CN110845549A - Purification process of galactooligosaccharide - Google Patents
Purification process of galactooligosaccharide Download PDFInfo
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- CN110845549A CN110845549A CN201911023234.7A CN201911023234A CN110845549A CN 110845549 A CN110845549 A CN 110845549A CN 201911023234 A CN201911023234 A CN 201911023234A CN 110845549 A CN110845549 A CN 110845549A
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- galactooligosaccharide
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- galacto
- syrup
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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
- C07H1/06—Separation; Purification
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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
- C07H3/04—Disaccharides
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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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- 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
- C08B37/0006—Homoglycans, i.e. polysaccharides having a main chain consisting of one single sugar, e.g. colominic acid
- C08B37/0036—Galactans; Derivatives thereof
Abstract
The invention relates to the field of galacto-oligosaccharides, and discloses a purification process of galacto-oligosaccharides, which comprises the steps of adding commercially available galacto-oligosaccharides into deionized water to obtain syrup, adding yarrowia lipolytica into the syrup for fermentation, and effectively removing lactose and glucose in the commercially available galacto-oligosaccharides; then adding inorganic acid to adjust the pH value, and adding ethanol to carry out alcohol precipitation, thereby effectively removing other impurities in the galactooligosaccharide; and then the macroporous adsorption decolorizing resin is used for decolorizing treatment, and the nanofiltration membrane, the acidic cation resin and the alkaline anion resin are used for effectively improving the purity of the galactooligosaccharide. The method has the advantages of simple steps, convenient operation, easy process control and convenient large-scale industrial production. The experimental result shows that the purity of the galactooligosaccharide is more than 90.16 percent.
Description
Technical Field
The invention relates to the field of galacto-oligosaccharides, in particular to a process for purifying galacto-oligosaccharides.
Background
Galacto-oligosaccharide is a functional oligosaccharide with natural properties, and the molecular structure of the galacto-oligosaccharide is generally that 1-7 galactosyl groups are connected to galactose or glucose molecules. The galactooligosaccharide is an excellent nutrient source and an effective proliferation factor of beneficial bacteria such as bifidobacterium, lactobacillus acidophilus and the like in human intestinal tracts, and can improve the digestion and absorption functions of the human intestinal tracts. The digestive function of the newborn is weak, so the nutrient components of the galactooligosaccharide are added into the infant milk powder. The galacto-oligosaccharide contained in the milk powder can improve the digestive function of the baby and promote the absorption of calcium in the body of the baby. Thereby enhancing the immunity of the baby.
The galacto-oligosaccharide is prepared from lactose by the action of β -galactosidase, is an oligosaccharide mixture of 1-4 galactose molecules connected with β (1 → 2) bonds or β (1 → 3), β (1 → 4) bonds and β (1 → 6) bonds on galacto-oligosaccharide groups in lactose molecules.
Disclosure of Invention
In view of the above, the present invention aims to provide a purification process of galactooligosaccharides, which can improve the purity of commercially available galactooligosaccharides.
In order to achieve the above purpose, the invention provides the following technical scheme:
a purification process of galactooligosaccharides comprises the following steps:
1) adding deionized water into commercially available galacto-oligosaccharide to obtain syrup;
2) adding yarrowia lipolytica yeast into the syrup, and carrying out fermentation reaction for 10-15 h at the temperature of 30-40 ℃ and the pH of 6-7;
3) cooling to room temperature, adding inorganic acid into the mixture, adjusting the pH value of the slurry to 3-4, and filtering to obtain a filtrate I;
4) adding ethanol into the filtrate I to carry out alcohol precipitation, and filtering to obtain filtrate II;
5) carrying out decoloring treatment on the filtrate II through macroporous adsorption decoloring resin, and carrying out adsorption desalting and dealcoholization treatment by using a nanofiltration membrane, acidic cation resin and alkaline anion resin;
6) concentrating the mixture to a mass percentage concentration of 80-90 wt%, and drying to obtain the galactooligosaccharide.
Preferably, the mass ratio of the galactooligosaccharide to the deionized water in the step 1) is 1: (3-4).
Preferably, the number of viable bacteria of yarrowia lipolytica in the syrup is (0.8-1.2) x 108one/mL.
Preferably, the mineral acid is sulfuric acid or hydrochloric acid; the mass concentration of the inorganic acid is 0.5-1 wt%.
Preferably, in the step 4), the mass concentration of the ethanol is 30-40 wt%.
Preferably, in the step 5), the decolorizing resin column is a D941 macroporous decolorizing resin column or an activated carbon column.
Preferably, in the step 5), the molecular weight cut-off of the nanofiltration membrane is 200-400D, the anion exchange resin is D301 anion exchange resin, and the cation exchange resin is D113 cation exchange resin.
Preferably, in the step 6), the drying is vacuum freeze drying, the drying temperature is-20 to-30 ℃, and the vacuum degree is 3 to 5 KPa.
According to the purification process of galactooligosaccharides, provided by the invention, commercially available galactooligosaccharides are added into deionized water to obtain syrup, and then yarrowia lipolytica is added for fermentation, so that lactose and glucose in commercially available galactooligosaccharides can be effectively removed; then adding inorganic acid to adjust the pH value, and adding ethanol to carry out alcohol precipitation, thereby effectively removing other impurities in the galactooligosaccharide; and then the macroporous adsorption decolorizing resin is used for decolorizing treatment, and the nanofiltration membrane, the acidic cation resin and the alkaline anion resin are used for effectively improving the purity of the galactooligosaccharide. The method has the advantages of simple steps, convenient operation, easy process control and convenient large-scale industrial production. The experimental result shows that the purity of the galactooligosaccharide is more than 90.16 percent.
Detailed Description
The invention provides a purification process of galactooligosaccharides, which comprises the following steps:
1) adding deionized water into commercially available galacto-oligosaccharide to obtain syrup;
2) adding yarrowia lipolytica yeast into the syrup, and carrying out fermentation reaction for 10-15 h at the temperature of 30-40 ℃ and the pH of 6-7;
3) cooling to room temperature, adding inorganic acid into the mixture, adjusting the pH value of the slurry to 3-4, and filtering to obtain a filtrate I;
4) adding ethanol into the filtrate I to carry out alcohol precipitation, and filtering to obtain filtrate II;
5) carrying out decoloring treatment on the filtrate II through macroporous adsorption decoloring resin, and carrying out adsorption desalting and dealcoholization treatment by using a nanofiltration membrane, acidic cation resin and alkaline anion resin;
6) concentrating the mixture to a mass percentage concentration of 80-90 wt%, and drying to obtain the galactooligosaccharide.
Adding deionized water into commercially available galacto-oligosaccharide to obtain syrup; the source of commercially available galactooligosaccharides is not limited in the present invention, and commercially available galactooligosaccharides used in the present invention are galactooligosaccharides produced by Shanghai Hui Shi pharmaceutical science and technology Co., Ltd., and the purity of the galactooligosaccharides is 57%; however, it is to be noted that, but not limited to, the galactooligosaccharide used in the present invention.
Wherein the mass ratio of the galactooligosaccharide to the deionized water is 1: (3-4).
Adding yarrowia lipolytica yeast into the syrup, and carrying out fermentation reaction for 10-15 h at the temperature of 30-40 ℃ and the pH of 6-7; the purity of galactooligosaccharides is improved by adding yarrowia lipolytica into the syrup to decompose lactose and glucose in the syrup. The viable bacteria count of the yarrowia lipolytica in the syrup is (0.8-1.2) multiplied by 108one/mL.
And cooling to room temperature, adding inorganic acid into the mixture, adjusting the pH value of the slurry to 3-4, and filtering to obtain a filtrate I. The inorganic acid is sulfuric acid or hydrochloric acid; the mass concentration of the inorganic acid is 0.5-1 wt%.
Adding ethanol into the filtrate I to carry out alcohol precipitation, and filtering to obtain filtrate II; in the above, the mass concentration of ethanol is 30-40 wt%.
Carrying out decoloring treatment on the filtrate II through macroporous adsorption decoloring resin, and carrying out adsorption desalting and dealcoholization treatment by using a nanofiltration membrane, acidic cation resin and alkaline anion resin; the decolorizing resin column is a D941 macroporous decolorizing resin column or an activated carbon column, and plays a role in decolorizing; the molecular weight cut-off of the nanofiltration membrane is 200-400D, the anion exchange resin is D301 anion exchange resin, and the cation exchange resin is D113 cation exchange resin. Through the above steps, high purity galactooligosaccharide can be obtained.
Concentrating to the mass percentage concentration of 80-90 wt%, and drying to obtain galactooligosaccharides; wherein the drying is vacuum freeze drying, the drying temperature is-20 to-30 ℃, and the vacuum degree is 3 to 5 KPa.
According to the invention, commercial galactooligosaccharide is added into deionized water to obtain syrup, and yarrowia lipolytica yeast is added for fermentation, so that lactose and glucose in the commercial galactooligosaccharide can be effectively removed; then adding inorganic acid to adjust the pH value, and adding ethanol to carry out alcohol precipitation, thereby effectively removing other impurities in the galactooligosaccharide; and then the macroporous adsorption decolorizing resin is used for decolorizing treatment, and the nanofiltration membrane, the acidic cation resin and the alkaline anion resin are used for effectively improving the purity of the galactooligosaccharide. The method has the advantages of simple steps, convenient operation, easy process control and convenient large-scale industrial production. The experimental result shows that the purity of the galactooligosaccharide is more than 90.16 percent.
In order to further illustrate the present invention, the following examples are provided to describe the purification process of galactooligosaccharide of the present invention in detail, but they should not be construed as limiting the scope of the present invention.
The commercially available galactooligosaccharide used in the present invention is galactooligosaccharide produced by Shanghai Shiji science and technology Co., Ltd, and the purity of the galactooligosaccharide is 57%.
Example 1
The purification process of galactooligosaccharides comprises the following steps:
1) adding deionized water into commercially available galacto-oligosaccharide to obtain syrup; the mass ratio of galacto-oligosaccharide to deionized water is 1: 3;
2) adding yarrowia lipolytica yeast into the syrup, and carrying out fermentation reaction for 10h at the temperature of 30 ℃ and the pH value of 6; the viable bacteria count of yarrowia lipolytica in syrup is 0.8 × 108Per mL;
3) cooling to room temperature, adding sulfuric acid into the mixture, adjusting the pH value of the slurry to 3, and filtering to obtain a filtrate I; the mass concentration of the sulfuric acid is 0.5 wt%;
4) adding 30 wt% ethanol into the filtrate I, precipitating with ethanol, and filtering to obtain filtrate II;
5) passing the filtrate through a D941 macroporous decolorizing resin column for decolorizing, and performing adsorption desalting and dealcoholization treatment with a nanofiltration membrane with molecular weight cutoff of 200D, a D113 cation exchange resin and a D301 anion exchange resin;
6) concentrating to 85 wt%, and vacuum freeze drying at-30 deg.C and vacuum degree of 5KPa to obtain galactooligosaccharide.
Example 2
The purification process of galactooligosaccharides comprises the following steps:
1) adding deionized water into commercially available galacto-oligosaccharide to obtain syrup; the mass ratio of galacto-oligosaccharide to deionized water is 1: 4;
2) adding yarrowia lipolytica yeast into the syrup, and carrying out fermentation reaction for 15h at the temperature of 40 ℃ and the pH value of 7; the viable bacteria count of yarrowia lipolytica in syrup is 1.2 × 108Per mL;
3) cooling to room temperature, adding inorganic acid into the mixture, adjusting the pH value of the slurry to 4, and filtering to obtain a filtrate I; the inorganic acid is hydrochloric acid with the mass concentration of 1 wt%;
4) adding 40 wt% ethanol into the filtrate I, precipitating with ethanol, and filtering to obtain filtrate II;
5) decolorizing the filtrate II with activated carbon column, and performing adsorption desalting and dealcoholization treatment with nanofiltration membrane with cut-off molecular weight of 400D, D113 cation exchange resin and D301 anion exchange resin;
6) concentrating to 90 wt% of mass percent concentration, and performing vacuum freeze drying at the drying temperature of-20 ℃ and the vacuum degree of 3KPa to obtain the galactooligosaccharide.
Example 3
The purification process of galactooligosaccharides comprises the following steps:
1) adding deionized water into commercially available galacto-oligosaccharide to obtain syrup; the mass ratio of galacto-oligosaccharide to deionized water is 1: 3.5;
2) adding yarrowia lipolytica yeast into the syrup, and carrying out fermentation reaction for 12h at the temperature of 40 ℃ and the pH value of 7; the viable bacteria count of yarrowia lipolytica in syrup is 1 × 108Per mL;
3) cooling to room temperature, adding inorganic acid into the mixture, adjusting the pH value of the slurry to 3, and filtering to obtain a filtrate I; the inorganic acid is hydrochloric acid with the mass concentration of 0.8 wt%;
4) adding 35 wt% ethanol into the filtrate I, precipitating with ethanol, and filtering to obtain filtrate II;
5) passing the filtrate through a D941 macroporous decolorizing resin column for decolorizing, and performing adsorption desalting and dealcoholization treatment with a nanofiltration membrane with molecular weight cutoff of 300D, a D113 cation exchange resin and a D301 anion exchange resin;
6) concentrating to 80 wt%, and vacuum freeze drying at-25 deg.C under vacuum degree of 4KPa to obtain galactooligosaccharide.
Comparative example 1
The purification process of galactooligosaccharides comprises the following steps:
1) adding deionized water into commercially available galacto-oligosaccharide to obtain syrup; the mass ratio of galacto-oligosaccharide to deionized water is 1: 3.5;
2) adding inorganic acid to the syrup and adjusting the pH of the slurrySaving to 3, and filtering to obtain a filtrate I; the inorganic acid is hydrochloric acid with the mass concentration of 0.8 wt%; the viable bacteria count of yarrowia lipolytica in syrup is 1 × 108Per mL;
3) adding 35 wt% ethanol into the filtrate I, precipitating with ethanol, and filtering to obtain filtrate II;
4) passing the filtrate through a D941 macroporous decolorizing resin column for decolorizing, and performing adsorption desalting and dealcoholization treatment with a nanofiltration membrane with molecular weight cutoff of 300D, a D113 cation exchange resin and a D301 anion exchange resin;
5) concentrating to 80 wt%, and vacuum freeze drying at-25 deg.C under vacuum degree of 4KPa to obtain galactooligosaccharide.
Comparative example 2
The purification process of galactooligosaccharides comprises the following steps:
1) adding deionized water into commercially available galacto-oligosaccharide to obtain syrup; the mass ratio of galacto-oligosaccharide to deionized water is 1: 3.5;
2) adding yarrowia lipolytica yeast into the syrup, and carrying out fermentation reaction for 12h at the temperature of 40 ℃ and the pH value of 7; the viable bacteria count of yarrowia lipolytica in syrup is 1 × 108Per mL;
3) carrying out decolorization treatment on the mixed solution through a D941 macroporous decolorizing resin column, and carrying out adsorption desalination and dealcoholization treatment by using a nanofiltration membrane with the molecular weight cutoff of 300D, a D113 cation exchange tree and a D301 anion exchange resin;
4) concentrating to 80 wt%, and vacuum freeze drying at-25 deg.C under vacuum degree of 4KPa to obtain galactooligosaccharide.
Comparative example 3
The purification process of galactooligosaccharides comprises the following steps:
1) adding deionized water into commercially available galacto-oligosaccharide to obtain syrup; the mass ratio of galacto-oligosaccharide to deionized water is 1: 3.5;
2) adding yarrowia lipolytica yeast into the syrup, and carrying out fermentation reaction for 12h at the temperature of 40 ℃ and the pH value of 7;the viable bacteria count of yarrowia lipolytica in syrup is 1 × 108Per mL;
3) cooling to room temperature, adding 35 wt% ethanol into the mixture, precipitating with ethanol, and filtering to obtain filtrate II;
4) passing the filtrate through a D941 macroporous decolorizing resin column for decolorizing, and performing adsorption desalting and dealcoholization treatment with a nanofiltration membrane with molecular weight cutoff of 300D, a D113 cation exchange resin and a D301 anion exchange resin;
5) concentrating to 80 wt%, and vacuum freeze drying at-25 deg.C under vacuum degree of 4KPa to obtain galactooligosaccharide.
Comparative example 4
The purification process of galactooligosaccharides comprises the following steps:
1) adding deionized water into commercially available galacto-oligosaccharide to obtain syrup; the mass ratio of galacto-oligosaccharide to deionized water is 1: 3.5;
2) adding yarrowia lipolytica yeast into the syrup, and carrying out fermentation reaction for 12h at the temperature of 40 ℃ and the pH value of 7; the viable bacteria count of yarrowia lipolytica in syrup is 1 × 108Per mL;
3) cooling to room temperature, adding inorganic acid into the mixture, adjusting the pH value of the slurry to 3, and filtering to obtain a filtrate I; the inorganic acid is hydrochloric acid with the mass concentration of 0.8 wt%;
5) carrying out decolorization treatment on the filtrate I through a D941 macroporous decolorizing resin column, and carrying out adsorption desalination and dealcoholization treatment by using a nanofiltration membrane with the molecular weight cutoff of 300D, a D113 cation exchange tree and a D301 anion exchange resin;
6) concentrating to 80 wt%, and vacuum freeze drying at-25 deg.C under vacuum degree of 4KPa to obtain galactooligosaccharide.
Comparative example 5
The purification process of galactooligosaccharides comprises the following steps:
1) adding deionized water into commercially available galacto-oligosaccharide to obtain syrup; the mass ratio of galacto-oligosaccharide to deionized water is 1: 3.5;
2) adding yarrowia lipolytica yeast into the syrup, and carrying out fermentation reaction for 12h at the temperature of 40 ℃ and the pH value of 7; the viable bacteria count of yarrowia lipolytica in syrup is 1 × 108Per mL;
3) cooling to room temperature, adding inorganic acid into the mixture, adjusting the pH value of the slurry to 3, and filtering to obtain a filtrate I; the inorganic acid is hydrochloric acid with the mass concentration of 0.8 wt%;
4) adding 35 wt% ethanol into the filtrate I, precipitating with ethanol, and filtering to obtain filtrate II;
5) passing the filtrate through a D941 macroporous decolorizing resin column for decolorizing, and performing adsorption desalting and dealcoholization treatment with a nanofiltration membrane with molecular weight cutoff of 300D, a D113 cation exchange resin and a D301 anion exchange resin;
6) concentrating to the mass percent concentration of 80 wt%, and drying at room temperature under normal atmospheric pressure to obtain galactooligosaccharide.
The purities of the galactooligosaccharides obtained in examples 1 to 3 and comparative examples 1 to 5 were measured, and the results are shown in Table 1.
TABLE 1 Experimental results for examples 1 to 3 and comparative examples 1 to 5
As can be seen from Table 1, in examples 1 to 3, compared with comparative examples 1 to 5, the galactooligosaccharides prepared by the method provided by the present invention have high purity; compared with the embodiment 3, the comparative example 1 omits the addition of yarrowia lipolytica, and reduces the purity of galactooligosaccharides; compared with the embodiment 3, the comparative examples 2-4 omit the purification step of a nanofiltration membrane, simultaneously omit the addition of inorganic acid and ethanol, and obviously reduce the purity of galacto-oligosaccharide by singly omitting the addition of the inorganic acid and the addition of the ethanol; comparative example 5 compared to example 3, changing the vacuum drying to room temperature drying reduced the purity of the galactooligosaccharide.
The previous description is provided to enable any person skilled in the art to make or use the present disclosure, and is provided in the context of a computer-implemented process. Various modifications to these embodiments will be readily apparent to those skilled in the art, and the generic principles defined herein may be applied to other embodiments without departing from the spirit or scope of the invention. Thus, the present invention is not intended to be limited to the embodiments shown herein but is to be accorded the widest scope consistent with the principles and novel features disclosed herein.
Claims (8)
1. A process for purifying galactooligosaccharides, comprising the steps of:
1) adding deionized water into commercially available galacto-oligosaccharide to obtain syrup;
2) adding yarrowia lipolytica yeast into the syrup, and carrying out fermentation reaction for 10-15 h at the temperature of 30-40 ℃ and the pH of 6-7;
3) cooling to room temperature, adding inorganic acid into the mixture, adjusting the pH value of the slurry to 3-4, and filtering to obtain a filtrate I;
4) adding ethanol into the filtrate I to carry out alcohol precipitation, and filtering to obtain filtrate II;
5) carrying out decoloring treatment on the filtrate II through macroporous adsorption decoloring resin, and carrying out adsorption desalting and dealcoholization treatment by using a nanofiltration membrane, cationic resin and anionic resin;
6) concentrating the mixture to a mass percentage concentration of 80-90 wt%, and drying to obtain the galactooligosaccharide.
2. The process for purifying galactooligosaccharides according to claim 1, wherein the mass ratio of galactooligosaccharides to deionized water in step 1) is 1: (3-4).
3. The process for purifying galactooligosaccharides according to claim 1, wherein in step 2), the lipolytics are present in the syrupThe viable bacteria number of the Rowei yeast is (0.8-1.2) multiplied by 108one/mL.
4. The process for purifying galactooligosaccharides according to claim 1, wherein in the step 3), the inorganic acid is sulfuric acid or hydrochloric acid; the mass concentration of the inorganic acid is 0.5-1 wt%.
5. The process for purifying galactooligosaccharide according to claim 1, wherein the mass concentration of ethanol in step 4) is 30-40 wt%.
6. The process for purifying galactooligosaccharide according to claim 1, wherein in the step 5), the decolorizing resin column is a D941 macroporous decolorizing resin column or an activated carbon column.
7. The purification process of galactooligosaccharide according to claim 1, wherein in the step 5), the molecular weight cut-off of the nanofiltration membrane is 200-400D, the anion exchange resin is D301 anion exchange resin, and the cation exchange resin is D113 cation exchange resin.
8. The process for purifying galactooligosaccharide of claim 1, wherein the drying in step 6) is vacuum freeze drying, the drying temperature is-20 to-30 ℃, and the vacuum degree is 3 to 5 KPa.
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| CN111978423A (en) * | 2020-08-26 | 2020-11-24 | 保龄宝生物股份有限公司 | Preparation method of high-purity galactooligosaccharide |
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| CN111978423A (en) * | 2020-08-26 | 2020-11-24 | 保龄宝生物股份有限公司 | Preparation method of high-purity galactooligosaccharide |
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Application publication date: 20200228 |