CN107163016B - The method for extracting isoflavones using soy molasses - Google Patents
The method for extracting isoflavones using soy molasses Download PDFInfo
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- CN107163016B CN107163016B CN201710523368.XA CN201710523368A CN107163016B CN 107163016 B CN107163016 B CN 107163016B CN 201710523368 A CN201710523368 A CN 201710523368A CN 107163016 B CN107163016 B CN 107163016B
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- isoflavones
- soy molasses
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- 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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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- 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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- Organic Chemistry (AREA)
- Medicines Containing Plant Substances (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Coloring Foods And Improving Nutritive Qualities (AREA)
Abstract
The invention discloses a kind of methods for extracting isoflavones using soy molasses, belong to bean product production technical field.Solves prior art processes complexity, the isoflavones purity of extraction is low, the low problem of recovery rate.It by soy molasses fermentation liquid with saccharomycetes to make fermentation after being diluted soy molasses with distilled water the following steps are included: boiling and CaCO being added3It is stood after mixing evenly with CaO, adjusts pH value of solution to neutrality, centrifuging and taking supernatant；Supernatant is heated and carries out column chromatography；It then with mass fraction is respectively 0-20% and the ethanol solution of 30-40% elution resin obtains isoflavones ethanol solution, it is distilled to recover ethyl alcohol, standing sedimentation will be stirred in isoflavones concentrate that ethyl acetate is added to, it takes supernatant to be concentrated to get isoflavones paste, is smashed after dry.The method of the present invention can be used for extracting isoflavones using soy molasses.
Description
Technical field
The present invention relates to a kind of methods for extracting isoflavones using soy molasses, belong to bean product production technology neck
Domain.
Background technique
Soy molasses are using defatted soybean meal as raw material, and alcohol method prepares a kind of pair generated in soy protein concentrate production process
Product, rich in there is bioactive substance, isoflavones is exactly one of which, and application value is high.Isoflavones has drop
Low blood cholesterol levels prevent osteoporosis and inhibit the effect of growth of cancer cells, it is also used as female hormone therapeutic agent
Substitute, improve women's climacteric syndrome.Currently, soy molasses are mostly used for preparing feed, and extract isoflavones
Primary raw material is soybean meal again or is directly soybean, material is thus formed dual wastes, both waste in soy molasses
Bioactive substance, and wasted caused by other substances in soybean or dregs of beans.Therefore, it is extracted using soy molasses as raw material big
Beans isoflavones can save soybean resource, improve the added value of soy molasses.
Application No. is 201210517707.0 Chinese patent, production method by drying, is gone using soybean as raw material
Isoflavones product, technique very complicated is obtained by extraction in skin, milling, mashing, heating, ethyl alcohol；Publication No. CN1349987
Chinese patent using plumule or dregs of beans as raw material, through methanol extraction, flocculation, purify to obtain purity finally by column chromatography and be higher than
50% isoflavones product；It is such as crushed and extracts finally there is also some again with before purifying resin in its preparation process
Phase processing；The isoflavones product purity and yield of above method preparation simultaneously are all lower.
Summary of the invention
The purpose of the present invention is to provide a kind of method for extracting isoflavones using soy molasses, environmentally protective energy consumptions
It is low, and process is simple to operation.
The method for extracting isoflavones using soy molasses, comprising the following steps:
1) it pre-processes: with distilled water by the sugar degree regulation of soy molasses to 15-25%, the yeast of 2-8g/L is accessed after sterilizing
Bacterium collects ethyl alcohol after fermenting 48 hours under the conditions of 25-35 DEG C, obtains soy molasses fermentation liquid；
2) CaCO deproteinized and reduced sugar processing: is added after soy molasses fermentation liquid is boiled 10-15min3Stirring continues
CaO is added to stand after mixing evenly, stirring in every standing 5-10 minutes is primary, until being passed through CO into solution after liquid level layering2, adjust
PH value of solution is saved to neutrality, and be centrifuged 10-20min under the conditions of centrifuge speed is 3000-8000r/min, takes supernatant；
3) column chromatographs: supernatant being heated to 20-25 DEG C, and carries out column chromatography at this temperature；
4) gradient elution: after the completion of column chromatography, the ethanol solution for being first 0-20% with mass fraction is by the sugar in resin
Class and phenolic acid are eluted out, and isoflavones in resin is eluted out by the ethanol solution for being then 30-40% with mass fraction,
Obtain isoflavones ethanol solution；
5) ethyl alcohol recycles: being 55-65 DEG C in temperature, vacuum degree is distilled under the conditions of being 0.07~-0.01MPa, recycles soybean
Ethyl alcohol in isoflavones ethanol solution obtains isoflavones concentrate；
6) it purifies: ethyl acetate being added in isoflavones concentrate standing sedimentation after mixing evenly, takes supernatant
It is 55-65 DEG C in temperature, vacuum degree is concentrated to get isoflavones paste under the conditions of being 0.07~-0.01MPa, recycles simultaneously
Ethyl acetate；
7) dry: in temperature to be 60-75 DEG C by isoflavones paste, under the conditions of vacuum degree is 0.07~-0.01MPa
It is smashed after vacuum drying up to the isoflavones.
CaCO described in step 2)3Additional amount be soy molasses fermentation liquid gross mass 1-2 ‰.
The additional amount of CaO described in step 2) is the 1-4% of soy molasses fermentation liquid gross mass.
CO is passed through into solution described in step 2)2, pH value of solution is adjusted to 7-7.5.
In deproteinized described in step 2) and reduced sugar treatment process, 99% or more, reduced sugar is gone protein removal rate
Except rate is 95% or more.
In deproteinized described in step 2) and reduced sugar treatment process, the loss late of isoflavones is less than 3%.
Isoflavones in the ethanol solution elution resin of 30-40% described in step 4), eluting rate are greater than 95%.
Isoflavones concentrate solid content described in step 5) is 20-25%.
The purity of isoflavones described in step 7) is greater than 50%.
Using the method for soy molasses of the present invention extraction isoflavones, the recovery rate of isoflavones is big in soy molasses
In 95%.
Compared with prior art the beneficial effects of the present invention are:
The present invention ferments soy molasses, further improves the added value of soy molasses, generates the process of ethyl alcohol
In can also make protein precipitation in soy molasses, simplify the workload of subsequent deproteinized.
Production cost of the present invention is low, it is only necessary to which having the equipment such as main column chromatography, distillation, dry can realize
The extraction of isoflavones, whole process, which is not added, causes dysgenic reagent such as ether, acetone, formaldehyde, trichlorine to people or environment
Ethane is method a kind of environmentally protective and that low energy consumption compared with prior art.The present invention effectively increases soy protein concentrate
The utilization rate of by-product increases the added value of soy molasses, is suitble to plant layout production.
The isoflavones purity that the method for the present invention obtains is higher, and 99% or more, reduced sugar removes protein removal rate
Rate is 95% or more, and isoflavones loss late is less than 3%, and it is (existing to be greater than 95% for the recovery rate of isoflavones in soy molasses
There is technology recovery rate 80% or so).
Specific embodiment
The present invention will be further described combined with specific embodiments below.
Embodiment 1
The method for extracting isoflavones using soy molasses, comprising the following steps:
1) pre-process: with distilled water by the sugar degree regulation of soy molasses to 15%, the saccharomycete that 2g/L is accessed after sterilizing exists
Ethyl alcohol is collected after fermenting 48 hours under the conditions of 25 DEG C, obtains soy molasses fermentation liquid；
2) deproteinized and reduced sugar processing: addition soy molasses fermentation liquid is total after soy molasses fermentation liquid is boiled 10min
1 ‰ CaCO of quality3Stirring, 1% CaO for continuously adding soy molasses fermentation liquid gross mass are stood after mixing evenly, often
It is primary to stand stirring in 5 minutes, until being passed through CO into solution after liquid level layering2, adjusting pH value of solution to 7, and in centrifuge speed
To be centrifuged 10min under the conditions of 3000r/min, supernatant is taken, wherein protein removal rate is 99.3%, and reduced sugar removal rate is
95.2%, the loss late of isoflavones is 2.2%；
3) column chromatographs: supernatant being heated to 20 DEG C, and carries out column chromatography at this temperature；
4) gradient elution: column chromatography after the completion of, first with distilled water by resin carbohydrate and phenolic acid be eluted out, then
Isoflavones in resin is eluted out with the ethanol solution that mass fraction is 30%, eluting rate 95.1%, consolidate
The isoflavones ethanol solution that shape object content is 20%；
5) ethyl alcohol recycles: being 55 DEG C in temperature, vacuum degree is distilled under the conditions of being 0.07MPa, recycles isoflavones ethyl alcohol
Ethyl alcohol in solution obtains isoflavones concentrate；
6) it purifies: ethyl acetate being added in isoflavones concentrate standing sedimentation after mixing evenly, takes supernatant
It is 55 DEG C in temperature, vacuum degree is concentrated to get isoflavones paste under the conditions of being 0.07MPa, while recycling ethyl acetate；
7) dry: in temperature to be 60 DEG C by isoflavones paste, smashed after vacuum degree is dry under the conditions of being 0.07MPa
The isoflavones for being 54% up to purity.The recovery rate of isoflavones is 97% in soy molasses.
Embodiment 2
The method for extracting isoflavones using soy molasses, comprising the following steps:
1) pre-process: with distilled water by the sugar degree regulation of soy molasses to 25%, the saccharomycete that 8g/L is accessed after sterilizing exists
Ethyl alcohol is collected after fermenting 48 hours under the conditions of 35 DEG C, obtains soy molasses fermentation liquid；
2) deproteinized and reduced sugar processing: addition soy molasses fermentation liquid is total after soy molasses fermentation liquid is boiled 15min
2 ‰ CaCO of quality3Stirring, 4% CaO for continuously adding soy molasses fermentation liquid gross mass are stood after mixing evenly, often
It is primary to stand stirring in 10 minutes, until being passed through CO into solution after liquid level layering2, adjusting pH value of solution to 7.5, and in centrifugal basket
Speed is centrifuged 20min under the conditions of being 8000r/min, takes supernatant, and wherein protein removal rate is 99.5%, and reduced sugar removal rate is
95.5%, the loss late of isoflavones is 2.9%；
3) column chromatographs: supernatant being heated to 25 DEG C, and carries out column chromatography at this temperature；
4) gradient elution: after the completion of column chromatography, the ethanol solution for being first 20% with mass fraction is by the carbohydrate in resin
It is eluted out with phenolic acid, then isoflavones in resin is eluted out with the ethanol solution that mass fraction is 40%, is washed
De- rate is 95.4%, obtains the isoflavones ethanol solution that solid content is 25%；
5) ethyl alcohol recycles: being 65 DEG C in temperature, vacuum degree is distilled under the conditions of being -0.01MPa, recycles isoflavones ethyl alcohol
Ethyl alcohol in solution obtains isoflavones concentrate；
6) it purifies: ethyl acetate being added in isoflavones concentrate standing sedimentation after mixing evenly, takes supernatant
It is 65 DEG C in temperature, vacuum degree is concentrated to get isoflavones paste under the conditions of being -0.01MPa, while recycling ethyl acetate；
7) dry: it in temperature is 75 DEG C by isoflavones paste, powder after vacuum degree is dry under the conditions of being -0.01MPa
The pure isoflavones for being 51% up to purity.The recovery rate of isoflavones is 96% in soy molasses.
Embodiment 3
The method for extracting isoflavones using soy molasses, comprising the following steps:
1) pre-process: with distilled water by the sugar degree regulation of soy molasses to 20%, the saccharomycete that 6g/L is accessed after sterilizing exists
Ethyl alcohol is collected after fermenting 48 hours under the conditions of 30 DEG C, obtains soy molasses fermentation liquid；
2) deproteinized and reduced sugar processing: addition soy molasses fermentation liquid is total after soy molasses fermentation liquid is boiled 12min
1.5 ‰ CaCO of quality3Stirring, 2% CaO for continuously adding soy molasses fermentation liquid gross mass are stood after mixing evenly,
It is every to stand stirring in 8 minutes once, until being passed through CO into solution after liquid level layering2, adjusting pH value of solution to 7.2, and in centrifuge
Revolving speed is centrifuged 15min under the conditions of being 5000r/min, takes supernatant, and wherein protein removal rate is 99.6%, reduced sugar removal rate
It is 95.3%, the loss late of isoflavones is 2.4%；
3) column chromatographs: supernatant being heated to 22 DEG C, and carries out column chromatography at this temperature；
4) gradient elution: after the completion of column chromatography, the ethanol solution for being first 10% with mass fraction is by the carbohydrate in resin
It is eluted out with phenolic acid, then isoflavones in resin is eluted out with the ethanol solution that mass fraction is 35%, is washed
De- rate is 95.4%, obtains the isoflavones ethanol solution that solid content is 22%；
5) ethyl alcohol recycles: being 60 DEG C in temperature, vacuum degree is distilled under the conditions of being 0.09MPa, recycles isoflavones ethyl alcohol
Ethyl alcohol in solution obtains isoflavones concentrate；
6) it purifies: ethyl acetate being added in isoflavones concentrate standing sedimentation after mixing evenly, takes supernatant
It is 60 DEG C in temperature, vacuum degree is concentrated to get isoflavones paste under the conditions of being 0.09MPa, while recycling ethyl acetate；
7) dry: in temperature to be 65 DEG C by isoflavones paste, smashed after vacuum degree is dry under the conditions of being 0.08MPa
The isoflavones for being 56% up to purity.The recovery rate of isoflavones is 98% in soy molasses.
Claims (10)
1. a kind of method for extracting isoflavones using soy molasses, it is characterised in that the following steps are included:
1) pre-process: with distilled water by the sugar degree regulation of soy molasses to 15-25%, the saccharomycete that 2-8g/L is accessed after sterilizing exists
Ethyl alcohol is collected after fermenting 48 hours under the conditions of 25-35 DEG C, obtains soy molasses fermentation liquid；
2) CaCO deproteinized and reduced sugar processing: is added after soy molasses fermentation liquid is boiled 10-15min3Stirring, continuously adds
CaO is stood after mixing evenly, and stirring in every standing 5-10 minutes is primary, until being passed through CO into solution after liquid level layering2, adjust molten
Liquid pH is centrifuged 10-20min to neutrality, and under the conditions of centrifuge speed is 3000-8000r/min, takes supernatant；
3) column chromatographs: supernatant being heated to 20-25 DEG C, and carries out column chromatography at this temperature；
4) gradient elution: column chromatography after the completion of, the ethanol solution for being first 0-20% with mass fraction by resin carbohydrate and
Phenolic acid is eluted out, and isoflavones in resin is eluted out by the ethanol solution for being then 30-40% with mass fraction, is obtained
Isoflavones ethanol solution；
5) ethyl alcohol recycles: being 55-65 DEG C in temperature, vacuum degree is distilled under the conditions of being 0.07~-0.01MPa, recycles the different Huang of soybean
Ethyl alcohol in ketone ethanol solution obtains isoflavones concentrate；
6) it purifies: ethyl acetate being added in isoflavones concentrate standing sedimentation after mixing evenly, takes supernatant in temperature
Degree is 55-65 DEG C, and vacuum degree is concentrated to get isoflavones paste under the conditions of being 0.07~-0.01MPa, while recycling acetic acid
Ethyl ester；
7) dry: in temperature to be 60-75 DEG C by isoflavones paste, vacuum degree is dry under the conditions of being 0.07~-0.01MPa
It is smashed afterwards up to the isoflavones.
2. the method according to claim 1 for extracting isoflavones using soy molasses, it is characterised in that: step 2) institute
The CaCO stated3Additional amount be soy molasses fermentation liquid gross mass 1-2 ‰.
3. the method according to claim 1 or 2 for extracting isoflavones using soy molasses, it is characterised in that: step
2) additional amount of the CaO described in is the 1-4% of soy molasses fermentation liquid gross mass.
4. the method according to claim 3 for extracting isoflavones using soy molasses, it is characterised in that: step 2) institute
That states is passed through CO into solution2, pH value of solution is adjusted to 7-7.5.
5. the method according to claim 4 for extracting isoflavones using soy molasses, it is characterised in that: step 2) institute
In the deproteinized and reduced sugar treatment process stated, protein removal rate is 99% or more, and reduced sugar removal rate is 95% or more.
6. the method according to claim 5 for extracting isoflavones using soy molasses, it is characterised in that: step 2) institute
In the deproteinized and reduced sugar treatment process stated, the loss late of isoflavones is less than 3%.
7. the method according to claim 6 for extracting isoflavones using soy molasses, it is characterised in that: step 4) institute
Isoflavones in the ethanol solution elution resin of the 30-40% stated, eluting rate are greater than 95%.
8. the method according to claim 7 for extracting isoflavones using soy molasses, it is characterised in that: step 5) institute
The isoflavones concentrate solid content stated is 20-25%.
9. the method according to claim 8 for extracting isoflavones using soy molasses, it is characterised in that: step 7) institute
The purity for the isoflavones stated is greater than 50%.
10. the method according to claim 1 for extracting isoflavones using soy molasses, it is characterised in that: soy sugars
The recovery rate of isoflavones is greater than 95% in honey.
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| CN113827632B (en) * | 2021-08-26 | 2022-06-14 | 广东丸美生物技术股份有限公司 | Soybean extract and preparation method and application thereof |
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Non-Patent Citations (2)
| Title |
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| 发酵法精制大豆糖蜜中功能性低聚糖工艺的研究;刘飞等;《食品工业》;20160131;第37卷(第1期);93-98 |
| 大豆糖蜜生产大豆异黄酮工艺的研究;孟雷;《中国优秀硕士学位论文工程科技1辑 北京化工大学硕士学位论文》;20150331;B016-134 |
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