the described method of claim 1.
12.,, it is characterized in that crystal exsiccant temperature is 50～60 ℃ for the preparation Sodium.alpha.-ketopropionate by the described method of claim 1.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN00112049A CN1103331C (en) | 2000-01-21 | 2000-01-21 | Process for extracting pyruvic acid from fermented liquid of pyruvic acid and preparing sodium pyrouvate |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN00112049A CN1103331C (en) | 2000-01-21 | 2000-01-21 | Process for extracting pyruvic acid from fermented liquid of pyruvic acid and preparing sodium pyrouvate |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN1271719A CN1271719A (en) | 2000-11-01 |
| CN1103331C true CN1103331C (en) | 2003-03-19 |
Family
ID=4581940
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN00112049A Expired - Fee Related CN1103331C (en) | 2000-01-21 | 2000-01-21 | Process for extracting pyruvic acid from fermented liquid of pyruvic acid and preparing sodium pyrouvate |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN1103331C (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104045547A (en) * | 2014-07-03 | 2014-09-17 | 江苏长泰药业有限公司 | Method for preparing sodium pyruvate by recrystallization |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101792384A (en) * | 2010-03-12 | 2010-08-04 | 韩硕 | Electric infiltration method and device for extracting pyruvic acid |
| CN106496020B (en) * | 2016-10-13 | 2019-03-05 | 江南大学 | A method of extracting α-ketoglutaric acid from microbial fermentation solution or enzymatic conversion liquid |
| CN106496019B (en) * | 2016-10-13 | 2019-03-01 | 江南大学 | A method of extracting α-ketoglutaric acid and pyruvic acid simultaneously from microbial fermentation solution or enzymatic conversion liquid |
| CN106496022B (en) * | 2016-10-13 | 2019-04-23 | 江南大学 | A method of extracting pyruvic acid from microbial fermentation solution or enzymatic conversion liquid |
| CN108841878A (en) * | 2018-06-19 | 2018-11-20 | 四川同晟生物医药有限公司 | A method of coexpression Pfansteihl oxidizing ferment and catalase coupling production Sodium Pyruvate |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH06306011A (en) * | 1993-04-21 | 1994-11-01 | Toray Ind Inc | Separation of pyruvic acid or salt thereof |
| JPH06345683A (en) * | 1993-06-14 | 1994-12-20 | Toray Ind Inc | Purification of pyruvic acid |
-
2000
- 2000-01-21 CN CN00112049A patent/CN1103331C/en not_active Expired - Fee Related
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH06306011A (en) * | 1993-04-21 | 1994-11-01 | Toray Ind Inc | Separation of pyruvic acid or salt thereof |
| JPH06345683A (en) * | 1993-06-14 | 1994-12-20 | Toray Ind Inc | Purification of pyruvic acid |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104045547A (en) * | 2014-07-03 | 2014-09-17 | 江苏长泰药业有限公司 | Method for preparing sodium pyruvate by recrystallization |
| CN104045547B (en) * | 2014-07-03 | 2016-01-06 | 江苏长泰药业有限公司 | A kind of Sodium.alpha.-ketopropionate recrystallization preparation method |
Also Published As
| Publication number | Publication date |
|---|---|
| CN1271719A (en) | 2000-11-01 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN1320122C (en) | Process for extracting xylose and xylitol from a xylose mother liquor or a xylose digest | |
| WO2012013004A1 (en) | Method for salting out and extracting acetone and butanol from fermentation liquor | |
| CN101979368A (en) | Method for extracting and salting organic acids out of fermentation liquor | |
| US11667597B2 (en) | Method for linkage recovery of organic acid in aqueous organic acid solution | |
| CN109678914B (en) | Method for pretreating sophorolipid fermentation liquor and separating and purifying sophorolipids with different structures | |
| CN1103331C (en) | Process for extracting pyruvic acid from fermented liquid of pyruvic acid and preparing sodium pyrouvate | |
| CN110330538B (en) | Separation and purification method of isomeric product in sophorolipid fermentation liquor | |
| CN100347310C (en) | Process for producing nucleotide by enzyme method | |
| CN1118472C (en) | Method of extracting ergosterol from waste mycelium | |
| CN101709322B (en) | Method for synthesizing betulic acid by carrying out biocatalysis on betulin | |
| CN102827893A (en) | Ester exchange method synthesizing process of aryl acetic acid (propionic acid) L-ascorbic acid ester | |
| CN106939033A (en) | A kind of method for isolating and purifying glutathione | |
| CN102952008A (en) | Method for extracting succinic acid from anaerobic fermentation broth | |
| CN101514155A (en) | Method for separating and extracting pyruvic acid from fermentation broth by an ion exchange method | |
| CN105732890A (en) | Preparation method of gossypol molecularly imprinted polymer | |
| CN101445816B (en) | A synthesis technology of decompressed azeotropic continuous dewatering esterase enzyme method | |
| CN1306035C (en) | Method for extracting natural abscisic acid | |
| CN1227211C (en) | Method recovering butylacetate in antibiotic production process | |
| CN101429533A (en) | Synthesis process with amide zymoid method for pressure reduction azeotropy continuous water elimination | |
| CN101081810A (en) | Purification method of propenoic acid produced by biology catalysis | |
| CN101205181A (en) | Method for extracting and separating sodium ketopropionate from acetonic acid fermentation liquid by double membrane two-step process | |
| CN1158836A (en) | Refined glycerine prepared with fermented glycerine solution and its refinement process and equipment | |
| CN111848385B (en) | Extraction method of itaconic acid in fermentation process itaconic acid mother liquor | |
| CN106381316A (en) | Method for preparing alpha-ketoglutarate sodium and purification method thereof | |
| CN116621691A (en) | Method for separating and extracting sodium pyruvate from conversion liquid in enzymatic production of sodium pyruvate |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| C14 | Grant of patent or utility model | ||
| GR01 | Patent grant | ||
| C19 | Lapse of patent right due to non-payment of the annual fee | ||
| CF01 | Termination of patent right due to non-payment of annual fee | ||
| C56 | Change in the name or address of the patentee |
Owner name: JIANGNAN UNIVERSITY Free format text: FORMER NAME: WUXI LIGHT INDUSTRY UNIV. |
|
| CP01 | Change in the name or title of a patent holder |
Address after: 214036 Jiangsu city of Wuxi Province River Road No. 170 Patentee after: Jiangnan University Address before: 214036 Jiangsu city of Wuxi Province River Road No. 170 Patentee before: Wuxi Light Industry Univ. |