CN110407896A - It is a kind of to use the chitin oligo saccharide for pulverizing degradation of chitin preparation and its application - Google Patents
It is a kind of to use the chitin oligo saccharide for pulverizing degradation of chitin preparation and its application Download PDFInfo
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- CN110407896A CN110407896A CN201910660584.8A CN201910660584A CN110407896A CN 110407896 A CN110407896 A CN 110407896A CN 201910660584 A CN201910660584 A CN 201910660584A CN 110407896 A CN110407896 A CN 110407896A
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- Prior art keywords
- chitin
- oligo saccharide
- degradation
- chitin oligo
- preparing
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Classifications
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/02—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms
- A01N43/04—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom
- A01N43/14—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom six-membered rings
- A01N43/16—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom six-membered rings with oxygen as the ring hetero atom
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H1/00—Processes for the preparation of sugar derivatives
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H3/00—Compounds containing only hydrogen atoms and saccharide radicals having only carbon, hydrogen, and oxygen atoms
- C07H3/06—Oligosaccharides, i.e. having three to five saccharide radicals attached to each other by glycosidic linkages
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
- 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
Abstract
The invention belongs to technical field of fine, and in particular to a kind of to use the chitin oligo saccharide for pulverizing degradation of chitin preparation and its application.First with grinding type ultramicro crushing treatment chitin, reduce the crystallinity and partial size of chitin, then it degrades after chitin being dissolved or is swollen in specific acid flux material, by controlling degradation conditions, can be prepared by chitin oligo saccharide of the weight average molecular weight 400~4000.The present invention is that raw material acid degradation prepares chitin oligo saccharide using the chitin of ultramicro grinding, and production cost is low and reproducible, compares chitosan oligosaccharide, and activities present of the chitin oligo saccharide in terms of inducing plant disease-resistant more preferably, can be widely applied in disease-resistant crops prevention and control field.
Description
Technical field
The invention belongs to technical field of fine, and in particular to a kind of to use the several of ultramicro grinding degradation of chitin preparation
Fourth oligosaccharides and its application.
Background technique
Chitosan oligosaccharide be formed by Glucosamine and N-acetylglucosamine through β -1,4 glucosides key connection it is linear more
Sugar has the multiple biological activities such as anti-inflammatory, lower hyperlipidemia, hypertension, hyperglycemia, antitumor and immunological regulation.The structure of studies have shown that chitosan oligosaccharide, including
The structure features such as the acetyl group site distribution in molecular weight, deacetylation and oligosaccharides play decisive in the performance of its bioactivity
Effect.
Chitosan oligosaccharide is usually prepared by degradation of chitosan, since chitosan is chitin production deacetylated in highly basic
Object, most acetylglucosamine units has been transformed into glucosamine unit during deacetylated, therefore
Chitosan oligosaccharide is prepared by feed degradation of chitosan, the basic unit for obtaining chitosan oligosaccharide is also all Glucosamine.It is existing at present big
Amount it is experimentally confirmed that using acetylglucosamine as the oligosaccharides of formant, i.e. chitin oligo saccharide, biology in some aspects is living
Property is close with chitosan oligosaccharide or more preferably.The preparation method of chitin oligo saccharide is prepared with chitosan oligosaccharide acetylation at present, high production cost.
If preparing chitin oligo saccharide by the direct acid degradation of raw material of chitin, due in chitin molecule and intermolecular with strong hydrogen bonding phase
Interaction, crystallinity is high, and acid degradation gradually carries out from outside to inside, be easy to cause molecular weight of product breadth coefficient big, can not
Realize the control to catabolite molecular weight.
Summary of the invention
To solve the shortcomings of the prior art, it is initial feed that the present invention provides a kind of using chitin is pulverized
The method that degradation prepares chitin oligo saccharide, this method production cost is low and reproducible, and induces Genes For Plant Tolerance to gained chitin oligo saccharide
Sick activity is tested, and test result shows compared to chitosan oligosaccharide, and the induction plant disease-resistant activity of chitin oligo saccharide more preferably, can be
Disease-resistant crops prevention and control field is widely applied.
The technical scheme adopted by the invention is that:
A method of chitin oligo saccharide is prepared using degradation of chitin is pulverized, which is characterized in that concrete technology flow process
Are as follows:
(1), using ultramicro crushing treatment chitin, the crystallinity and partial size of chitin are reduced, is then dispersed in acid molten
It is sufficiently swollen or dissolves in agent.
(2), after chitin is sufficiently swollen or dissolves in acid flux material, degradation reaction is carried out, molecular weight gradually reduces,
Chitin oligo saccharide can be obtained using processes such as separation, washing, dryings by control reaction temperature and time.
The invention firstly uses ultramicro crushing treatment chitins, can effectively reduce the crystallinity and partial size of chitin, thus
So that chitin is quickly and evenly dissolved or is swollen in specific acid flux material, carry out degradation reaction, is reacted by control
Chitin oligo saccharide of the weight average molecular weight 400~4000 can be obtained in condition.
The method of the present invention for preparing chitin oligo saccharide using degradation of chitin is pulverized, which is characterized in that step (1)
In, the ultramicro grinding used is milling formula ultramicro grinding, can be first with common breaking method before milling formula ultramicro crushing treatment
Chitin raw material is crushed to certain granularity.The crystallinity of chitin is 5~60% after milling formula ultramicro crushing treatment, first
Shell element partial size is 0.1~120 μm.
The method of the present invention for preparing chitin oligo saccharide using degradation of chitin is pulverized, which is characterized in that step (1)
In, the acid flux material of dissolution or swelling chitin is the mixed solution of hydrochloric acid solution, formic acid solution or both, wherein hydrochloric acid solution
Concentration range be 25%~37%, the concentration range of formic acid solution is 60%~98%, and the usage amount of acid flux material used is
2~15 times of chitin quality.
The method of the present invention for preparing chitin oligo saccharide using degradation of chitin is pulverized, which is characterized in that step (2)
In, the temperature of degradation of chitin reaction is 30~80 DEG C, and the time of degradation reaction is 30~720min.
It is of the present invention to use the chitin oligo saccharide for pulverizing degradation of chitin preparation, which is characterized in that step (2)
In, separation, purifying and drying are the common technology of polysaccharide and oligosaccharides preparation, specific such as alcohol precipitation, centrifugation, product cleaning, vacuum
It is dry etc..
The chitin oligo saccharide prepared using the method for the invention, which is characterized in that the Weight-average molecular of the chitin oligo saccharide of preparation
The range of amount is 400~4000.The chitin oligo saccharide can be used for preparing disease-resistant pesticide.
The present invention also provides a kind of composition pesticide, crust is pulverized containing the use in the composition pesticide
The chitin oligo saccharide of element degradation preparation.
Preferably, the composition pesticide be chitin oligo saccharide solution or suspension, wherein the concentration of chitin oligo saccharide be 1~
200mg/L。
The design philosophy of this method is:
The study found that when chitin is through grinding type ultramicro crushing treatment, crystallinity can with ultramicro grinding progress not
Disconnected reduction drops to 15% or less by initial 95% or so.Chitin after ultramicro crushing treatment is specific acid molten
Fully it can dissolve or be swollen in agent, carry out degradation reaction, by controlling degradation conditions, weight average molecular weight can be obtained
In 400~4000 chitin oligo saccharide.
The present invention have clear advantage and the utility model has the advantages that
1, this method is initial feed using chitin, destroys after chitin crystallization to degrade preparing with grinding type ultramicro grinding
Chitin oligo saccharide, method is simple, easy to operate, reproducible, and chitin oligo saccharide production cost can be greatly reduced.
2, the molecular weight of chitin oligo saccharide product is controllable, compares chitosan oligosaccharide, and induction plant disease-resistant activity more preferably, can be in farming
The disease-resistant prevention and control field of object is widely applied.
Detailed description of the invention
Fig. 1 is process flow chart of the invention.
Fig. 2 is the GPC chromatogram of the chitin oligo saccharide in the embodiment of the present invention 1.
Fig. 3 is the GPC chromatogram of the chitin oligo saccharide in the embodiment of the present invention 2.
Fig. 4 is induced resistance result of the chitin oligo saccharide in the embodiment of the present invention 3 to rice sheath blight disease.
Fig. 5 is induced resistance result of the chitin oligo saccharide in the embodiment of the present invention 4 to peanut sclerotium rolfsii.
Specific embodiment
In the specific implementation process, as shown in Figure 1, the present invention is few using the chitin for pulverizing degradation of chitin preparation
Sugar, used technical step are as follows:
(1), using ultramicro crushing treatment chitin, the crystallinity and partial size of chitin are reduced, is then dispersed in acid molten
It is sufficiently swollen or dissolves in agent.
(2), after chitin is sufficiently swollen or dissolves in acid flux material, degradation reaction is carried out, molecular weight gradually reduces,
By control reaction temperature and time, using processes such as separation, washing, dryings, can be obtained weight average molecular weight 400~
4000 chitin oligo saccharide.
Embodiment 1: the preparation of chitin oligo saccharide
Screen pulverizer (size of sieve is 6mm) preliminary smashed chitin is subjected to milling formula ultramicro grinding, powder
The broken time is 60min, and using its crystallinity of XRD determining, after pulverizing, the crystallinity of chitin drops to 20% from 95%
Left and right, substantially 20 μm or so of average grain diameter.Chitin after taking 10g ultramicro crushing treatment, addition to 50mL concentration are
Stirring and dissolving in 37% hydrochloric acid solution, until completely dissolved, then 50 DEG C of water-bath 30min are added 300mL ethyl alcohol and carry out
Alcohol precipitation, filtering, ethyl alcohol cleaning, vacuum drying obtain about 6.5g chitin oligo saccharide.
It cannot be still dissolved completely in the mobile phase of GPC chromatographic determination, can suitably be carried out deacetylated anti-due to chitin oligo saccharide
Ying Hou, then with GPC chromatographic determination molecular weight data.It is deacetylated method particularly includes: above-mentioned a small amount of chitin oligo saccharide is taken to be added to concentration
To be stirred to react at room temperature for 24 hours in 20%NaOH solution, after being completely dissolved, 300mL ethyl alcohol is then added and carries out alcohol precipitation, filters,
Ethyl alcohol cleaning, vacuum drying obtain sample for GPC chromatographic determination, weight average molecular weight 861.
Embodiment 2: the preparation of chitin oligo saccharide
Screen pulverizer (size of sieve is 6mm) preliminary smashed chitin is subjected to milling formula ultramicro grinding, powder
The broken time is 20min, and using its crystallinity of XRD determining, after pulverizing, the crystallinity of chitin drops to 40% from 95%
Left and right, substantially 35 μm or so of average grain diameter.Chitin after taking 10g ultramicro crushing treatment, being added to 150mL concentration is
It is stirred in 88% formic acid solution, after being completely dissolved or being swollen, then 300mL ethyl alcohol is added in 60 DEG C of water-bath 600min
Alcohol precipitation, filtering are carried out, ethyl alcohol cleaning is dried in vacuo and obtains about 8g chitin oligo saccharide, and molecule measuring method for testing is the same as embodiment 1, system
The weight average molecular weight of standby chitin oligo saccharide is 1944.
Embodiment 3: chitin oligo saccharide and chitosan oligosaccharide compare the control efficiency of rice sheath blight disease
Chitin oligo saccharide (preparing in embodiment 1) and chitosan oligosaccharide (the middle section of two kinds of concentration of 100mg/L and 1mg/L are prepared respectively
Honor letter (Suzhou) Biotechnology Co., Ltd provides) solution, it sprays on a leaf one heart stage rice seedling, is distilled with equivalent is sprayed
The rice seedling of water is control, and 3 repetitions of each processing are inoculated with Rhizoctonia solani Kuhn after inducing 72h, and moisturizing culture is adjusted after 7 days
It checks and verify and tests as a result, and calculating disease index and control efficiency.
Disease incidence calculates: incidence of leaf number/always connect the disease number of blade
Control efficiency presses formula calculating:
In formula:
P --- control efficiency, unit are percentage (%)；
CK --- blank control disease incidence；
PT --- chemicals treatment disease incidence.
Experimental result is shown in Table 1, and chitin oligo saccharide sample has very strong induction disease resisting effect to rice sheath blight disease in 1mg/L,
There is certain induction disease resisting effect when 100mg/L, and chitosan oligosaccharide sample does not show the disease-resistant effect of induction to rice sheath blight disease
Fruit.
The induction disease resisting effect of 1 chitin oligo saccharide of table and chitosan oligosaccharide to rice sheath blight disease
Embodiment 4: chitin oligo saccharide and chitosan oligosaccharide compare the control efficiency of peanut sclerotium rolfsii
Chitin oligo saccharide (preparing in embodiment 1) and chitosan oligosaccharide (the middle section of two kinds of concentration of 100mg/L and 1mg/L are prepared respectively
Honor letter (Suzhou) Biotechnology Co., Ltd provides) solution, it is sprayed on the peanut seedling of growth 50 days, is distilled with equivalent is sprayed
The peanut seedling of water is control, and 3 repetitions of each processing induce 72h to be followed by sclerotium rolfsii of cultivating peanut, and moisturizing culture is adjusted after 7 days
It checks and verify and tests as a result, and calculating disease index and control efficiency.
Disease incidence calculates: incidence of leaf number/always connect the disease number of blade
Control efficiency presses formula calculating:
In formula:
P --- control efficiency, unit are percentage (%)；
CK --- blank control disease incidence；
PT --- chemicals treatment disease incidence.
Experimental result is shown in Table 2, and chitin oligo saccharide sample has certain lure to peanut sclerotium rolfsii in 100mg/L and 1mg/L
Disease resisting effect is led, and chitosan oligosaccharide sample does not show the induction disease resisting effect to peanut sclerotium rolfsii.
The induction disease resisting effect of 2 chitin oligo saccharide of table and chitosan oligosaccharide to peanut sclerotium rolfsii
The above embodiments merely illustrate the technical concept and features of the present invention, and its object is to allow person skilled in the art
Scholar cans understand the content of the present invention and implement it accordingly, and it is not intended to limit the scope of the present invention.It is all according to the present invention
Equivalent change or modification made by Spirit Essence, should be covered by the protection scope of the present invention.
Claims (10)
1. a kind of method for preparing chitin oligo saccharide using degradation of chitin is pulverized, which is characterized in that concrete technology flow process are as follows:
(1), using ultramicro crushing treatment chitin, the crystallinity and partial size of chitin is reduced, is then dispersed in acid flux material
Sufficiently swelling or dissolution；
(2), after chitin is sufficiently swollen or dissolves in acid flux material, degradation reaction is carried out, molecular weight gradually reduces, passes through
Using separation, washing, drying process chitin oligo saccharide can be obtained in control reaction temperature and time.
2. the method for preparing chitin oligo saccharide using degradation of chitin is pulverized according to claim 1, which is characterized in that step
Suddenly in (1), the ultramicro grinding used is that milling formula pulverizes, and before ultramicro crushing treatment, can first be incited somebody to action with common breaking method
Chitin raw material is crushed to certain granularity.
3. the method for preparing chitin oligo saccharide using degradation of chitin is pulverized according to claim 2, which is characterized in that warp
The crystallinity of chitin is 5~60% after milling formula ultramicro crushing treatment, and chitin partial size is 0.1~120 μm.
4. the method for preparing chitin oligo saccharide using degradation of chitin is pulverized according to claim 1, which is characterized in that step
Suddenly in (1), the acid flux material of dissolution or swelling chitin is the mixed solution of hydrochloric acid solution, formic acid solution or both.
5. the method for preparing chitin oligo saccharide using degradation of chitin is pulverized according to claim 4, which is characterized in that salt
The concentration range of acid solution is 25%~37%, and the concentration range of formic acid solution is 60%~98%, and acid flux material used makes
Dosage is 2~15 times of chitin quality.
6. according to claim 1 use the chitin oligo saccharide for pulverizing degradation of chitin preparation, which is characterized in that step
(2) in, the temperature of degradation of chitin reaction is 30~80 DEG C, and the time of degradation reaction is 30~720min.
7. a kind of chitin oligo saccharide prepared using claim 1 the method, which is characterized in that the weight of the chitin oligo saccharide of preparation is equal
The range of molecular weight is 400~4000.
8. a kind of chitin oligo saccharide as claimed in claim 7 is preparing the application in disease-resistant pesticide.
9. a kind of composition pesticide, which is characterized in that contain the water of chitin oligo saccharide as claimed in claim 7 in the composition pesticide
Solution or suspension.
10. composition pesticide according to claim 9, which is characterized in that the chitin oligo saccharide aqueous solution or suspension
Concentration is 1~200mg/L.
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| Application Number | Priority Date | Filing Date | Title |
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| Application Number | Priority Date | Filing Date | Title |
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| CN201910660584.8A CN110407896A (en) | 2019-07-22 | 2019-07-22 | It is a kind of to use the chitin oligo saccharide for pulverizing degradation of chitin preparation and its application |
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Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2003238602A (en) * | 2002-02-20 | 2003-08-27 | Marino Forum 21 | Material for suppressing elevation of blood-sugar level |
| CN101816305A (en) * | 2010-05-09 | 2010-09-01 | 海南正业中农高科股份有限公司 | Bactericide pesticide composite containing oligochitosan |
| CN104072634A (en) * | 2014-07-16 | 2014-10-01 | 中国科学院海洋研究所 | Preparation method for chitin oligosaccharides |
| CN109517014A (en) * | 2017-09-18 | 2019-03-26 | 中国科学院金属研究所 | A kind of preparation method of single degree of polymerization chitin oligo saccharide |
| 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 |
-
2019
- 2019-07-22 CN CN201910660584.8A patent/CN110407896A/en active Pending
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2003238602A (en) * | 2002-02-20 | 2003-08-27 | Marino Forum 21 | Material for suppressing elevation of blood-sugar level |
| CN101816305A (en) * | 2010-05-09 | 2010-09-01 | 海南正业中农高科股份有限公司 | Bactericide pesticide composite containing oligochitosan |
| CN104072634A (en) * | 2014-07-16 | 2014-10-01 | 中国科学院海洋研究所 | Preparation method for chitin oligosaccharides |
| CN109517014A (en) * | 2017-09-18 | 2019-03-26 | 中国科学院金属研究所 | A kind of preparation method of single degree of polymerization chitin oligo saccharide |
| 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 |
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