CN108486187A - A kind of preparation process of iduronic acid - Google Patents
A kind of preparation process of iduronic acid Download PDFInfo
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- CN108486187A CN108486187A CN201810107751.1A CN201810107751A CN108486187A CN 108486187 A CN108486187 A CN 108486187A CN 201810107751 A CN201810107751 A CN 201810107751A CN 108486187 A CN108486187 A CN 108486187A
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- starch
- iduronic acid
- preparation process
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- starch milk
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- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P19/00—Preparation of compounds containing saccharide radicals
- C12P19/14—Preparation of compounds containing saccharide radicals produced by the action of a carbohydrase (EC 3.2.x), e.g. by alpha-amylase, e.g. by cellulase, hemicellulase
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- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P19/00—Preparation of compounds containing saccharide radicals
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- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P19/00—Preparation of compounds containing saccharide radicals
- C12P19/24—Preparation of compounds containing saccharide radicals produced by the action of an isomerase, e.g. fructose
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Abstract
The invention discloses a kind of preparation processes of iduronic acid, starch is oxidized, neutralization reaction, then oxidized starch is made in washed, dehydration, drying, hydrolyzate is made through hydrolysis and saccharification reaction in oxidized starch, and improve the content of the glucuronic acid in hydrolyzate, directly glucuronic acid is reacted using C5 epimerases, it is set to be converted into iduronic acid, production efficiency is improved, cost is reduced, the present invention is of low cost, production efficiency is high, and can industrialized production, reduce the cost of iduronic acid, can mass production.
Description
Technical field
The present invention relates to a kind of uronic acid preparation field, the preparation processes of specifically a kind of iduronic acid.
Background technology
With the continuous development of carbohydrate chemistry and glycobiology, people gradually recognize carbohydrate molecule in various bioprocess
Importance.As a kind of important anti-coagulants, the research of heparin is increasingly paid attention to by researcher.Compared to tradition
The heparin that natural extraction method obtains, heparin prepared by chemical synthesis have the characteristics that ingredient is single and structure is clear, Er Qie
Unfractionated heparin and low molecular weight heparin are avoided in clinical application caused by due to the otherness of the animal tissue between different batches
The problems such as unstable quality, also has many advantages, such as that long half time and bioavilability are high.In heparin within past a period of time
The field of chemical synthesis achieve huge progress, however, the problem of still there are many demand perfection urgently, such as L- iduronic acids
It efficiently synthesizes.
Iduronic acid is that the hydroxyl on the positions C-6 of idose is oxidized to carboxyl and the derivative that is formed, is several osamines
The component of glycan.Mainly exist with L- configurations.But prepare on the market iduronic acid be with two acetone-D-Glucose be starting
Raw material, through benzyl protection, de- acetonylidene protecting group, full acetylated, 1 upper sulphuric anhydride, de- OAc, TEMPO oxidation, carboxylic acid methyl,
Prepared by the series of process such as C-5 epimerizations, preparation time is long, and low production efficiency, cost is excessively high, is unable to mass production.
Invention content
The purpose of the present invention is to provide a kind of preparation processes of iduronic acid, to solve to propose in above-mentioned background technology
The problem of.
To achieve the above object, the present invention provides the following technical solutions：
A kind of preparation process of iduronic acid, specific preparation process are as follows：
(1) oxidized starch is prepared：Appropriate amount of starch is taken to put into inside mixing drum, then to the suitable pure water of addition inside starch
It is stirred, starch milk is made after stirring evenly, then to addition lye inside starch milk, then added to starch milk the inside
Hydrogen peroxide solution adds suitable water to the inside later, then starch milk is washed, is dehydrated, dry after oxidation be made form sediment
Powder finished product；
(2) glucuronic acid is prepared：Starch milk obtained in step (1) is poured into reaction tube, then into reaction tube
Suitable ɑ-amylase is added, then reaction tube is put into water-bath and carries out heating water bath, is heated while stirring, ɑ-amylase
Hydrolysis occurs between starch milk, hydrolyzate is made after saccharification is reacted later, it then will by a series of process
Glucuronic acid in hydrolyzate extracts；
(3) iduronic acid is prepared：Glucuronic acid obtained in step (2) is poured into container, is then set container
Under alkaline condition, suitable C5- epimerases are then added into container and are stirred, container is placed on reaction later
In room, fully container is taken out after reflection, iduronic acid finished product is made, using C5- epimerases directly to glucose
Aldehydic acid is reacted, it is made to be converted into iduronic acid, is improved production efficiency, is reduced cost.
As a further solution of the present invention：Ratio in the step (1) between the weight of pure water and the weight of starch
It is 5：2.
As a further solution of the present invention：The pH value of addition lye adjustment starch milk is 8-10 in the step (1).
As a further solution of the present invention：Heating and temperature control is at 70-80 degrees Celsius in the step (2).
As a further solution of the present invention：The temperature of reative cell is controlled at 26-28 degrees Celsius in the step (3).
As further scheme of the invention：Reaction time control was at 24-28 hours in the step (3).
Compared with prior art, the beneficial effects of the invention are as follows：Starch is oxidized, neutralization reaction, then washed, de-
Oxidized starch is made in water, drying, and hydrolyzate, and the Portugal in raising hydrolyzate is made through hydrolysis and saccharification reaction in oxidized starch
The content of grape uronic acid directly reacts glucuronic acid using C5- epimerases, it is made to be converted into idose
Aldehydic acid improves production efficiency, reduces cost, and the present invention is of low cost, and production efficiency is high, and can industrialized production, reduce Chinese mugwort
The cost of Du's uronic acid, can mass production.
Specific implementation mode
Below in conjunction with the embodiment of the present invention, technical scheme in the embodiment of the invention is clearly and completely described,
Obviously, described embodiments are only a part of the embodiments of the present invention, instead of all the embodiments.Based in the present invention
Embodiment, every other embodiment obtained by those of ordinary skill in the art without making creative efforts, all
Belong to the scope of protection of the invention.
In the embodiment of the present invention, a kind of preparation process of iduronic acid, specific preparation process is as follows：
(1) oxidized starch is prepared：Appropriate amount of starch is taken to put into inside mixing drum, then to the suitable pure water of addition inside starch
It is stirred, the ratio between the weight of pure water and the weight of starch is 5：2, starch milk is made after stirring evenly, then to shallow lake
Lye is added in powder breast the inside, and the pH value for adjusting starch milk is 8-10, then adds hydrogenperoxide steam generator to starch milk the inside, later
Add suitable water to the inside, then starch milk is washed, is dehydrated, dry be made after series of processes oxidized starch at
Product；
(2) glucuronic acid is prepared：Starch milk obtained in step (1) is poured into reaction tube, then into reaction tube
Suitable ɑ-amylase is added, then reaction tube is put into water-bath and carries out heating water bath, heating and temperature control is taken the photograph in 70-80
Family name's degree, heats while stirring, and hydrolysis occurs between amylase and starch milk for ɑ-, and hydrolysis is made after saccharification is reacted later
Liquid, and the content of the glucuronic acid in hydrolyzate is improved, then pass through a series of process by the glucose in hydrolyzate
Aldehydic acid extracts；
(3) iduronic acid is prepared：Glucuronic acid obtained in step (2) is poured into container, is then set container
Under alkaline condition, suitable C5- epimerases are then added into container and are stirred, container is placed on reaction later
In room, at 26-28 degrees Celsius, the reaction time controlled at 24-28 hours, later took out container, so for the temperature control of reative cell
Iduronic acid finished product is made after series of processes afterwards, directly glucuronic acid is reacted using C5- epimerases,
So that it is converted into iduronic acid, improves production efficiency, reduce cost.
The present invention operation principle be：Starch is oxidized, neutralization reaction, and then washed, dehydration dry be made oxidation and form sediment
Powder, hydrolyzate is made through hydrolysis and saccharification reaction in oxidized starch, and improves the content of the glucuronic acid in hydrolyzate, profit
Directly glucuronic acid is reacted with C5- epimerases, it is made to be converted into iduronic acid, improves production effect
Rate, reduces cost, and the present invention is of low cost, and production efficiency is high, and can industrialized production, reduce the cost of iduronic acid,
It can mass production.
It is obvious to a person skilled in the art that invention is not limited to the details of the above exemplary embodiments, Er Qie
In the case of without departing substantially from spirit or essential attributes of the invention, the present invention can be realized in other specific forms.Therefore, no matter
From the point of view of which point, the present embodiments are to be considered as illustrative and not restrictive, and the scope of the present invention is by appended power
Profit requires rather than above description limits, it is intended that all by what is fallen within the meaning and scope of the equivalent requirements of the claims
Variation is included within the present invention.
In addition, it should be understood that although this specification is described in terms of embodiments, but not each embodiment is only wrapped
Containing an independent technical solution, this description of the specification is merely for the sake of clarity, and those skilled in the art should
It considers the specification as a whole, the technical solutions in the various embodiments may also be suitably combined, forms those skilled in the art
The other embodiment being appreciated that.
Claims (6)
1. a kind of preparation process of iduronic acid, which is characterized in that its specific preparation process is as follows：
(1) oxidized starch is prepared：It takes appropriate amount of starch to put into inside mixing drum, is then carried out to the suitable pure water of addition inside starch
Stirring, is made starch milk after stirring evenly, then to addition lye inside starch milk, then to addition peroxidating inside starch milk
Hydrogen solution adds suitable water to the inside later, then starch milk is washed, is dehydrated, dry after be made oxidized starch at
Product；
(2) glucuronic acid is prepared：Starch milk obtained in step (1) is poured into reaction tube, is then added into reaction tube
Then reaction tube is put into water-bath and carries out heating water bath, heats while stirring by suitable ɑ-amylase, ɑ-amylase and shallow lake
Hydrolysis occurs between powder breast, hydrolyzate is made after saccharification is reacted later, then will be hydrolyzed by a series of process
Glucuronic acid in liquid extracts；
(3) iduronic acid is prepared：Glucuronic acid obtained in step (2) is poured into container, container is then placed in alkali
Under the conditions of property, suitable C5- epimerases are then added into container to be stirred, and container is placed on reative cell later
In, fully container is taken out after reflection, iduronic acid finished product is made.
2. a kind of preparation process of iduronic acid according to claim 1, which is characterized in that pure in the step (1)
Ratio between the weight of water and the weight of starch is 5：2.
3. a kind of preparation process of iduronic acid according to claim 1, which is characterized in that add in the step (1)
It is 8-10 to add the pH value of lye adjustment starch milk.
4. a kind of preparation process of iduronic acid according to claim 1, which is characterized in that add in the step (2)
Hot temperature control is at 70-80 degrees Celsius.
5. a kind of preparation process of iduronic acid according to claim 1, which is characterized in that anti-in the step (3)
The temperature of room is answered to control at 26-28 degrees Celsius.
6. a kind of preparation process of iduronic acid according to claim 1, which is characterized in that anti-in the step (3)
Answer time control at 24-28 hours.
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| Application Number | Priority Date | Filing Date | Title |
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| CN201810107751.1A CN108486187A (en) | 2018-02-02 | 2018-02-02 | A kind of preparation process of iduronic acid |
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| Application Number | Priority Date | Filing Date | Title |
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| CN201810107751.1A CN108486187A (en) | 2018-02-02 | 2018-02-02 | A kind of preparation process of iduronic acid |
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Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1162339A (en) * | 1994-11-04 | 1997-10-15 | 伊纳尔科公司 | Polysaccharides having high iduronic acid content |
| CN101792780A (en) * | 2010-01-13 | 2010-08-04 | 陕西科技大学 | Separation method of D-glucuronic acid gamma-lactone |
| CN103882077A (en) * | 2014-03-18 | 2014-06-25 | 陕西科技大学 | Normal temperature crystallization method of glucuronolactone |
| CN105198940A (en) * | 2015-10-19 | 2015-12-30 | 陕西科技大学 | Preparation technology of glucuronolactone |
-
2018
- 2018-02-02 CN CN201810107751.1A patent/CN108486187A/en active Pending
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1162339A (en) * | 1994-11-04 | 1997-10-15 | 伊纳尔科公司 | Polysaccharides having high iduronic acid content |
| CN101792780A (en) * | 2010-01-13 | 2010-08-04 | 陕西科技大学 | Separation method of D-glucuronic acid gamma-lactone |
| CN103882077A (en) * | 2014-03-18 | 2014-06-25 | 陕西科技大学 | Normal temperature crystallization method of glucuronolactone |
| CN105198940A (en) * | 2015-10-19 | 2015-12-30 | 陕西科技大学 | Preparation technology of glucuronolactone |
Non-Patent Citations (2)
| Title |
|---|
| MARCO MACCARANA等: "Biosynthesis of dermatan sulfate: chondroitin-glucuronate C5-epimerase is identical to SART2", 《THE JOURNAL OF BIOLOGICAL CHEMISTRY》 * |
| 王丽萍: "淀粉制备葡萄糖醛酸内酯的工艺研究", 《中国优秀硕士学位论文全文数据库 工程科技Ⅰ辑》 * |
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Application publication date: 20180904 |