CN107216466A - The preparation and application of a kind of chitosan aqueous solution - Google Patents
The preparation and application of a kind of chitosan aqueous solution Download PDFInfo
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- CN107216466A CN107216466A CN201710441605.8A CN201710441605A CN107216466A CN 107216466 A CN107216466 A CN 107216466A CN 201710441605 A CN201710441605 A CN 201710441605A CN 107216466 A CN107216466 A CN 107216466A
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- chitosan
- aqueous solution
- ascorbic acid
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J3/00—Processes of treating or compounding macromolecular substances
- C08J3/02—Making solutions, dispersions, lattices or gels by other methods than by solution, emulsion or suspension polymerisation techniques
- C08J3/03—Making solutions, dispersions, lattices or gels by other methods than by solution, emulsion or suspension polymerisation techniques in aqueous media
- C08J3/07—Making solutions, dispersions, lattices or gels by other methods than by solution, emulsion or suspension polymerisation techniques in aqueous media from polymer solutions
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/04—Oxygen-containing compounds
- C08K5/15—Heterocyclic compounds having oxygen in the ring
- C08K5/151—Heterocyclic compounds having oxygen in the ring having one oxygen atom in the ring
- C08K5/1535—Five-membered rings
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2201/00—Properties
- C08L2201/08—Stabilised against heat, light or radiation or oxydation
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2203/00—Applications
- C08L2203/02—Applications for biomedical use
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Abstract
The present invention relates to household chemicals field and pharmaceuticals industry, the preparation and application of specifically a kind of chitosan aqueous solution.The chitosan aqueous solution is made up of chitosan, ascorbic acid and water；Wherein, chitosan molecule amount is 150,000 250000；The mol ratio of chitosan and ascorbic acid is 0.5 2.0 in chitosan aqueous solution.Rationally, it is convenient to prepare, it is easy to promote, required raw material is easy to get, green non-poisonous for inventive formulation.Research shows that prepared chitosan aqueous solution has fabulous antioxidation activity, both the water-insoluble of high molecular weight chitosan had been overcome, the deficiency of the respective oxidation resistance of chitosan and ascorbic acid is compensate for again, is improved the application value of chitosan, be can be widely applied to daily use chemicals and field of medicaments.
Description
Technical field
The present invention relates to household chemicals field and pharmaceuticals industry, the preparation and application of specifically a kind of chitosan aqueous solution.
Background technology
Chitosan (chitosan) is chitin macromolecule carbohydrate chemical combination obtained from deacetylate in the basic conditions
Thing, chemical structural formula is (C6H11NO4)n, it is to be sloughed after hydrone to link together through β-Isosorbide-5-Nitrae-glycosidic bond by D- Glucosamines
The covalent polymer formed.Chitosan content enrich, as one kind it is renewable, have no toxic side effect, biocompatibility and biology
The good polysaccharide of degradability, with many unique physiology, pharmacological function property, such as has antibacterial, antioxidation activity, wide
It is general to be applied in a variety of industry fields such as medicine, food, agricultural, daily use chemicals, environmental protection.However, because chitosan is in water and organic
Dissolubility in solvent is poor, has had a strong impact on the use scope and application value of chitosan, therefore to the various of chitosan
Chemically and physically moditied processing is as its dissolubility of solution difference and the low effective ways of activity and the high-valued exploitation of chitosan
New focus.
Vitamin C, also known as ascorbic acid, are a kind of acid polyols containing 6 carbon atoms, are that high spirit is long
Class animal and other a small number of biological essential nutrients and natural high-efficiency antioxidant agent, are widely present in fresh vegetable and fruit
In.But, ascorbic acid can not excessively be taken in vivo, and long-term excessive use may then cause urethral calculus even scurvy.And
And, find that ascorbic acid is selective to the Scavenging activity of free radical, to big by the antioxidation activity of Ascorbic Acid
Part free radical shows very strong Scavenging activity, but extremely limited to part free radical such as Hydroxyl radical-scavenging ability.Meanwhile,
Ascorbic acid is oxidized quickly in neutral and alkaline environment, meet the metal ions such as light, heat, iron and copper can accelerated oxidation,
It is very easy to failure.
Chitosan has stronger Scavenging activity to hydroxy radical, and chitosan compares under neutral and alkalescence condition
It is stable, can be with Adsorption of Heavy Metals ion., will without toxic side effect because chitosan belongs to natural products with ascorbic acid
Chitosan and ascorbic acid physical mixed, to make up the shortcoming of ascorbic acid to a certain extent, delay ascorbic acid significantly
Oxidizing process, while the water solubility and inoxidizability of chitosan can be greatly improved.
The content of the invention
It is an object of the present invention to provide a kind of preparation and application of the chitosan aqueous solution with preferable antioxidation activity.
To achieve the above object, the technical solution adopted in the present invention is：
A kind of chitosan aqueous solution, the chitosan aqueous solution is made up of chitosan, ascorbic acid and water；
Chitosan molecule amount is 150000-250000；The mol ratio of chitosan and ascorbic acid is in chitosan aqueous solution
0.5-2.0。
The chitosan aqueous solution concentration is 20mg/mL.
A kind of preparation method of chitosan aqueous solution, according to the above ratio by chitosan mixed with ascorbic acid after, directly
It is poured into water；
The mole of the ascorbic acid is 0.5-2.0 times of chitosan mole.
After the chitosan is mixed with ascorbic acid, it is poured into water, at a temperature of 25-30 DEG C, shakes 0.5-1.0h, place
12-24h, you can obtain chitosan aqueous solution stand-by.
A kind of application of chitosan aqueous solution, application of the chitosan aqueous solution in antioxidant is prepared.
A kind of antioxidant, antioxidant is chitosan, ascorbic acid and water composition；Chitosan molecule amount is 150000-
250000；The mol ratio of chitosan and ascorbic acid is 0.5-2.0 in chitosan aqueous solution；The chitosan aqueous solution concentration of configuration
For 20mg/mL.
Advantage for present invention：
(1) present invention after ascorbic acid is added, can cause chitosan to be dissolved in water, greatly compared with chitosan
The water solubility and bioactivity of enhanced chitosan.
(2) this synthetic method has the advantage that on synthesis technique：Rationally, it is convenient to prepare, it is easy to promote for inventive formulation,
Required raw material is easy to get, green non-poisonous.Products obtained therefrom of the present invention can be widely used for the fields such as biology, medicine, food, chemical industry.
Brief description of the drawings：
Fig. 1 is chitosan in the chitosan aqueous solution of preparation and ascorbic acid interaction schematic diagram.Ascorbic acid molecule
In furan nucleus, due to the presence of alkenyl and carbonyl, with conjugation so that the oxygen atom electronegativity on the hydroxyl on 4
Reduction.And the nitrogen-atoms on the amino of chitosan 2 has certain electronegativity, hydroxyl that can be with 4 in ascorbic acid molecule
Base hydrogen formation intermolecular hydrogen bonding.Further, since the bit amino of chitosan 2 has lone pair electrons, partial alkaline, ascorbic acid are shown
The hydroxyl of 4 shows partially acidic due to conjugation, therefore, the hydroxyl of the amino that chitosan is 2 and 4, ascorbic acid
There is the interaction of part ion key again.Point that the hydroxyl of the amino that above chitosan is 2 and 4, ascorbic acid is showed
Hydrogen bond and ionic bond interaction between son so that the water solubility of chitosan is greatly improved.
Embodiment
This research prepares chitosan aqueous solution first, and have studied it to the clear of hydroxy radical and DPPH free radicals
Removing solid capacity.The chitosan aqueous solution prepares simplicity, and feasible thinking is provided for the development of chitosan antioxidant.It is following selected
Be chitosan of the molecular weight in 150000-250000.
Embodiment 1
958.6mg (5.92mmol) chitosans and 1041.4mg (5.92mmol) ascorbic acid are weighed, after being well mixed, is fallen
Enter in water, be settled to 100mL, at a temperature of 30 DEG C, shake 1.0h, place 24h, you can obtain the shell that concentration is 20mg/mL and gather
Sugar aqueous solution is stand-by.
Embodiment 2
Difference from Example 1 is：
1296mg (8mmol) chitosans and 704mg (4mmol) ascorbic acid are weighed, after being well mixed, is poured into water, it is fixed
Hold to 100mL, at a temperature of 30 DEG C, shake 1.0h, place 24h, you can obtain the chitosan aqueous solution that concentration is 20mg/mL and treat
With.
Embodiment 3
Difference from Example 1 is：
630.4mg (3.89mmol) chitosans and 1369.6mg (7.78mmol) ascorbic acid are weighed, after being well mixed, is fallen
Enter in water, be settled to 100mL, at a temperature of 25 DEG C, shake 0.5h, place 12h, you can obtain the shell that concentration is 20mg/mL and gather
Sugar aqueous solution is stand-by.
Embodiment 4
Difference from Example 1 is：
958.6mg (5.92mmol) chitosans and 1041.4mg (5.92mmol) ascorbic acid are weighed, after being well mixed, is fallen
Enter in water, be settled to 100mL, at a temperature of 25 DEG C, shake 0.5h, place 12h, you can obtain the shell that concentration is 20mg/mL and gather
Sugar aqueous solution is stand-by.
Application examples 1
Chitosan is water miscible to be determined：
The chitosan aqueous solution, raw materials of chitosan and ascorbic acid of the different ratio prepared in embodiment are matched somebody with somebody respectively respectively
20mg/mL is made, 20mL is then taken, is centrifuged under 4000r/min rotating speed.Supernatant is filtered out, gained solid is freezed dry
It is dry to constant weight, weigh.
The solubility evaluation of chitosan in table 1, chitosan aqueous solution
| Title | The quality (mg) of undissolved solid |
| Chitosan | 396.3 |
| Ascorbic acid | 0 |
| Chitosan aqueous solution (2:1) | 132.8 |
| Chitosan aqueous solution (1:1) | 0 |
| Chitosan aqueous solution (1:2) | 0 |
(note：Above ratio is the ratio between mole of chitosan and ascorbic acid)
Experimental result：Chitosan raw material used is practically insoluble in water, and chitosan is mixed with ascorbic acid after addition water,
Chitosan water solubility is greatly improved.When the mol ratio of chitosan and ascorbic acid is 2:When 1, there is the chitosan of half or so
Dissolving；When the mol ratio of chitosan and ascorbic acid is 1:When 1, chitosan reaches complete molten.
Application examples 2
The measure of scavenging hydroxyl oxidation resistance：
The chitosan aqueous solution prepared in embodiment, low-molecular weight chitoglycan and ascorbic acid are configured to 20mg/ respectively
ML mother liquor.And take the sample solution 1mL for the various concentrations that table 2 prepared, phosphate buffer 1mL (to prepare phosphoric acid buffer respectively
Liquid：41.58g Na are taken respectively2HPO4·12H2O、5.2887g NaH2PO4·2H2O, adds water and is dissolved to 1000mL), 360 μ g/mL
Safron 1mL, 2mmol/L EDTA-Fe 0.5mL, 3% hydrogen peroxide 1mL, mixed in test tube, it is anti-in 37 DEG C of water-baths
Answer after 30min, absorbance of the determination sample at 520nm, blank group 1mL distilled water replaces test sample, control group 1.0mL steams
Distilled water and 1mL phosphate buffers substitute sample and hydrogen peroxide (note：Sample is surveyed three times, is averaged).
Scavenging hydroxyl ability (%)=[(ASample 520nm-ABlank 520nm)/(ACompare 520nm-ABlank 520nm)]×100
The ability (%) of the scavenging hydroxyl of table 2, chitosan aqueous solution and chitosan
(note：Above ratio is the ratio between mole of chitosan and ascorbic acid)
Experimental result：Chitosan aqueous solution and the ability such as table 2 of the scavenging hydroxyl of chitosan that the present invention is prepared
Shown, the ability of the scavenging hydroxyl of ascorbic acid is extremely limited.Chitosan is compared with ascorbic acid, with stronger removing
The ability of hydroxy radical.And chitosan and ascorbic acid are mixed to form after chitosan aqueous ascorbic acid, the aqueous solution it is clear
Except the ability of hydroxy radical has all strengthened than the Scavenging activity of chitosan or ascorbic acid.
Application examples 3
Remove the measure of DPPH free radical oxidation resistances：
The chitosan aqueous solution prepared in embodiment, low-molecular weight chitoglycan and ascorbic acid are configured to 20mg/ respectively
ML mother liquor.And take sample solution 1mL, DPPH 2mL for the various concentrations that table 3 prepared (to prepare DPPH respectively：Weigh
35.49mg DPPH add absolute ethyl alcohol to be dissolved to 500mL), shaking of being jumped a queue in test tube is mixed, and is placed after 20min, determination sample
Absorbance at 517nm, blank group 1mL distilled water replaces test sample, and control group 2mL absolute ethyl alcohols substitute 2mL DPPH
(note：Sample is surveyed twice, is averaged).
Scavenging ability of DPPH free radical (%)=1- [(ASample 517nm-ACompare 517nm)/ABlank 517nm]×100
The ability (%) of the removing DPPH free radicals of table 3, chitosan aqueous solution and chitosan
(note：Above ratio is the ratio between mole of chitosan and ascorbic acid)
Experimental result：Chitosan aqueous solution and the ability such as table of the removing DPPH free radicals of chitosan that the present invention is prepared
Shown in 3, the removing DPPH of chitosan ability is very weak.Ascorbic acid removes the ability of DPPH free radicals compared to chitosan
It is very strong.After chitosan and ascorbic acid are mixed to form into chitosan aqueous ascorbic acid, the removing DPPH's of the aqueous solution
Ability is enhanced much than chitosan, almost suitable with the Scavenging activity of ascorbic acid.
In the chitosan aqueous solution for the different proportion that the present invention is prepared, chitosan is 2 with ascorbic acid proportioning：When 1, due to
Ascorbic acid is not enough, and chitosan is only partly dissolved, so the antioxidation activity shown is lower slightly；Chitosan is matched somebody with somebody with ascorbic acid
Than for 1：Antioxidation activity when 2 is with being 1 than proportioning：Antioxidation activity when 1 is more or less the same, and from industrial value,
The price of ascorbic acid is higher than chitosan.Therefore, examined based on cost of material and antioxidation activity or economy and value aspect
Consider, chitosan is 1 with ascorbic acid proportioning：It is optimum proportioning when 1.
Because chitosan and ascorbic acid belong to natural products, without toxic side effect, the present invention by chitosan with it is anti-bad
The chitosan aqueous solution that hematic acid physical mixed is prepared, combines chitosan and ascorbic acid in terms of Scavenging ability
Advantage, very strong Scavenging activity is shown to hydroxy radical and DPPH free radicals.Have in antioxidant application aspect huge
Potentiality.
Claims (5)
1. a kind of chitosan aqueous solution, it is characterised in that：The chitosan aqueous solution is made up of chitosan, ascorbic acid and water；
Chitosan molecule amount is 150000-250000；The mol ratio of chitosan and ascorbic acid is 0.5- in chitosan aqueous solution
2.0。
2. a kind of preparation method of the chitosan aqueous solution described in claim 1, it is characterised in that：
According to the above ratio by chitosan mixed with ascorbic acid after, be directly poured into water；
The mole of the ascorbic acid is 0.5-2.0 times of chitosan mole.
3. the preparation method of the chitosan aqueous solution as described in claim 2, it is characterised in that：The chitosan and ascorbic acid
After mixing, it is poured into water, at a temperature of 25-30 DEG C, shakes 0.5-1.0h, place 12-24h, you can obtain chitosan aqueous solution
It is stand-by.
4. a kind of application of the chitosan aqueous solution described in claim 1, it is characterised in that：It is prepared by the chitosan aqueous solution
Application in antioxidant.
5. a kind of antioxidant, it is characterised in that：Antioxidant is chitosan, ascorbic acid and water composition；Chitosan molecule amount
For 150000-250000；The mol ratio of chitosan and ascorbic acid is 0.5-2.0 in chitosan aqueous solution；The chitosan of configuration
Concentration of aqueous solution is 20mg/mL.
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| Application Number | Priority Date | Filing Date | Title |
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| CN201710441605.8A CN107216466A (en) | 2017-06-13 | 2017-06-13 | The preparation and application of a kind of chitosan aqueous solution |
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| CN201710441605.8A CN107216466A (en) | 2017-06-13 | 2017-06-13 | The preparation and application of a kind of chitosan aqueous solution |
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN114712384A (en) * | 2022-04-11 | 2022-07-08 | 湖北工业大学 | Application of chitosan EGCG composition in inhibiting formation of gastrointestinal tract cross-linking hormone |
| CN115428876A (en) * | 2022-09-19 | 2022-12-06 | 广西南亚热带农业科学研究所 | Olive beverage and preparation method thereof |
-
2017
- 2017-06-13 CN CN201710441605.8A patent/CN107216466A/en active Pending
Non-Patent Citations (1)
| Title |
|---|
| 刘静娜等: ""壳聚糖抗坏血酸盐的制备及其抗氧化性的研究"", 《食品工业科技》 * |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN114712384A (en) * | 2022-04-11 | 2022-07-08 | 湖北工业大学 | Application of chitosan EGCG composition in inhibiting formation of gastrointestinal tract cross-linking hormone |
| CN115428876A (en) * | 2022-09-19 | 2022-12-06 | 广西南亚热带农业科学研究所 | Olive beverage and preparation method thereof |
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