CN107760738A - The extracting method of oligosaccharide - Google Patents
The extracting method of oligosaccharide Download PDFInfo
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- CN107760738A CN107760738A CN201710935331.8A CN201710935331A CN107760738A CN 107760738 A CN107760738 A CN 107760738A CN 201710935331 A CN201710935331 A CN 201710935331A CN 107760738 A CN107760738 A CN 107760738A
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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
- C12P19/00—Preparation of compounds containing saccharide radicals
- C12P19/04—Polysaccharides, i.e. compounds containing more than five saccharide radicals attached to each other by glycosidic bonds
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H1/00—Processes for the preparation of sugar derivatives
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H3/00—Compounds containing only hydrogen atoms and saccharide radicals having only carbon, hydrogen, and oxygen atoms
- C07H3/06—Oligosaccharides, i.e. having three to five saccharide radicals attached to each other by glycosidic linkages
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
- C08B37/00—Preparation of polysaccharides not provided for in groups C08B1/00 - C08B35/00; Derivatives thereof
- C08B37/0003—General processes for their isolation or fractionation, e.g. purification or extraction from biomass
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- 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
- C12P19/00—Preparation of compounds containing saccharide radicals
- C12P19/12—Disaccharides
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Abstract
The present invention relates to the extracting method of oligosaccharide, this method includes：(1) whey is subjected to sterilization processing, the whey derives from cow's milk or colostrum；(2) whey after sterilization is subjected to by-pass filtration processing, to obtain by-pass filtration permeate；(3) the by-pass filtration permeate is subjected to enzymolysis processing；(4) the by-pass filtration permeate after enzymolysis is subjected to secondary filtration processing, to obtain secondary filtration trapped fluid；And processing is dried in the secondary filtration trapped fluid by (5), to obtain the oligosaccharide.This method can efficiently separate the oligosaccharide in whey and the compositions such as trace protein, and then oligosaccharide is effectively extracted, while can also effectively reduce the content for the disaccharides lactose that extract contains in itself, improve the purity of extract oligosaccharide.
Description
Technical field
The present invention relates to whey processing and waste water reclaiming technical field, in particular it relates to the extraction of oligosaccharide
Method.
Background technology
With the development of dairy products, cheese becomes the trend in future, and caused whey can be more next during cheese processing
It is more.And whey, in addition to the raw material such as Fodder making and deep processing PURE WHEY, remaining whey can still be used as discharge of wastewater,
Not only waste of resource but also environment had been polluted.
Therefore, the recycling technique of whey also needs further to study.
The content of the invention
The application is made based on discovery of the inventor to following facts and problem and understanding：
Research finds that the oligosaccharide being particularly in breast in colostrum has the physiological hygiene functional characteristic of highly significant, not only
The propagation of beneficial bacteria of intestinal tract can be promoted, with reference to bacterium and virus, cognition can also be improved, and in diary product process
Caused whey, removing prepare feed and deep processing PURE WHEY, and remaining whey will be used as discharge of wastewater, cause whey
In oligosaccharide waste.It there is no come out the oligosaccharide separation and Extraction in whey caused by cow's milk or colostrum processing at present
Technique.Discovery based on above mentioned problem, present inventor, will be oligomeric in whey by using filtering technique and zymolysis technique
Sugar is efficiently separated with compositions such as trace proteins, and then oligosaccharide is effectively extracted, while can also effectively be reduced and be carried
The content for the disaccharides lactose that thing contains in itself is taken, improves the purity of extract oligosaccharide.
It is contemplated that at least solves one of technical problem in correlation technique to a certain extent.
In the first aspect of the present invention, the present invention proposes a kind of extracting method of oligosaccharide.According to the implementation of the present invention
Example, methods described include：(1) whey is subjected to sterilization processing, the whey derives from cow's milk or colostrum；(2) after sterilizing
Whey carry out by-pass filtration processing, to obtain by-pass filtration permeate；(3) the by-pass filtration permeate is digested
Processing；(4) the by-pass filtration permeate after enzymolysis is subjected to secondary filtration processing, to obtain secondary filtration trapped fluid；And
(5) processing is dried in the secondary filtration trapped fluid, to obtain the oligosaccharide.Extraction according to embodiments of the present invention
Method, the oligosaccharide in whey and the compositions such as trace protein can be efficiently separated, and then oligosaccharide is effectively extracted,
The content for the disaccharides lactose that extract contains in itself can also be effectively reduced simultaneously, make the high purity of extract oligosaccharide
50%.
According to an embodiment of the invention, the above method can also further comprise at least one following additional technical feature：
According to a particular embodiment of the invention, after the by-pass filtration processing, before enzymolysis processing, further comprise that RO is concentrated
Processing.Inventor is had found, the by-pass filtration permeate is carried out into enzymolysis processing again after RO is concentrated, can effectively reduce water
The waste of enzyme is solved, thus it is cost-effective, the whole efficiency of extracting method of the present invention is improved, by the oligosaccharide in whey and micro egg
The compositions such as white matter are efficiently separated, and then oligosaccharide is effectively extracted, while can also effectively be reduced extract and be contained in itself
The content of some disaccharides lactose, improve the purity of extract oligosaccharide.
According to a particular embodiment of the invention, in by-pass filtration processing, filtering of the size for 5000D~10000D is used
Film.Inventor is had found, α-lactalbumin in whey, beta lactoglobulin, breast can be effectively filtered using the filter membrane of the size
The compositions such as ferritin, immunoglobulin and the casein of hydrolysis, be advantageous to follow-up enzymolysis processing and secondary filtration processing, from
And be advantageous to efficiently separate the oligosaccharide in whey with compositions such as trace proteins, and then oligosaccharide is effectively extracted
Come, while can also effectively reduce the content for the disaccharides lactose that extract contains in itself, improve the purity of extract oligosaccharide.
According to a particular embodiment of the invention, in by-pass filtration processing, using resin filter.Inventor has found, uses
Resin filter can the effective composition such as filtration protein, be advantageous to follow-up enzymolysis processing and secondary filtration processing, so as to favourable
Efficiently separated in by the oligosaccharide in whey and the compositions such as trace protein, and then oligosaccharide is effectively extracted, simultaneously
The content for the disaccharides lactose that extract contains in itself can also be effectively reduced, improves the purity of extract oligosaccharide.
According to a particular embodiment of the invention, in secondary filtration processing, filter membrane of the size for 500D~600D is used.
Inventor is had found, the monosaccharide components such as glucose and galactolipin after hydrolysis can be effectively filtered using the filter membrane of the size, from
And be advantageous to effectively extract the oligosaccharide for obtaining high-purity from whey.
According to a particular embodiment of the invention, the by-pass filtration filtrate after enzymolysis is carried out at least twice at secondary filtration
Reason.Inventor has found, is handled by multiple secondary filtration, further can effectively filter glucose and galactolipin after hydrolysis etc.
Monosaccharide components, so as to advantageously in from whey efficient concentration extraction obtain the oligosaccharide of high-purity.
According to a particular embodiment of the invention, the enzyme is beta galactosidase.Inventor has found that beta galactosidase can
With effectively hydrolyzing lactose, so as to be advantageous in secondary filtration the monosaccharide components such as glucose and galactolipin after effectively filtering hydrolysis,
Be advantageous to effectively extract the oligosaccharide for obtaining high-purity from whey.
According to a particular embodiment of the invention, the concentration of the beta galactosidase is 0.05%~0.25 mass %.Hair
A person of good sense had found, lactose hydrolysis can be more efficiently simple sugar glucose and galactolipin by the beta galactosidase of the concentration, from
And be advantageous to further effectively filter the monosaccharide components such as glucose and galactolipin after hydrolyzing in secondary filtration, be advantageous to from whey
In further effectively extraction obtain high-purity oligosaccharide.
According to a particular embodiment of the invention, the enzymolysis processing is carried out under conditions of temperature is 35~55 degree Celsius
10~120 minutes.The hydrolysis of enzyme is carried out under given conditions, and temperature is too high or the too low efficiency that can all have a strong impact on enzyme,
And then the addition of enzyme can be influenceed, cause unnecessary waste.Inventor has found, carries out the hydrolysis of enzyme under this condition,
Can be efficiently simple sugar glucose and galactolipin by lactose hydrolysis, percent hydrolysis is up to more than 90%, so as to be advantageous to two level mistake
The monosaccharide components such as glucose and galactolipin after hydrolysis are further effectively filtered in filter, are advantageous to further effectively carry from whey
Take the oligosaccharide for obtaining high-purity.
According to a particular embodiment of the invention, the sterilization processing is carried out under conditions of temperature is 87~95 degree Celsius
15 seconds~480 seconds.Inventor has found, carries out sterilization processing under this condition, can effectively kill microorganism, prevents processed
The growth of microorganism in journey and cause the yield rate of product to reduce, while prevent from that Maillard reaction occurs when sterilization temperature is higher,
And then improve the yield rate of product and the functional characteristic of product.
According to a particular embodiment of the invention, the drying process is spray drying treatment.Inventor has found, is spray-dried
Processing can efficiently and economically obtain the cow's milk oligosaccharide, cost-effective, improve the whole efficiency of extracting method.
In the second aspect of the present invention, the present invention proposes a kind of extracting method of oligosaccharide, and methods described includes：(1)
Whey is subjected to sterilization processing, the whey derives from cow's milk or colostrum；(2) whey after sterilization is carried out at by-pass filtration
Reason, to obtain by-pass filtration permeate, filter membrane of the size for 10000 dalton is used in the by-pass filtration processing；(3)
The by-pass filtration permeate is subjected to RO concentrations, to obtain concentrate；(4) concentrate is subjected to beta galactose
Glycosides enzyme enzymolysis processing；(5) concentrate after enzymolysis is subjected to secondary filtration processing, it is described to obtain secondary filtration trapped fluid
Secondary filtration processing uses filter membrane of the size for 500 dalton；And the secondary filtration trapped fluid is carried out spraying and done by (6)
Dry processing, to obtain the oligosaccharide.Inventor has found that this method can be by the oligosaccharide in whey and trace protein etc.
Composition is effectively further separated, and then oligosaccharide high efficiency extraction is come out, while further can also effectively reduce extract
The content of the disaccharides lactose contained itself, further improve the purity of extract oligosaccharide.
In the third aspect of the present invention, the present invention proposes a kind of extracting method of oligosaccharide, and methods described includes：(1)
Whey is subjected to sterilization processing, the whey derives from cow's milk or colostrum；(2) whey after sterilization is carried out at by-pass filtration
Reason, to obtain by-pass filtration permeate, filter membrane of the size for 5000 dalton is used in the by-pass filtration processing；(3)
The by-pass filtration permeate is subjected to RO concentrations, to obtain concentrate；(4) concentrate is subjected to beta galactose
Glycosides enzyme enzymolysis processing；(5) concentrate after enzymolysis is subjected to secondary filtration processing, it is described to obtain secondary filtration trapped fluid
Secondary filtration processing uses filter membrane of the size for 600 dalton；And the secondary filtration trapped fluid is carried out spraying and done by (6)
Dry processing, to obtain the oligosaccharide.Inventor has found that this method can be by the oligosaccharide in whey and trace protein etc.
Composition is effectively further separated, and then oligosaccharide high efficiency extraction is come out, while further can also effectively reduce extract
The content of the disaccharides lactose contained itself, further improve the purity of extract oligosaccharide.
In the fourth aspect of the present invention, the present invention proposes a kind of extracting method of oligosaccharide, and methods described includes：(1)
Whey is subjected to sterilization processing, the whey derives from cow's milk or colostrum；(2) whey after sterilization is carried out at by-pass filtration
Reason, to obtain by-pass filtration permeate, resin filter is used in the by-pass filtration processing；(3) it is the by-pass filtration is saturating
Cross liquid and carry out RO concentrations, to obtain concentrate；(4) concentrate is subjected to beta galactosidase enzymolysis processing；(5)
Concentrate after enzymolysis is subjected to secondary filtration processing, to obtain secondary filtration trapped fluid, the secondary filtration processing uses
Size is the filter membrane of 600 dalton；And the secondary filtration trapped fluid is carried out spray drying treatment by (6), to obtain
The oligosaccharide.Inventor has found that this method can be further effective by compositions such as the oligosaccharide in whey and trace proteins
Ground is separated, and then oligosaccharide high efficiency extraction is come out, while further can also effectively reduce the disaccharides that extract contains in itself
The content of lactose, further improve the purity of extract oligosaccharide.
In the fifth aspect of the present invention, the present invention proposes a kind of extracting method of oligosaccharide, and methods described includes：(1)
Whey is subjected to sterilization processing, the whey derives from cow's milk or colostrum；(2) whey after sterilization is carried out at by-pass filtration
Reason, to obtain by-pass filtration permeate, filter membrane of the size for 10000 dalton is used in the by-pass filtration processing；(3)
The by-pass filtration permeate is subjected to RO concentrations, to obtain concentrate；(4) concentrate is subjected to beta galactose
Glycosides enzyme enzymolysis processing；(5) concentrate after enzymolysis is subjected to secondary filtration processing, it is described to obtain secondary filtration trapped fluid
Secondary filtration processing uses filter membrane of the size for 600 dalton；And the secondary filtration trapped fluid is carried out spraying and done by (6)
Dry processing, to obtain the oligosaccharide.Inventor has found that this method can be by the oligosaccharide in whey and trace protein etc.
Composition is effectively further separated, and then oligosaccharide high efficiency extraction is come out, while further can also effectively reduce extract
The content of the disaccharides lactose contained itself, further improve the purity of extract oligosaccharide.
Brief description of the drawings
Fig. 1 is process chart according to embodiments of the present invention；And
Fig. 2 is concrete technology flow process figure according to embodiments of the present invention.
Embodiment
Embodiments of the invention are described below in detail, the example of the embodiment is shown in the drawings.Below with reference to
The embodiment of accompanying drawing description is exemplary, it is intended to for explaining the present invention, and is not considered as limiting the invention.
In order to make it easy to understand, the process chart that oligosaccharide is extracted from whey of the present invention is summarized in Fig. 1 by applicant
Or in Fig. 2.
Term " oligosaccharide " oligosaccharide refers to the compound being polymerized containing 3-10 glycosidic bond, glycosidic bond in the present invention
It is that the glycosides hydroxyl of monose and a certain hydroxyls dehydrate of another monose are condensed to be formed.
Whey in the present invention derives from cow's milk or colostrum, wherein, the work of whey is prepared from cow's milk or colostrum
Skill is that well known to a person skilled in the art ripe experimental technique.The present invention can use any technique in the prior art
Whey is prepared from cow's milk or colostrum.
The Chinese of the dimensional units " D " of filter membrane is dalton in the present invention.
Embodiment 1.
Using whey as raw material, after being sterilized by pasteurize above intensity (87 degrees Celsius of 15s), carried out by 10KD film
Filtering, filtered solution is concentrated using RO films, is concentrated as original 1/5, concentrate addition beta galactosidase 0.05%, and 35
Degree Celsius hydrolysis 120min, hydrolysate through secondary filtration film be 500D filter membranes repeatedly concentrate, finally by spray drying obtain
Purity is more than 50% milk oligosaccharides.
Embodiment 2.
Using whey as raw material, after being sterilized by pasteurize above intensity (95 degrees Celsius of 5min), enter by 5000D film
Row filtering, filtered solution is concentrated using RO films, is concentrated as original 1/5, concentrate addition beta galactosidase 0.10%,
43 degrees Celsius of hydrolysis 50min, hydrolysate are that 600D filter membranes repeatedly concentrate through secondary filtration film, are obtained finally by spray drying
Purity is more than 50% milk oligosaccharides.
Embodiment 3.
Using whey discarded object as raw material, after being sterilized by pasteurize above intensity (95 degrees Celsius of 8min), through resin mistake
Filter, filtered solution is concentrated using RO films, is concentrated as original 1/4, and concentrate addition beta galactosidase 0.25%, 55 take the photograph
Family name's degree hydrolyzes 10min, and hydrolysate is that 600D filter membranes repeatedly concentrate through secondary filtration film, and purity is obtained finally by spray drying
More than 40% milk oligosaccharides.
Embodiment 4.
Given up with colostrum whey as raw material, after being sterilized by pasteurize above intensity (95 degrees Celsius of 5min), by 14KD
Film filtered, filtered solution is concentrated using RO films, concentrated as original 1/6, concentrate adds beta galactosidase
0.1%, 37 degrees Celsius of hydrolysis 30min, hydrolysate is that 600D filter membranes repeatedly concentrate through secondary filtration film, dry finally by spraying
Dry acquisition purity is more than 50% milk oligosaccharides.
In the description of this specification, reference term " one embodiment ", " some embodiments ", " example ", " specifically show
The description of example " or " some examples " etc. means specific features, structure, material or the spy for combining the embodiment or example description
Point is contained at least one embodiment or example of the present invention.In this manual, to the schematic representation of above-mentioned term not
Identical embodiment or example must be directed to.Moreover, specific features, structure, material or the feature of description can be with office
Combined in an appropriate manner in one or more embodiments or example.In addition, in the case of not conflicting, the skill of this area
Art personnel can be tied the different embodiments or example and the feature of different embodiments or example described in this specification
Close and combine.
Although embodiments of the invention have been shown and described above, it is to be understood that above-described embodiment is example
Property, it is impossible to limitation of the present invention is interpreted as, one of ordinary skill in the art within the scope of the invention can be to above-mentioned
Embodiment is changed, changed, replacing and modification.
Claims (10)
- A kind of 1. extracting method of oligosaccharide, it is characterised in that including：(1) whey is subjected to sterilization processing, the whey derives from cow's milk or colostrum；(2) whey after sterilization is subjected to by-pass filtration processing, to obtain by-pass filtration permeate；(3) the by-pass filtration permeate is subjected to enzymolysis processing；(4) the by-pass filtration permeate after enzymolysis is subjected to secondary filtration processing, to obtain secondary filtration trapped fluid；And(5) processing is dried in the secondary filtration trapped fluid, to obtain the oligosaccharide.
- 2. extracting method according to claim 1, it is characterised in that after the by-pass filtration processing, before enzymolysis processing, enter One step includes RO concentrations.
- 3. extracting method according to claim 1 or 2, it is characterised in that by-pass filtration processing in, use size for The filter membrane of the dalton of 5000 dalton~10000,Optionally, in by-pass filtration processing, using resin filter,Optionally, in secondary filtration processing, filter membrane of the size for the dalton of 500 dalton~600 is used,Preferably, the by-pass filtration permeate after enzymolysis is carried out into secondary filtration at least twice to handle.
- 4. extracting method according to claim 1 or 2, it is characterised in that the enzyme is beta galactosidase,Optionally, the concentration of the beta galactosidase is 0.05%~0.25 mass %,Optionally, the enzymolysis processing is carried out 10~120 minutes under conditions of temperature is 35~55 degree Celsius.
- 5. extracting method according to claim 1 or 2, it is characterised in that the sterilization processing be temperature be 87~95 Carried out 15 seconds~480 seconds under conditions of degree Celsius.
- 6. extracting method according to claim 1 or 2, it is characterised in that the drying process is spray drying treatment.
- A kind of 7. extracting method of oligosaccharide, it is characterised in that including：(1) whey is subjected to sterilization processing, the whey derives from cow's milk or colostrum；(2) whey after sterilization is subjected to by-pass filtration processing, to obtain by-pass filtration permeate, the by-pass filtration processing The middle filter membrane for using size as 10000 dalton；(3) the by-pass filtration permeate is subjected to RO concentrations, to obtain concentrate；(4) concentrate is subjected to beta galactosidase enzymolysis processing；(5) concentrate after enzymolysis is subjected to secondary filtration processing, to obtain secondary filtration trapped fluid, at the secondary filtration Reason uses filter membrane of the size for 500 dalton；And(6) the secondary filtration trapped fluid is subjected to spray drying treatment, to obtain the oligosaccharide.
- A kind of 8. extracting method of oligosaccharide, it is characterised in that including：(1) whey is subjected to sterilization processing, the whey derives from cow's milk or colostrum；(2) whey after sterilization is subjected to by-pass filtration processing, to obtain by-pass filtration permeate, the by-pass filtration processing The middle filter membrane for using size as 5000 dalton；(3) the by-pass filtration permeate is subjected to RO concentrations, to obtain concentrate；(4) concentrate is subjected to beta galactosidase enzymolysis processing；(5) concentrate after enzymolysis is subjected to secondary filtration processing, to obtain secondary filtration trapped fluid, at the secondary filtration Reason uses filter membrane of the size for 600 dalton；And(6) the secondary filtration trapped fluid is subjected to spray drying treatment, to obtain the oligosaccharide.
- A kind of 9. extracting method of oligosaccharide, it is characterised in that including：(1) whey is subjected to sterilization processing, the whey derives from cow's milk or colostrum；(2) whey after sterilization is subjected to by-pass filtration processing, to obtain by-pass filtration permeate, the by-pass filtration processing It is middle to use resin filter；(3) the by-pass filtration permeate is subjected to RO concentrations, to obtain concentrate；(4) concentrate is subjected to beta galactosidase enzymolysis processing；(5) concentrate after enzymolysis is subjected to secondary filtration processing, to obtain secondary filtration trapped fluid, at the secondary filtration Reason uses filter membrane of the size for 600 dalton；And(6) the secondary filtration trapped fluid is subjected to spray drying treatment, to obtain the oligosaccharide.
- A kind of 10. extracting method of oligosaccharide, it is characterised in that including：(1) whey is subjected to sterilization processing, the whey derives from cow's milk or colostrum；(2) whey after sterilization is subjected to by-pass filtration processing, to obtain by-pass filtration permeate, the by-pass filtration processing The middle filter membrane for using size as 10000 dalton；(3) the by-pass filtration permeate is subjected to RO concentrations, to obtain concentrate；(4) concentrate is subjected to beta galactosidase enzymolysis processing；(5) concentrate after enzymolysis is subjected to secondary filtration processing, to obtain secondary filtration trapped fluid, at the secondary filtration Reason uses filter membrane of the size for 600 dalton；And(6) the secondary filtration trapped fluid is subjected to spray drying treatment, to obtain the oligosaccharide.
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| CN201710935331.8A CN107760738A (en) | 2017-10-10 | 2017-10-10 | The extracting method of oligosaccharide |
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| CN201710935331.8A CN107760738A (en) | 2017-10-10 | 2017-10-10 | The extracting method of oligosaccharide |
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN114907497A (en) * | 2022-06-27 | 2022-08-16 | 河南省商业科学研究所有限责任公司 | Preparation method and application of peony oligosaccharide extract |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN103547173A (en) * | 2011-05-24 | 2014-01-29 | 雀巢产品技术援助有限公司 | Milk oligosaccharide-galactooligosaccharide composition for infant formula containing the soluble oligosaccharide fraction present in milk, and having a low level of monosaccharides, and a process to produce the composition |
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2017
- 2017-10-10 CN CN201710935331.8A patent/CN107760738A/en active Pending
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103547173A (en) * | 2011-05-24 | 2014-01-29 | 雀巢产品技术援助有限公司 | Milk oligosaccharide-galactooligosaccharide composition for infant formula containing the soluble oligosaccharide fraction present in milk, and having a low level of monosaccharides, and a process to produce the composition |
Non-Patent Citations (1)
| Title |
|---|
| 李海方: "β-D-半乳糖苷酶酶学性质及制备高纯度低聚半乳糖关键工艺的研究", 《中国优秀硕士学位论文全文数据库 工程科技I辑》 * |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN114907497A (en) * | 2022-06-27 | 2022-08-16 | 河南省商业科学研究所有限责任公司 | Preparation method and application of peony oligosaccharide extract |
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