CN104530192A - Antioxidant peptide AOP-OM1 as well as preparation method and application thereof - Google Patents
Antioxidant peptide AOP-OM1 as well as preparation method and application thereof Download PDFInfo
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- CN104530192A CN104530192A CN201510025060.3A CN201510025060A CN104530192A CN 104530192 A CN104530192 A CN 104530192A CN 201510025060 A CN201510025060 A CN 201510025060A CN 104530192 A CN104530192 A CN 104530192A
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Abstract
The invention discloses an antioxidant peptide AOP-OM1 as well as a preparation method and an application thereof. The antioxidant peptide AOP-OM1 has amino acid sequences as shown in SEQ ID No. 1. The preparation method comprises the following steps of separating and purifying skin secretions of odorrana livida. A novel antioxidant is found in the skin of an amphibian odorrana livida, the chemical nature of the antioxidant is polypeptide, and the antioxidant, different from traditional two antioxidants, is encoded by a gene and but has very small molecular weight. The novel antioxidant peptide AOP-OM1, which is obtained from the skin of the odorrana livida growing in China, has very strong antioxidant activity, which is about 200 times of that of vitamin E.
Description
Technical field
The invention belongs to technical field of pharmaceuticals, be specifically related to a kind of antioxidation polypeptide AOP-OM1 and preparation method thereof and application.
Background technology
Antioxidant stops the dysgenic material of oxygen, and it is that a class can help to catch also and free radical, thus dispels a class material of radical pair human body infringement.Had been found that a large amount of antioxidants at present, these antioxidants can be divided into following two large classes: 1) small molecules of non-genomic coding is helpless, as vitamin-E, vitamins C, gsh etc.; 2) macromolecular substance of genes encoding, as superoxide-dismutase, catalase, Trx etc.These antioxidants have been widely used in various field, comprise in health, food, makeup and various industry, such as the anti-oxidation of stablizer of fuel and lubricant, also can add to play in the oil and prevent polymerization thus avoid the object that engine incrustation is formed, singly in 2007, the income just creating about 3,700,000,000 dollars of the antioxidant of industrial use.Based on the importance of antioxidant, scientists finds novel antioxidant tireless always.
Amphibians is that hydrocoles is excessively to the important monoid between terrestrial animal, its skin is exposed, and surface does not have hair to cover, directly in the face of various survival pressure, take all more important biological functions, such as resist microorganism invasion, regulation of the body color, water salt balance adjustment etc.Had large quantifier elimination evidence to show, the skin of Amphibians can be secreted a large amount of active substances (mainly proteins and peptides) and make it can complete these important biological functions.But because of singularity such as crude drug sources, the research of its Effective Compounds and mechanism of action is also comparatively weak, and the report about its activeconstituents is almost nil.Therefore, how to make full use of modern biotechnology means, separation and purification active polypeptide also carries out Structural Identification, and carrying out research medicinal material Effective Compounds and study on mechanism in a deep going way, is this field scientific research technician one of research direction of making great efforts seeking breakthrough for many years.
Summary of the invention
The first object of the present invention is to provide a kind of antioxidation polypeptide AOP-OM1; Second object is to provide the preparation method of described antioxidation polypeptide AOP-OM1; 3rd object is to provide the application of described antioxidation polypeptide AOP-OM1.
The first object of the present invention is achieved in that the aminoacid sequence of described antioxidation polypeptide AOP-OM1 is as shown in SEQ ID:No.1.
The second object of the present invention is achieved in that and comprises the following steps:
A, get raw material large rana margaretae skin secretion 100mg, add 1ml deionized water dissolving, upper Sephadex G-75 post, wash-out is carried out with flow velocity 1.5ml/min with Tris-HCl damping fluid, every 10min collects once, measure the absorbancy of elutriant under 280nm respectively, collect the elutriant merging active peak component, after concentrate drying, obtain medicinal extract a;
Add 1ml deionized water dissolving in B, 1mg medicinal extract a, upper Hypersil ODS2 chromatographic column, carries out wash-out with acetonitrile with 1ml/min flow velocity, and the absorbancy under monitoring 215nm, collects the elutriant merging active peak component, obtain target compound after concentrate drying.
The structural formula of the antioxidation polypeptide AOP-OM1 prepared with above-mentioned separation purification method is identified out by the following method:
1, the mensuration of aminoacid sequence:
The large rana margaretae skin anti-oxidation peptide AOP-AM1 that purifying obtains on full-automatic protein sequencing instrument (Shimadzu PPSQ-31A) through Edman edman degradation Edman, determine large rana margaretae skin anti-oxidation peptide AOP-AM1 overall amino acid sequence, result shows that large rana margaretae skin anti-oxidation peptide AOP-AM1 has the structure shown in SEQ ID NO:1 of the present invention.
2, mass spectroscopy molecular flow measurement:
Substance assistant laser desorpted flight time mass spectrum (MALDI-TOF-MS) have detected the accurate molecular weight of the large rana margaretae skin anti-oxidation peptide AOP-OM1 that purifying obtains, and instrument is Bruker company Autoflex III TOF/TOF mass spectrograph.The molecular weight of large rana margaretae skin anti-oxidation peptide AOP-AM1 mass spectroscopy is respectively 938.1 dalton, and mass spectral results discloses large rana margaretae skin anti-oxidation peptide AOP-OM1 and there is not posttranslational modification.
The third object of the present invention is achieved in that described antioxidation polypeptide AOP-OM1 is preparing the purposes in anti-oxidation medicine.
The present invention is the antioxidant having found that in the skin of the Amphibians Yunnan frog class is novel, and its chemical nature is polypeptide, and different with traditional two large class antioxidants, it is by genes encoding, but molecular weight is very little.After this, in some Amphibians skins, have also discovered this class material, but compare with traditional antioxidant, we also know little about it to the structure and function understanding of this class novel antioxidant.Large rana margaretae is the smelly frog of Chinese distinctive one, is distributed widely in the Yunnan-Guizhou Plateau of strong uv irradiating, and according to its habitat, we infer the injury that its skin can be secreted efficient antioxidant and makes it can resist uv irradiating to cause.Obtain 1 novel antioxidation polypeptide AOP-OM1 in the skin of the present invention's therefrom domestic large rana margaretae, its anti-oxidant activity is very strong, is about 200 times of vitamin-E.
Accompanying drawing explanation
Fig. 1 is the G-75 sieve chromatography figure of the present invention's large rana margaretae skin anti-oxidation peptide AOP-OM1;
Fig. 2 is the HPLC anti-phase C18 column chromatography figure of the present invention's large rana margaretae skin anti-oxidation peptide AOP-OM1;
Fig. 3 is the mass spectrum of the natural large rana margaretae skin anti-oxidation peptide AOP-OM1 of separation and purification of the present invention;
Fig. 4 is the free radical ABTS+ scavenging capacity figure of separation and purification of the present invention large rana margaretae skin anti-oxidation peptide AOP-OM1.
Embodiment
Below in conjunction with accompanying drawing, the present invention is further illustrated, but limited the present invention never in any form, and any conversion done based on training centre of the present invention or replacement, all belong to protection scope of the present invention.
The aminoacid sequence of antioxidation polypeptide AOP-OM1 of the present invention is as shown in SEQ ID:No.1.
The preparation method of antioxidation polypeptide AOP-OM1 of the present invention, comprises the following steps:
A, get raw material large rana margaretae skin secretion 100mg, add the deionized water dissolving of 1ml, upper Sephadex G-75 post, wash-out is carried out with flow velocity 1.5ml/min with Tris-HCl damping fluid, every 10min collects once, measure the absorbancy of elutriant under 280 nm respectively, collect the elutriant merging active peak component, after concentrate drying, obtain medicinal extract a;
B, get medicinal extract a 1 mg, add 1ml deionized water dissolving, upper Hypersil ODS2 chromatographic column, carries out wash-out with acetonitrile with 1ml/min, and the absorbancy under monitoring 215nm, collects the elutriant merging active peak component, obtain target compound after concentrate drying.
Sephadex G-75 post described in step A need use 20 mmol/L in advance, the Tris-HCl damping fluid balance 24h of pH7.8.
Hypersil ODS2 chromatographic column described in step B need balance 20 min with the ultrapure water containing 0.1% trifluoroacetic acid in advance.
Acetonitrile described in step B is the acetonitrile containing 0.1% trifluoroacetic acid.
Wash-out described in step B is at linear gradient elution, and namely acetonitrile concentration rises to 100% time spent from 0% is 100 min.
Of the present inventionly be applied as described antioxidation polypeptide AOP-OM1 and preparing the purposes in anti-oxidation medicine.
Large rana margaretae skin anti-oxidation peptide AOP-OM1 provided by the invention, its preparation method can pass through biological chemistry separation purification method, obtains by large rana margaretae skin secretion.Large rana margaretae skin anti-oxidation peptide AOP-AM1 prepared by aforesaid method, identifies by mass spectrum and anti-oxidant activity.
The large rana margaretae skin anti-oxidation peptide AOP-OM1 that purifying of the present invention obtains removes in experiment at free radical ABTS+ and shows stronger anti-oxidant activity, and disclosing the present invention's large rana margaretae skin anti-oxidation peptide AOP-OM1 has potential application prospect.
Large rana margaretae skin anti-oxidation peptide AOP-OM1 of the present invention has the beneficial features that structure is simple, anti-oxidant activity is strong.
The large rana margaretae skin anti-oxidation peptide AOP-AM1 separation and purification of embodiment 1 and qualification
1, separation and purification
Large rana margaretae live body picks up from zunyi, guizhou, with 6V galvanic current stimulation 6s, then uses its skin of normal saline flushing, and obtain skin secretion, vacuum lyophilization ,-80 ° save backup.
The first step: Sephadex G-75 exclusion chromatography: obtain skin secretion lyophilized powder according to the method described above, be dissolved in deionized water, getting 1 ml(protein content is 100 mg) on use 20 mM Tris-HCl damping fluid (pH=7.8 in advance, containing 0.1 M NaCl) balance Sephadex G-75 (the GE Healthcare of 24 hours, ultra-fine) pillar (length 30 cm, internal diameter width 1.5 cm), wash-out is carried out with same damping fluid, flow velocity is 1.5 ml/10min, every 10 min collect once, measure its absorbancy under 280 nm, the separation and purification collection of illustrative plates of gained as shown in Figure 1, wherein AOP-OM1 is present in peak shown in Fig. 1 arrow.
Second step: high performance liquid chromatography reversed phase chromatography:
Hypersil ODS2 5mm post (the Dalian Erie spy being splined on after 1 mg is dissolved in 1ml deionized water and using ultrapure water (trifluoroacetic acid containing 0.1%) to balance 20 min is in advance got after the first step gained sample vacuum lyophilization, be of a size of 4.6 mm × 300 mm), laboratory apparatus is Waters 1525 high-pressure liquid phase system, be under the condition of 1 ml/min at flow velocity, under linear gradient (0-100% in 100 min) condition, wash-out is carried out with acetonitrile (trifluoroacetic acid containing 0.1%), monitoring wavelength is 215 nm, the separation and purification collection of illustrative plates of gained as shown in Figure 2, in figure, arrow is depicted as the natural large rana margaretae skin anti-oxidation peptide AOP-AM1 of purifying.
2, Molecular Identification
The mensuration of aminoacid sequence:
The large rana margaretae skin anti-oxidation peptide AOP-AM1 that purifying obtains on full-automatic protein sequencing instrument (Shimadzu PPSQ-31A) through Edman edman degradation Edman, determine large rana margaretae skin anti-oxidation peptide AOP-AM1 overall amino acid sequence, result shows that large rana margaretae skin anti-oxidation peptide AOP-AM1 has the structure shown in SEQ ID NO:1 of the present invention.
Mass spectroscopy molecular flow measurement:
Substance assistant laser desorpted flight time mass spectrum (MALDI-TOF-MS) have detected the accurate molecular weight of the large rana margaretae skin anti-oxidation peptide AOP-OM1 that purifying obtains, and instrument is Bruker company Autoflex III TOF/TOF mass spectrograph.The molecular weight of large rana margaretae skin anti-oxidation peptide AOP-AM1 mass spectroscopy is respectively 938.1 dalton, as shown in Figure 3.Mass spectral results discloses large rana margaretae skin anti-oxidation peptide AOP-OM1 and there is not posttranslational modification.
Embodiment 2
The antioxidant activity tests of the large rana margaretae skin anti-oxidation peptide AOP-AM1 prepared with embodiment 1:
Method: utilize free radical ABTS+ scavenging capacity to test the anti-oxidant activity detecting and widen rana margaretae skin anti-oxidation peptide AOP-AM1, result shows that large rana margaretae skin anti-oxidation peptide AOP-AM1 has stronger anti-oxidant activity.
Concrete steps and result: the ABTS getting 7 mM mixes with the Potassium Persulphate of 2.8 mM in water, reacts 6 hours, make ABTS be oxidized into ABTS in room temperature dark surrounds
+free radical, dilutes 50 times with deionized water afterwards, gets 50 uL diluents and 50 uL sample mix, reacts 30 minutes, afterwards, under 415 nm wavelength, survey its absorbancy under room temperature dark surrounds.Free radical ABTS
+clearance rate (%) calculate with following formula: (A
blank-A
sample) × 100/ A
blank.The anti-oxidant activity of the large Odorrana margaratae antioxidative peptide AOP-OM1 of different concns as shown in Figure 4.
SEQUENCE LISTING
Ethnic university of <110> Yunnan Province, Beijing Mei Ruikunhua Science and Technology Ltd.
<120> anti-oxidation peptide AOP-AM1 and preparation method thereof and application
<130> 2015
<160> 10
<170> PatentIn version 3.3
<210> 1
<211> 1501
<212> PRT
<213> anti-oxidation peptide AOP-AM1 aminoacid sequence
Asn Ser Lys Tyr Leu Cys Asn Pro 8
Claims (7)
1. an antioxidation polypeptide AOP-OM1, is characterized in that the aminoacid sequence of described antioxidation polypeptide AOP-OM1 is as shown in SEQ ID:No.1.
2. a preparation method of antioxidation polypeptide AOP-OM1 according to claim 1, is characterized in that comprising the following steps:
A, get raw material large rana margaretae skin secretion 100mg, add 1ml deionized water dissolving, upper Sephadex G-75 post, wash-out is carried out with flow velocity 1.5 ml/min with Tris-HCl damping fluid, every 10min collects once, measure the absorbancy of elutriant under 280nm respectively, collect the elutriant merging active peak component, after concentrate drying, obtain medicinal extract a;
Add 1ml deionized water dissolving in B, 1mg medicinal extract a, upper Hypersil ODS2 chromatographic column, carries out wash-out with acetonitrile with the flow velocity of 1ml/min, and the absorbancy under monitoring 215nm, collects the elutriant merging active peak component, obtain target compound after concentrate drying.
3. preparation method according to claim 2, is characterized in that the Sephadex G-75 post described in step A need in advance with the Tris-HCl damping fluid balance 24h of 20mmol/L, pH7.8.
4. preparation method according to claim 2, is characterized in that the Hypersil ODS2 chromatographic column described in step B need in advance with the ultrapure water balance 20min containing 0.1% trifluoroacetic acid.
5. preparation method according to claim 2, is characterized in that the acetonitrile described in step B is the acetonitrile containing 0.1% trifluoroacetic acid.
6. preparation method according to claim 2, it is characterized in that the wash-out described in step B adopts linear gradient elution, namely acetonitrile concentration rose to for 100% time consumed from 0% is 100min.
7. an application of antioxidation polypeptide AOP-OM1 according to claim 1, is characterized in that described antioxidation polypeptide AOP-OM1 is preparing the purposes in anti-oxidation medicine.
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Cited By (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105713072A (en) * | 2016-02-26 | 2016-06-29 | 昆明昂名科技有限公司 | Antioxidant polypeptide (AOP-OL1) and preparation method and application thereof |
| CN106117316A (en) * | 2016-08-24 | 2016-11-16 | 昆明珀凡科技有限公司 | Big rana margaretae skin antioxidation polypeptide AOP OA2 and preparation method thereof |
| CN106117317A (en) * | 2016-08-24 | 2016-11-16 | 昆明佰盟科技有限公司 | Big rana margaretae skin antioxidation polypeptide AOP OA4 and preparation method thereof |
| CN106146621A (en) * | 2016-08-24 | 2016-11-23 | 昆明腾森科技有限公司 | Big rana margaretae skin antioxidation polypeptide AOP OA3 and preparation method thereof |
| CN106243190A (en) * | 2016-08-24 | 2016-12-21 | 昆明派尊科技有限公司 | Big rana margaretae skin antioxidation polypeptide AOP OA5 and preparation method thereof |
| CN106317200A (en) * | 2016-08-24 | 2017-01-11 | 云南昂肽生物科技有限公司 | Odorrana graminea skin antioxidant peptide AOP-OA6 and preparing method thereof |
| CN106632644A (en) * | 2016-11-24 | 2017-05-10 | 云南民族大学 | Antioxidant polypeptide AOP-OA2 in skin of Yunnan odorous frog as well as prepration method and application of antioxidant polypeptide AOP-OA2 |
| CN106854241A (en) * | 2016-11-24 | 2017-06-16 | 云南民族大学 | Smelly frog skin antioxidation polypeptide AOP OA1 in Yunnan and preparation method and application |
| CN110590913A (en) * | 2019-10-12 | 2019-12-20 | 昆明医科大学 | Antioxidant damage skin protection active polypeptide AOP-P1 and preparation method and application thereof |
| CN110590912A (en) * | 2019-10-12 | 2019-12-20 | 昆明医科大学 | Novel antioxidant active polypeptide OA-VI12 as well as preparation method and application thereof |
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| CN101638432A (en) * | 2009-03-27 | 2010-02-03 | 中国科学院昆明动物研究所 | Rana pleuraden antioxidant peptide and genes and application thereof |
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| CN101638432A (en) * | 2009-03-27 | 2010-02-03 | 中国科学院昆明动物研究所 | Rana pleuraden antioxidant peptide and genes and application thereof |
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Cited By (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105713072A (en) * | 2016-02-26 | 2016-06-29 | 昆明昂名科技有限公司 | Antioxidant polypeptide (AOP-OL1) and preparation method and application thereof |
| CN106117316A (en) * | 2016-08-24 | 2016-11-16 | 昆明珀凡科技有限公司 | Big rana margaretae skin antioxidation polypeptide AOP OA2 and preparation method thereof |
| CN106117317A (en) * | 2016-08-24 | 2016-11-16 | 昆明佰盟科技有限公司 | Big rana margaretae skin antioxidation polypeptide AOP OA4 and preparation method thereof |
| CN106146621A (en) * | 2016-08-24 | 2016-11-23 | 昆明腾森科技有限公司 | Big rana margaretae skin antioxidation polypeptide AOP OA3 and preparation method thereof |
| CN106243190A (en) * | 2016-08-24 | 2016-12-21 | 昆明派尊科技有限公司 | Big rana margaretae skin antioxidation polypeptide AOP OA5 and preparation method thereof |
| CN106317200A (en) * | 2016-08-24 | 2017-01-11 | 云南昂肽生物科技有限公司 | Odorrana graminea skin antioxidant peptide AOP-OA6 and preparing method thereof |
| CN106632644A (en) * | 2016-11-24 | 2017-05-10 | 云南民族大学 | Antioxidant polypeptide AOP-OA2 in skin of Yunnan odorous frog as well as prepration method and application of antioxidant polypeptide AOP-OA2 |
| CN106854241A (en) * | 2016-11-24 | 2017-06-16 | 云南民族大学 | Smelly frog skin antioxidation polypeptide AOP OA1 in Yunnan and preparation method and application |
| CN110590913A (en) * | 2019-10-12 | 2019-12-20 | 昆明医科大学 | Antioxidant damage skin protection active polypeptide AOP-P1 and preparation method and application thereof |
| CN110590912A (en) * | 2019-10-12 | 2019-12-20 | 昆明医科大学 | Novel antioxidant active polypeptide OA-VI12 as well as preparation method and application thereof |
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| CN104530192B (en) | 2017-10-31 |
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