CN107058420A - A kind of method that chitin is prepared into chitosan oligosaccharide - Google Patents
A kind of method that chitin is prepared into chitosan oligosaccharide Download PDFInfo
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- C12P19/00—Preparation of compounds containing saccharide radicals
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- C08B37/00—Preparation of polysaccharides not provided for in groups C08B1/00 - C08B35/00; Derivatives thereof
- C08B37/0006—Homoglycans, i.e. polysaccharides having a main chain consisting of one single sugar, e.g. colominic acid
- C08B37/0024—Homoglycans, i.e. polysaccharides having a main chain consisting of one single sugar, e.g. colominic acid beta-D-Glucans; (beta-1,3)-D-Glucans, e.g. paramylon, coriolan, sclerotan, pachyman, callose, scleroglucan, schizophyllan, laminaran, lentinan or curdlan; (beta-1,6)-D-Glucans, e.g. pustulan; (beta-1,4)-D-Glucans; (beta-1,3)(beta-1,4)-D-Glucans, e.g. lichenan; Derivatives thereof
- C08B37/0027—2-Acetamido-2-deoxy-beta-glucans; Derivatives thereof
- C08B37/003—Chitin, i.e. 2-acetamido-2-deoxy-(beta-1,4)-D-glucan or N-acetyl-beta-1,4-D-glucosamine; Chitosan, i.e. deacetylated product of chitin or (beta-1,4)-D-glucosamine; Derivatives thereof
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- 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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Abstract
The invention discloses a kind of method that chitin is prepared into chitosan oligosaccharide, comprise the following steps：1) it is soluble in water using chitin as raw material, it is stirred continuously, sodium hydroxide solution adjusts pH to 8.5,50 DEG C, adds chitin deacetylase, isothermal reaction 6 hours obtains chitosan solution；2) hydrochloric acid is added to adjust pH to 5.5, shell adding dextranase and cellulase, 50 DEG C of constant temperature are stirred 2 hours, obtain chitosan oligosaccharide solution；3) adjust pH to alkalescence, obtain undegradable chitosan residue and the chitosan oligosaccharide solution degraded, the undegradable chitosan residue is filtered, returned in next batch reaction；4) the chitosan solution distillation and concentration degraded, obtains concentrate, plus alcohol, filters, and drying obtains chitosan oligosaccharide.The preparation method of the present invention, reaction condition is simple, and step is few；Efficiency high, beneficial to industrial mass production；Obtain purer chitosan oligosaccharide product.
Description
Technical field
The invention belongs to biological technical field, more particularly to a kind of method that chitin is prepared into chitosan oligosaccharide.
Background technology
Oligosaccharides is called Chitosan poly oligosaccharide, chitosan oligomer, is (also to have chitosan using chemistry through special biological enzyme technology
Degraded, the report of microwave degradation technology) a kind of obtained degree of polymerization of degrading oligosaccharide product between 2~20, molecular weight≤
3200Da, is the water-soluble preferable, low molecular weight product that function is big, bioactivity is high.It has chitosan unexistent
Higher solubility, is dissolved in water entirely, easily many unique functions such as absorbs by organism.
At present, the method for preparing chitosan oligosaccharide comprises the following steps：Chitosan oligosaccharide is prepared with chitin, chitin is added to 50%
Concentrated sodium hydroxide in, heating boil 4-6 hours, be washed with water to neutrality, be filtrated to get chitosan, then dissolve the chitosan in diluted acid
In, pH to 5-6 is adjusted with alkali, addition enzyme is stirred at a suitable temperature obtains chitosan oligosaccharide solution.
The weak point of above-mentioned steps：Raw material chitin first will obtain chitosan by chitin deacetylase, it is impossible to which a step is arrived
Position produce chitosan oligosaccharide, step is more, and if then prohibitively expensive by raw material of chitosan；To pass through multiple mistake in production process
Filter washing, complex steps have used a large amount of soda acids not reclaim, and add production cost and can cause environmental pollution；Produce
Chitosan oligosaccharide solution in also have the complete long chain polysaccharides of unreacted, product is impure.
The content of the invention
In view of the defect that above-mentioned prior art is present, chitosan oligosaccharide is prepared into the purpose of the present invention is to propose to one kind by chitin
Method, reaction condition is simple, and step is few；With the method environmental protection efficiency high of enzyme, be conducive to industrial mass production；Obtain
Purer chitosan oligosaccharide product；And filter out undegradable chitin and can be also added to next continuous reaction of batch reaction relaying.
The purpose of the present invention will be achieved by the following technical programs：
A kind of method that chitin is prepared into chitosan oligosaccharide, the described method comprises the following steps：
1) it is soluble in water using chitin as raw material, it is stirred continuously, sodium hydroxide solution adjusts pH to 8.5,50 DEG C, adds first
Shell element deacetylase, isothermal reaction 6 hours obtains chitosan solution；
2) hydrochloric acid is added to adjust pH to 5.5, shell adding dextranase and cellulase, 50 DEG C of constant temperature are stirred 2 hours, obtain chitosan oligosaccharide molten
Liquid；
3) adjust pH to alkalescence, obtain undegradable chitosan residue and the chitosan oligosaccharide solution degraded, it is described undegradable
Chitosan residue is filtered, and is returned in next batch reaction；
4) the chitosan solution distillation and concentration degraded, obtains concentrate, plus alcohol, filters, and drying obtains chitosan oligosaccharide.
A kind of above-mentioned method that chitin is prepared into chitosan oligosaccharide, step 1) described in chitin and chitin deacetylase
Enzyme mass ratio is 100: 0.1.
A kind of above-mentioned method that chitin is prepared into chitosan oligosaccharide, step 2) described in chitosan enzyme and the cellulose
The mass ratio of enzyme is 1: 1, and the chitin is 100: 0.1 with chitosan enzyme mass ratio.
A kind of above-mentioned method that chitin is prepared into chitosan oligosaccharide, step 4) described in concentrate volume and the shell
The volume ratio of glycan solution is 20: 100.
A kind of above-mentioned method that chitin is prepared into chitosan oligosaccharide, step 4) described in alcohol volume and the concentration
The volume ratio of liquid is 3: 1.
Compared with prior art, a kind of method that chitin is prepared into chitosan oligosaccharide that the present invention is provided, has reached as follows
Effect：Chitin is directly prepared into chitosan oligosaccharide, reaction condition is simple, and step is few；With the method environmental protection efficiency high of enzyme, favorably
In industrial mass production；Using chitosan oligosaccharide in alkaline solution it is solvable, and long-chain sugar property insoluble in alkaline solution is entered
It is purer that row filtering removes obtained product；And filter out the complete chitin of unreacted to can be also added to next batch reaction relaying continuous
Reaction；Favorable reproducibility of the present invention, it is adaptable to industrialized production.
Below just in conjunction with the embodiments, the embodiment to the present invention is described in further detail, so that technical scheme is more
It should be readily appreciated that, grasp.
Embodiment
Below by specific embodiment, the present invention will be described, but the invention is not limited in this.In following embodiments
The experimental method, is conventional method unless otherwise specified；The reagent and material, unless otherwise specified, can be from business
Approach is obtained, example below and the scope of the claims for being not used to the limitation present invention, all equivalence enforcements without departing from carried out by the present invention
Or change, it is intended to be limited solely by this patent protection domain.
Embodiment one
1) 100g chitins are weighed, are dissolved in 1L water, 50 DEG C of water-baths are stirred continuously, use 10% sodium hydroxide solution
PH to 8.5 is adjusted, 0.1g chitin deacetylases are added, isothermal reaction 6 hours obtains chitosan solution；
2) 31% hydrochloric acid is added to adjust pH to 5.5, it is seen that most of chitosan precipitation is soluble in water, forms high viscosity solution, plus
Enter chitosan enzyme 0.1g and cellulase 0.1g, 50 DEG C of constant temperature water baths are stirred 2 hours, obtain chitosan oligosaccharide solution；
3) add 10% sodium hydroxide and adjust pH to 8.2, filtering, obtains undegradable chitosan residue and the shell degraded is poly-
Sugar juice, the chitosan solution now degraded is faint yellow supernatant liquid, and above-mentioned undegradable chitosan residue is filtered,
It is added to next group preparation method step 2) in, circulation comes and goes, to improve the yield of chitosan oligosaccharide；
4) distillation and concentration obtains concentrate to the 20% of the chitosan solution degraded, adds and 3 times of volume concentration liquid
Alcohol separate out chitosan oligosaccharide, then with ethanol wash once after filtering drying crush, obtain chitosan oligosaccharide, pack storage.
The chitosan oligosaccharide of the present embodiment, outward appearance is in buff powder, molecular weight 3500, purity ＞ 95%, deacetylation
90.5%, ash content ＜ 1%, yield 85.3%.
Embodiment two
1) 100g chitins are weighed, are dissolved in 1L water, 50 DEG C of water-baths are stirred continuously, use 10% sodium hydroxide solution
PH to 8.5 is adjusted, 0.1g chitin deacetylases are added, isothermal reaction 6 hours obtains chitosan solution；
2) 31% hydrochloric acid is added to adjust pH to 5.5, it is seen that most of chitosan precipitation is soluble in water, forms high viscosity solution, plus
Enter chitosan enzyme 0.1g and cellulase 0.1g, 50 DEG C of constant temperature water baths are stirred 2 hours, obtain chitosan oligosaccharide solution；
3) add 10% sodium hydroxide and adjust pH to 8, filtering obtains undegradable chitosan residue and the chitosan degraded
Solution, the chitosan solution now degraded is faint yellow supernatant liquid, and above-mentioned undegradable chitosan residue is filtered, plus
Enter to next group preparation method step 2) in, circulation comes and goes, to improve the yield of chitosan oligosaccharide；
4) distillation and concentration obtains concentrate to the 20% of the chitosan solution degraded, adds and 3 times of volume concentration liquid
Alcohol separate out chitosan oligosaccharide, then with ethanol wash once after filtering drying crush, obtain chitosan oligosaccharide, pack storage.
The chitosan oligosaccharide of the present embodiment, outward appearance be in buff powder, molecular weight 3500, purity ＞ 95%, deacetylation 91%,
Ash content ＜ 1%, yield 86%.
Embodiment three
1) 100g chitins are weighed, are dissolved in 1L water, 50 DEG C of water-baths are stirred continuously, use 10% sodium hydroxide solution
PH to 8.5 is adjusted, 0.1g chitin deacetylases are added, isothermal reaction 6 hours obtains chitosan solution；
2) 31% hydrochloric acid is added to adjust pH to 5.5, it is seen that most of chitosan precipitation is soluble in water, forms high viscosity solution, plus
Enter chitosan enzyme 0.1g and cellulase 0.1g, 50 DEG C of constant temperature water baths are stirred 2 hours, obtain chitosan oligosaccharide solution；
3) add 10% sodium hydroxide and adjust pH to 8.5, filtering, obtains undegradable chitosan residue and the shell degraded is poly-
Sugar juice, the chitosan solution now degraded is faint yellow supernatant liquid, and above-mentioned undegradable chitosan residue is filtered,
It is added to next group preparation method step 2) in, circulation comes and goes, to improve the yield of chitosan oligosaccharide；
4) distillation and concentration obtains concentrate to the 20% of the chitosan solution degraded, adds and 3 times of volume concentration liquid
Alcohol separate out chitosan oligosaccharide, then with ethanol wash once after filtering drying crush, obtain chitosan oligosaccharide, pack storage.
The chitosan oligosaccharide of the present embodiment, white in appearance powder, molecular weight 3450, purity ＞ 95%, deacetylation 90.8%,
Ash content ＜ 1%, yield 84.8%.
Example IV
1) 100g chitins are weighed, are dissolved in 1L water, 50 DEG C of water-baths are stirred continuously, use 10% sodium hydroxide solution
PH to 8.5 is adjusted, 0.1g chitin deacetylases are added, isothermal reaction 6 hours obtains chitosan solution；
2) 31% hydrochloric acid is added to adjust pH to 5.5, it is seen that most of chitosan precipitation is soluble in water, forms high viscosity solution, plus
Enter chitosan enzyme 0.1g and cellulase 0.1g, 50 DEG C of constant temperature water baths are stirred 2 hours, obtain chitosan oligosaccharide solution；
3) add 10% sodium hydroxide and adjust pH to 8.5, filtering, obtains undegradable chitosan residue and the shell degraded is poly-
Sugar juice, the chitosan solution now degraded is faint yellow supernatant liquid, and above-mentioned undegradable chitosan residue is filtered,
It is added to next group preparation method step 2) in, circulation comes and goes, to improve the yield of chitosan oligosaccharide；
4) distillation and concentration obtains concentrate to the 20% of the chitosan solution degraded, adds and 3 times of volume concentration liquid
Alcohol separate out chitosan oligosaccharide, then with ethanol wash once after filtering drying crush, obtain chitosan oligosaccharide, pack storage.
The chitosan oligosaccharide of the present embodiment, outward appearance is in buff powder, molecular weight 3550, purity ＞ 95%, deacetylation
91.2%, ash content ＜ 1%, yield 85.6%.
Embodiment 5 is by taking the preparation method of embodiment 1 as an example, respectively by chitin deacetylase, chitosan enzyme and cellulose
Temperature and pH in the selection such as table 1 of enzyme, draw optimum temperature and pH.
The optimum temperature and pH of the chitin deacetylase of table 1, chitosan enzyme and cellulase
Drawn by table 1：The optimum temperature of chitin deacetylase is 50 DEG C, and Optimal pH is 8.5；Chitosan enzyme and cellulase
Optimum temperature is 50 DEG C, and Optimal pH is 5.5, and the chitosan oligosaccharide yield highest of gained, effect is most preferable.Wherein,
Some preferred embodiments of the present invention have shown and described in described above, but as previously described, it should be understood that the present invention
Be not limited to form disclosed herein, be not to be taken as the exclusion to other embodiment, and available for various other combinations,
Modification and environment, and above-mentioned teaching or the technology or knowledge of association area can be passed through in invention contemplated scope described herein
It is modified., then all should be in this hair and the change and change that those skilled in the art are carried out do not depart from the spirit and scope of the present invention
In the protection domain of bright appended claims.
Claims (5)
1. a kind of method that chitin is prepared into chitosan oligosaccharide, it is characterised in that the described method comprises the following steps：
1) it is soluble in water using chitin as raw material, it is stirred continuously, sodium hydroxide solution adjusts pH to 8.5,50 DEG C, adds chitin
Deacetylase, isothermal reaction 6 hours, obtains chitosan solution；
2) hydrochloric acid is added to adjust pH to 5.5, shell adding dextranase and cellulase, 50 DEG C of constant temperature are stirred 2 hours, obtain chitosan oligosaccharide solution；
3) adjust pH to alkalescence, obtain undegradable chitosan residue and the chitosan oligosaccharide solution degraded, the undegradable shell gathers
Sugared residue is filtered, and is returned in next batch reaction；
4) the chitosan solution distillation and concentration degraded, obtains concentrate, plus alcohol, filters, and drying obtains chitosan oligosaccharide.
2. a kind of method that chitin is prepared into chitosan oligosaccharide according to claim 1, it is characterised in that step 1) in institute
It is 100: 0.1 that chitin, which is stated, with chitin deacetylase mass ratio.
3. a kind of method that chitin is prepared into chitosan oligosaccharide according to claim 1, it is characterised in that step 2) in institute
The mass ratio for stating chitosan enzyme and the cellulase is 1: 1, and the chitin is 100: 0.1 with chitosan enzyme mass ratio.
4. a kind of method that chitin is prepared into chitosan oligosaccharide according to claim 1, it is characterised in that step 4) in institute
It is 20: 100 that the volume of concentrate, which is stated, with the volume ratio of the chitosan solution.
5. a kind of method that chitin is prepared into chitosan oligosaccharide according to claim 1, it is characterised in that step 4) in institute
It is 3: 1 that the volume of alcohol, which is stated, with the volume ratio of the concentrate.
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Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108586635A (en) * | 2018-05-10 | 2018-09-28 | 扬州日兴生物科技股份有限公司 | A method of preparing chitosan oligosaccharide |
| CN108795911A (en) * | 2018-07-03 | 2018-11-13 | 南京林业大学 | Chitin deacetylase, chitin nanofiber dispersion liquid and its preparation method and application |
| CN109517090A (en) * | 2017-09-18 | 2019-03-26 | 中国科学院金属研究所 | A kind of preparation method of the degree of polymerization and the controllable labyrinth chitosan oligosaccharide of deacetylation |
| CN112980904A (en) * | 2021-03-08 | 2021-06-18 | 辽宁大学 | Method for preparing tussah pupa oligochitosan by enzyme method |
| CN115110105A (en) * | 2022-07-28 | 2022-09-27 | 广东海洋大学 | Method for simply preparing chitosan oligosaccharide from shrimp shells |
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Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109517090A (en) * | 2017-09-18 | 2019-03-26 | 中国科学院金属研究所 | A kind of preparation method of the degree of polymerization and the controllable labyrinth chitosan oligosaccharide of deacetylation |
| CN108586635A (en) * | 2018-05-10 | 2018-09-28 | 扬州日兴生物科技股份有限公司 | A method of preparing chitosan oligosaccharide |
| CN108795911A (en) * | 2018-07-03 | 2018-11-13 | 南京林业大学 | Chitin deacetylase, chitin nanofiber dispersion liquid and its preparation method and application |
| CN112980904A (en) * | 2021-03-08 | 2021-06-18 | 辽宁大学 | Method for preparing tussah pupa oligochitosan by enzyme method |
| CN112980904B (en) * | 2021-03-08 | 2024-02-20 | 辽宁大学 | Method for preparing tussah pupa oligomeric chitosan by using enzymatic method |
| CN115110105A (en) * | 2022-07-28 | 2022-09-27 | 广东海洋大学 | Method for simply preparing chitosan oligosaccharide from shrimp shells |
| CN115110105B (en) * | 2022-07-28 | 2023-11-21 | 广东海洋大学 | Simple preparation method of chitosan oligosaccharide from shrimp shells |
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Application publication date: 20170818 |
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