CN104560774B - Method for preparing block oligosaccharide containing rich rhamnose sulfate from Enteromorpha polysaccharide - Google Patents
Method for preparing block oligosaccharide containing rich rhamnose sulfate from Enteromorpha polysaccharide Download PDFInfo
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Abstract
The invention relates to a method for preparing block oligosaccharide containing rich rhamnose sulfate from Enteromorpha polysaccharide, belonging to the technical field of biology. A strain Catenovulum sp.LP214 is utilized to perform fermentation by using Enteromorpha polysaccharide lyase; and the block oligosaccharide containing rich rhamnose sulfate is prepared by degrading Enteromorpha polysaccharide with the enzyme at 25-45 DEG C under the condition of the pH value of 5-7.5 for 1-8 hours. The polymerization degree of the block oligosaccharide containing rich rhamnose sulfate is 2-8, and the rhamnose sulfate content is greater than or equal to 30%. The preparation method is simple to operate, has the advantages of mild conditions, high yield, complete monosaccharide structure, low cost and the like, and can easily implement industrial production.
Description
Technical field
The present invention relates to a kind of utilization sea grass polysaccharide prepares the method rich in Fructus rhamni (Rhamnus davurica Pall.) sugar sulfate block oligosaccharide, belong to biological
Technical field.
Background technology
Sea grass polysaccharide is a kind of composition rhamnose, xylose, glucuronic acid and the polyanion sugar chain rich in sulfate.
Tang et al.（2013）Research finds that the monosaccharide of sea grass polysaccharide consists of rhamnose, xylose, glucuronic acid, quality percentage
Than being respectively 64.2%, 18.2%, 12.6%, sulfate content is 19.6%, and polysaccharide molecular weight is 103.51 kDa.Ray et al.
（2006）During research shows Entermorpha, rhamnose is that (1 → 2,4) bonded, glucuronic acid is that (1 → 4) is bonded, and xylose is (1
→ 4) bonded, sulfate forms Fructus rhamni (Rhamnus davurica Pall.) sugar sulfate in rhamnose C-3 ends.
Research finds that sea grass polysaccharide has the work(such as antitumor, anticoagulation, reducing blood sugar and blood lipid, enhance immunity, antioxygenic activity
Effect.Sea grass polysaccharide contains two kinds of potential function sugar compositions：Glucuronic acid, Fructus rhamni (Rhamnus davurica Pall.) sugar sulfate.Wherein, glucuronic acid has shield
Liver detoxification, is the main additive of drinks, food, cosmetics.And rhamnose may participate in synthetic perfume, cardiac glycoside
Medicine and lectin etc., with obvious immunocompetence.The fucose sulfate quilt similar to Fructus rhamni (Rhamnus davurica Pall.) sugar sulfate structure
Confirm with important physiological functions such as nerve conduction, immunomodulating, therefore Fructus rhamni (Rhamnus davurica Pall.) sugar sulfate is a kind of potential functional component.
However, in application process, the higher molecular weight of polysaccharide and viscosity reduce its physiological function.Find a kind of single-minded
Property prepare oligosaccharide method become solve its application effective means.Compared to chemical method and Physical, microbial enzyme method has which
Potential advantages：（1）Reaction is efficient, stable, the controllable advantage of the product degree of polymerization；（2）Product uniformity is good, high income, it is easy to point
From, purification；（3）Mild condition, with environment friendly, product preferably remains the active group of sugar chain.
However, being prepared rich in rhamnose sulphuric acid by microbial enzyme it is not yet found that closing using sea grass polysaccharide both at home and abroad at present
The research report of ester block oligosaccharide.
The content of the invention
The present invention provides a kind of utilization sea grass polysaccharide lyases and prepares the method rich in Fructus rhamni (Rhamnus davurica Pall.) sugar sulfate block oligosaccharide.Should
Method, with sea grass polysaccharide as raw material and then is obtained rich in Fructus rhamni (Rhamnus davurica Pall.) sugar sulfate by specific degradation in the presence of microbial enzyme
Block oligosaccharide.The inventive method has that good specificity, mild condition, yield are high, oligosaccharide active group is complete, cost is low excellent
Point.Exploitation, structure activity relationship and application and development to novel active oligosaccharide all has important practical significance.
It is according to the present invention produce sea grass polysaccharide lyases bacterial strain beCatenovulum Sp. LP214, the bacterial strain in
On April 20th, 2014 is deposited in Wuhan, China Wuhan University China typical culture collection center, and deposit number is CCTCC
NO：M2014136.
The technical method that the present invention is provided is to realize the preparation rich in Fructus rhamni (Rhamnus davurica Pall.) sugar sulfate block oligosaccharide using following steps：
（1）WillCatenovulum Sp. LP214 inoculations are fermented in culture medium, wherein producing enzyme culture
It is basis set to become 10 g of sea grass polysaccharide, 3 g of yeast extract, 4 g of magnesium sulfate, 0.5 g of calcium chloride, 20 g of Sodium Chloride, 1.5 g of ammonium sulfate,
0.2 g of high ferric phosphate, 1000 mL of tap water, pH 7.5；Fermentation condition is 32 DEG C, 36 h；By 10000 r/min of fermentation liquid from
5 min of the heart, obtains supernatant.
（2）By step（1）In supernatant be incubated 30-45 min in 40 DEG C after take out to be cooled to room temperature and obtain sea grass polysaccharide and split
Solution enzyme.
（3）Sea grass polysaccharide is dissolved in the sea grass polysaccharide solution that water prepares 0.1-2.5% kg/L, by step（2）The Entermorpha of acquisition
Polysaceharide lyase presses 8-16 U/g（Sea grass polysaccharide）Add into sea grass polysaccharide solution, in 25-45 DEG C, pH 5.0-7.5 are digested
1-8 h；Wherein 1 enzyme activity unit is defined as under the conditions of 35 DEG C, 1 μm of ol reducing sugar of generation per minute（With glucose meter）Institute
The enzyme amount of needs.After enzymolysis is finished, 100 DEG C are warming up to, insulation 1-2 min make enzyme-deactivating, after cooling, 8000 r/min centrifugations 10
Min, takes supernatant enzymolysis solution；The ultrafilter membrane that supernatant enzymolysis solution molecular cut off is 3000 Da is removed into macromolecular substances, is obtained
Rich in Fructus rhamni (Rhamnus davurica Pall.) sugar sulfate block oligosaccharide.
Prepared by the inventive method carries out quantitative and qualitative by method in detail below rich in Fructus rhamni (Rhamnus davurica Pall.) sugar sulfate block oligosaccharide
Analysis：
（1）By above-mentioned preparation rich in Fructus rhamni (Rhamnus davurica Pall.) sugar sulfate block oligosaccharide Jing hydrolysis after, using high performance liquid chromatography survey
Determine the monosaccharide composition of oligosaccharide.With buy the mannose of Sigma companies, rhamnose, glucuronic acid, galacturonic acid, glucose,
Galactose, xylose, arabinose detect the monosaccharide composition of oligosaccharide as standard substance（As shown in Figure 1, Figure 2）.Enzymatic hydrolysate analysis result
Show, the monosaccharide composition of such oligosaccharide is mainly rhamnose, glucuronic acid, xylose, wherein Fructus rhamni (Rhamnus davurica Pall.) sugared content >=30%.
（2）Above-mentioned preparation is carried out into sulfate content using barium chloride turbidimetry rich in Fructus rhamni (Rhamnus davurica Pall.) sugar sulfate block oligosaccharide
Determine, oligosaccharide sulfate content >=15%.
（3）Above-mentioned preparation is carried out into ESI-MS rich in Fructus rhamni (Rhamnus davurica Pall.) sugar sulfate block oligosaccharide（Anion）Analysis, is as a result shown in
Fig. 3.Wherein the higher fragment of abundance has 7 kinds, and molecular weight is respectively 402,628,760,982,1124,1268,1430, the degree of polymerization
Respectively 2-8.According to the monosaccharide of oligosaccharide composition and substituent group analysis result, for example, the oligosaccharide of 402 Da is by a rhamnose
The disaccharide of sulfuric ester and a glucuronic acid composition.Respectively containing the 2-4 rhamnose sulphuric acid not waited in other oligose fragment
Ester units.
Description of the drawings
Fig. 1 for monosaccharide standard substance liquid chromatogram, wherein appearance time be 21.668,25.986,27.971,
29.957th, 31.077,32.949,34.884,35.469,36.126 min be respectively mannose, rhamnose, glucuronic acid,
Galacturonic acid, internal standard Lactose, glucose, galactose, xylose, arabinose.
Fig. 2 is the liquid chromatogram rich in Fructus rhamni (Rhamnus davurica Pall.) sugar sulfate block oligosaccharide after hydrolysis, 25.960,27.925,
35.575 min contain rhamnose, glucose in occurring respectively being rich in Fructus rhamni (Rhamnus davurica Pall.) sugar sulfate block oligosaccharide after absworption peak shows hydrolysis
Aldehydic acid, xylose.
Fig. 3 is the mass spectrum rich in Fructus rhamni (Rhamnus davurica Pall.) sugar sulfate block oligosaccharide.
Specific embodiment
Embodiment 1
Preparation method rich in Fructus rhamni (Rhamnus davurica Pall.) sugar sulfate block oligosaccharide, comprises the following steps：
（1）WillCatenovulum Sp. LP214 inoculations are fermented in culture medium, wherein producing enzyme culture
It is basis set to become 10 g of sea grass polysaccharide, 3 g of yeast extract, 4 g of magnesium sulfate, 0.5 g of calcium chloride, 20 g of Sodium Chloride, 1.5 g of ammonium sulfate,
0.2 g of high ferric phosphate, 1000 mL of tap water, pH 7.5；Fermentation condition is 32 DEG C, 36 h；By 10000 r/min of fermentation liquid from
5 min of the heart, obtains supernatant.
（2）By step（1）In supernatant be incubated 30-45 min in 40 DEG C after take out to be cooled to room temperature and obtain sea grass polysaccharide and split
Solution enzyme.
（3）1 Kg sea grass polysaccharides are dissolved in 100 L distilled water, tune pH is 6-7.10 are added in sea grass polysaccharide solution
Unit by step（2）The sea grass polysaccharide lyases of preparation are digested, and 1 enzyme activity unit is defined as under the conditions of 35 DEG C, often
Minute produces 1 μm of ol reducing sugar（With glucose meter）Required enzyme amount；Concrete grammar is that 100 r/min concussions are anti-in 30 DEG C
Answer 5 h；After enzymolysis is finished, 100 DEG C are warming up to, insulation 1-2 min make enzyme-deactivating, after cooling, 8000 r/min are centrifuged 10 min,
Take supernatant enzymolysis solution；The ultrafilter membrane that supernatant enzymolysis solution molecular cut off is 3000 Da is removed into the material of macromole, richness is obtained
The block oligosaccharide of sugar sulfate containing Fructus rhamni (Rhamnus davurica Pall.).
Embodiment 2
Preparation method rich in Fructus rhamni (Rhamnus davurica Pall.) sugar sulfate block oligosaccharide, comprises the following steps：
（1）WillCatenovulum Sp. LP214 inoculations are fermented in culture medium, wherein producing enzyme culture
It is basis set to become 10 g of sea grass polysaccharide, 3 g of yeast extract, 4 g of magnesium sulfate, 0.5 g of calcium chloride, 20 g of Sodium Chloride, 1.5 g of ammonium sulfate,
0.2 g of high ferric phosphate, 1000 mL of tap water, pH 7.5；Fermentation condition is 32 DEG C, 36 h；By 10000 r/min of fermentation liquid from
5 min of the heart, obtains supernatant.
（2）By step（1）In supernatant be incubated 30-45 min in 40 DEG C after take out to be cooled to room temperature and obtain sea grass polysaccharide and split
Solution enzyme.
（3）2 Kg sea grass polysaccharides are dissolved in 100 L distilled water, tune pH is 6-7.10 are added in sea grass polysaccharide solution
Unit by step（2）The sea grass polysaccharide lyases of preparation are digested, and 1 enzyme activity unit is defined as under the conditions of 35 DEG C, often
Minute produces 1 μm of ol reducing sugar（With glucose meter）Required enzyme amount；Concrete grammar is that 100 r/min concussions are anti-in 35 DEG C
Answer 5 h；After enzymolysis is finished, 100 DEG C are warming up to, insulation 1-2 min make enzyme-deactivating, after cooling, 8000 r/min are centrifuged 10 min,
Take supernatant enzymolysis solution；The ultrafilter membrane that supernatant enzymolysis solution molecular cut off is 3000 Da is removed into macromolecular substances, is rich in
Fructus rhamni (Rhamnus davurica Pall.) sugar sulfate block oligosaccharide.
Claims (3)
1. the bacterial strain of sea grass polysaccharide lyases is produced, and the bacterial strain isCatenovulum Sp. LP214, preserving number CCTCC NO：
M2014136, depositary institution：China typical culture collection center.
2. a kind of utilization sea grass polysaccharide lyases prepare the method rich in Fructus rhamni (Rhamnus davurica Pall.) sugar sulfate block oligosaccharide, and step is as follows：
（1）The acquisition of sea grass polysaccharide lyases
Inoculation described in claim 1 is fermented in culture medium, fermentation condition is 32 DEG C, 36 h；Wherein
Culture medium consists of 10 g of sea grass polysaccharide, 3 g of yeast extract, 4 g of magnesium sulfate, 0.5 g of calcium chloride, 20 g of Sodium Chloride, sulphuric acid
1.5 g of ammonium, 0.2 g of high ferric phosphate, 1000 mL of tap water, pH 7.5；10000 r/min of fermentation liquid is centrifuged into 5 min, is obtained
Clear liquid, by supernatant, after 40 DEG C of insulation 30-45 min, taking-up is cooled to room temperature and obtains sea grass polysaccharide lyases；
（2）Preparation rich in Fructus rhamni (Rhamnus davurica Pall.) sugar sulfate block oligosaccharide
Sea grass polysaccharide is dissolved in into water and prepares the sea grass polysaccharide solution that mass volume ratio is 0.1-2.5% kg/L, by step（1）Obtain
Sea grass polysaccharide lyases add sea grass polysaccharide solution, in 25-45 DEG C, pH 5.0-7.5 digest 1-8 h；After enzymolysis is finished,
100 DEG C are warming up to, insulation 1-2 min make enzyme-deactivating, after cooling, 8000 r/min are centrifuged 10 min, take supernatant enzymolysis solution；Will be upper
Clear enzymolysis solution molecular cut off is that the ultrafilter membrane of 3000 Da removes macromolecular substances, is obtained rich in Fructus rhamni (Rhamnus davurica Pall.) sugar sulfate block
Oligosaccharide.
3. method according to claim 2, wherein described rich in Fructus rhamni (Rhamnus davurica Pall.) sugar sulfate block oligosaccharide, the matter of Fructus rhamni (Rhamnus davurica Pall.) sugar sulfate
Amount percentage ratio >=30%, the degree of polymerization are 2-8, and molecular weight is 402,628,760,982,1124,1268,1430 Da.
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| CN108239176B (en) * | 2016-12-27 | 2021-08-17 | 中国海洋大学 | Low-molecular-weight enteromorpha polysaccharide and preparation method thereof, sulfated low-molecular-weight enteromorpha polysaccharide and preparation method and application thereof |
| CN112825993B (en) * | 2021-01-22 | 2022-06-17 | 河南省纳普生物技术有限公司 | Preparation method for improving antioxidant effect of roxburgh rose fermented fruit drink |
| CN114376233A (en) * | 2022-03-23 | 2022-04-22 | 青岛海大生物集团股份有限公司 | Enteromorpha polysaccharide health food with immunity enhancing function and preparation method thereof |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103194414A (en) * | 2013-04-22 | 2013-07-10 | 淮海工学院 | Marine catenovulumsp. DP03 and method for producing dextran enzyme by using same |
| CN103451119A (en) * | 2012-06-03 | 2013-12-18 | 中国海洋大学 | Alteromonas and method thereby for producing gel-type enteromorpha polysaccharide degrading enzyme by using Alteromonas |
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Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103451119A (en) * | 2012-06-03 | 2013-12-18 | 中国海洋大学 | Alteromonas and method thereby for producing gel-type enteromorpha polysaccharide degrading enzyme by using Alteromonas |
| CN103194414A (en) * | 2013-04-22 | 2013-07-10 | 淮海工学院 | Marine catenovulumsp. DP03 and method for producing dextran enzyme by using same |
Non-Patent Citations (2)
| Title |
|---|
| Polysaccharides from Enteromorpha prolifera enhance the immunity ofnormal mice;Jianteng Wei et al.;《International Journal of Biological Macromolecules》;20141231;第64卷;第1-5页 * |
| Wei Xie et al..Characterization of a novel β-agarase from an agar-degrading bacterium Catenovulum sp.X3.《Appl Microbiol Biotechnol》.2012,第97卷全文. * |
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