CN1256340C - Odd number agar oligosaccharide monomer and its preparation method - Google Patents
Odd number agar oligosaccharide monomer and its preparation method Download PDFInfo
- Publication number
- CN1256340C CN1256340C CNB031389716A CN03138971A CN1256340C CN 1256340 C CN1256340 C CN 1256340C CN B031389716 A CNB031389716 A CN B031389716A CN 03138971 A CN03138971 A CN 03138971A CN 1256340 C CN1256340 C CN 1256340C
- Authority
- CN
- China
- Prior art keywords
- agar
- acid
- fine jade
- odd number
- 2mol
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Fee Related
Links
Landscapes
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Saccharide Compounds (AREA)
Abstract
The present invention relates to odd agar oligose monomers including agartriose, agarpentose, agarheptose, or agarnonose. In preparation, water and acid are added to agar or agarose; then, the liquid is heated at temperatures of 50 to 90 DEG C for 15 to 480 min; the reaction liquid is first centrifugally separated and then concentrated by evaporation; organic solvents are added to concentrated liquid; after centrifugal separation, supernatant fluid is concentrated; finally, each monomer is separated by using a chromatographic column and treated by freeze-drying. The odd agar oligose monomers of the present invention can be used as bioactive substances or intermediates for the production and research of agar oligose.
Description
Technical field
The present invention relates to a kind of odd number agaropectin oligose monomer and preparation method thereof.
Background technology
The neutral sugar that agar-agar is made up of fine jade disaccharides skeleton carries out the transition to the high electric charge of tool through a series of agaroses that contain low electric charge and pyruvic acid, be the tart substituting group the mixture of complicated a series of successive agarose derivative molecular form.Extensively be used in foodstuffs industry and medicine, health and scientific research aspect (Ji Minghou, marine alga chemistry, Science Press, Beijing, 1997) for a long time.But because its molecular weight is bigger, the viscosity height, solvability is hanged down grade and is made its application be subjected to very big restriction.At present, people can study the chemical structure of agar-agar by acid degradation, also have the people to prepare agar-agar oligopolymer and oligosaccharide mixture by acidolysis, but do not see and utilize acidolysis to prepare odd number agaropectin oligose monomer.
Summary of the invention
The purpose of this invention is to provide a kind of odd number agaropectin oligose monomer and preparation method thereof, it can remedy the above-mentioned deficiency of prior art.
A kind of odd number agaropectin oligose monomer is characterized in that having fine jade trisaccharide, fine jade pentasaccharides, fine jade seven sugar, fine jade nine sugar, and its molecular structural formula respectively is:
The above-mentioned monomeric preparation method of odd number agaropectin oligose comprises adding water earlier in agar-agar or agarose, adds acid, reacting by heating adds the alkali neutralization, separates, with the gained supernatant concentration, add ethanol or methyl alcohol in concentrated solution, centrifugation again is with the gained supernatant concentration, lyophilize, isolate each monomer with chromatographic column, concentrate lyophilize; It is characterized in that the described reacting by heating time is 15-480 minute, the reacting by heating temperature is 50-90 degree centigrade; The amount that in described agar-agar or agarose, adds water, the weight percent concentration that makes them is 0.1-10; Described acid is 2mol/L-6mol/L sulfuric acid or 2mol/L-6mol/L hydrochloric acid or 2mol/L-6mol/L acetic acid, and raw material is 12 with the part by weight of acid: 1-6; Described chromatographic column is Bio-Gel-P6 or Bio-Gel-P4 or Bio-gel-P2 or Superdex30 or SephadexG-25; Used elutriant is water or bicarbonate of ammonia or sodium chloride aqueous solution.
Odd number agaropectin oligose monomer of the present invention can be used for producing the biologically active substance or the intermediate of research agaropectin oligose.
Embodiment
Embodiment 1.
Get the 10g agarose, adding 1000ml distilled water and heating make its dissolving, add 2mol/L aqueous sulfuric acid 5ml, in 80 ℃ of stirring in water bath hydrolysis 240min, reaction is cooled to room temperature with reactant with cooling bath after finishing, add barium carbonate and be neutralized to neutrality, suction filtration, filtrate is evaporated to 100ml under 40 ℃, add 4 times of amount ethanol, make it produce precipitation, centrifugation, in 40 ℃ of concentrating under reduced pressure, lyophilize gets oligosaccharide mixture with supernatant liquor.Get this oligosaccharide mixture of 2g, add and inject the Superdex30 chromatographic column after the 1ml water dissolution, carry out wash-out with distilled water under the room temperature, each sugared peak elutriant is merged respectively, concentrating under reduced pressure, lyophilize, fine jade trisaccharide, fine jade pentasaccharides, fine jade seven sugar, fine jade nine sugar.
Embodiment 2.
Get the 100g agarose, adding 5000ml distilled water and heating make its dissolving, add 3mol/L hydrochloric acid soln 15ml, in 70 ℃ of stirring in water bath hydrolysis 7h, reaction is cooled to room temperature with reactant with cooling bath after finishing, add barium carbonate and be neutralized to neutrality, suction filtration, filtrate is evaporated to 200ml under 40 ℃, add 4 times of amount methyl alcohol, make it produce precipitation, centrifugation, supernatant liquor is in 40 ℃ of concentrating under reduced pressure, and lyophilize gets oligosaccharide mixture.Get this oligosaccharide mixture of 10g, add and inject the Bio-Gel-P6 chromatographic column after the 1ml water dissolution, carry out wash-out with distilled water under the room temperature, each sugared peak elutriant is merged respectively, concentrating under reduced pressure, lyophilize, fine jade trisaccharide, fine jade pentasaccharides, fine jade seven sugar, fine jade nine sugar.
Agar-agar of the present invention or agarose Jia Shui, the weight percent concentration that makes them is at 0.1-10.Used acid is 2mol/L-6mol/L sulfuric acid or 2mol/L-6mol/L hydrochloric acid or 2mol/L-6mol/L acetic acid, and raw material is 12 with the part by weight of acid: 1-6.Temperature of reaction and time also influence molecular weight of product and distribute, and influence efficiency of pcr product, can select 50-90 ℃, and the reaction times is 15-480min.Described chromatographic column is Bio-Gel-P6 or Bio-Gel-P4 or Bio-gel-P2 or Superdex30 or Sephadex G-25, and used elutriant is the aqueous solution of water or bicarbonate of ammonia or sodium-chlor.
Claims (2)
1. an odd number agaropectin oligose monomer is characterized in that having fine jade trisaccharide, fine jade pentasaccharides, fine jade seven sugar, fine jade nine sugar, and its molecular structural formula respectively is:
2. the monomeric preparation method of claims 1 described odd number agaropectin oligose comprises adding water earlier in agar-agar or agarose, adds acid, reacting by heating adds the alkali neutralization, separates, with the gained supernatant concentration, add ethanol or methyl alcohol in concentrated solution, centrifugation again is with the gained supernatant concentration, lyophilize, isolate each monomer with chromatographic column, concentrate lyophilize; It is characterized in that the described reacting by heating time is 15-480 minute, the reacting by heating temperature is 50-90 degree centigrade; The amount that in described agar-agar or agarose, adds water, the weight percent concentration that makes them is 0.1-10; Described acid is 2mol/L-6mol/L sulfuric acid or 2mol/L-6mol/L hydrochloric acid or 2mol/L-6mol/L acetic acid, and raw material is 12 with the part by weight of acid: 1-6; Described chromatographic column is Bio-Gel-P6 or Bio-Gel-P4 or Bio-gel-P2 or Superdex30 or SephadexG-25; Used elutriant is water or bicarbonate of ammonia or sodium chloride aqueous solution.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNB031389716A CN1256340C (en) | 2003-08-04 | 2003-08-04 | Odd number agar oligosaccharide monomer and its preparation method |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNB031389716A CN1256340C (en) | 2003-08-04 | 2003-08-04 | Odd number agar oligosaccharide monomer and its preparation method |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN1513860A CN1513860A (en) | 2004-07-21 |
| CN1256340C true CN1256340C (en) | 2006-05-17 |
Family
ID=34240135
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CNB031389716A Expired - Fee Related CN1256340C (en) | 2003-08-04 | 2003-08-04 | Odd number agar oligosaccharide monomer and its preparation method |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN1256340C (en) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102127573A (en) * | 2010-12-14 | 2011-07-20 | 浙江工业大学 | Method for extracting oligosaccharides from agar hydrolyzate by using activated carbon |
| CN107686528A (en) * | 2017-09-20 | 2018-02-13 | 华南理工大学 | A kind of method that acid-soluble method removes sulfur component in agar |
| CN107641162A (en) * | 2017-09-20 | 2018-01-30 | 华南理工大学 | A kind of method for preparing low-sulfur agarose from agar based on acid-soluble method |
| CN110317846A (en) * | 2019-07-19 | 2019-10-11 | 中国海洋大学 | A method of preparing odd number fine jade oligosaccharides |
| CN110295210A (en) * | 2019-07-19 | 2019-10-01 | 中国海洋大学 | A method of preparing fine jade trisaccharide |
| CN113735984B (en) * | 2021-08-17 | 2023-03-21 | 苏州苏大卫生与环境技术研究所有限公司 | Preparation process of carrageenan odd oligosaccharide |
-
2003
- 2003-08-04 CN CNB031389716A patent/CN1256340C/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| CN1513860A (en) | 2004-07-21 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| Chen et al. | Extraction, characterization and antioxidant activities of pumpkin polysaccharide | |
| CN100391982C (en) | Resin separation purification method of lentinan | |
| US20130102773A1 (en) | Method of preparing sucralose-6-ester by catalysis and chlorination of phase transfer catalyst | |
| CN1256340C (en) | Odd number agar oligosaccharide monomer and its preparation method | |
| CN111018926B (en) | Method for extracting high-purity glucosamine hydrochloride from glucosamine fermentation broth | |
| CN106432538A (en) | Method for preparing chitin oligosaccharides, chitooligosaccharides and chitosan oligosaccharides | |
| CN111704595A (en) | Method for separating and purifying vitronectin from enzyme reaction liquid | |
| CN106589010A (en) | Method for simultaneously producing L-arabinose and D-galactose | |
| CN107033259A (en) | A kind of method of sodium acetate impurity content in reduction Enoxaparin Sodium | |
| CN105753913A (en) | Preparation method of high-purity N-acetyl-D-glucosamine | |
| CN106832022A (en) | A kind of method for extracting fucoidan | |
| CN102827306A (en) | Method for preparing pectin from capsicum residue | |
| CN115956082A (en) | Method for preparing sucralose crude product by using hydrolysis system | |
| CN114394892B (en) | Preparation method of (R) -3-hydroxybutyrate | |
| CN115996936A (en) | Method for preparing crude sucralose by utilizing improved alcohol-water alkaline hydrolysis system | |
| CN108484792A (en) | Dextran sulfate and the method for preparing dextran sulfate | |
| CN102010345B (en) | Method for preparing D-phenylalanine through dynamic kinetic resolution | |
| CN113980070A (en) | Method for purifying hydrophilic mannosylerythritol lipids | |
| CN102477107B (en) | Simple preparation method for mannosylated chitosan | |
| KR980008299A (en) | Separation and Purification Method of Low Molecular Chitosan Using Multistage Membrane Process | |
| CN104402678B (en) | A kind of nerol, geraniol isomers inclusion separation method | |
| CN106986901B (en) | Sialic acid-carboxylic acid compound conjugate and preparation method thereof | |
| CN103421023A (en) | Synthesis process for temsirolimus | |
| CN105566424A (en) | Method for preparing calcium dibutyryladenosine cyclophosphate | |
| CN115028551B (en) | Preparation method of azide-nine glycol-propionic acid |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| C14 | Grant of patent or utility model | ||
| GR01 | Patent grant | ||
| C19 | Lapse of patent right due to non-payment of the annual fee | ||
| CF01 | Termination of patent right due to non-payment of annual fee |