CN109265536A - A kind of calcium chelating peptide and its preparation method and application - Google Patents

A kind of calcium chelating peptide and its preparation method and application Download PDF

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CN109265536A
CN109265536A CN201811020236.6A CN201811020236A CN109265536A CN 109265536 A CN109265536 A CN 109265536A CN 201811020236 A CN201811020236 A CN 201811020236A CN 109265536 A CN109265536 A CN 109265536A
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calcium
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chelating peptide
calcium chelating
tilapia
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CN109265536B (en
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苗建银
廖婉雯
曹庸
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South China Agricultural University
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    • C07K14/78Connective tissue peptides, e.g. collagen, elastin, laminin, fibronectin, vitronectin or cold insoluble globulin [CIG]
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Abstract

The present invention relates to a kind of calcium chelating peptides and its preparation method and application.The amino acid sequence of the calcium chelating peptide: GPAGPHGPVG.Calcium chelating peptide provided by the invention is safe and non-toxic, has preferably physical and chemical activity compared with traditional calcium supplement, and calcium sequestration capacity is up to 43.018 mg/g;Can while improving calcium absorption in human body and bioavailability, can also replenishing collagen peptide, can be used as the raw material of drug development and biological calcium supplement.Preparation method provided by the invention successfully obtains the calcium chelating peptide, can make full use of fishery -ies product resource, easy to operate, provides new way for the higher value application of Tilapia bone.

Description

A kind of calcium chelating peptide and its preparation method and application
Technical field
The invention belongs to functional health-care food preparation technical fields, and in particular to a kind of calcium chelating peptide and preparation method thereof And application.
Background technique
Calcium constituent is the main component of bone mineral, and human body mainly obtains calcium by dietary intake, it has been investigated that, by Calcium metabolism caused by calcium insufficiency of intake is unbalance, is the inducement for a variety of diseases that mankind each age group crowd is occurred.Currently, calcium is sought Feeding deficiency has become global nutrition phenomenon, and adult daily recommendation calcium intake is generally 1000 mg/d, however due to China's dietary structure problem, the intake of people's dietary calcium is more low, and the requirement of daily recommended intake is much not achieved.According to Report, some dietary factors may will affect the absorption of calcium, in the phytic acid in parchment covering and seed, the oxalic acid and tea in spinach Tannic acid can reduce the absorption of calcium.Oxalic acid is believed to the insoluble salt by forming calcium to interfere the absorption of calcium.Phytic acid is flesh Six phosphate of alcohol make them be difficult to be absorbed and utilized in conjunction with calcium and iron.
Calcium chelating peptide can form soluble complexes, high stability with calcium ion, and calcium ion can be made with chela Solvate form is absorbed and utilized by small intestine, improves its bioavailability, while being also beneficial to the release of calcium ion, is mended as biology The good selection of calcium agent.More and more domestic and international researchers are separated from animal, plant, marine products protein resource at present has calcium The peptide of ion chelating activity: soybean peptide, pale blue peptide, casein phosphopeptide etc..Research has shown that Hydrolyzed Collagen peptide is to bone Arthritis and osteoporosis have potential therapeutic effect.China's marine resources are abundant, and Rofe fish culture and process scale occupy generation Boundary is the first, and due to the industrial structure, generated leftover bits and pieces Tilapia mossambica skeleton is not utilized effectively in process, It results in waste of resources.
Therefore, how there is the Tilapia bone collagen protein source calcium chelating peptide of high calcium sequestering activity, Yi Jishi using acquisition It is the research direction for preparing calcium constituent replenishers and needing now to the higher value application of Tilapia bone.
Summary of the invention
It is an object of the invention to overcome the defect and deficiency that Tilapia mossambica skeleton is not utilized effectively in the prior art, mention For a kind of calcium chelating peptide.Calcium chelating peptide provided by the invention has preferable calcium sequestering activity, and calcium sequestration capacity reaches 43.018mg/g。
Another object of the present invention is to provide the preparation methods of above-mentioned calcium chelating peptide.
Another object of the present invention is to provide above-mentioned calcium chelating peptides to prepare answering in calcium-supplementing preparation or functional beverage With.
For achieving the above object, the present invention adopts the following technical scheme:
A kind of calcium chelating peptide, the amino acid sequence of the calcium chelating peptide: GPAGPHGPVG(Gly-Pro-Asp-Gly-Pro-His- Gly-Pro-Val-Gly).
Calcium chelating peptide provided by the invention is safe and non-toxic, has preferably physical and chemical activity, calcium compared with traditional calcium supplement Sequestering power is up to 43.018 mg/g;Collagen can also be supplemented while the absorption of raising calcium in human body and bioavailability Protein peptides can be used as the raw material of drug development and biological calcium supplement.
Preferably, the molecular weight of the calcium chelating peptide is 844.4340 Da;The calcium sequestration capacity of the calcium chelating peptide is 43.018 mg/g。
The preparation method of above-mentioned calcium chelating peptide, includes the following steps:
S1: Tilapia mossambica skeleton is carried out to digest de- meat, alkali cleaning degreasing obtains Tilapia bone collagen egg after decalcification processing and acid processing It is white;
S2: after the enzymatic hydrolysis of Tilapia bone collagen obtained by S1, enzyme deactivation, the freeze-drying of centrifuging and taking supernatant;
S3: it after being isolated and purified step by step using preparative reversed-phase high performance liquid chromatography progress multistage, is obtained using RT-HPLC purifying The calcium chelating peptide.
The present invention be using calcium sequestering activity as evaluation index, it is efficient using preparative reversed-phase high performance liquid chromatography and analytic type Liquid chromatogram isolates and purifies Tilapia bone collagen enzymatic hydrolysis product to arrive the calcium chela of Tilapia bone collagen protein source Close peptide.
Preparation method provided by the invention successfully obtains the calcium chelating peptide, can make full use of fishery -ies product resource, easy to operate, New way is provided for the higher value application of Tilapia bone.
Preferably, the process of the de- meat of enzymatic hydrolysis described in S1 are as follows: by Tilapia mossambica skeleton dissection, after neutral protease enzymolysis, Remove the meat mincing on Tilapia mossambica skeleton.
Preferably, Tilapia mossambica skeleton is cut into the section shape of 4 ~ 7cm in S1;The time of the neutral protease enzymolysis be 1 ~ 3h, temperature are 45 ~ 60 DEG C, and pH is 7 ~ 8.
It is further preferable that the time of the neutral protease enzymolysis is 2h, temperature is 55 DEG C, pH 7.5.
Preferably, the process of alkali cleaning degreasing described in S1 are as follows: utilize inorganic caustic solutions cleaning and degreasing, then clean into Property.
It is further preferable that the inorganic caustic solutions are sodium hydroxide solution.
Preferably, the process of the processing of decalcification described in S1 are as follows: Tilapia bone after alkali cleaning degreasing is placed in EDTA-2Na solution In, it freezes, stirring, cleaning to neutrality.
It is further preferable that the pH of the EDTA-2Na solution is 7.2, the quality of the Tilapia bone and EDTA-2Na solution Volume ratio is 1:10.
Preferably, the process of the processing of acid described in S1 are as follows: the fish-bone after decalcification is washed to neutrality after being handled with acid solution, Obtain Tilapia bone collagen.
It is further preferable that the hydrochloric acid solution that the acid solution is 4%;The time of the acid processing is 18h.
Preferably, papain is selected to be digested in S2;Mass fraction of the papain in enzymatic hydrolysis system It is 0.3 ~ 1%;The time of the enzymatic hydrolysis is 3 ~ 6h;The temperature of the enzymatic hydrolysis is 40 ~ 60 DEG C;The pH of the enzymatic hydrolysis is 6 ~ 7.
It is further preferable that the papain is 1% in the mass fraction of enzymatic hydrolysis system;The time of the enzymatic hydrolysis is 5h; The temperature of the enzymatic hydrolysis is 60 DEG C;The pH of the enzymatic hydrolysis is 7.0.
Preferably, the condition of RT-HPLC described in S3 are as follows: sample volume 20mL;Chromatographic column is C18 chromatographic column;Mobile phase For the TFA containing 0.1wt%;Elution speed is 1.0 mL/min;Ultraviolet detection wavelength is double Detection wavelengths: 214 nm, 280 nm。
Above-mentioned calcium chelating peptide is to prepare the application in calcium-supplementing preparation or functional beverage also within the scope of the present invention.
Compared with prior art, the invention has the following beneficial effects:
Calcium chelating peptide provided by the invention is safe and non-toxic, has preferably physical and chemical activity, calcium chelating compared with traditional calcium supplement Ability is up to 43.018 mg/g;Can be while the absorption of raising calcium in human body and bioavailability, it can also replenishing collagen Peptide can be used as the raw material of drug development and biological calcium supplement.Preparation method provided by the invention successfully obtains the calcium chelating peptide, Fishery -ies product resource can be made full use of, it is easy to operate, new way is provided for the higher value application of Tilapia bone.
Detailed description of the invention
Fig. 1 is the smashed Tilapia bone collagen of decalcification;
Fig. 2 be preparative high performance liquid chromatography for the first time isolate and purify (C1 crest segment be 11 ~ 12.5 min, C2 crest segment be 12.5 ~ 16 min, C3 crest segment are 17 ~ 20 min, and C4 crest segment is 21 ~ 22 min, and C5 crest segment is 22 ~ 30 min, and C6 crest segment is 20 ~ 38 Min, C7 crest segment are 38 ~ 48 min, and C8 crest segment is 48 ~ 60 min);
Fig. 3 is that preparative high performance liquid chromatography isolates and purifies for the second time;
Fig. 4 is the analytic type high performance liquid chromatography of calcium chelating peptide (calcium sequestering activity peptide monomer);
Fig. 5 is the HPLC-MS qualification figure of calcium chelating peptide peptide (Gly-Pro-Asp-Gly-Pro-His-Gly-Pro-Val-Gly) Spectrum.
Specific embodiment
Below with reference to embodiment, the present invention is further explained.These embodiments are merely to illustrate the present invention rather than limitation The scope of the present invention.Test method without specific conditions in lower example embodiment usually according to this field normal condition or is pressed The condition suggested according to manufacturer;Used raw material, reagent etc., unless otherwise specified, being can be from the business such as conventional market The raw materials and reagents that approach obtains.The variation for any unsubstantiality that those skilled in the art is done on the basis of the present invention And replacement belongs to scope of the present invention.
Embodiment 1
The present embodiment provides a kind of calcium chelating peptide, amino acid sequences are as follows: GPAGPHGPVG(Gly-Pro-Asp-Gly-Pro- His-Gly-Pro-Val-Gly).
The calcium chelating peptide can be prepared by the following procedure method and be prepared:
(1) preparation of Tilapia bone collagen
A. it digests de- meat: fish-bone frame is cut into 5 cm or so, h(55 DEG C of enzymatic hydrolysis 2, pH are carried out to fish-bone frame with neutral proteinase =7.5), to remove the meat mincing invested on bone.
B. it alkali cleaning degreasing: is washed away after enzymatic hydrolysis and carries out degreasing, cleaning to neutrality with NaOH solution after impurity.
C. Tilapia bone decalcification handle: fish-bone is put into EDTA-2Na(pH=7.2, w/v=1:10) in, be placed in 4 DEG C it is cold In library, periodic agitation is during which carried out, handles 5 d, it is stand-by after then cleaning fish-bone to neutrality.
D. acid processing: the fish-bone after decalcification is arrived with neutrality is washed to after 18 h of HCl treatment of 4 % of mass fraction Tilapia bone collagen (such as Fig. 1).
(2) Tilapia bone collagen digests
According to 6%(w/w) ratio is added 0.6 g Tilapia bone collagen into tertiary effluent, and it adjusts pH to be accurate to 7.0, is then added Papain, enzyme dosage 1%(enzyme and fish-bone mass ratio: w/w), after digesting 5h under temperature 60 C, enzyme deactivation 10 in boiling water bath Min is placed in and cools down at room temperature, and 4000 r/min of sample is then centrifuged 20 min, supernatant is taken to be lyophilized.
(3) calcium chelating peptide isolates and purifies
1) C18Prepare the separation of steel column chromatography:
1. using Shimadu PRC-ODS steel column (15 mm, 30 mm × 250 mm), by calcium sequestration capacity in enzymolysis product After preferable component freeze-drying, adding level-one water to its concentration is 62 mg/mL, and what is be loaded to again after 0.45 um filter membrane excessively prepares steel column On, applied sample amount is 4 mL, flow velocity are as follows: 10 mL/min, Detection wavelength are 214 nm and 280 nm.With deionized water (containing 0.1% TFA) and acetonitrile (%TFA containing 0.1) gradient elution, elution program are as follows:
According to the difference of liquid chromatogram appearance time, by the component of collection be divided into six sections be named as (C1, C2, C3, C4, C5, C6, C7, C8), component is pipetted to 4 mL centrifuge tubes, by -40 DEG C, 0.1 Kpa vacuumizes jelly after 50 DEG C of rotary evaporations are concentrated It is dry, it then carries out the measurement of calcium sequestering activity and filters out active component C2.See Fig. 2.
2. further being isolated and purified in 1. system to said components C2, using identical flow velocity, eluent and detection wave Long, elution program changes as follows:
The C2 component picked up when by first time preparative separation carries out second on preparative high performance liquid chromatography and separates, and obtains C2-1, C2-2, C2-3, C2-4, C2-5, C2-6, C2-7 and 7 seven peaks, are shown in Fig. 3.
2) analytic type efficient liquid phase purified monomer
Using analytic type high performance liquid chromatography, using C18 column (5 m, 4.6 mm × 250 mm), by the component of above-mentioned acquisition C2-7 carries out purifying confirmation (see figure 4), flow velocity are as follows: 10 mL/min, Detection wavelength are 214 nm and 280 nm.(contain 0.1% with water TFA) and acetonitrile (TFA containing 0.1%) gradient elution, elution program it is as follows:
3) Tilapia bone Calcium-binding peptides activity rating is carried out using o-cresolphthalein colorimetric method.Take 5 mg of polypeptide sample in 10 In mL centrifuge tube, the CaCl of 1 mL, 5 mmol/L is added2 With the sodium phosphate buffer of 0.2 mol/L of pH=7.8.Take one Centrifuge tube does not add sample sets as blank control group.It is subsequently placed in mixed liquor in shaking table and carries out 60 min of 37oC water-bath. It is centrifuged in taking-up, removal precipitating.After supernatant is diluted 5 times, the o-cresolphthalein work developing solution of 5 times of volumes is added, Concussion mixes 20 s.It is the absorbance value under 570nm wavelength with microplate reader Detection wavelength in 10 min, three, each sample In parallel.Calcium content-light absorption value standard curve: y=1.2522x+0.5884 (r is made under the same conditions2=0.9824), Tilapia mossambica It is as follows that Bone gillg calcium chelates peptide activity calculation formula:
Calcium sequestering activity (mg/g-peptide)=5x/1.667
Structure detection: component C2-7 is detected as simple spike, is measured using high performance liquid chromatography mass spectrometric hyphenated technique (HPLC-MS) Obtaining amino acid sequence is Gly-Pro-Asp-Gly-Pro-His-Gly-Pro-Val-Gly.
Measurement result shows: can be seen that by table one, enzymolysis product is purified by liquid phase separation, and calcium ion sequestering activity improves To 43.018 mg/g-peptide.
1 Tilapia bone Calcium-binding peptides activity of table
Finally it is pointed out that above embodiments are only representative examples of the invention.Obviously, technology of the invention Scheme is not limited to above-described embodiment, can also there are many deformation.Those skilled in the art can be direct from the content of present invention All deformations are exported or associated, scope of protection of the claims of the invention are considered as.
Sequence table
<110>Agricultural University Of South China
<120>a kind of calcium chelating peptide and its preparation method and application
<160> 1
<170> SIPOSequenceListing 1.0
<210> 1
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<212> PRT
<213> 1(1)
<400> 1
Gly Pro Ala Gly Pro His Gly Pro Val Gly
1 5 10

Claims (10)

1. a kind of calcium chelating peptide, which is characterized in that the amino acid sequence of the calcium chelating peptide: GPAGPHGPVG.
2. calcium chelating peptide according to claim 1, which is characterized in that the molecular weight of the calcium chelating peptide is 844.4340 Da; The calcium sequestration capacity of the calcium chelating peptide is 43.018 mg/g.
3. the preparation method of any calcium chelating peptide of claim 1 ~ 2, which comprises the steps of:
S1: Tilapia mossambica skeleton is carried out to digest de- meat, alkali cleaning degreasing obtains Tilapia bone collagen egg after decalcification processing and acid processing It is white;
S2: after the enzymatic hydrolysis of Tilapia bone collagen obtained by S1, enzyme deactivation, the freeze-drying of centrifuging and taking supernatant;
S3: it after being isolated and purified step by step using preparative reversed-phase high performance liquid chromatography progress multistage, is obtained using RT-HPLC purifying The calcium chelating peptide.
4. preparation method according to claim 3, which is characterized in that the process of the de- meat of enzymatic hydrolysis described in S1 are as follows: by Tilapia mossambica Skeleton dissection removes the meat mincing on Tilapia mossambica skeleton after neutral protease enzymolysis.
5. preparation method according to claim 3, which is characterized in that the process of alkali cleaning degreasing described in S1 are as follows: utilize inorganic Then alkaline solution cleaning and degreasing is cleaned to neutrality.
6. preparation method according to claim 3, which is characterized in that the process of the processing of decalcification described in S1 are as follows: take off alkali cleaning Tilapia bone is placed in EDTA-2Na solution after rouge, is freezed, stirring, cleaning to neutrality.
7. preparation method according to claim 3, which is characterized in that the process of the processing of acid described in S1 are as follows: the fish after decalcification Bone is washed to neutrality to get Tilapia bone collagen is arrived after being handled with acid solution.
8. preparation method according to claim 3, which is characterized in that select papain to be digested in S2;The wood Melon protease is 0.3% ~ 1% in the mass fraction of enzymatic hydrolysis system;The time of the enzymatic hydrolysis is 3 ~ 6h;The temperature of the enzymatic hydrolysis is 40 ~60℃;The pH of the enzymatic hydrolysis is 6.0 ~ 7.0.
9. preparation method according to claim 3, which is characterized in that the condition of RT-HPLC described in S3 are as follows: sample volume is 20mL;Chromatographic column is C18 chromatographic column;Mobile phase is the TFA containing 0.1%;Elution speed is 1.0 mL/min;Ultraviolet detection wave A length of double Detection wavelengths: 214 nm, 280 nm.
10. any calcium chelating peptide of claim 1 ~ 2 is preparing the application in calcium-supplementing preparation or functional beverage.
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CN110627896A (en) * 2019-09-03 2019-12-31 华南农业大学 Calcium chelating peptide and preparation method and application thereof
CN110669127A (en) * 2019-09-03 2020-01-10 华南农业大学 Novel calcium chelating peptide and preparation method and application thereof
CN111454347A (en) * 2020-04-20 2020-07-28 广东海洋大学 Peptide calcium chelate as well as preparation method and application thereof
CN112679581A (en) * 2021-01-27 2021-04-20 华南农业大学 Novel tilapia mossambica scale bone formation promoting peptide and application thereof
CN112956700A (en) * 2021-01-27 2021-06-15 华南农业大学 Application of bone formation promoting peptide in preparation of functional food, health product or medicine for promoting proliferation, differentiation or mineralization of osteoblast
CN116239666A (en) * 2023-04-25 2023-06-09 华南农业大学 Four goat milk chelated calcium peptides and preparation method thereof

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Cited By (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN109762864A (en) * 2019-03-25 2019-05-17 泰安市海之润食品有限公司 A kind of preparation method of tuna bone collagen polypeptide
CN110627896A (en) * 2019-09-03 2019-12-31 华南农业大学 Calcium chelating peptide and preparation method and application thereof
CN110669127A (en) * 2019-09-03 2020-01-10 华南农业大学 Novel calcium chelating peptide and preparation method and application thereof
CN110627896B (en) * 2019-09-03 2022-02-18 华南农业大学 Calcium chelating peptide and preparation method and application thereof
CN111454347A (en) * 2020-04-20 2020-07-28 广东海洋大学 Peptide calcium chelate as well as preparation method and application thereof
CN112679581A (en) * 2021-01-27 2021-04-20 华南农业大学 Novel tilapia mossambica scale bone formation promoting peptide and application thereof
CN112956700A (en) * 2021-01-27 2021-06-15 华南农业大学 Application of bone formation promoting peptide in preparation of functional food, health product or medicine for promoting proliferation, differentiation or mineralization of osteoblast
CN116239666A (en) * 2023-04-25 2023-06-09 华南农业大学 Four goat milk chelated calcium peptides and preparation method thereof
CN116239666B (en) * 2023-04-25 2023-09-19 华南农业大学 Chelating calcium peptide mixture

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