CN107141369A - A kind of preparation method of modified pectin - Google Patents
A kind of preparation method of modified pectin Download PDFInfo
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- CN107141369A CN107141369A CN201710376282.9A CN201710376282A CN107141369A CN 107141369 A CN107141369 A CN 107141369A CN 201710376282 A CN201710376282 A CN 201710376282A CN 107141369 A CN107141369 A CN 107141369A
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- 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
- C08B37/0045—Homoglycans, i.e. polysaccharides having a main chain consisting of one single sugar, e.g. colominic acid alpha-D-Galacturonans, e.g. methyl ester of (alpha-1,4)-linked D-galacturonic acid units, i.e. pectin, or hydrolysis product of methyl ester of alpha-1,4-linked D-galacturonic acid units, i.e. pectinic acid; Derivatives thereof
Abstract
The invention belongs to bioactive polysaccharide preparing technical field, a kind of preparation method of modified pectin is disclosed.The preparation method is：Pectin is added in deionized water, mixed, ultrasonic disperse, stirring and dissolving is uniform, obtains pectin solution；The pH value that pectin solution is adjusted with alkali is 7~12, and hydrogen peroxide is then added dropwise, under ultraviolet light, at room temperature stirring reaction；It is then added in ethanol water, is stirred, standing sedimentation to neutrality with acid regulation reaction solution pH after the completion of reaction, filtering；Solid product is scrubbed, dry after purify, obtain modified pectin.The present invention uses the method for modifying of ultraviolet catalytic hydrogen peroxide oxidation, and one step of energy realizes the degraded of pectin and de- ester, has the advantages that the reaction time is short, pollution-free, product recoveries are high, energy consumption is low.
Description
Technical field
The invention belongs to bioactive polysaccharide preparing technical field, and in particular to a kind of preparation method of modified pectin.
Background technology
Pectin is the complicated macromolecular acidic polysaccharose class material of a class formation, and it is widely present in nature, especially
In the cell membrane of terrestrial plant.All contain pectin in almost all of plant, containing about 30% in the pericarp such as citrus, lemon, shaddock
Pectin, is the most abundant source of pectin.Citrus pectin is recommended as safe natural by FAO/WHO food additives joint committee
Food additives and do not limit its acceptable daily intake.The world year consumption pectin is about 4500 kilograms within 2006, and by
Year increases.At present, pectin has been widely used in food, cosmetics, chemical industry, weaving, medicine and other fields, the life to improving people
Work has played significant role.In recent years, the bioactivity of pectin causes people's extensive concern, and pectin is fine as a kind of meals
Dimension, with reduction serum cholesterol, blood-sugar content, stimulation phagocyte and macrophage, propagation splenocyte, anti-complement activity,
Suppress a variety of physiology such as hyaluronidase and the release of histamine, the inflammatory reaction of endotaxin induction and the generation of pre- anti-cancer and transfer
Learn and trophism.
Because the molecular weight of natural pectin is larger, it is difficult to be digested absorption, so that it is multi-party to limit its biological function etc.
The application in face.Therefore, to the study on the modification of pectin, as heat subject in recent years.The clinical anti-cancer production currently received much concern
Product GCS-100 and Pectasol-C are modified pectin (Modified Pectin, MP), but its technology of preparing is still special by the U.S.
Profit protection.The modification of pectin is to reduce molecular weight and esterification degree as main purpose structural modification method.By reducing molecular weight
It is modified with the pectin of esterification degree, pectin can be made to be absorbed in blood and small intestine, improves RT in vivo.More and more
Research confirmation, CBP-35 (galectin-3, Gal-3) of the modified pectin in human body by being expressed with tumor surface
It is identified, so as to cause the effect of anti-tumor metastasis.
Have to the method that pectin is modified：Chemical method, enzyme process, physical method.Chemical modification is that the most frequently used citrus pectin changes
Property method, including base catalysed de-esterification, amidatioon take off ester, acid system and take off ester and acid degradation pectin molecule amount.On the one hand chemical modification is present
Strong acid, highly basic largely use caused problem of environmental pollution；On the other hand, chemical process complexity, severe reaction conditions,
And it is low to the degradation efficiency of pectin molecule amount.Enzyme process is to reduce pectin molecule amount using pectase and reduced by pectinesterase
Esterification degree, has the advantages that the enzyme that selectivity is good, reaction condition is gentle but used is expensive.Physical has high temperature, at high pressure
Reason or the mode such as mechanical shearing, Physical technique are simple, but the stability of product is poor and energy expenditure is big.The phase of modified pectin
Close patent：The method of modifying of pectin and its application (CN200680020291.4), use heat-treating methods；Modified sweet tea
Dish pectin and its application (CN201080004412.2), are modified using high pressure；It is prepared by a kind of dynamic high-pressure microjet combination acid system
The method (CN201210012614.2) of pectin oligosaccharide；High bioavilability modified pectin preparation technology and antitumor application thereof
(CN201110200381.4)；The preparation technology and its antitumor action (CN201410698032.3) of a kind of modified pectin；One
Plant the preparation method (CN200710059738.5) of acidity oligosaccharide of pectin；With relieving the effect of alcohol and resist the pectin enzymolysis product of drunk function
Preparation method and application (CN201210406190.8)；The enzymolysis preparation of low molecule pectin
(CN201310380333.7)；Above patent prepares modified pectin or low molecular weight pectin using enzyme process.
Hydrogen peroxide oxidation degradation of polysaccharide be based on hydrogen peroxide attack sugar chain in glycosidic bond during, itself by
Reduction reaction, produces hydroxy radical, and produced hydroxy radical starts more redox reactions, sugar chain is occurred oxidation also
Original, causes sugar chain to be broken, and the glucide of harmonic component is produced, so as to realize the degraded to polysaccharide.But, hydrogen peroxide is depended merely on,
Reaction efficiency is low, and oxidizing process is uncontrollable, and accessory substance is more, as week sprouts master thesis：The oxidative degradation of chitosan and shell are few
Sugared isolates and purifies (2013), and using hydrogen peroxide degradation chitosan, degradation efficiency is not high；There is research to pass through a variety of oxidants
Synergy, improve oxidation efficiency, such as Tingting ZHAO thesis for the doctorate：The preparation of different molecular weight Porphyra haitanensis polysaccharide and its anti-aging
Activity research (2007), using hydrogen peroxide+vitamin C oxidation system.Also document strengthens hydrogen peroxide using physical field
The process of oxidative degradation polysaccharide, such as document：Ultrasonic wave added hydrogen peroxide oxidation degraded prepares the different branch kylin of low relative molecular mass
Dish polysaccharide (Ma Xiajun etc., Chinese Journal of Marine Drugs, 2005,24:10-13).Microwave radiation technology hydrochloric acid/hydrogen peroxide degradation Enteromorpha
Polysaccharide and its antioxidation activity (section section etc., food science and technology, 2015：142-147), microwave radiation can promote hydrochloric acid and hydrogen peroxide
Dissociation, so as to reduce hydrochloric acid usage amount, improve hydrogen peroxide utilization rate.In addition, microwave energy reduces reaction activity, significantly increase
Plus degradation rate, greatly shorten the reaction time.
The content of the invention
In place of the shortcoming and defect existed for above prior art, it is an object of the invention to provide a kind of modified pectin
Preparation method.
The object of the invention is achieved through the following technical solutions：
A kind of preparation method of modified pectin, including following preparation process：
(1) pectin is added in deionized water, mixed, ultrasonic disperse, stirring and dissolving is uniform, obtains pectin solution；
(2) it is 7~12 to adjust the pH value of pectin solution with alkali, hydrogen peroxide is then added dropwise, under ultraviolet light, at room temperature
Stirring reaction；
(3) it is then added in ethanol-water solution, stirred, stood to neutrality with the reaction solution pH of sour regulating step (2)
Sedimentation, filtering；Solid product is scrubbed, dry after purify, obtain modified pectin.
Pectin described in step (1) is more than 50% high-ester pectin for esterification degree, and pectin source is citrus, apple, lemon
Lemon or shaddock, preferably citrus pectin.
The mass volume ratio of pectin and deionized water described in step (1) is (1~10):1mg/ml；It is preferred that (3~8):
1mg/ml。
It is probe type ultrasonic instrument, ultrasonic power 200W, ultrasonic time 10 used in ultrasonic disperse described in step (1)
Cooled down in~20min, ultrasonic procedure using frozen water mixed liquor.
The preferred NaOH solution of alkali described in step (2).
Hydrogen peroxide described in step (2) is the aqueous hydrogen peroxide solution that volume fraction is 30%, the consumption of aqueous hydrogen peroxide solution
For 50~500 μ L/g pectin.
Preferably, the power of ultraviolet light described in step (2) is 500w, and wavelength is 365nm.
The mixing speed of stirring reaction described in step (2) is 80~200rpm, and the stirring reaction time is 1~7h.
The method of terminating reaction is to close ultraviolet light source after the completion of stirring reaction, or 4 DEG C of cooling+closing ultraviolet light sources
(reaction of the consumption more than 300 μ l/g pectin for aqueous hydrogen peroxide solution is applicable the latter).
Preferably, the acid described in step (3) refers to 3mol/L hydrochloric acid.
Preferably, in the ethanol-water solution described in step (3), the volumn concentration of ethanol is 70%~90%.
Preferably, the washing described in step (3) refers to be washed with ethanol.
Preferably, the process purified described in step (3) is：Dried product water is dissolved, it is film dialysis desalting, dense
Contract, dry.Described drying is one kind in being dried in vacuo, be spray-dried, being freeze-dried；Described dialysis refers to retention point
Son amount is dialysed for 800Da dialysis membrane.
The present invention principle be：First, hydrogen peroxide produces free radical, free radical cracking pectin glucosides in specified conditions
Key, makes pectin produce the modification of molecular weight reduction, therefore, pectin degrading is a free-radical oxidation degradation reaction；Second, pectin
Under neutral or basic conditions, occur de- ester, realize the de- ester modified of pectin；Third, ultraviolet light, accelerates the production of free radical
It is raw, improve pectin degrading efficiency；Fourth, ultraviolet light, accelerates pectin de-ester reaction.Therefore, the present invention is by one-step method
The dual purpose of pectin degrading and de- ester is can reach, the efficient preparation of modified pectin is realized.
Relative to prior art, preparation method of the invention has the following advantages that and beneficial effect：
(1) the modified pectin mean molecule quantity obtained by the method for the present invention is 20,000~200,000Da, esterification degree
For 17~25%, its yield is more than 82%, and glucuronic acid content is more than 64%.It is a kind of economic, efficient pectin to illustrate the present invention
Method of modifying.Gained modified pectin has good application potential in fields such as medicine, health foods.
(2) relative to existing chemical method, enzyme process, physical method, the method reaction time of the invention is short, pollution-free, produce
The thing rate of recovery is high, energy consumption is low.
(3) prior art can not realize that the degraded of pectin molecule amount and pectin take off two degraded targets of ester simultaneously, or simultaneously
The problem of not considering de- ester；And the preparation method of the present invention realizes degraded and the modified mesh of de- ester two of pectin by one-step method
Mark.
(4) method of the invention is different from existing polysaccharide oxidative degradation technology, and existing polysaccharide oxidative degradation technology is adopted
With traditional hydrogen peroxide degradation method, hydrogen peroxide use greatly, adds drop needed for the difficulty that catabolite is isolated and purified, reaction
Solve temperature higher, easily cause product to change colour, influence product appearance, and stability and repeatability are poor.And the present invention
The amount of method hydrogen peroxide greatly reduces, and in the absence of residual peroxide, side reaction is few.
(5) method of the invention is different from existing polysaccharide oxidative degradation technology, existing polysaccharide oxidation technology although
Consider application physical means reinforcing hydrogen peroxide oxidation degradation of polysaccharide, but due to each physical means mechanism of action not
Together, its effect is than relatively limited.The present invention using ultraviolet light method substantially reduce the reaction time, the molecular weight of product and
The palliating degradation degree of esterification degree is fully controllable.
Brief description of the drawings
Fig. 1 is the process chart of modified pectin preparation method in the embodiment of the present invention.
Embodiment
With reference to embodiment and accompanying drawing, the present invention is described in further detail, but embodiments of the present invention are not limited
In this.
Embodiment 1
100mg citrus pectin powder is weighed, 20ml deionized waters is added, after concussion is mixed, ultrasonic probe is stretched into molten
Under liquid at 2cm, ultrasonic power 200W, ultrasonic time 10min are set, in ultrasonic procedure, pectin is cooled down with frozen water mixed liquor molten
Liquid, after ultrasound terminates, continues magnetic agitation 8h, makes pectin dissolved well, obtain pectin solution；Adjusted with 0.5N NaOH solution
Pectin solution pH obtains alkaline pectin solution to 12；20 μ L hydrogen peroxide are added dropwise into alkaline pectin solution, high-pressure sodium lamp is opened,
Under 365nm ultraviolet light, uviol lamp is closed under room temperature 100rpm speed after stirring reaction 6h, terminating reaction is obtained
Depolymerized pectin solution (alkalescence)；Reaction solution pH=7 is adjusted with 0.3N HCl, depolymerized pectin mixed liquor (neutrality) is obtained；By gained
Mixed liquor is poured into the ethanol-water solution that 60ml percents by volume are 80% (V/V), and stirring, standing sedimentation 30min was depressurized
Filter, gained filtrate reclaims ethanol through vacuum distillation；Filter residue uses 10ml deionized waters after ethanol washs 2 times, is dried in vacuo
Dissolving, obtains depolymerized pectin solution, and solution molecular cut off 800Da dialysis membrane is dialysed 3 days in deionized water, dialysis
Modified pectin solution after finishing obtains modified pectin, efficiency of pcr product 87% by concentration, vacuum drying.Above-mentioned preparation method
Process chart it is as shown in Figure 1.
The present embodiment before modified citrus pectin raw material mean molecule quantity be 1225171, molecular weight distribution spread factor Mw/
Mn=6.7, esterification degree 72%, glucuronic acid content 75%；The modified pectin Mw216,00Da, molecular weight obtained using above method
Width coefficient Mw/Mn=2.2, esterification degree 19%, glucuronic acid content 72%.The modified pectin tool prepared using above method
There are low esterification degree and low molecule amount, and the distribution of molecular weight is narrower.
Embodiment 2
200mg citrus pectin powder is weighed, 20ml deionized waters is added, after concussion is mixed, ultrasonic probe is stretched into molten
Under liquid at 2cm, ultrasonic power 200W, ultrasonic time 15min are set, in ultrasonic procedure, pectin is cooled down with frozen water mixed liquor molten
Liquid, after ultrasound terminates, continues magnetic agitation 7h, makes pectin dissolved well, obtain pectin solution；Adjusted with 0.5N NaOH solution
Pectin solution pH obtains alkaline pectin solution to 12；30 μ l hydrogen peroxide are added dropwise into alkaline pectin solution, high-pressure sodium lamp is opened,
Under 365nm ultraviolet light, uviol lamp is closed under room temperature 100rpm speed after stirring reaction 5h, terminating reaction is obtained
Depolymerized pectin solution (alkalescence)；Reaction solution pH=7 is adjusted with 0.3N HCl, depolymerized pectin mixed liquor (neutrality) is obtained；By gained
Mixed liquor is poured into the ethanol-water solution that 60ml percents by volume are 80% (V/V), and stirring, standing sedimentation 30min was depressurized
Filter, gained filtrate reclaims ethanol through vacuum distillation；Filter residue uses 10ml deionized waters after ethanol washs 2 times, is dried in vacuo
Dissolving, obtains depolymerized pectin solution, and solution molecular cut off 800Da dialysis membrane is dialysed 3 days in deionized water, dialysis
Modified pectin solution after finishing obtains modified pectin, efficiency of pcr product 92% by concentration, vacuum drying.Above-mentioned preparation method
Process chart it is as shown in Figure 1.
The mean molecule quantity 1225171 of the present embodiment citrus pectin raw material before modified, molecular weight distribution spread factor Mw/Mn
=6.7, esterification degree 72%, glucuronic acid content 75%；The modified pectin Mw65295Da obtained using above method, molecular weight point
Cloth spread factor Mw/Mn=3.2, esterification degree 23%, glucuronic acid content 71.4%.Use modified pectin prepared by above method for
Low-ester pectin, and the distribution of molecular weight is narrower compared with raw material, is more evenly distributed.
Embodiment 3
200mg citrus pectin powder is weighed, 20ml deionized waters is added, after concussion is mixed, ultrasonic probe is stretched into molten
Under liquid at 2cm, ultrasonic power 200W, ultrasonic time 15min are set, in ultrasonic procedure, pectin is cooled down with frozen water mixed liquor molten
Liquid, after ultrasound terminates, continues magnetic agitation 7h, makes pectin dissolved well, obtain pectin solution；Adjusted with 0.5N NaOH solution
Pectin solution pH obtains alkaline pectin solution to 12；30 μ l hydrogen peroxide are added dropwise into alkaline pectin solution, high-pressure sodium lamp is opened,
Under 365nm ultraviolet light, uviol lamp is closed under room temperature 100rpm speed after stirring reaction 7h, terminating reaction is obtained
Depolymerized pectin solution (alkalescence)；Reaction solution pH=7 is adjusted with 0.3N HCl, depolymerized pectin mixed liquor (neutrality) is obtained；By gained
Mixed liquor is poured into the ethanol-water solution that 60ml percents by volume are 80% (V/V), and stirring, standing sedimentation 30min was depressurized
Filter, gained filtrate reclaims ethanol through vacuum distillation；Filter residue uses 10ml deionized waters after ethanol washs 2 times, is dried in vacuo
Dissolving, obtains depolymerized pectin solution, and solution molecular cut off 800Da dialysis membrane is dialysed 3 days in deionized water, dialysis
Modified pectin solution after finishing obtains modified pectin, efficiency of pcr product 91.6% by concentration, vacuum drying.Above-mentioned preparation side
The process chart of method is as shown in Figure 1.
The mean molecule quantity 1225171 of the present embodiment citrus pectin raw material before modified, molecular weight distribution spread factor Mw/Mn
=6.7, esterification degree 72%, glucuronic acid content 75%；The modified pectin Mw46285Da obtained using above method, molecular weight point
Cloth spread factor Mw/Mn=2.8, esterification degree 25%, glucuronic acid content 69%.Modified pectin prepared by above method is used to be low
Molecular weight low-ester pectin, there is the molecular weight distribution index lower compared with raw material, and molecular weight distribution is narrower.
Embodiment 4
60mg citrus pectin powder is weighed, 20ml deionized waters is added, after concussion is mixed, ultrasonic probe is stretched into solution
At lower 2cm, ultrasonic power 200W, ultrasonic time 5min are set, in ultrasonic procedure, pectin solution is cooled down with frozen water mixed liquor,
After ultrasound terminates, continue magnetic agitation 8h, make pectin dissolved well, obtain pectin solution；Fruit is adjusted with 0.5N NaOH solution
Sol solution pH obtains alkaline pectin solution to 12；15 μ l hydrogen peroxide are added dropwise into alkaline pectin solution, high-pressure sodium lamp is opened,
Under 365nm ultraviolet light, uviol lamp is closed under room temperature 100rpm speed after stirring reaction 5h, terminating reaction is dropped
Solve pectin solution (alkalescence)；Reaction solution pH=7 is adjusted with 0.3N HCl, depolymerized pectin mixed liquor (neutrality) is obtained；Gained is mixed
Close liquid to pour into the ethanol-water solution that 60ml percents by volume are 80% (V/V), stirring, standing sedimentation 30min is filtered under diminished pressure,
Gained filtrate reclaims ethanol through vacuum distillation；Filter residue is water-soluble with 10ml deionizations after ethanol washs 2 times, is dried in vacuo
Solution, obtains depolymerized pectin solution, and solution molecular cut off 800Da dialysis membrane is dialysed 3 days, dialysed in deionized water
Modified pectin solution after finishing obtains modified pectin, efficiency of pcr product 82% by concentration, vacuum drying.Above-mentioned preparation method
Process chart is as shown in Figure 1.
The mean molecule quantity 1225171 of the present embodiment citrus pectin raw material before modified, molecular weight distribution spread factor Mw/Mn
=6.7, esterification degree 72%, glucuronic acid content 75%；The modified pectin Mw17739Da obtained using above method, molecular weight point
Cloth spread factor Mw/Mn=2.0, esterification degree 17%, glucuronic acid content 64%.Modified pectin prepared by above method is used to be low
Ester low molecular weight pectin, and contrasted with raw material, molecular weight distribution is evenly.
Above-described embodiment is preferably embodiment, but embodiments of the present invention are not by above-described embodiment of the invention
Limitation, other any Spirit Essences without departing from the present invention and the change made under principle, modification, replacement, combine, simplification,
Equivalent substitute mode is should be, is included within protection scope of the present invention.
Claims (10)
1. a kind of preparation method of modified pectin, it is characterised in that including following preparation process：
(1) pectin is added in deionized water, mixed, ultrasonic disperse, stirring and dissolving is uniform, obtains pectin solution；
(2) it is 7~12 to adjust the pH value of pectin solution with alkali, and hydrogen peroxide is then added dropwise, under ultraviolet light, stirs at room temperature
Reaction；
(3) it is then added in ethanol-water solution, stirred, standing sedimentation to neutrality with the reaction solution pH of sour regulating step (2),
Filtering；Solid product is scrubbed, dry after purify, obtain modified pectin.
2. a kind of preparation method of modified pectin according to claim 1, it is characterised in that：Fruit described in step (1)
Glue is the high-ester pectin that esterification degree is more than 50%, and pectin source is citrus, apple, lemon or shaddock.
3. a kind of preparation method of modified pectin according to claim 1, it is characterised in that：Fruit described in step (1)
Glue and the mass volume ratio of deionized water are (1~10):1mg/ml.
4. a kind of preparation method of modified pectin according to claim 1, it is characterised in that：It is super described in step (1)
It is probe type ultrasonic instrument used in sound is scattered, ultrasonic power 200W, 10~20min of ultrasonic time use ice in ultrasonic procedure
Water mixed liquid is cooled down.
5. a kind of preparation method of modified pectin according to claim 1, it is characterised in that：Dioxygen described in step (2)
Water is the aqueous hydrogen peroxide solution that volume fraction is 30%, and the consumption of aqueous hydrogen peroxide solution is 50~500 μ L/g pectin.
6. a kind of preparation method of modified pectin according to claim 1, it is characterised in that：It is ultraviolet described in step (2)
The power of light is 500w, and wavelength is 365nm.
7. a kind of preparation method of modified pectin according to claim 1, it is characterised in that：Stirred described in step (2)
The mixing speed of reaction is 80~200rpm, and the stirring reaction time is 1~7h.
8. a kind of preparation method of modified pectin according to claim 1, it is characterised in that：Alkali described in step (2)
Refer to NaOH solution；Acid described in step (3) refers to 3mol/L hydrochloric acid.
9. a kind of preparation method of modified pectin according to claim 1, it is characterised in that：Second described in step (3)
In alcohol-water solution, the volumn concentration of ethanol is 70%~90%.
10. a kind of preparation method of modified pectin according to claim 1, it is characterised in that：Washing described in step (3)
Wash and refer to be washed with ethanol；The process of the purifying is：Dried product water is dissolved, it is film dialysis desalting, concentration, dry
It is dry；Described drying is one kind in being dried in vacuo, be spray-dried, being freeze-dried；Described dialysis refers to use molecular cut off
Dialysed for 800Da dialysis membrane.
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| WO2021108977A1 (en) * | 2019-12-03 | 2021-06-10 | 浙江大学 | Method for acoustic pressure combined assisted extraction of pectin rich in rg-i |
| US11485799B2 (en) * | 2019-12-03 | 2022-11-01 | Zhejiang University | Ultrasonic-assisted method of extracting a pectin rich in RG-I |
| US20220112313A1 (en) * | 2019-12-03 | 2022-04-14 | Zhejiang University | Ultrasonic-assisted method of extracting a pectin rich in rg-i |
| CN111748047A (en) * | 2020-07-29 | 2020-10-09 | 河南科技大学 | Preparation method of dioscorea opposita oligosaccharide |
| CN111748047B (en) * | 2020-07-29 | 2022-03-29 | 河南科技大学 | Preparation method of dioscorea opposita oligosaccharide |
| CN112076127A (en) * | 2020-09-28 | 2020-12-15 | 广东丸美生物技术股份有限公司 | Antioxidant, raw material preparation method thereof, humectant and raw material preparation method thereof |
| CN112920289A (en) * | 2021-02-03 | 2021-06-08 | 华南理工大学 | Degradation method of algal polysaccharide |
| CN113025674B (en) * | 2021-03-16 | 2022-07-05 | 遵义医科大学 | Preparation method and application of lemon pectin enzymolysis product with anti-tumor activity |
| CN113025674A (en) * | 2021-03-16 | 2021-06-25 | 遵义医科大学 | Preparation method and application of lemon pectin enzymolysis product with anti-tumor activity |
| CN113462731A (en) * | 2021-06-29 | 2021-10-01 | 北京化工大学 | Preparation method of micromolecule pectin |
| CN113462731B (en) * | 2021-06-29 | 2023-09-01 | 北京化工大学 | Preparation method of small molecule pectin |
| CN113480676A (en) * | 2021-09-08 | 2021-10-08 | 天津银杉科技有限公司 | Oligogalacturonic acid polysaccharide, compound, preparation method and application thereof |
| CN114716579A (en) * | 2022-03-24 | 2022-07-08 | 黑龙江八一农垦大学 | Pectin grafted copolymer and preparation method and application thereof |
| CN114716579B (en) * | 2022-03-24 | 2023-02-17 | 黑龙江八一农垦大学 | Pectin grafted copolymer and preparation method and application thereof |
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