CN108611391A - A kind of method of modifying of collagen from black sea cucumbers from East China Sea oligopeptide and its application - Google Patents
A kind of method of modifying of collagen from black sea cucumbers from East China Sea oligopeptide and its application Download PDFInfo
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- 102000008186 Collagen Human genes 0.000 title claims abstract description 75
- 108010035532 Collagen Proteins 0.000 title claims abstract description 75
- 229920001436 collagen Polymers 0.000 title claims abstract description 75
- 241000251511 Holothuroidea Species 0.000 title claims abstract description 44
- 102000015636 Oligopeptides Human genes 0.000 title claims abstract description 29
- 108010038807 Oligopeptides Proteins 0.000 title claims abstract description 29
- 238000000034 method Methods 0.000 title claims abstract description 15
- XOAAWQZATWQOTB-UHFFFAOYSA-N taurine Chemical compound NCCS(O)(=O)=O XOAAWQZATWQOTB-UHFFFAOYSA-N 0.000 claims abstract description 38
- 108090000765 processed proteins & peptides Proteins 0.000 claims abstract description 36
- 102000004169 proteins and genes Human genes 0.000 claims abstract description 21
- 108090000623 proteins and genes Proteins 0.000 claims abstract description 21
- 229960003080 taurine Drugs 0.000 claims abstract description 19
- 238000000108 ultra-filtration Methods 0.000 claims abstract description 16
- 102000004196 processed proteins & peptides Human genes 0.000 claims abstract description 15
- 102000029816 Collagenase Human genes 0.000 claims abstract description 10
- 108060005980 Collagenase Proteins 0.000 claims abstract description 10
- 229960002424 collagenase Drugs 0.000 claims abstract description 10
- 201000010099 disease Diseases 0.000 claims abstract description 10
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims abstract description 10
- 239000002994 raw material Substances 0.000 claims abstract description 10
- 238000004108 freeze drying Methods 0.000 claims abstract description 8
- 230000003078 antioxidant effect Effects 0.000 claims abstract description 7
- 238000006243 chemical reaction Methods 0.000 claims abstract description 7
- 239000012528 membrane Substances 0.000 claims abstract description 7
- 230000000259 anti-tumor effect Effects 0.000 claims abstract description 6
- 239000002253 acid Substances 0.000 claims abstract description 5
- KCXVZYZYPLLWCC-UHFFFAOYSA-N EDTA Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O KCXVZYZYPLLWCC-UHFFFAOYSA-N 0.000 claims abstract description 4
- 239000003513 alkali Substances 0.000 claims abstract description 4
- 238000005119 centrifugation Methods 0.000 claims abstract description 4
- 229910001385 heavy metal Inorganic materials 0.000 claims abstract description 4
- 238000007654 immersion Methods 0.000 claims abstract description 4
- 238000002360 preparation method Methods 0.000 claims abstract description 4
- 238000006555 catalytic reaction Methods 0.000 claims description 9
- 239000007788 liquid Substances 0.000 claims description 9
- 108010022999 Serine Proteases Proteins 0.000 claims description 6
- 102000012479 Serine Proteases Human genes 0.000 claims description 6
- 102000004190 Enzymes Human genes 0.000 claims description 5
- 108090000790 Enzymes Proteins 0.000 claims description 5
- 102000057297 Pepsin A Human genes 0.000 claims description 5
- 108090000284 Pepsin A Proteins 0.000 claims description 5
- 229940088598 enzyme Drugs 0.000 claims description 5
- 229940111202 pepsin Drugs 0.000 claims description 5
- 108090000526 Papain Proteins 0.000 claims description 3
- 239000004365 Protease Substances 0.000 claims description 3
- 230000009849 deactivation Effects 0.000 claims description 3
- 239000003814 drug Substances 0.000 claims description 3
- 235000013373 food additive Nutrition 0.000 claims description 3
- 239000002778 food additive Substances 0.000 claims description 3
- 231100000252 nontoxic Toxicity 0.000 claims description 3
- 230000003000 nontoxic effect Effects 0.000 claims description 3
- 229940055729 papain Drugs 0.000 claims description 3
- 235000019834 papain Nutrition 0.000 claims description 3
- 238000010792 warming Methods 0.000 claims description 3
- 229940079593 drug Drugs 0.000 claims 1
- 239000003963 antioxidant agent Substances 0.000 abstract description 4
- 235000006708 antioxidants Nutrition 0.000 abstract description 4
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 3
- 239000005864 Sulphur Substances 0.000 description 2
- 229920001184 polypeptide Polymers 0.000 description 2
- 210000002784 stomach Anatomy 0.000 description 2
- -1 trypsase Proteins 0.000 description 2
- 241000456520 Acaudina leucoprocta Species 0.000 description 1
- 241000219112 Cucumis Species 0.000 description 1
- 235000015510 Cucumis melo subsp melo Nutrition 0.000 description 1
- 206010028980 Neoplasm Diseases 0.000 description 1
- 208000012902 Nervous system disease Diseases 0.000 description 1
- FJJCIZWZNKZHII-UHFFFAOYSA-N [4,6-bis(cyanoamino)-1,3,5-triazin-2-yl]cyanamide Chemical compound N#CNC1=NC(NC#N)=NC(NC#N)=N1 FJJCIZWZNKZHII-UHFFFAOYSA-N 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 230000032683 aging Effects 0.000 description 1
- 150000001413 amino acids Chemical class 0.000 description 1
- 230000001093 anti-cancer Effects 0.000 description 1
- 210000000436 anus Anatomy 0.000 description 1
- 230000004071 biological effect Effects 0.000 description 1
- 230000008827 biological function Effects 0.000 description 1
- 210000004899 c-terminal region Anatomy 0.000 description 1
- 210000002318 cardia Anatomy 0.000 description 1
- 238000005034 decoration Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 235000004626 essential fatty acids Nutrition 0.000 description 1
- 208000030533 eye disease Diseases 0.000 description 1
- 210000001035 gastrointestinal tract Anatomy 0.000 description 1
- 239000003292 glue Substances 0.000 description 1
- 150000004676 glycans Chemical class 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- 230000000050 nutritive effect Effects 0.000 description 1
- 229920001282 polysaccharide Polymers 0.000 description 1
- 239000005017 polysaccharide Substances 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 229940088594 vitamin Drugs 0.000 description 1
- 229930003231 vitamin Natural products 0.000 description 1
- 235000013343 vitamin Nutrition 0.000 description 1
- 239000011782 vitamin Substances 0.000 description 1
- 150000003722 vitamin derivatives Chemical class 0.000 description 1
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- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P21/00—Preparation of peptides or proteins
- C12P21/06—Preparation of peptides or proteins produced by the hydrolysis of a peptide bond, e.g. hydrolysate products
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- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
- A23L33/00—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof
- A23L33/10—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof using additives
- A23L33/17—Amino acids, peptides or proteins
- A23L33/18—Peptides; Protein hydrolysates
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- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K38/00—Medicinal preparations containing peptides
- A61K38/01—Hydrolysed proteins; Derivatives thereof
- A61K38/012—Hydrolysed proteins; Derivatives thereof from animals
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- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K1/00—General methods for the preparation of peptides, i.e. processes for the organic chemical preparation of peptides or proteins of any length
- C07K1/107—General methods for the preparation of peptides, i.e. processes for the organic chemical preparation of peptides or proteins of any length by chemical modification of precursor peptides
- C07K1/1072—General methods for the preparation of peptides, i.e. processes for the organic chemical preparation of peptides or proteins of any length by chemical modification of precursor peptides by covalent attachment of residues or functional groups
- C07K1/1077—General methods for the preparation of peptides, i.e. processes for the organic chemical preparation of peptides or proteins of any length by chemical modification of precursor peptides by covalent attachment of residues or functional groups by covalent attachment of residues other than amino acids or peptide residues, e.g. sugars, polyols, fatty acids
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Abstract
A kind of method of modifying of collagen from black sea cucumbers from East China Sea oligopeptide and its application; the method of modifying is using collagen from black sea cucumbers from East China Sea as raw material; pass through enzymolysis, centrifugation, ultrafiltration, freeze-drying; obtain the collagen oligopeptide that molecular weight is less than 1000 Da; a certain amount of taurine is added into collagen oligopeptide, carries out reaction acquisition taurine protein peptides of shrinking under optimum conditions；The preparation of the collagen from black sea cucumbers from East China Sea is：It selects black sea cucumbers from East China Sea to remove removing heavy metals and foreign protein by the immersion of acid, alkali and EDTA as raw material, obtains collagen；It under ultrasonic wave auxiliary, is digested using Collagenase, obtains collagen peptide, the collagen peptide obtains the collagen oligopeptide by UF membrane after freeze-drying；It can be such that anti-oxidant, antitumor activity been significantly enhanced, and can be used for clinically relevant disease treatment.
Description
Technical field
The present invention relates to a kind of method of modifying of collagen from black sea cucumbers from East China Sea oligopeptide and its applications.
Background technology
Black sea cucumbers from East China Sea, also known as white anus Haiti melon（Acaudina leucoprocta）, abound in the sandy sea area in subtropical zone, packet
Include Japan, Philippine, Indonesia and China's Southeast China Sea area.Black sea cucumbers from East China Sea nutritive value is pierced with medical value and the north
Join it is similar, rich in protein, selenka, sea cucumber polysaccharide, collagen, vitamin, essential fatty acid and constant and micro
The ingredients such as element, long-term consumption can build up health, prevent disease, inhibit tumour, slow down aging.
Contain abundant collagen in black sea cucumbers from East China Sea body wall, there are some important bioactivity, but due to its point
Son amount is very big, is unfavorable for the absorption of stomach and skin, limits the performance of its bioactivity, therefore sight has been invested small point by people
The collagen polypeptide of son；Its biological activity can be improved to a certain degree by the way that small-molecular peptides are made in collagen, but often
Medicinal requirements cannot still be reached；In order to make its activity significantly improve, many scholars start to be chemically modified native protein peptide,
Such as selenizing peptide.
Taurine is a kind of sulfur-bearing non-protein amino acid, and taurine is not contained in natural protein or polypeptide.Ox sulphur
Acid has extensive biological function, has anti-oxidant, anticancer isoreactivity, has clinically been applied to angiocardiopathy, sugar
Urinate a series for the treatment of of diseases such as disease, disease of digestive tract, the nervous system disease, eye disease.
Invention content
It is an object of the invention to overcome the shortcomings of the prior art, and provide a kind of small with collagen from black sea cucumbers from East China Sea
Molecular peptide is raw material, is modified it with taurine, and a kind of anti-oxidant, antitumor activity of acquisition is been significantly enhanced, and can be used
Method of modifying in the collagen from black sea cucumbers from East China Sea oligopeptide of clinically relevant disease treatment and its application.
The purpose of the present invention is come what is completed, a kind of collagen from black sea cucumbers from East China Sea oligopeptide is repaiied by following technical solution
Decorations method, the method for modifying are, by enzymolysis, centrifugation, ultrafiltration, freeze-drying, to obtain molecule using collagen from black sea cucumbers from East China Sea as raw material
Collagen oligopeptide of the amount less than 1000 Da, a certain amount of taurine is added into collagen oligopeptide, in suitable condition
Under carry out shrink reaction obtain taurine protein peptides.
As preferred：The preparation of the collagen from black sea cucumbers from East China Sea is：Select black sea cucumbers from East China Sea to be used as raw material, by it is sour,
Removing heavy metals and foreign protein are removed in the immersion of alkali and EDTA, obtain collagen；
It under ultrasonic wave auxiliary, is digested using Collagenase, obtains collagen peptide, the collagen peptide passes through film point
From obtaining the collagen oligopeptide after freeze-drying；
According to 5-10 taurines of addition in the collagen oligopeptide of 100 mass parts, and under conditions of 110-140 DEG C of temperature
Taurine protein peptides are obtained after carrying out 1-5h of shrink reaction；
The UF membrane is ultrafiltration：Ultrafiltration system is added in collagen peptide, ultrafiltration is carried out with ultrafiltration membrane；
As preferred：The Collagenase digests：In collagen from black sea cucumbers from East China Sea, it is separately added into stomach cardia successively
At least two in enzyme, trypsase, papain, serine protease, and divide under ultrasonic wave auxiliary catalysis respectively
It Mei Xie not 3-5h and 1-3h；110-20 DEG C of enzyme deactivations 35-45 minutes are warming up to, enzymolysis liquid is obtained；
The enzymolysis liquid is freeze-dried 5-10h at a temperature of subzero 30-subzero 10 DEG C, directly obtains collagen peptide.
As preferred：The Collagenase digests：In collagen from black sea cucumbers from East China Sea, black sea cucumbers from East China Sea glue is first added
1-3% pepsin of former protein by weight digests 3-4h under ultrasonic wave auxiliary catalysis, adds collagen from black sea cucumbers from East China Sea
0.5-2% serine protease of weight digests 1-2h under ultrasonic wave auxiliary catalysis；
The enzymolysis liquid is first pre-chilled 30-50 minutes at a temperature of subzero 10 DEG C, then 5-10h are freeze-dried subzero 30,
Directly obtain collagen peptide.
A kind of application of collagen from black sea cucumbers from East China Sea oligopeptide as described above, the taurine protein peptides are as medicine
Product, health products and food additives, and there is very high antioxidant activity and antitumor activity, it is safe and non-toxic, it can be used for facing
Bed treating correlative diseases.
The present invention is modified it with taurine using collagen from black sea cucumbers from East China Sea small-molecular peptides as raw material（Protein peptides C
Terminate a taurine）, acquisition one kind is anti-oxidant, antitumor activity is been significantly enhanced, and can be used for clinically relevant disease and controls
It treats.
Specific implementation mode
Below in conjunction with specific embodiment, the present invention will be described in detail：A kind of black sea cucumbers from East China Sea collagen of the present invention
The method of modifying of albumen oligopeptide, the method for modifying be using collagen from black sea cucumbers from East China Sea as raw material, by enzymolysis, centrifugation, ultrafiltration,
Freeze-drying obtains the collagen oligopeptide that molecular weight is less than 1000 Da, a certain amount of ox sulphur is added into collagen oligopeptide
Acid makes protein peptides C-terminal connect a taurine, and carries out reaction acquisition taurine protein peptides of shrinking under optimum conditions.
As preferred embodiment：The preparation of the collagen from black sea cucumbers from East China Sea is：Select black sea cucumbers from East China Sea as raw material,
By the immersion of acid, alkali and EDTA, removing heavy metals and foreign protein are removed, obtain collagen；
It under ultrasonic wave auxiliary, is digested using Collagenase, obtains collagen peptide, the collagen peptide passes through film point
From obtaining the collagen oligopeptide after freeze-drying；
According to 5-10 taurines of addition in the collagen oligopeptide of 100 mass parts, and under conditions of 110-140 DEG C of temperature
Taurine protein peptides are obtained after carrying out 1-5h of shrink reaction；
The UF membrane is ultrafiltration：Ultrafiltration system is added in collagen peptide, ultrafiltration is carried out with ultrafiltration membrane；
As further preferred embodiment：The Collagenase digests：In collagen from black sea cucumbers from East China Sea, divide successively
Jia Ru be in pepsin, trypsase, papain, serine protease at least two, and respectively in ultrasonic wave
3-5h and 1-3h are digested under auxiliary catalysis respectively；110-20 DEG C of enzyme deactivations 35-45 minutes are warming up to, enzymolysis liquid is obtained；
The enzymolysis liquid is freeze-dried 5-10h at a temperature of subzero 30-subzero 10 DEG C, directly obtains collagen peptide.
Collagenase of the present invention digests：In collagen from black sea cucumbers from East China Sea, black sea cucumbers from East China Sea collagen is first added
1-3% pepsin of protein by weight digests 3-4h under ultrasonic wave auxiliary catalysis, adds collagen from black sea cucumbers from East China Sea weight
0.5-2% serine protease of amount digests 1-2h under ultrasonic wave auxiliary catalysis；
The enzymolysis liquid is first pre-chilled 30-50 minutes at a temperature of subzero 10 DEG C, then 5-10h are freeze-dried subzero 30,
Directly obtain collagen peptide.
A kind of application of collagen from black sea cucumbers from East China Sea oligopeptide as described above, the taurine protein peptides are as medicine
Product, health products and food additives, and there is very high antioxidant activity and antitumor activity, it is safe and non-toxic, it can be used for facing
Bed treating correlative diseases.
Other embodiments of the invention can be replaced on the basis of embodiment disclosed above by numerical value and the simple of feature
It changes, can obtain numerous embodiment, and those skilled in the art are by understanding to the present invention and the prior art, it can
It is advantageously carried out the present invention, and any creative work need not be made.
Claims (5)
1. a kind of method of modifying of collagen from black sea cucumbers from East China Sea oligopeptide, it is characterised in that：The method of modifying is with black sea cucumbers from East China Sea
Collagen is raw material, by enzymolysis, centrifugation, ultrafiltration, freeze-drying, obtains the collagen oligopeptide that molecular weight is less than 1000 Da,
A certain amount of taurine is added into collagen oligopeptide, carries out the reaction acquisition taurine albumen that shrinks under optimum conditions
Peptide.
2. the method for modifying of collagen from black sea cucumbers from East China Sea oligopeptide according to claim 1, it is characterised in that：The east
The preparation of extra large Sea Cucumber collagen is：Black sea cucumbers from East China Sea is selected to remove removing heavy metals by the immersion of acid, alkali and EDTA as raw material
And foreign protein, obtain collagen；
It under ultrasonic wave auxiliary, is digested using Collagenase, obtains collagen peptide, the collagen peptide passes through film point
From obtaining the collagen oligopeptide after freeze-drying；
According to 5-10 taurines of addition in the collagen oligopeptide of 100 mass parts, and under conditions of 110-140 DEG C of temperature
Taurine protein peptides are obtained after carrying out 1-5h of shrink reaction；
The UF membrane is ultrafiltration：Ultrafiltration system is added in collagen peptide, ultrafiltration is carried out with ultrafiltration membrane.
3. the method for modifying of collagen from black sea cucumbers from East China Sea oligopeptide according to claim 2, it is characterised in that：
The Collagenase digests：In collagen from black sea cucumbers from East China Sea, it is separately added into pepsin, tryptose successively
At least two in enzyme, papain, serine protease, and 3-are digested respectively under ultrasonic wave auxiliary catalysis respectively
5h and 1-3h；110-20 DEG C of enzyme deactivations 35-45 minutes are warming up to, enzymolysis liquid is obtained；
The enzymolysis liquid is freeze-dried 5-10h at a temperature of subzero 30-subzero 10 DEG C, directly obtains collagen peptide.
4. the method for modifying of collagen from black sea cucumbers from East China Sea oligopeptide according to claim 3, it is characterised in that：
The Collagenase digests：In collagen from black sea cucumbers from East China Sea, collagen from black sea cucumbers from East China Sea weight is first added
1-3% pepsin digests 3-4h under ultrasonic wave auxiliary catalysis, adds 0.5-the 2% of collagen from black sea cucumbers from East China Sea weight
Serine protease digests 1-2h under ultrasonic wave auxiliary catalysis；
The enzymolysis liquid is first pre-chilled 30-50 minutes at a temperature of subzero 10 DEG C, then 5-10h are freeze-dried subzero 30,
Directly obtain collagen peptide.
5. a kind of application of collagen from black sea cucumbers from East China Sea oligopeptide as claimed in claim 1 or 2 or 3 or 4, it is characterised in that described
Taurine protein peptides as drug, health products and food additives, and with very high antioxidant activity and antitumor
Activity, it is safe and non-toxic, it can be used for clinically relevant disease treatment.
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Cited By (5)
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| CN109354600A (en) * | 2018-11-29 | 2019-02-19 | 浙江海洋大学 | A kind of preparation method of the novel Alaska pollock multifunctional polypeptide of taurine modification |
| CN109438555A (en) * | 2018-11-22 | 2019-03-08 | 浙江海洋大学 | A kind of preparation method of novel non-natural anti-oxidation peptide |
| CN109503708A (en) * | 2018-11-22 | 2019-03-22 | 浙江海洋大学 | A kind of preparation method of the novel huge cuttlefish gelatin multifunctional polypeptide of taurine modification |
| CN110423792A (en) * | 2019-08-28 | 2019-11-08 | 浙江海洋大学 | A kind of preparation method of the novel oxidation-resistant peptide of taurine modification |
| CN110483633A (en) * | 2019-08-28 | 2019-11-22 | 浙江海洋大学 | A kind of collagen antioxidant peptides and preparation method thereof of non-protein amino acid modification |
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Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109438555A (en) * | 2018-11-22 | 2019-03-08 | 浙江海洋大学 | A kind of preparation method of novel non-natural anti-oxidation peptide |
| CN109503708A (en) * | 2018-11-22 | 2019-03-22 | 浙江海洋大学 | A kind of preparation method of the novel huge cuttlefish gelatin multifunctional polypeptide of taurine modification |
| CN109438555B (en) * | 2018-11-22 | 2022-07-29 | 浙江海洋大学 | Preparation method of non-natural antioxidant peptide |
| CN109354600A (en) * | 2018-11-29 | 2019-02-19 | 浙江海洋大学 | A kind of preparation method of the novel Alaska pollock multifunctional polypeptide of taurine modification |
| CN109354600B (en) * | 2018-11-29 | 2021-08-10 | 浙江海洋大学 | Preparation method of taurine modified novel Alaska cod multifunctional peptide |
| CN110423792A (en) * | 2019-08-28 | 2019-11-08 | 浙江海洋大学 | A kind of preparation method of the novel oxidation-resistant peptide of taurine modification |
| CN110483633A (en) * | 2019-08-28 | 2019-11-22 | 浙江海洋大学 | A kind of collagen antioxidant peptides and preparation method thereof of non-protein amino acid modification |
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