CN113355372A - Process for purifying soybean whey and extracting soybean isoflavone aglycone - Google Patents
Process for purifying soybean whey and extracting soybean isoflavone aglycone Download PDFInfo
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- CN113355372A CN113355372A CN202110647779.6A CN202110647779A CN113355372A CN 113355372 A CN113355372 A CN 113355372A CN 202110647779 A CN202110647779 A CN 202110647779A CN 113355372 A CN113355372 A CN 113355372A
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- soybean isoflavone
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- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P17/00—Preparation of heterocyclic carbon compounds with only O, N, S, Se or Te as ring hetero atoms
- C12P17/02—Oxygen as only ring hetero atoms
- C12P17/06—Oxygen as only ring hetero atoms containing a six-membered hetero ring, e.g. fluorescein
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- C07D—HETEROCYCLIC COMPOUNDS
- C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
- C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D311/04—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring
- C07D311/22—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4
- C07D311/26—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4 with aromatic rings attached in position 2 or 3
- C07D311/34—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4 with aromatic rings attached in position 2 or 3 with aromatic rings attached in position 3 only
- C07D311/36—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4 with aromatic rings attached in position 2 or 3 with aromatic rings attached in position 3 only not hydrogenated in the hetero ring, e.g. isoflavones
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- C07D—HETEROCYCLIC COMPOUNDS
- C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
- C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D311/04—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring
- C07D311/22—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4
- C07D311/26—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4 with aromatic rings attached in position 2 or 3
- C07D311/40—Separation, e.g. from natural material; Purification
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- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P39/00—Processes involving microorganisms of different genera in the same process, simultaneously
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Abstract
A process for purifying yellow serofluid and extracting soybean isoflavone aglycone belongs to the technical field of food processing. The process for purifying soybean whey and extracting soybean isoflavone aglycone comprises the following steps: s1, inoculating the fermentation strain into the yellow serofluid for fermentation to convert the soybean isoflavone glycoside into soybean isoflavone aglycone; s2, flocculating and ultrafiltering the yellow serofluid treated in the step S1, adsorbing by using macroporous adsorption resin, eluting, and collecting eluent to obtain the soybean isoflavone aglycone. The invention can convert the glucoside type soybean isoflavone into aglycone type soybean isoflavone and improve the yield of the aglycone type isoflavone.
Description
Technical Field
The invention relates to a technology in the field of food processing, in particular to a process for purifying yellow serofluid and extracting soybean isoflavone aglycone.
Background
In the preparation of bean products, water is first added to grind the soybeans into soybean milk, brine or gypsum is added to the soybean milk to precipitate most of the protein, pressure is applied to squeeze out excess water in order to fix the soybean milk, and the waste water filtered in the process is called yellow serofluid, which is usually light yellow or milky white.
The yellow serofluid contains a large amount of organic matters, but the prior yellow serofluid wastewater treatment process is short, most enterprises directly discharge the yellow serofluid without treatment for reducing the cost, and the environmental pollution is easily caused. If a certain process can be adopted, the beneficial components in the yellow serofluid can be separated and utilized for various purposes, thereby not only purifying the environment, but also improving the benefit of enterprises.
The yellow serofluid contains various nutrients such as soybean whey protein, soybean oligosaccharide, minerals and soybean isoflavone. Soybean isoflavone is non-steroidal phytoestrogen and antioxidant polyphenol molecules existing in soybeans and soybean products, and has various important physiological functions for human bodies. Because the structure of the estrogen is similar to that of estrogen, the estrogen can be combined with a cell surface hormone receptor, thereby playing the estrogen-like effect and relieving the climacteric syndrome of women; also has antioxidant activity, anticancer activity, etc.; can be used for preventing osteoporosis and cardiovascular diseases.
There are many methods for extracting isoflavones from soybeans, and the extraction method is the most common preparation method at present, and among them, the ethanol extraction method is most widely used. The ultrasonic-assisted extraction method is characterized in that coaxial ultrasonic vibration is adopted during solvent extraction, so that soybean isoflavone dissolved cells can be accelerated to enter a solvent. The method has the advantages of rapid extraction, simple process, high extraction rate of effective components of raw materials, and low recovery rate, and can be used as an auxiliary means for extracting raw materials. The extraction can also be carried out by a microwave-assisted extraction method or an ultrahigh-pressure extraction method, but the methods have certain defects.
At present, 12 kinds of soybean isoflavones are separated from soybeans and exist in the forms of free type flavonoid aglycone and binding type glucoside. The biological activity of the aglycone type soybean isoflavone is higher than that of the glycoside type soybean isoflavone, and the aglycone type soybean isoflavone is easier to be absorbed by human bodies, but the difficulty exists at present is that the soybean isoflavone mainly exists in a glycoside form, and the yield of the aglycone type isoflavone prepared directly from yellow serofluid is lower.
The present invention has been made to solve the above-mentioned problems occurring in the prior art.
Disclosure of Invention
The invention provides a process for purifying soybean whey and extracting soybean isoflavone aglycone aiming at the defects in the prior art, which can convert glucoside type soybean isoflavone into aglycone type soybean isoflavone and improve the yield of the aglycone type isoflavone.
The invention comprises the following steps:
s1, inoculating the fermentation strain into the yellow serofluid for fermentation to convert the soybean isoflavone glycoside into soybean isoflavone aglycone;
s2, flocculating and ultrafiltering the yellow serofluid treated in the step S1, adsorbing by using macroporous adsorption resin, eluting, and collecting eluent to obtain the soybean isoflavone aglycone.
The yellow serofluid is liquid obtained by physically pressing semi-finished products during bean product processing such as bean curd sheets, dried bean curds, old bean curds and the like and collecting the liquid.
The fermentation strain secretes beta-glucosidase, and preferably one or more of lactobacillus paracasei, lactobacillus acidophilus, streptococcus thermophilus and lactobacillus plantarum.
The addition amount of the fermentation strain is 1-6% of the volume of the yellow serofluid, and is preferably 3%; the fermentation time is 8-24h, preferably 20 h.
The macroporous adsorption resin is one of AB-8, D-101 and HPD-600, and preferably macroporous resin AB-8.
In the elution process, the sample loading amount is 2-20L of ultrafiltrate per liter of resin; the elution solvent is water and ethanol with the volume concentration of 55-80%; fractions of the target component in 3-5 column volumes were collected.
Technical effects
Compared with the prior art, the invention has the following technical effects:
1) fermenting the yellow serofluid by adopting a strain capable of secreting beta-glucosidase to convert the glucoside type soybean isoflavone into aglycone type soybean isoflavone which is easier to absorb; the total content of the soybean isoflavone is not changed basically, and the bioavailability and the bioactivity of the soybean isoflavone in the soybean product are improved; thereby realizing the resource utilization of the yellow serofluid, improving the economic benefit of bean product processing, reducing the discharge of organic matters and being beneficial to environmental protection;
2) the method adopts column chromatography to separate out the purified soybean isoflavone aglycone, and is simple, effective and low in cost.
Drawings
FIG. 1 is a graph showing the comparison of soybean isoflavone components after fermenting the raw yellow serofluid and yellow serofluid for 24 hours;
FIG. 2 is a macroporous resin elution chromatogram;
FIG. 3 is a comparison of HPLC purity analysis of example 1 fractions and reference genistein.
Detailed Description
The invention is described in detail below with reference to the drawings and the detailed description. The experimental procedures, in which specific conditions are not specified in the examples, were carried out according to the conventional methods and conditions.
Example 1
The embodiment comprises the following steps:
firstly, pretreating yellow slurry: filling 250mL of yellow serofluid into a bottle, slightly screwing the bottle cap, sterilizing in a boiling water bath at high temperature for 5min, sterilizing the bottle body with an alcohol cotton ball, putting the bottle body into a super clean bench, and cooling to room temperature;
secondly, fermentation: weighing 0.0075g of lactobacillus acidophilus in an amount of 3% of the inoculum size, adding into a bottle, sterilizing the bottle cover and the bottle mouth with an alcohol lamp, shaking up, and fermenting in an incubator at 37 ℃ for 24 h; taking yellow serofluid stock solution and liquid after fermentation for 24h, filtering through a filter membrane of 0.22 mu m, pretreating through a small solid-phase extraction column, taking collected liquid, and detecting through a high performance liquid phase to obtain a graph 1, wherein the aglycone content is obviously increased after fermentation;
thirdly, high-temperature sterilization: after the fermentation is finished, boiling yellow serofluid in boiling water for 15 min;
fourthly, filtering:
1) and (3) ultrafiltration: sterilizing the yellow serofluid fermentation liquor, flocculating by using 0.3mg/mL chitosan, and performing ultrafiltration treatment by using a polyether sulfone membrane of 10KDa to obtain ultrafiltrate;
2) macroporous resin adsorption: heating and refluxing the macroporous resin AB-8 by using ethanol until no residue is left after complete evaporation, then using the ethanol for carrying out wet column packing, cleaning the macroporous resin column by using an ethanol solution after the column packing is finished, collecting and checking effluent liquid until no white turbid substances appear after the effluent ethanol is mixed with 5 times of water, and indicating that the column is cleaned completely at the moment; then using a large amount of distilled water to wash and remove the residual ethanol in the column; then filling the ultrafiltrate into a column, and adsorbing the ultrafiltrate;
3) collecting the eluent: eluting the macroporous resin by using an elution solvent water and a 65% ethanol solution in sequence, wherein an elution chromatogram is shown in figure 2, and the completion of the elution of the macroporous resin can be found; collecting fractions with the target component being 3-5 column volumes; collecting fractions, detecting with high performance liquid chromatography to obtain fraction analysis chart, as shown in FIG. 3, it can be seen that the present example can effectively separate out daidzein, and the purity of daidzein and genistein is above 99%.
Example 2
When preparing fermented yellow serofluid, lactobacillus paracasei is selected as a fermentation strain, and the rest of the preparation steps refer to example 1.
Example 3
The purification step was carried out by adsorption using D-101 resin, and the rest of the preparation steps were referred to example 1.
It is to be emphasized that: the above embodiments are only preferred embodiments of the present invention, and are not intended to limit the present invention in any way, and all simple modifications, equivalent changes and modifications made to the above embodiments according to the technical spirit of the present invention are within the scope of the technical solution of the present invention.
Claims (10)
1. A process for purifying yellow serofluid and extracting soybean isoflavone aglycone is characterized by comprising the following steps:
s1, inoculating the fermentation strain into the yellow serofluid for fermentation to convert the soybean isoflavone glycoside into soybean isoflavone aglycone;
s2, flocculating and ultrafiltering the yellow serofluid treated in the step S1, adsorbing by using macroporous adsorption resin, eluting, and collecting eluent to obtain the soybean isoflavone aglycone.
2. The process as claimed in claim 1, wherein the yellow serofluid is a liquid collected by physical pressing of semi-finished product during solid bean product processing.
3. The process as claimed in claim 1, wherein the fermentation strain is one or more of Lactobacillus paracasei, Lactobacillus acidophilus, Streptococcus thermophilus, and Lactobacillus plantarum, and secretes beta-glucosidase.
4. The process as claimed in claim 3, wherein the amount of the fermentation strain added is 1-6% of the volume of the yellow serofluid.
5. The process as claimed in claim 4, wherein the amount of the fermentation broth added is 3% by volume of the yellow slurry.
6. The process as claimed in claim 1, wherein the fermentation time in step S1 is 8-24 h.
7. The process as claimed in claim 6, wherein the fermentation time in step S1 is 20 h.
8. The process as claimed in claim 1, wherein the macroporous adsorbent resin is one of AB-8, D-101 and HPD-600.
9. The process as set forth in claim 8, wherein the macroporous adsorbent resin is AB-8.
10. The process as set forth in claim 1, wherein the amount of ultrafiltrate loaded during the elution in step S2 is 2-20L per liter of resin; the elution solvent is water and ethanol with the volume concentration of 55-80%; fractions of the target component in 3-5 column volumes were collected.
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN114452241A (en) * | 2022-03-16 | 2022-05-10 | 渤海大学 | Probiotic small-molecule facial mask and preparation method thereof |
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| CN1552703A (en) * | 2003-06-04 | 2004-12-08 | 清华同方股份有限公司 | Extraction of soya isoflavone from waste soybean serum |
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| CN109007476A (en) * | 2018-08-13 | 2018-12-18 | 中国海洋大学 | A kind of fermenting yellow serofluid beverage rich in aglycone isoflavone |
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2021
- 2021-06-10 CN CN202110647779.6A patent/CN113355372A/en active Pending
Patent Citations (5)
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN114452241A (en) * | 2022-03-16 | 2022-05-10 | 渤海大学 | Probiotic small-molecule facial mask and preparation method thereof |
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