CN108690857A - A kind of preparation method of high-purity brown alga oligose - Google Patents
A kind of preparation method of high-purity brown alga oligose Download PDFInfo
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- 238000002360 preparation method Methods 0.000 title claims abstract description 21
- 241000512259 Ascophyllum nodosum Species 0.000 claims abstract description 42
- 229920000615 alginic acid Polymers 0.000 claims abstract description 22
- 235000010443 alginic acid Nutrition 0.000 claims abstract description 22
- 229920001542 oligosaccharide Polymers 0.000 claims abstract description 16
- 150000002482 oligosaccharides Chemical class 0.000 claims abstract description 16
- 241001466453 Laminaria Species 0.000 claims abstract description 10
- 235000011389 fruit/vegetable juice Nutrition 0.000 claims abstract description 6
- 102000004190 Enzymes Human genes 0.000 claims description 11
- 108090000790 Enzymes Proteins 0.000 claims description 11
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 10
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical compound [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 claims description 6
- 241000195493 Cryptophyta Species 0.000 claims description 6
- 238000004519 manufacturing process Methods 0.000 claims description 6
- 238000000855 fermentation Methods 0.000 claims description 5
- 230000004151 fermentation Effects 0.000 claims description 5
- 238000000034 method Methods 0.000 claims description 5
- 239000006228 supernatant Substances 0.000 claims description 5
- 241000894006 Bacteria Species 0.000 claims description 4
- 238000000605 extraction Methods 0.000 claims description 4
- 235000019270 ammonium chloride Nutrition 0.000 claims description 3
- ZPWVASYFFYYZEW-UHFFFAOYSA-L dipotassium hydrogen phosphate Chemical compound [K+].[K+].OP([O-])([O-])=O ZPWVASYFFYYZEW-UHFFFAOYSA-L 0.000 claims description 3
- 239000002054 inoculum Substances 0.000 claims description 3
- 102000004317 Lyases Human genes 0.000 claims description 2
- 108090000856 Lyases Proteins 0.000 claims description 2
- 238000004108 freeze drying Methods 0.000 claims description 2
- 230000007062 hydrolysis Effects 0.000 claims description 2
- 238000006460 hydrolysis reaction Methods 0.000 claims description 2
- 238000011081 inoculation Methods 0.000 claims description 2
- 238000002156 mixing Methods 0.000 claims description 2
- 239000000203 mixture Substances 0.000 abstract description 8
- 239000002994 raw material Substances 0.000 abstract description 6
- 239000012535 impurity Substances 0.000 abstract description 5
- 238000004321 preservation Methods 0.000 abstract description 5
- 238000004140 cleaning Methods 0.000 abstract 1
- 238000006116 polymerization reaction Methods 0.000 description 7
- 238000004192 high performance gel permeation chromatography Methods 0.000 description 6
- 239000007788 liquid Substances 0.000 description 6
- 150000004676 glycans Chemical class 0.000 description 5
- 230000000694 effects Effects 0.000 description 4
- 229920001282 polysaccharide Polymers 0.000 description 4
- 239000005017 polysaccharide Substances 0.000 description 4
- 238000012360 testing method Methods 0.000 description 4
- 229910052500 inorganic mineral Inorganic materials 0.000 description 3
- 239000011707 mineral Substances 0.000 description 3
- 238000012545 processing Methods 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- 238000000926 separation method Methods 0.000 description 3
- FBPFZTCFMRRESA-KVTDHHQDSA-N D-Mannitol Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-KVTDHHQDSA-N 0.000 description 2
- AEMOLEFTQBMNLQ-VANFPWTGSA-N D-mannopyranuronic acid Chemical compound OC1O[C@H](C(O)=O)[C@@H](O)[C@H](O)[C@@H]1O AEMOLEFTQBMNLQ-VANFPWTGSA-N 0.000 description 2
- 229930195725 Mannitol Natural products 0.000 description 2
- 238000011161 development Methods 0.000 description 2
- 235000013305 food Nutrition 0.000 description 2
- 239000004615 ingredient Substances 0.000 description 2
- PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical compound II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 description 2
- 239000000594 mannitol Substances 0.000 description 2
- 235000010355 mannitol Nutrition 0.000 description 2
- 239000002609 medium Substances 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 1
- 241000186216 Corynebacterium Species 0.000 description 1
- 241000186249 Corynebacterium sp. Species 0.000 description 1
- AEMOLEFTQBMNLQ-BZINKQHNSA-N D-Guluronic Acid Chemical compound OC1O[C@H](C(O)=O)[C@H](O)[C@@H](O)[C@H]1O AEMOLEFTQBMNLQ-BZINKQHNSA-N 0.000 description 1
- IAJILQKETJEXLJ-UHFFFAOYSA-N Galacturonsaeure Natural products O=CC(O)C(O)C(O)C(O)C(O)=O IAJILQKETJEXLJ-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 230000000259 anti-tumor effect Effects 0.000 description 1
- 230000010100 anticoagulation Effects 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- 235000006708 antioxidants Nutrition 0.000 description 1
- 230000001580 bacterial effect Effects 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- AEMOLEFTQBMNLQ-UHFFFAOYSA-N beta-D-galactopyranuronic acid Natural products OC1OC(C(O)=O)C(O)C(O)C1O AEMOLEFTQBMNLQ-UHFFFAOYSA-N 0.000 description 1
- 159000000007 calcium salts Chemical group 0.000 description 1
- 239000001913 cellulose Substances 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 239000003653 coastal water Substances 0.000 description 1
- 239000012141 concentrate Substances 0.000 description 1
- 230000007812 deficiency Effects 0.000 description 1
- 201000010099 disease Diseases 0.000 description 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 1
- 239000000284 extract Substances 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 235000012041 food component Nutrition 0.000 description 1
- 238000005227 gel permeation chromatography Methods 0.000 description 1
- 239000012499 inoculation medium Substances 0.000 description 1
- 239000011630 iodine Substances 0.000 description 1
- 229910052740 iodine Inorganic materials 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 238000002386 leaching Methods 0.000 description 1
- 230000000813 microbial effect Effects 0.000 description 1
- 244000005700 microbiome Species 0.000 description 1
- 150000002772 monosaccharides Chemical class 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 238000000638 solvent extraction Methods 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
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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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- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12N—MICROORGANISMS OR ENZYMES; COMPOSITIONS THEREOF; PROPAGATING, PRESERVING, OR MAINTAINING MICROORGANISMS; MUTATION OR GENETIC ENGINEERING; CULTURE MEDIA
- C12N1/00—Microorganisms, e.g. protozoa; Compositions thereof; Processes of propagating, maintaining or preserving microorganisms or compositions thereof; Processes of preparing or isolating a composition containing a microorganism; Culture media therefor
- C12N1/20—Bacteria; Culture media therefor
- C12N1/205—Bacterial isolates
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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
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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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- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12R—INDEXING SCHEME ASSOCIATED WITH SUBCLASSES C12C - C12Q, RELATING TO MICROORGANISMS
- C12R2001/00—Microorganisms ; Processes using microorganisms
- C12R2001/01—Bacteria or Actinomycetales ; using bacteria or Actinomycetales
- C12R2001/15—Corynebacterium
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- Genetics & Genomics (AREA)
- Bioinformatics & Cheminformatics (AREA)
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Abstract
The invention discloses a kind of preparation methods of high-purity brown alga oligose, belong to brown alga field of deep.Laminaria leftover after flooding is beaten as raw material after cleaning during the present invention is produced using kelp juice, and the preservation strain XS1412C produce algin catenases that ferment then is utilized to digest, and is centrifuged after the kelp residue for removing and not digesting to get high-purity brown alga oligose solution.Gained brown alga oligose of the invention is the oligosaccharide mixture of 2 ~ 7 sugar and 7 sugar or more, and brown alga oligose total amount accounting is more than 80%, significantly larger than the 18.9% of document report.Gained brown alga oligose moderate purity of the invention is very high, and non-sugar impurities content is less than 14%.
Description
Technical field
The present invention relates to brown alga field of deep, more particularly to a kind of preparation method of high-purity brown alga oligose.
Background technology
Kelp is a kind of economic brown alga of large size with plurality of health care functions, production widely distributed in China east coastal waters
Amount occupies the first in the world.The promotion of kelp processing technical merit promotes the development of kelp intensive processing, with algin catenase
And its continuous discovery of high yield microbial strains, algin catenase have become the important tool enzyme of kelp intensive processing, with
Its β, which eliminates Mechanism Study, to be goed deep into, be up in dry kelp 20% or more algal polysaccharide can be degraded to by algin catenase with
Mannuronic acid or oligosaccharides or monosaccharide that guluronic acid is basic unit.There is brown alga oligose significant adjust to be immunized, is disease-resistant
Malicious, antitumor, anticoagulation and the functions such as anti-oxidant, the correlative study of brown alga oligose also have become the heat of domestic and international researcher concern
Point.
Dry kelp and fresh kelp are often used as the raw material of research in the prior art, this main laminaria raw material is through the brown of separate sources
After phycocolloid lyases enzymolysis, the content of brown alga oligose is generally between 0.5%-2.0% in enzymolysis liquid, while containing again in enzymolysis liquid
The multiple nutritional components such as a large amount of minerals, iodine, mannitol, salt algae sugar, can be applied in numerous food product industry, sometimes excessively
Minerals and iodine can limit the application of kelp enzymolysis liquid in the food industry.
However the development of brown alga oligose class functional product is also required to the brown alga oligose of high-purity, it has been reported that being handed over using ion
It changes resin column and is separated to the higher oligosaccharide mixture of purity from the homogenate of the laminari-oligo saccharide of preparation, since brown alga oligose is by ancient sieve
The uronic acid mixture different with the degree of polymerization that mannuronic acid forms, and viscosity is not of uniform size, it will be brown in multicomponent of comforming
Algae oligosaccharides is separated extremely difficult, and separating technology is cumbersome and separation costs are relatively high.
Invention content
In order to make up the deficiency that the prior art hardly results in high-purity brown alga oligose, the present invention provides a kind of low cost is high
The preparation method of purity brown alga oligose.
The technical scheme is that:
The corynebacterium strain XS1412C of algin catenase is produced, which has been preserved in China typical culture collection center,
Its deposit number is CCTCC No:2015149, the preservation time is:On 03 30th, 2015.
A kind of preparation method of high-purity brown alga oligose, including step:
1)Wash with water the laminaria leftover after flooding in kelp juice production;
2)Laminaria leftover beater is beaten into kelp paste;
3)Adjustment pH is 6.5-8.5, and the produced algin catenase of strain X S1412C fermentations is added, is stirred at 25 DEG C -35 DEG C
Digest 4 h-12h;
4)Centrifuge the kelp residue not digested(Predominantly cellulose), supernatant is collected up to high-purity brown alga oligose.
Preferably, step 1)In, laminaria leftover is that dry kelp is soaked 0.2-2 hours, is then heated to
50-90 DEG C extraction 1-5 hours after kelp.
Preferably, step 2)In, laminaria leftover is beaten into the kelp paste at 100-200 mesh.
Preferably, it is using the strain X S1412C methods for producing algin catenase:Fermentative medium formula:It is brown
Phycocolloid 3g-10g, dipotassium hydrogen phosphate 0.3g-1.2g, ammonium chloride 0.8g-3.5g, Chen Haishui 0.3L-1.0L, pH 6.5-8.5;Hair
Ferment condition is:By 3%-6% inoculum concentration inoculation mediums, at 26 DEG C -35 DEG C, 120r/min-200r/min shaken cultivations 10h-
20h obtains the algin catenase enzyme solution of XS1412C bacterium.
Preferably, step 3)In, the weight of algin catenase is the 0.05%-1% of kelp paste weight.
Preferably, step 3)In, hydrolysis temperature is 28 DEG C -32 DEG C.
Preferably, step 3)In, mixing speed 100r/min-200r/min.
Preferably, step 4)In, centrifuge 5-15min at rotating speed 4000-5000r/min.
Preferably, step 4)In, it is spray-dried after high-purity brown alga oligose solution is concentrated or freeze-drying is made
Obtain powdered high-purity brown alga oligose.
Beneficial effects of the present invention are:
1, using the leftover bits and pieces of kelp juice production as raw material, rather than dry kelp used in the prior art or fresh kelp are
Raw material, for the leftover bits and pieces kelp of kelp juice production after flooding, minerals, iodine, mannitol, galactolipin, salt algae glycan etc. can
Most components of dissolubility all enter in kelp leaching liquor, and the remaining ingredient of laminaria leftover is mainly deposited with calcium salt forms
Algal polysaccharide and Kelp fiber etc., ingredient is simple, and algal polysaccharide content is opposite to be improved, and can be used to produce the brown of high-purity
Algae oligosaccharides, while cumbersome separation process can be saved, production cost is reduced, realizes comprehensive utilization of waste materials.
2, the algin catenase added in enzymolysis process is to utilize the marine microorganism screened(Strain X S1412C)Through
Prepared by fermentation, thick enzyme enzyme activity is 230U/mL, and enzyme activity is in neutrality and weak basic condition in pH up to 1000U/mL after concentration
Under can algal polysaccharide be quickly degraded to brown alga oligose(Oligosaccharide mixtures more than 2 ~ 7 sugar and 7 sugar), split using the algin
Enzyme enzymolysis process mild condition is solved, enzymolysis speed is fast.
3, present invention gained brown alga oligose total amount accounting is more than 80%, significantly larger than the 18.9% of document report.Institute of the present invention
It is very high to obtain brown alga oligose moderate purity, non-sugar impurities content is less than 15%.
Description of the drawings
In order to more clearly explain the embodiment of the invention or the technical proposal in the existing technology, to embodiment or will show below
There is attached drawing needed in technology description to be briefly described, it should be apparent that, the accompanying drawings in the following description is only this
Some embodiments of invention without having to pay creative labor, may be used also for those of ordinary skill in the art
With obtain other attached drawings according to these attached drawings.
Fig. 1 is the High Performance Gel Permeation chromatogram of 2 products obtained therefrom of the embodiment of the present invention.
Specific implementation mode
Produce the corynebacteria of algin catenase(Corynebacterium sp.)Strain X S1412C, bacterial strain preservation
In China typical culture collection center, deposit number is CCTCC No:2015149, the preservation time is:03 month 2015
30 days;Preservation address is:No. 299 Wuhan Universitys of Wuhan City, Hubei Province Wuchang District Bayi Road.
The preparation of algin catenase:
Fermentative medium formula:Algin 6g, dipotassium hydrogen phosphate 0.8g, ammonium chloride 2.1g, Chen Haishui 0.6L, pH 7.2;
Fermentation:XS1412C bacterium press 4% inoculum concentration inoculation medium, and at 30 DEG C, 150r/min shaken cultivation 15h are obtained
The algin catenase crude enzyme liquid of XS1412C bacterium, thick enzyme enzyme activity are 230U/mL;Enzyme activity reaches 1000U/mL after separation concentrates.
The preparation of high-purity brown alga oligose:
Dry kelp is added in pot for solvent extraction, injects softened water(The weight of water is 20 times of kelp weight), impregnate 30 minutes, then rise
Temperature extracts 2 hours to 75 DEG C;Extraction finishes, and filtering, filtrate is used to prepare kelp juice, and the kelp after extraction is brown as high-purity
Algae oligosaccharides prepares raw material.
Embodiment 1:
A kind of preparation method of high-purity brown alga oligose:
Kelp after taking 1000g to extract, is cleaned up with pure water;The kelp paste of 200 mesh is broken into after control water with beater;Certainly
The algin catenase enzyme solution after 5g concentrations is added under right pH, rotating speed 150r/min digests 8h at 28 DEG C;In 4200r/min
Under the conditions of centrifuge 10min, supernatant is collected, using High Performance Gel Permeation Chromatography(HPGPC)Measure the polymerization of brown alga oligose difference
Degree composition and relative amount.The oligosaccharides degree of polymerization percentage contents for measuring 2~7 sugar are followed successively by 12.2%, 8.5%, 17.1%, 9.5
%, 5.8%, 5.2%;Oligosaccharide contents more than 7 sugar is 27.6%;2~7 sugared total amounts are 58.3%, and brown alga oligose total content is up to
85.9%;Non-sugar impurities content is only 14.1%.Testing result shows that brown alga oligose content purity is higher in the enzymolysis liquid.
Embodiment 2:
A kind of preparation method of high-purity brown alga oligose:
Kelp after taking 1000g to extract, is cleaned up with pure water;The kelp paste of 100 mesh is broken into after control water with beater;Adjustment
PH is 6.5, and the algin catenase after 3g concentrations is added, and rotating speed 120r/min digests 6h at 30 DEG C;In 4200r/min items
10min is centrifuged under part, supernatant is collected, using High Performance Gel Permeation Chromatography(HPGPC)Measure brown alga oligose different polymerization degree
Composition and relative amount, as shown in Figure 1.Testing result is as shown in table 1, measures the oligosaccharides degree of polymerization percentage contents of 2~7 sugar
It is followed successively by 12.8%, 8.6%, 17.4%, 8.6 %, 5.6%, 4.9%;Oligosaccharide contents more than 7 sugar is 29.1%;2~7 sugared total amounts are
57.9%, brown alga oligose total content is up to 87%;Non-sugar impurities content is only 13.2%(Due to four in percentage composition calculating process
House five enters summation is caused to be slightly above 100%).Testing result shows that brown alga oligose content purity is higher in the enzymolysis liquid.
Table 1 is the gel permeation chromatography test result of 2 gained brown alga oligose product of embodiment
。
Embodiment 3:
A kind of preparation method of high-purity brown alga oligose:
Kelp after taking 1000g to extract, is cleaned up with pure water;The kelp paste of 100 mesh is broken into after control water with beater;Adjustment
PH is 8.5, and the algin catenase after 7g concentrations is added, and rotating speed 180r/min digests 10h at 35 DEG C;In 4200r/min items
10min is centrifuged under part, supernatant is collected, using High Performance Gel Permeation Chromatography(HPGPC)Measure brown alga oligose different polymerization degree
Composition and relative amount.The oligosaccharides degree of polymerization percentage contents for measuring 2~7 sugar are followed successively by 10.2%, 7.7%, 16.5%, 8.8%,
6.5%, 5.2%;Oligosaccharide contents more than 7 sugar is 26.3%;Non-sugar impurities content is 13.5%;2~7 sugared total amounts are 54.9%, brown alga
Oligosaccharides total content is up to 81.2%.
Claims (9)
1. a kind of preparation method of high-purity brown alga oligose, which is characterized in that including step:
1)Wash with water the laminaria leftover after flooding in kelp juice production;
2)Laminaria leftover beater is beaten into kelp paste;
3)Adjustment pH is 6.5-8.5, and the produced algin catenase of strain X S1412C fermentations is added, is stirred at 25 DEG C -35 DEG C
Digest 4 h-12h;
4)The kelp residue not digested is centrifuged, collects supernatant up to high-purity brown alga oligose solution.
2. the preparation method of high-purity brown alga oligose as described in claim 1, which is characterized in that step 1)In, laminaria leftover
Soaked 0.2-2 hours for dry kelp, then heat to 50-90 DEG C extraction 1-5 hours after kelp.
3. the preparation method of high-purity brown alga oligose as claimed in claim 1 or 2, it is characterised in that:Step 2)In, it will be under kelp
Heel beats the kelp paste at 100-200 mesh.
4. the preparation method of high-purity brown alga oligose as described in claim 1, which is characterized in that produced using strain X S1412C brown
The method of phycocolloid lyases is:
Fermentative medium formula:Algin 3g-10g, dipotassium hydrogen phosphate 0.3g-1.2g, ammonium chloride 0.8g-3.5g, Chen Haishui
0.3L-1.0L, pH 6.5-8.5;Fermentation condition is:By 3%-6% inoculum concentration inoculation mediums, at 26 DEG C -35 DEG C, 120r/
Min-200r/min shaken cultivation 10h-20h obtain the algin catenase enzyme solution of XS1412C bacterium.
5. the preparation method of high-purity brown alga oligose as described in claim 1 or 4, which is characterized in that step 3)In, algin is split
The weight for solving enzyme is the 0.05%-1% of kelp paste weight.
6. the preparation method of high-purity brown alga oligose as described in claim 1 or 4, it is characterised in that:Step 3)In, hydrolysis temperature
It is 28 DEG C -32 DEG C.
7. the preparation method of high-purity brown alga oligose as described in claim 1 or 4, which is characterized in that step 3)In, mixing speed
For 100r/min-200r/min.
8. the preparation method of high-purity brown alga oligose as described in claim 1, which is characterized in that step 4)In, in rotating speed 4000-
5-15min is centrifuged under 5000r/min.
9. the preparation method of high-purity brown alga oligose as described in claim 1, it is characterised in that:Step 4)In, high-purity is brown
It is spray-dried after the concentration of algae oligosaccharide solution or powdered high-purity brown alga oligose is made in freeze-drying.
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| CN111194751A (en) * | 2018-11-14 | 2020-05-26 | 南宁汉和生物科技股份有限公司 | Preparation method of seed dressing agent containing alginate oligosaccharide composition |
| CN112494361A (en) * | 2020-12-28 | 2021-03-16 | 青岛博智汇力生物科技有限公司 | Antibacterial and anti-radiation marine oligosaccharide isolation emulsion and preparation method thereof |
| CN112501225A (en) * | 2019-09-16 | 2021-03-16 | 广东岩志生物科技有限公司 | Brown algae oligosaccharide extraction method |
| CN112500202A (en) * | 2019-09-16 | 2021-03-16 | 广东岩志生物科技有限公司 | Application of brown algae extract in preparation of agricultural fertilizer |
| CN112825860A (en) * | 2021-01-23 | 2021-05-25 | 青岛海大汇信生物科技有限公司 | Bactericidal regulator containing alginate oligosaccharides and pyraclostrobin and preparation method thereof |
| WO2022053077A1 (en) * | 2020-09-08 | 2022-03-17 | 北京雷力海洋生物新产业股份有限公司 | Alginate di-oligosaccharide protein composition, preparation method therefor, and use thereof |
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| CN114538985A (en) * | 2022-01-27 | 2022-05-27 | 威海长青海洋科技股份有限公司 | Mixed microorganism seed coating agent and preparation method thereof |
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