CN103524316A - Method for separating and extracting acetoin from fermentation solution - Google Patents
Method for separating and extracting acetoin from fermentation solution Download PDFInfo
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- CN103524316A CN103524316A CN201310435320.5A CN201310435320A CN103524316A CN 103524316 A CN103524316 A CN 103524316A CN 201310435320 A CN201310435320 A CN 201310435320A CN 103524316 A CN103524316 A CN 103524316A
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- hydroxybutanone
- organic solvent
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/78—Separation; Purification; Stabilisation; Use of additives
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/78—Separation; Purification; Stabilisation; Use of additives
- C07C45/80—Separation; Purification; Stabilisation; Use of additives by liquid-liquid treatment
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Abstract
The invention discloses a method for separating and extracting acetoin from a fermentation solution, which specifically comprises the following steps: removing thalli from an acetoin fermentation solution through a filtration or centrifuging method by using a microfiltration membrane, thus obtaining a fermentation clear solution; adding inorganic salt into the fermentation clear solution, adding hydrophilic organic solvent into the fermentation clear solution after the inorganic salt is dissolved, sufficiently and uniformly mixing, and standing until phase splitting (stratification); performing reduced pressure distillation on the upper phase to recover or remove the hydrophilic organic solvent, thus obtaining a concentrated acetoin solution; and concentrating the lower phase for cyclic utilization. According to the invention, the acetoin is concentrated from the fermentation solution into the organic solvent solution by the double water phases formed by the hydrophilic organic solvent and the inorganic salt, and the organic solvent is separated and recovered through reduced pressure distillation, thus obtaining the concentrated acetoin solution. The process is simple to operate and easy to realize scale-up production; the acetoin recovery rate is high; and the used inorganic salt and organic solvent can be recovered for reutilization. Thus, the method is suitable for industrial production.
Description
Technical field
The present invention relates to the separation and extraction technology of product in microbial fermentation solution, relate in particular to a kind of from fermented liquid the two aqueous phase extraction method of separated 3-Hydroxybutanone, belong to technical field of bioengineering.
Background technology
3-Hydroxybutanone (acetoin), have another name called acetoin, vinegar drone, methyl acetylcarbinol, 2,3-butanolone, it is a kind of important aroma compounds that is, natural being present in corn, grape, cocoa, apple, banana, strawberry and some animal tissues, within 2004, USDOE is classified as one of hardware and software platform compound of 30 kinds of preferential developments utilizations.3-Hydroxybutanone is a kind of fragrance material with milk fragrance, during high density, there is strong strong butter aroma, fragrant milk taste during lower concentration with simple and tasteful delicate fragrance, can to the requirement of milk fragrance, be allocated for different foods, be a kind of flavouring agent additive of good mouthfeel, be widely used in coffee preparation, chocolate, nut, milk-product, essence, milk wet goods flavour substances; One of important minor component in 3-Hydroxybutanone or white wine, beer and grape wine, the local flavor of its content and alcoholic beverage has substantial connection, therefore often according to local flavor, requires for drinks blending; In field of medicaments, it is chloro-4 that 3-Hydroxybutanone can synthesize 4-, 5-dimethyl-1, and 3-dioxolane-2-ketone and lenampicillium hydrochloride etc. can be used in the synthetic intermediates of antibiotics such as penicillin, penbritin; 3-Hydroxybutanone is added in tobacco, can greatly improve the fragrance quality of tobacco, at Field of Tobacco, has exploitation prospect widely.
At present, the technology of Production by Microorganism Fermentation 3-Hydroxybutanone has obtained good development, fermentation production rate is the highest reached 60g/L more than, reached the level of suitability for industrialized production, but seldom, this has restricted the commercial application that biotechnology is produced 3-Hydroxybutanone in the technical study of separating-purifying 3-Hydroxybutanone from fermented liquid.Utilize microorganism fermentative production 3-Hydroxybutanone, to take the aqueous solution as medium, but the wetting ability of 3-Hydroxybutanone is very strong, miscible with water in fermented liquid, the means such as that present inventor once adopted was normal-temperature distilled, underpressure distillation are carried out separation, in the concentration of discovery 3-Hydroxybutanone in air distillation liquid and fermented liquid, concentration is basic identical, and underpressure distillation, also low in the concentration ratio fermented liquid of 3-Hydroxybutanone in cut, therefore, the effective separated 3-Hydroxybutanone from fermented liquid of the mode by normal pressure and underpressure distillation.Equally, because the polarity of 3-Hydroxybutanone is strong, adopt the low-pole not miscible with water or non-polar solvent extraction, 3-Hydroxybutanone percentage extraction is lower, is not suitable for mass-producing application.Chinese patent CN102296094B is separated 3-Hydroxybutanone (acetoin) from cell transformation liquid, first adopt underpressure distillation to obtain the acetoin aqueous solution, then by ethyl acetate, carry out 6～8 extractions, can greatly increase running cost like this, be not suitable for industrial applications.Chinese patent CN101012152A adopts a kind of 3-Hydroxybutanone of making by oneself in superhigh cross-linking resin HD-02 absorption fermented liquid, and then with ethanol elution, elutriant distillation is obtained to 3-Hydroxybutanone, and concentrate is than approximately 1～3 times.What the method need to adopt is that self-control is resin dedicated, and concentrate is lower.Not yet relevant for high efficiency separation from fermented liquid, extract at present the report of 3-Hydroxybutanone.
Aqueous two phase extraction technique starts from the sixties in 20th century, and the double water-phase using in aqueous two-phase extraction is comprised of two kinds of immiscible macromolecular solutions or immiscible salts solution and macromolecular solution.Modal is exactly polyoxyethylene glycol (PEG)/dextran (Dextran) and PEG/ inorganic salt (vitriol, phosphoric acid salt etc.) system.Because the polymkeric substance price comparisons such as dextran are high, industrial applications has certain difficulty in actual applications, and people start to seek less expensive double water-phase raw material.Research discovery, small molecules organic solvent that can be miscible with water, as ethanol, Virahol, acetone etc., joins in some inorganic salt solution, can form organic solvent/inorganic salt double-aqueous phase system.The two phase aqueous extraction system that this class is novel shows wide application prospect in various fields.Such as Chinese patent CN10321192A adopts ethanol and ammonium sulfate system, from glucose seed, extract total flavones, at ethanol, the rate of recovery in mutually reaches more than 98% total flavones.The double-aqueous phase system that Chinese patent CN101531652B utilizes hydrophilic small molecules organic solvent and inorganic salt to form extracts anthocyanidin from cranberry residue, and the rate of recovery on anthocyanidin in mutually reaches more than 90%.Lu Juncai etc. adopt acetone-ammonium sulfate double-aqueous phase system separation and purification pigment (acetone-ammonium sulfate double-aqueous phase system separation and purification safflower red pigment, chemical research and application, 2007,19 (6): 679-682), haematochrome yield is greater than 98%.Double water-phase separated 1,3-PD from fermented liquid that Chinese patent CN101012151B utilizes small molecules organic solvent to form with inorganic salt, the upper middle 1,3-PD rate of recovery approximately 85～95% mutually.Double water-phase separating 2,3-butanediol from fermented liquid that Chinese patent CN101012152B utilizes small molecules organic solvent and inorganic salt to form, the upper middle 2,3-butanediol rate of recovery is mutually 85～95%.At present, not yet relevant for the report that adopts aqueous two phase extraction technique separated 3-Hydroxybutanone from fermented liquid.
Summary of the invention
For a current difficult problem for separation and Extraction 3-Hydroxybutanone from fermented liquid, the invention provides a kind of method that adopts aqueous two phase extraction technique separating and concentrating 3-Hydroxybutanone from fermented liquid, two phase aqueous extraction system separation and Extraction 3-Hydroxybutanone from fermented liquid that the method adopts hydrophilic small molecules organic solvent and inorganic salt to form, the rate of recovery is high, good separating effect.
The present invention is achieved by the following technical solutions:
A method for separation and Extraction 3-Hydroxybutanone from fermented liquid, comprises the following steps:
(1) acetoin fermentation liquid is removed to thalline by micro-filtrate membrane filtration or centrifugal method, obtain fermentation clear liquid;
(2) get the fermentation clear liquid of certain volume, add appropriate inorganic salt, after inorganic salt dissolve completely, in system, add appropriate hydrophilic organic solvent again, fully mix standing phase-splitting (generally need standing 2～10h, it is complete that preferably 4～6h makes phase-splitting), upper phase (upper strata) is for being rich in the organic phase of 3-Hydroxybutanone, lower mutually for being rich in the inorganic salt face (inorganic salt solution) of water.Above by underpressure distillation, reclaim or remove hydrophilic organic solvent, obtain the concentrated solution containing 3-Hydroxybutanone, inorganic salt can recycle after concentrating for lower phase;
In the system being comprised of fermented liquid, inorganic salt and hydrophilic organic solvent three, the addition of inorganic salt is 10～40% of system total mass, and the addition of hydrophilic organic solvent is 10～40% of system total mass.
In described step (1), acetoin fermentation liquid is: the object product that subtilis utilizes glucose to make through normal fermentation for raw material is acetoin fermentation liquid; Or: it is acetoin fermentation liquid that other genus bacillus or bacterium utilize the object product that glucose is raw material production.
In described step (1), the degerming of acetoin fermentation liquid can be selected the degerming of microfiltration membrane micro-filtration, and the aperture of microfiltration membrane used is 0.1～0.4um; Also can select to adopt the method degerming of centrifugation, centrifugal condition is: 4000～5000r/min, centrifugal 5～10min.
Preferably, in described step (2), inorganic salt are selected from dipotassium hydrogen phosphate, ammonium sulfate, most preferably dipotassium hydrogen phosphate; The addition of inorganic salt is 15～30% of system total mass;
Preferably, in described step (2), hydrophilic organic solvent is selected from dehydrated alcohol, Virahol, acetonitrile, most preferably (reason of preferred alcohol is dehydrated alcohol: except considering the rate of recovery, also take into account recovery convenience and the edible safety of organic solvent), the addition of hydrophilic organic solvent is 20～35% of system total mass.
Preferably, in described step (2), inorganic salt are selected from dipotassium hydrogen phosphate, and the addition of dipotassium hydrogen phosphate is 20～25% of system total mass; Hydrophilic organic solvent is selected from dehydrated alcohol, and the addition of dehydrated alcohol is 25～30% of system total mass.
Disclosed by the invention from fermented liquid the method for separation and Extraction 3-Hydroxybutanone, by adding inorganic salt and the hydrophilic organic solvent of certain mass mark to form double-aqueous phase system in fermentation clear liquid, in fermented liquid 3-Hydroxybutanone be concentrated to organic solvent mutually in, separated two-phase, be rich in the organic solvent of 3-Hydroxybutanone mutually by underpressure distillation Separation and Recovery organic solvent, obtain 3-Hydroxybutanone concentrated solution, the organic solvent mutually rate of recovery of middle 3-Hydroxybutanone is up to more than 97%, and phase 3-Hydroxybutanone partition ratio reaches as high as more than 15 times up and down.This technological operation is simple, is easy to amplify, and the rate of recovery of 3-Hydroxybutanone is high, and inorganic salt used and organic solvent can recyclings, are applicable to suitability for industrialized production.
Embodiment
Below in conjunction with embodiment, the present invention is further illustrated.But content of the present invention is not limited by the following examples.
The preparation of embodiment 13-oxobutanol fermented liquid
Acetoin fermentation liquid of the present invention obtains by the following method: in 100～1000L fermentor tank, 70～75% fermention mediums are housed, after conventional sterilizing, with 5% inoculum size inoculation subtilis SFA-H43(or other, can transforming glucose produce 3-hydroxyl fourth bacterial strain) in fermention medium, control suitable temperature (30～37 ℃), dissolved oxygen (dissolved oxygen concentration 5～30% relatively), pH(5.5～7.0), the stir culture of ventilating, exhaust (in fermented liquid, can't detect glucose content) to carbon source, finish fermentation, obtaining 3-Hydroxybutanone concentration is the acetoin fermentation liquid of 40～70g/L.
Through ceramic micro filter membrane filtration, (aperture of ceramic membrane is 0.2～0.4um to above-mentioned acetoin fermentation liquid, Hefei Shi Jiemo engineering limited liability company provides) after degerming, obtain fermentation clear liquid (the concentration 40～70g/L of 3-Hydroxybutanone), for the following example.
Above-mentioned fermentation bacillus subtilis strain SFA-H43(BacillussubtilisSFA-H43) on May 7th, 2013, be preserved in Chinese Typical Representative culture collection center, deposit number is CCTCCNo:M2013181, preservation address is: Hubei China province Wuhan City Wuhan University, postcode: 430072.This bacterial strain is claimed in another application for a patent for invention of applicant, and the applying date is on 07 10th, 2013, and application number is: 201310289934.7.
Consisting of of above-mentioned bacterial strains SFA-H43 fermentation 3-Hydroxybutanone substratum: glucose 100～160g/L, yeast extractive substance 3～6g/L, corn steep liquor 5～10g/L, (NH
4)
2hPO
42～3g/L, MgSO
42g/L, MnSO
40.2g/L, all the other are water, pH7.0～7.2.
The aqueous two-phase extraction of 3-Hydroxybutanone in embodiment 2 fermented liquids
Choose 1000g double-aqueous phase system, get fermentation clear liquid 550g, the dipotassium hydrogen phosphate 200g(massfraction 20% adding, w/w), stirring and dissolving, then (massfraction 25%, w/w), fully mixes to add the dehydrated alcohol of 250g, standing 4h, the complete phase-splitting of mixed liquor, upper is organic solvent phase 565mL mutually, lower floor is inorganic salt face 304mL.The partition ratio of phase 3-Hydroxybutanone is 13.37 up and down, and in organic phase, the rate of recovery of 3-Hydroxybutanone is 96.1%.
The aqueous two-phase extraction of 3-Hydroxybutanone in embodiment 3 fermented liquids
Choose the double-aqueous phase system of 1000g: get 450g(45%, w/w) fermentation clear liquid, add 25%(w/w) dipotassium hydrogen phosphate, stirring and dissolving, then adds 30%(w/w) dehydrated alcohol, fully mix, standing 5h phase-splitting, organic phase volume is 580mL, lower phase volume is 300mL, the partition ratio of 3-Hydroxybutanone is 17.83, and in organic phase, the rate of recovery of 3-Hydroxybutanone is 97.6%.
The aqueous two-phase extraction of 3-Hydroxybutanone in embodiment 4 fermented liquids
Choose the double-aqueous phase system of 1000g: get 550g(55%, w/w) fermentation clear liquid, add 25%(w/w) dipotassium hydrogen phosphate, stirring and dissolving, then adds 20%(w/w) dehydrated alcohol, fully mix, standing 5h phase-splitting, organic phase volume is 520mL, lower phase volume is 320mL, the partition ratio of 3-Hydroxybutanone is 14.06, and in organic phase, the rate of recovery of 3-Hydroxybutanone is 95.8%.
The aqueous two-phase extraction of 3-Hydroxybutanone in embodiment 5 fermented liquids
Choose the double-aqueous phase system of 1000g: get 550g(55%, w/w) fermentation clear liquid, add 250g(25%, w/w) dipotassium hydrogen phosphate, after stirring and dissolving, then adds 200g(20%, w/w) Virahol, fully mix, standing 4h under room temperature, after phase-splitting completely, phase in measurement (organic phase) volume 400mL, lower phase volume 440mL, the partition ratio of 3-Hydroxybutanone is 8.80, the upper rate of recovery of middle 3-Hydroxybutanone is mutually 88.8%.
The aqueous two-phase extraction of 3-Hydroxybutanone in embodiment 6 fermented liquids
The double-aqueous phase system of choosing 1000g, takes 550g(55%, w/w) the centrifugal thalline fermentation clear liquid of going, add 25%(w/w) dipotassium hydrogen phosphate, stir to be dissolved after, then add 20%(w/w) acetonitrile, be uniformly mixed, static 3h under room temperature, after complete phase-splitting, phase volume 480mL in measurement, lower phase volume 420mL, the partition ratio of 3-Hydroxybutanone is 8.14, and the upper rate of recovery of middle 3-Hydroxybutanone is mutually 90.3%.
The aqueous two-phase extraction of 3-Hydroxybutanone in embodiment 7 fermented liquids
The double-aqueous phase system of choosing 1000g, takes 550g(55%, w/w) the centrifugal thalline fermentation clear liquid of going, add 25%(w/w) ammonium sulfate, stir to be dissolved after, then add 20%(w/w) dehydrated alcohol, be uniformly mixed, static 6h under room temperature, after complete phase-splitting, phase volume 360mL in measurement, lower phase volume 540mL, the partition ratio of 3-Hydroxybutanone is 5.96, and the upper rate of recovery of middle 3-Hydroxybutanone is mutually 80.0%.
The aqueous two-phase extraction of 3-Hydroxybutanone in embodiment 8 fermented liquids
The double-aqueous phase system of choosing 1000g, takes 550g(55%, w/w) the centrifugal thalline fermentation clear liquid of going, add 25%(w/w) ammonium sulfate, stir to be dissolved after, then add 20%(w/w) acetonitrile, be uniformly mixed, static 4h under room temperature, after complete phase-splitting, phase volume 380mL in measurement, lower phase volume 500mL, the partition ratio of 3-Hydroxybutanone is 7.45, and the upper rate of recovery of middle 3-Hydroxybutanone is mutually 85.0%.
Claims (7)
1. a method for separation and Extraction 3-Hydroxybutanone from fermented liquid, is characterized in that: step is as follows:
(1) acetoin fermentation liquid is removed to thalline by micro-filtrate membrane filtration or centrifugal method, obtain fermentation clear liquid;
(2) get the fermentation clear liquid of certain volume, add inorganic salt, after inorganic salt dissolve completely, then add hydrophilic organic solvent in system, fully mix, standing phase-splitting, upper mutually for being rich in the organic phase of 3-Hydroxybutanone, lower mutually for being rich in the inorganic salt face of water; Above by underpressure distillation, reclaim or remove hydrophilic organic solvent, obtain the concentrated solution of 3-Hydroxybutanone, lower phase is inorganic salt reusable edible after concentrated; In the system being comprised of fermentation clear liquid, inorganic salt and hydrophilic organic solvent three, the addition of inorganic salt is 10～40% of system total mass, and the addition of hydrophilic organic solvent is 10～40% of system total mass.
According to claim 1 from fermented liquid the two aqueous phase extraction method of separated 3-Hydroxybutanone, it is characterized in that: in described step (1), acetoin fermentation liquid is: subtilis utilize glucose for raw material through the object product that makes of fermentation, be acetoin fermentation liquid; Or: it is acetoin fermentation liquid that other genus bacillus or bacterium utilize the object product that glucose is raw material production.
According to claim 1 from fermented liquid the two aqueous phase extraction method of separated 3-Hydroxybutanone, it is characterized in that: in described step (1), the aperture that fermented liquid is removed thalline microfiltration membrane used is 0.1～0.4um, and microfiltration membrane is selected ceramic material; The centrifugal condition of bactofugation is: 4000～5000r/min, centrifugal 10～15 minutes.
According to claim 1 from fermented liquid the two aqueous phase extraction method of separated 3-Hydroxybutanone, it is characterized in that: in described step (2), inorganic salt are selected from dipotassium hydrogen phosphate, ammonium sulfate; The addition of inorganic salt accounts for 15～30% of total system massfraction.
According to claim 1 from fermented liquid the two aqueous phase extraction method of separated 3-Hydroxybutanone, it is characterized in that: in described step (2), hydrophilic organic solvent is selected from dehydrated alcohol, Virahol, acetonitrile; The addition of hydrophilic organic solvent is 20～25% of system total mass.
6. according to the two aqueous phase extraction method of separated 3-Hydroxybutanone from fermented liquid described in claim 1 or 4 or 5, it is characterized in that: in described step (2), inorganic salt select dipotassium hydrogen phosphate, the addition of dipotassium hydrogen phosphate is 20～25% of system total mass; Hydrophilic organic solvent selects dehydrated alcohol, and the addition of dehydrated alcohol is preferably 25～30% of system total mass.
According to claim 1 from fermented liquid the two aqueous phase extraction method of separated 3-Hydroxybutanone, it is characterized in that: in described step (2), the standing phase-splitting time is 2～10h.
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Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110305913A (en) * | 2019-06-28 | 2019-10-08 | 山东省食品发酵工业研究设计院 | A kind of method of saccharine material production Tetramethylpyrazine |
| CN113049351A (en) * | 2021-03-25 | 2021-06-29 | 东北农业大学 | Double-aqueous-phase enrichment method and detection method for thiocyanate in milk and dairy products |
| CN113801186A (en) * | 2021-10-12 | 2021-12-17 | 大连工业大学 | Method for extracting lipopeptide compounds from bacillus subtilis fermentation liquor |
| CN116003232A (en) * | 2022-12-26 | 2023-04-25 | 重庆欣欣向荣精细化工有限公司 | Method for purifying acetoin in fermentation liquor |
| CN113801186B (en) * | 2021-10-12 | 2024-05-14 | 焦作市佰役安生物工程有限公司 | Method for extracting antibacterial lipopeptid compounds from bacillus subtilis fermentation liquor |
-
2013
- 2013-09-23 CN CN201310435320.5A patent/CN103524316A/en active Pending
Non-Patent Citations (1)
| Title |
|---|
| YIXIAO FAN ET AL.: "isolation of acetion-producing bacillus strains from Japanese traditional food-natto", 《PREPARATIVE BIOCHEMISTRY & BIOTECHNOLOGY》 * |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110305913A (en) * | 2019-06-28 | 2019-10-08 | 山东省食品发酵工业研究设计院 | A kind of method of saccharine material production Tetramethylpyrazine |
| CN113049351A (en) * | 2021-03-25 | 2021-06-29 | 东北农业大学 | Double-aqueous-phase enrichment method and detection method for thiocyanate in milk and dairy products |
| CN113801186A (en) * | 2021-10-12 | 2021-12-17 | 大连工业大学 | Method for extracting lipopeptide compounds from bacillus subtilis fermentation liquor |
| CN113801186B (en) * | 2021-10-12 | 2024-05-14 | 焦作市佰役安生物工程有限公司 | Method for extracting antibacterial lipopeptid compounds from bacillus subtilis fermentation liquor |
| CN116003232A (en) * | 2022-12-26 | 2023-04-25 | 重庆欣欣向荣精细化工有限公司 | Method for purifying acetoin in fermentation liquor |
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Application publication date: 20140122 |