CN103130915B - The method of chondroitin sulfate is prepared based on fish cranial cartilage - Google Patents
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- 241000251468 Actinopterygii Species 0.000 title claims abstract description 73
- 210000000845 cartilage Anatomy 0.000 title claims abstract description 49
- SQDAZGGFXASXDW-UHFFFAOYSA-N 5-bromo-2-(trifluoromethoxy)pyridine Chemical compound FC(F)(F)OC1=CC=C(Br)C=N1 SQDAZGGFXASXDW-UHFFFAOYSA-N 0.000 title claims abstract description 38
- 229920001287 Chondroitin sulfate Polymers 0.000 title claims abstract description 37
- 229940059329 chondroitin sulfate Drugs 0.000 title claims abstract description 37
- 238000000034 method Methods 0.000 title claims abstract description 29
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims abstract description 48
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 18
- 238000002156 mixing Methods 0.000 claims abstract description 16
- 239000006228 supernatant Substances 0.000 claims abstract description 16
- 238000003756 stirring Methods 0.000 claims abstract description 15
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 12
- 239000002253 acid Substances 0.000 claims abstract description 9
- 238000001035 drying Methods 0.000 claims abstract description 8
- 238000002386 leaching Methods 0.000 claims abstract description 8
- 239000013049 sediment Substances 0.000 claims abstract description 8
- 238000002525 ultrasonication Methods 0.000 claims abstract description 8
- 108090000790 Enzymes Proteins 0.000 claims description 27
- 102000004190 Enzymes Human genes 0.000 claims description 27
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 claims description 14
- 239000000843 powder Substances 0.000 claims description 10
- 210000003205 muscle Anatomy 0.000 claims description 7
- 238000007669 thermal treatment Methods 0.000 claims description 7
- 230000001681 protective effect Effects 0.000 claims description 5
- 102000011759 adducin Human genes 0.000 claims description 4
- 108010076723 adducin Proteins 0.000 claims description 4
- 238000001556 precipitation Methods 0.000 claims description 3
- 239000013505 freshwater Substances 0.000 claims description 2
- 238000010298 pulverizing process Methods 0.000 claims description 2
- 239000000047 product Substances 0.000 abstract description 14
- 102000004169 proteins and genes Human genes 0.000 abstract description 7
- 108090000623 proteins and genes Proteins 0.000 abstract description 7
- 238000000605 extraction Methods 0.000 abstract description 5
- 239000000284 extract Substances 0.000 abstract description 3
- 239000002994 raw material Substances 0.000 abstract description 3
- 239000002699 waste material Substances 0.000 abstract description 3
- 238000004891 communication Methods 0.000 abstract description 2
- 239000012716 precipitator Substances 0.000 abstract description 2
- 238000005119 centrifugation Methods 0.000 abstract 2
- 229940036811 bone meal Drugs 0.000 abstract 1
- 239000002374 bone meal Substances 0.000 abstract 1
- 235000018102 proteins Nutrition 0.000 description 6
- 235000015165 citric acid Nutrition 0.000 description 5
- 238000005516 engineering process Methods 0.000 description 3
- 238000000227 grinding Methods 0.000 description 3
- 239000002245 particle Substances 0.000 description 3
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- 241001465754 Metazoa Species 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 201000010099 disease Diseases 0.000 description 2
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- 241000251730 Chondrichthyes Species 0.000 description 1
- 229920002683 Glycosaminoglycan Polymers 0.000 description 1
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 1
- 235000001014 amino acid Nutrition 0.000 description 1
- 150000001413 amino acids Chemical class 0.000 description 1
- 230000000259 anti-tumor effect Effects 0.000 description 1
- 230000000840 anti-viral effect Effects 0.000 description 1
- 230000010100 anticoagulation Effects 0.000 description 1
- 230000004071 biological effect Effects 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- 210000004351 coronary vessel Anatomy 0.000 description 1
- 239000002537 cosmetic Substances 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 239000003925 fat Substances 0.000 description 1
- 235000021323 fish oil Nutrition 0.000 description 1
- 235000013305 food Nutrition 0.000 description 1
- 230000008014 freezing Effects 0.000 description 1
- 238000007710 freezing Methods 0.000 description 1
- 206010022000 influenza Diseases 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 150000002632 lipids Chemical class 0.000 description 1
- 239000011574 phosphorus Substances 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 108090000765 processed proteins & peptides Proteins 0.000 description 1
- 238000002604 ultrasonography Methods 0.000 description 1
- 235000021122 unsaturated fatty acids Nutrition 0.000 description 1
- 235000013343 vitamin Nutrition 0.000 description 1
- 229940088594 vitamin Drugs 0.000 description 1
- 229930003231 vitamin Natural products 0.000 description 1
- 239000011782 vitamin Substances 0.000 description 1
- 150000003722 vitamin derivatives Chemical class 0.000 description 1
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- Coloring Foods And Improving Nutritive Qualities (AREA)
- Medicines Containing Material From Animals Or Micro-Organisms (AREA)
- Polysaccharides And Polysaccharide Derivatives (AREA)
Abstract
A kind of method preparing chondroitin sulfate based on fish cranial cartilage of the present invention, step is: get fish cranial cartilage micronizing; Bone meal is mixed in water, after ultrasonication, successively carries out enzymolysis with papoid and Sumizyme MP respectively and obtain enzymolysis solution; In enzymolysis solution, add trichoroacetic acid(TCA), mixing, leave standstill, collected by centrifugation supernatant liquor; Sodium hydroxide, ethanol is added, mixing, stirring and leaching in supernatant liquor; After being adjusted to neutrality, collected by centrifugation lower sediment, obtains fish head chondroitin sulfate after drying.The present invention extracts chondroitin sulfate from fish cranial cartilage, makes full use of fishery wastes, improving product added value.And adopt superfine communication technique treat fish cranial cartilage, improve chondroitin sulfate extraction yield.The present invention simultaneously adopts ultrasonic wave added combined-enzyme method process raw material, and removing protein is effective, and chondroitin sulfate product purity is high; Adopt a step alkaline purification-precipitator method to extract chondroitin sulfate, extraction efficiency is higher.
Description
Technical field
The present invention relates to the preparation method of chondroitin sulfate, relate to the method utilizing fish head to prepare chondroitin sulfate in particular.
Background technology
Since the 1950's, world fisheries ultimate production increases with the speed of 6%-7% always, although fishery production is already more than 100,000,000 tons, has the catches of nearly 1/3 to fail directly to be utilized by the mankind.China's fishery products total amount, more than 5,200 ten thousand tons, becomes world fisheries and produces the first big country for continuous 20 years.Fish add trade union and produce a large amount of tankage, and fish head is the main tankage in the fish course of processing, occupies about the 15-30% of fish gross weight.Fish head rich in proteins, fat, calcium, phosphorus, iron, VITAMIN, the aminoacid pattern of protein needs close to human body, is rich in the unsaturated fatty acidss such as DHA, EPA and phosphatide in lipid acid, has certain value of exploiting and utilizing.
At present following approach is mainly contained to the exploitation of fish head: 1. directly freshly to freeze or freezing fish head, do the work in-process such as adult fish heads chafing dish, supply market.This method, mainly for part fish head, is applied limited; 2. fish head is dry, pulverizing, is ground into fishbone powder, is processed into animal-feed.Although this method is simple, the added value of product of producing is lower; 3. from fish head, reclaim protein (peptide) and fish oil, develop related products.This method Recent study is more, but related-art process is not yet ripe, does not really realize extensive commercial application.For utilizing the series of problems such as level is not high, and processed goods is with low content of technology, added value is low to fish head at present, be badly in need of finding solution.
Chondroitin sulfate is the one of glycosaminoglycan, and as a kind of natural biological polymeric compound, chondroitin sulfate has and promotes coronary artery circulation, reducing blood-fat, antiviral, anticoagulation, the biological activity such as antitumor.In addition, chondroitin sulfate is extensive in field application prospects such as medicine, protective foods, cosmetics.At present, chondroitin sulfate is carried from the cartilage of terrestrial animal as pig and ox more.The outburst of the terrestrial animal such as mad cow disease, porcine influenza property disease, makes people have a misgiving to Xing Hezhu source, ox source property chondroitin sulfate series products.Also there is people to extract chondroitin sulfate from the cartilage of marine animal shark, but due to the limited source of raw material, be difficult to meet the need of market.Also be rich in the soft element element of sulfuric acid in fish cranial cartilage, relevant extracting method appears in the newspapers.But current extracting method complex operation, need independently removing protein and alcohol precipitation step, target product content and purity are all lower, constrain the popularization of techniques and methods.This patent adopts the technical matters of ultrasound-assisted enzymolysis-alkaline condition alcohol extracting, and synchronously realize removing protein and extract chondroitin sulfate, products therefrom purity is high, has very strong application prospect.
Summary of the invention
The present invention aims to provide a kind of method preparing chondroitin sulfate based on fish cranial cartilage, aims to provide the preparation method that a set of efficiency is high, product purity is high.
In order to achieve the above object, a kind of method preparing chondroitin sulfate based on fish cranial cartilage of the present invention, comprises the steps:
Step1, get fish cranial cartilage micronizing, obtain fish cranial cartilage powder;
Step2, described fish cranial cartilage powder is mixed in 3-10 water doubly, with 300-800 watt of ultrasonication 10-30 minute with volume/weight ratio;
Step3, tune pH are 3-9, add papoid, enzymolysis at 40-70 DEG C; Adjust pH to be 7-11 after the 90-100 DEG C of enzyme that goes out, add Sumizyme MP, enzymolysis at 40-70 DEG C, the 90-100 DEG C of enzyme that goes out obtains enzymolysis solution;
Step4, in described enzymolysis solution, add trichoroacetic acid(TCA), final concentration is 5-20%, stirring and evenly mixing, leaves standstill 6-48 hour; Enzymolysis solution is centrifugal 10-30 minute under >=5000 × g, collects supernatant liquor;
Step5, in described supernatant liquor, add sodium hydroxide, final concentration is 0.2-0.6 mol/L; Add 95% ethanol of 2-6 times of volume ratio again, mixing, stirring and leaching 2-10 hour at 4-8 DEG C; After solution is adjusted to neutrality, centrifugal 10-30 minute under >=5000 × g, collects lower sediment; Described precipitation obtains fish head chondroitin sulfate after drying.
Under optimal way, in above-mentioned Step3, papoid selects EC3.4.22.2, and Sumizyme MP selects EC3.4.21.14.And the add-on of papoid and Sumizyme MP is the 0.1-3.0% of fish cranial cartilage grain weight amount, enzymolysis is 1-4 hour.Above-mentioned add enzyme quantity and enzymolysis time be of value to and improve chondroitin sulfate extraction yield, better remove albumen simultaneously, improve the purity of chondroitin sulfate product.
In addition, under optimal way, in step Step3, adjust pH selects 1-3 mol/L citric acid or sodium hydroxide; The enzyme duration that goes out is more than 10 minutes.Optimal way is all of value to raising product purity.
In addition, in order to boost productivity further, in step Step1, first get fresh or freezen protective, fish head that flowing water thaws, at 70-100 DEG C of thermal treatment 10-30 minute, cut fish head open, take out cartilage, pulverize except after degrease and muscle.And under optimal way, grinding particle size is less than 300 microns (usually more than 50 microns), and grinding particle size is little as far as possible here, to improve efficiency and the product purity of subsequent operations.Should consider the cost of concrete operations, undersized after all, running cost is corresponding raising also simultaneously, and the grinding particle size that prior art can reach all is applicable to the present invention.
The present invention is based on the method that freshwater fish cranial cartilage prepares chondroitin sulfate, compared with prior art tool of the present invention has the following advantages:
1. from fish cranial cartilage, extract chondroitin sulfate, make full use of fishery wastes, improving product added value;
2. adopt superfine communication technique treat fish cranial cartilage, improve chondroitin sulfate extraction yield;
3. adopt ultrasonic wave added combined-enzyme method process raw material, removing protein is effective, and chondroitin sulfate product purity is high; Adopt a step alkaline purification-precipitator method to extract chondroitin sulfate, extraction efficiency is higher;
4. the utilization of this technology is conducive to turning waste into wealth, and is applicable to fishery area and extensively promotes.
Embodiment
Embodiment 1: get fresh fish head, 70 DEG C of thermal treatment 10 minutes, cuts fish head open, takes out cartilage, except degrease and muscle, is cut into less than 1 centimetre fritter, then through micronizing to granularity less than 300 microns.
The water of fish cranial cartilage powder with 3 times of volumes (v/w) is mixed, by 300 watts of ultrasonication 10 minutes; PH is adjusted to be 3 with 1 mol/L citric acid; Add papoid (EC3.4.22.2), enzyme dosage is enzymolysis 4 hours at 0.1%, 40 DEG C of fish cranial cartilage grain weight amount; Be heated to 90 DEG C of enzymes 15 minutes of going out; PH is adjusted to be 7 with 1 mol/L sodium hydroxide; Add Sumizyme MP (EC3.4.21.14), enzyme dosage is enzymolysis 4 hours at 0.1%, 40 DEG C of fish cranial cartilage grain weight amount, is heated to 90 DEG C of enzymes 10 minutes of going out.
In enzymolysis solution, add trichoroacetic acid(TCA), final concentration is 5%, stirring and evenly mixing, leaves standstill 6 hours; Enzymolysis solution under 5000 × g centrifugal 10 minutes, collects supernatant liquor; In supernatant liquor, add sodium hydroxide makes its final concentration be 0.2 mol/L, then adds 95% ethanol of 2 times of volumes (v/v), mixing, stirring and leaching 2 hours at 4 DEG C, after solution is adjusted to neutrality, under 5000 × g centrifugal 10 minutes, collect lower sediment, namely obtain fish head chondroitin sulfate after drying.
Embodiment 2: get fresh fish head, 100 DEG C of thermal treatment 30 minutes, cuts fish head open, takes out cartilage, except degrease and muscle, is cut into 0.5 centimetre of fritter, then through micronizing to granularity less than 300 microns.
The water of fish cranial cartilage powder with 10 times of volumes (v/w) is mixed, by 800 watts of ultrasonication 30 minutes; PH is adjusted to be 9 with 3 mol/L sodium hydroxide; Add papoid (EC3.4.22.2), enzyme dosage is enzymolysis 1 hour at 3.0%, 70 DEG C of fish cranial cartilage grain weight amount; Be heated to 100 DEG C of enzymes 10 minutes of going out; PH is adjusted to be 11 with 1 mol/L sodium hydroxide; Add EC3.4.21.14, enzyme dosage is enzymolysis 1 hour at 3.0%, 70 DEG C of fish cranial cartilage grain weight amount; Be heated to 100 DEG C of enzymes 10 minutes of going out.
In enzymolysis solution, add trichoroacetic acid(TCA), final concentration is 20%, stirring and evenly mixing, leaves standstill 6 hours; Enzymolysis solution under 10000 × g centrifugal 30 minutes, collects supernatant liquor; In supernatant liquor, add sodium hydroxide makes its final concentration be 0.6 mol/L, add 95% ethanol of 6 times of volumes (v/v) again, mixing, stirring and leaching 10 hours at 8 DEG C, after solution is adjusted to neutrality, under 10000 × g centrifugal 30 minutes, collect lower sediment, namely obtain fish head chondroitin sulfate after drying.
Embodiment 3: get fresh fish head, 80 DEG C of thermal treatment 20 minutes, cuts fish head open, takes out cartilage, except degrease and muscle, is cut into 1 centimetre of fritter, then through micronizing to granularity less than 300 microns;
The water of fish cranial cartilage powder with 4 times of volumes (v/w) is mixed, by 500 watts of ultrasonication 20 minutes; PH is adjusted to be 5 with 2 mol/L citric acids; Add papoid (EC3.4.22.2), enzyme dosage is enzymolysis 3 hours at 2.0%, 60 DEG C of fish cranial cartilage grain weight amount; Be heated to 100 DEG C of enzymes 10 minutes of going out; PH is adjusted to be 10 with 1 mol/L sodium hydroxide; Add Sumizyme MP (EC3.4.21.14), enzyme dosage is enzymolysis 2 hours at 2.0%, 50 DEG C of fish cranial cartilage grain weight amount; Be heated to 100 DEG C of enzymes 10 minutes of going out.In enzymolysis solution, add trichoroacetic acid(TCA), final concentration is 10%, stirring and evenly mixing, leaves standstill 24 hours; Enzymolysis solution under 7500 × g centrifugal 20 minutes, collects supernatant liquor; In supernatant liquor, add sodium hydroxide makes its final concentration be 0.3 mol/L, then adds 95% ethanol of 3 times of volumes (v/v), mixing, stirring and leaching 6 hours at 6 DEG C, after solution is adjusted to neutrality, under 8000 × g centrifugal 15 minutes, collect lower sediment, namely obtain fish head chondroitin sulfate after drying.
Embodiment 4: get freezen protective, the fish head that flowing water thaws, 90 DEG C of thermal treatment 20 minutes, cuts fish head open, takes out cartilage, except degrease and muscle, is cut into 1 centimetre of fritter, then through micronizing to granularity less than 300 microns;
The water of fish cranial cartilage powder with 5 times of volumes (v/w) is mixed, by 700 watts of ultrasonication 20 minutes; PH is adjusted to be 5 with 3 mol/L citric acids; Add papoid (EC3.4.22.2), enzyme dosage is enzymolysis 2 hours at 0.5%, 50 DEG C of fish cranial cartilage grain weight amount; Be heated to 95 DEG C of enzymes 15 minutes of going out; PH is adjusted to be 8 with 3 mol/L sodium hydroxide; Add Sumizyme MP (EC3.4.21.14), enzyme dosage is enzymolysis 3 hours at 0.5%, 60 DEG C of fish cranial cartilage grain weight amount; Be heated to 95 DEG C of enzymes 15 minutes of going out.In enzymolysis solution, add trichoroacetic acid(TCA), final concentration is 15%, stirring and evenly mixing, leaves standstill 36 hours; Enzymolysis solution under 12000 × g centrifugal 25 minutes, collects supernatant liquor; In supernatant liquor, add sodium hydroxide makes its final concentration be 0.5 mol/L, add 95% ethanol of 4 times of volumes (v/v) again, mixing, stirring and leaching 5 hours at 5 DEG C, after solution is adjusted to neutrality, under 12000 × g centrifugal 20 minutes, collect lower sediment, namely obtain fish head chondroitin sulfate after drying.
Embodiment 5: get freezen protective, the fish head that flowing water thaws, 100 DEG C of thermal treatment 20 minutes, cuts fish head open, takes out cartilage, except degrease and muscle, is cut into 0.5 centimetre of fritter, then through micronizing to granularity less than 300 microns;
The water of fish cranial cartilage powder with 6 times of volumes (v/w) is mixed, by 600 watts of ultrasonication 15 minutes; PH is adjusted to be 3 with 1 mol/L citric acid; Add papoid (EC3.4.22.2), enzyme dosage is enzymolysis 3 hours at 1.3%, 55 DEG C of fish cranial cartilage grain weight amount; Be heated to 98 DEG C of enzymes 10 minutes of going out; PH is adjusted to be 9 with 1 mol/L sodium hydroxide; Add Sumizyme MP (EC3.4.21.14), enzyme dosage is enzymolysis 4 hours at 1.3%, 55 DEG C of fish cranial cartilage grain weight amount; Be heated to 98 DEG C of enzymes 10 minutes of going out.In enzymolysis solution, add trichoroacetic acid(TCA), final concentration is 10%, stirring and evenly mixing, leaves standstill 24 hours; Enzymolysis solution under 7500 × g centrifugal 30 minutes, collects supernatant liquor; In supernatant liquor, add sodium hydroxide makes its final concentration be 0.4 mol/L, then adds 95% ethanol of 2 times of volumes (v/v), mixing, stirring and leaching 4 hours at 7 DEG C, after solution is adjusted to neutrality, under 6000 × g centrifugal 10 minutes, collect lower sediment, namely obtain fish head chondroitin sulfate after drying.
The above; be only the present invention's preferably embodiment; but protection scope of the present invention is not limited thereto; anyly be familiar with those skilled in the art in the technical scope that the present invention discloses; be equal to according to technical scheme of the present invention and inventive concept thereof and replace or change, all should be encompassed within protection scope of the present invention.
Claims (5)
1. prepare a method for chondroitin sulfate based on fish cranial cartilage, it is characterized in that, comprise the steps:
S1, get fish cranial cartilage and pulverize, obtain fish cranial cartilage powder;
S2, described fish cranial cartilage powder is mixed in 3-10 water doubly, with 300-800 watt of ultrasonication 10-30 minute with volume/weight ratio;
S3, tune pH are 3-9, add papoid, enzymolysis at 40-70 DEG C; Adjust pH to be 7-11 after the 90-100 DEG C of enzyme that goes out, add Sumizyme MP, enzymolysis at 40-70 DEG C, after the 90-100 DEG C of enzyme that goes out, obtain enzymolysis solution;
Wherein, described papoid selects EC 3.4.22.2, and described Sumizyme MP selects EC 3.4.21.14; The add-on of described papoid and described Sumizyme MP is the 0.1-3.0% of fish cranial cartilage grain weight amount, and enzymolysis is 1-4 hour;
S4, in described enzymolysis solution, add trichoroacetic acid(TCA), final concentration is 5-20%, stirring and evenly mixing, leaves standstill 6-48 hour; Enzymolysis solution is centrifugal 10-30 minute under >=5000 × g, collects supernatant liquor;
S5, in described supernatant liquor, add sodium hydroxide, final concentration is 0.2-0.6 mol/L; Add 95% ethanol of 2-6 times of volume ratio again, mixing, stirring and leaching 2-10 hour at 4-8 DEG C; After solution is adjusted to neutrality, centrifugal 10-30 minute under >=5000 × g, collects lower sediment; Described precipitation obtains freshwater fish head chondroitin sulfate after drying.
2. prepare the method for chondroitin sulfate according to claim 1 based on fish cranial cartilage, it is characterized in that, in step S3, adjust pH selects 1-3 mol/L citric acid or sodium hydroxide.
3. prepare the method for chondroitin sulfate according to claim 2 based on fish cranial cartilage, it is characterized in that, in step S3, the enzyme time of going out is more than 10 minutes.
4. according to the arbitrary described method preparing chondroitin sulfate based on fish cranial cartilage of claim 1-3, it is characterized in that, in step S1, get fresh or freezen protective, fish head that flowing water thaws, at 70-100 DEG C of thermal treatment 10-30 minute, cut fish head open, take out cartilage, pulverize except after degrease and muscle.
5. prepare the method for chondroitin sulfate according to claim 4 based on fish cranial cartilage, it is characterized in that, the granularity after pulverizing in step S1 is less than 300 microns.
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| CN103275245B (en) * | 2013-06-19 | 2015-09-23 | 中国水产科学研究院南海水产研究所 | The hyaluronic extracting method of a kind of tilapia eye |
| CN103610689B (en) * | 2013-11-04 | 2016-06-08 | 鲁东大学 | Chondroitin sulfate purposes in preparing antineoplastic immune reinforcing agent |
| CN106397629B (en) * | 2016-08-30 | 2019-08-20 | 集美大学 | Method, the chondroitin sulfate by this method extraction and the application of chondroitin sulfate are extracted from sturgeon fish-bone |
| CN107114793A (en) * | 2017-04-13 | 2017-09-01 | 大连工业大学 | It is a kind of to comprehensively utilize the method that sturgeon bone prepares calcium and chondroitin sulfate |
| CN108017726A (en) * | 2018-01-31 | 2018-05-11 | 杭州赫思缇生物科技有限公司 | A kind of method from conch shell extraction chondroitin sulfate |
| CN108191924A (en) * | 2018-01-31 | 2018-06-22 | 杭州赫思缇生物科技有限公司 | A kind of method from prawn shell extraction chondroitin sulfate |
| CN108913741A (en) * | 2018-05-03 | 2018-11-30 | 吉林大学 | A method of using enzymatic isolation method from pilose antler extraction purification pilose antler active oligopeptides, chondroitin sulfate |
| CN113265010A (en) * | 2021-04-15 | 2021-08-17 | 临沂欣宇辉生物科技有限公司 | Salmon proteoglycan extraction process |
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| CN101230369B (en) * | 2007-01-25 | 2011-02-09 | 浙江海洋学院 | Extraction method for chondrin |
| CN101530201A (en) * | 2008-03-14 | 2009-09-16 | 北京汉潮联创中药科技有限公司 | Extraction, application and preparation method of sturgeon chondroitin |
| CN102321193B (en) * | 2011-08-01 | 2013-01-30 | 海南大学 | Ultrasonic-microwave synergic extraction method of chondroitin sulfate |
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| EP1557472A1 (en) * | 2002-11-01 | 2005-07-27 | Nippon Barrier Free Co. Ltd. | Sodium chondroitin sulfate, chondroitin sulfate-containing material and processes for producing the same |
| CN101701043A (en) * | 2009-11-10 | 2010-05-05 | 浙江澳兴生物科技有限公司 | Extraction method of shark chondroitine |
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