CN106893001A - A kind of preparation method of the Ultra-low molecular weight pectin rich in RG I - Google Patents

A kind of preparation method of the Ultra-low molecular weight pectin rich in RG I Download PDF

Info

Publication number
CN106893001A
CN106893001A CN201710097564.5A CN201710097564A CN106893001A CN 106893001 A CN106893001 A CN 106893001A CN 201710097564 A CN201710097564 A CN 201710097564A CN 106893001 A CN106893001 A CN 106893001A
Authority
CN
China
Prior art keywords
pectin
solution
molecular weight
low molecular
preparation
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Granted
Application number
CN201710097564.5A
Other languages
Chinese (zh)
Other versions
CN106893001B (en
Inventor
陈士国
支梓鉴
叶兴乾
陈健乐
程焕
刘东红
丁甜
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Zhejiang University ZJU
Original Assignee
Zhejiang University ZJU
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Zhejiang University ZJU filed Critical Zhejiang University ZJU
Priority to CN201710097564.5A priority Critical patent/CN106893001B/en
Publication of CN106893001A publication Critical patent/CN106893001A/en
Application granted granted Critical
Publication of CN106893001B publication Critical patent/CN106893001B/en
Active legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08BPOLYSACCHARIDES; DERIVATIVES THEREOF
    • C08B37/00Preparation of polysaccharides not provided for in groups C08B1/00 - C08B35/00; Derivatives thereof
    • C08B37/0006Homoglycans, i.e. polysaccharides having a main chain consisting of one single sugar, e.g. colominic acid
    • C08B37/0045Homoglycans, 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

Landscapes

  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Biochemistry (AREA)
  • Molecular Biology (AREA)
  • Engineering & Computer Science (AREA)
  • General Health & Medical Sciences (AREA)
  • Materials Engineering (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Polysaccharides And Polysaccharide Derivatives (AREA)

Abstract

The invention discloses a kind of preparation method of the Ultra-low molecular weight pectin rich in RG I, change method by ultrasound-enhanced oxidation reaction, promote the Fe generated in reaction system3+It is reduced to Fe2+, strengthen Fe2+Reacted again with hydrogen peroxide, produce hydroxyl radical free radical, cause pectin sugar chain oxidation scission, and the galacturonic acid that Idiotype is attacked in pectin, form the low molecular weight pectin rich in RG I domains.The weight average molecular weight of gained pectin declines in 5 10kDa, esterification degree, and product is generally the Ultra-low molecular weight pectin rich in RG I, and antioxidation activity is significantly higher than protopectin, and comprehensive utilization ratio is improved.

Description

A kind of preparation method of the Ultra-low molecular weight pectin rich in RG-I
Technical field
It is more particularly to a kind of using ultrasound the present invention relates to a kind of preparation method of the Ultra-low molecular weight pectin rich in RG-I Assisted oxidation treatment green, the quick method for preparing Ultra-low molecular weight pectin, belong to polysaccharide degraded field.
Background technology
Pectin is mainly the class acid heteroglycan connected through α-Isosorbide-5-Nitrae glycosidic bond by D- galacturonic acids, and its side chain contains The neutral sugars such as substantial amounts of rhamnose, arabinose and galactolipin.Pectin mainly includes equal polygalacturonic acid glycan (HG), sandlwood Three domains of galacturonic acid glycan I (RG-I) and phammogalacturonane II (RG-II), it is widely present in plant In, such as in apple, oranges and tangerines, guava, floral disc of sunflower and sweet potato dregs, and it is considered as a kind of soluble dietary fiber, tool There are reduction cholesterol, prevention diabetes, prevent fat and maintain the different physiological roles such as intestinal health.But pectin molecule amount is too Greatly, it is difficult to be digested absorption, therefore limits its absorption in small intestine, influences the performance of its physiologically active.And it is modified super Low molecular weight pectin dissolubility is good, is easily absorbed, and RG-I contents increase, and can show stronger bioactivity, therefore opens The method for sending out depolymerized pectin new, prepares modified low molecular weight pectin significant.
The method of current pectin degrading mainly includes biodegradable, mechanical degradation and chemical degradation.Enzymic reaction temperature With selectivity is high, but severe reaction conditions, relatively costly.Physical degradation methods mainly have ultrasonotomography, radiation degradation, microwave to drop Solution etc., radiation method degradation efficiency highest, but it is big to molecular structure destruction, and there is dispute in security, be restricted its application; Microwave degradation is also easy to produce high temperature influence catabolite bioactivity;Ultrasonotomography destroys small to its lytic activity structure, but it is degraded It is limited in one's ability, pectin degrading to 30kDa or so can only can not be still absorbed by the body.Chemical degradation mainly includes that acid is dropped at present Solution and alkaline degradation, but due to adding strong acid, highly basic etc., environmental pollution is easily caused, reaction rate is slower, and typically enters at high temperature Row reaction, therefore larger is destroyed to structure influence, reduce bioactivity.
The content of the invention
RG-I type Ultra-low molecular weight pectin technologies are prepared at present it is an object of the invention to improve, there is provided a kind of green, The preparation method of safety, quickly the Ultra-low molecular weight pectin rich in RG-I.
Realize that the principal character of production technology of the present invention is comprised the following steps:
(1) distilled water is taken, adds appropriate HCl solution to adjust pH between 3-5, add FeCl2·4H2O、FeSO4· 7H2O、Cu(CH3COO)2·H2O or CuSO4·5H2O, is configured to the solution A that concentration of metal ions is 0.5-5mmol/L;
(2) take pectin to be dissolved in solution A so that the concentration of pectin is 2-10mg/mL, the concussion of vortex oscillation instrument makes its complete CL;
(3) 5mol/LH is added in the pectin solution that step 2 is prepared2O2Solution, makes metal ion and hydrogen peroxide mole Concentration ratio is 1:20, being transferred in 0-50 DEG C of environment carries out ultrasonically treated, and ultrasound intensity is 1.5-20W/mL.
(4) after ultrasonically treated, sodium hydrogensulfite, terminating reaction are added;Then replaced by cation exchange resin column molten Cation in liquid;
(5) 4000r/min centrifugations are carried out to the solution after step 4 treatment, takes supernatant, adjustment supernatant pH to 5-8;
(6) supernatant after step 5 is processed is transferred to the bag filter of 500Da, flowing water dialysis 24h, pure water dialysis 12h, After be placed in vacuum refrigerating machine and freeze, obtain the Ultra-low molecular weight pectin rich in RG-I.
Further, in the step 2, the concentration of pectin is 5mg/mL.
Further, in the step 3, ultrasonically treated environment temperature is 30 DEG C, and ultrasound intensity is 3-5W/mL
Further, in the step 5, supernatant pH preferably 6.
The beneficial effects of the present invention are:
(1) present invention rich in RG-I Ultra-low molecular weight pectin to provide a kind of green, safety, fast degradation method, yield More than 65% is can reach, products obtained therefrom purity is higher, steady quality, low cost.
(2) degradation technique is simple, and the reaction time is short, and resin used is repeatable to be utilized, and process conditions are environment friendly and pollution-free.
(3) in 5-10kDa, esterification degree declines the weight average molecular weight of present invention gained pectin, and product is generally rich in RG-I's Ultra-low molecular weight pectin, antioxidation activity is significantly higher than protopectin, and comprehensive utilization ratio is improved.
Specific embodiment
The present invention promotes the Fe of generation in reaction system (such as formula 1) by ultrasound-enhanced oxidation reaction3+It is reduced to Fe2 +, strengthen Fe2+Reacted again with hydrogen peroxide, produce hydroxyl radical free radical, cause pectin sugar chain oxidation scission, and Idiotype to attack Galacturonic acid in pectin, forms the low molecular weight pectin rich in RGI domains.
Fe2++H2O2→Fe3++·OH+OH-
With reference to example is specifically applied, the present invention is further elaborated.
Embodiment 1:
(1) 25mL distilled water is taken, 3mol/L HCl solutions are added, it is 3.0 to adjust pH with pH meter, adds FeCl2·4H2O, It is configured to 0.5mmol/L Fe2+Solution A;
(2) take 60mg pectin (Sigma companies) to be dissolved in 25ml solution As, fully after dissolving, be transferred to ultraphonic pipe (interior Footpath 3cm) in;
(3) be placed in 30 DEG C of thermostats, ultrasonic probe is placed under liquid level at 1.5cm carry out it is ultrasonically treated, while Add 50 μ L 5mol/LH2O2Solution, setting ultrasound intensity 1.5W/mL, ultrasonically treated 40min;
(4) excessive sodium hydrogensulfite is added in degradation solution, unnecessary hydrogen peroxide is reduced, with terminating reaction;
(5) by cation exchange resin column, coutroi velocity is 0.5mL/min to the solution after step 4 is processed so that sun Ion exchange resin replaces metal cation therein;
(6) the solution 4000r/min after displacement is centrifuged, takes supernatant, adjust pH 6.0;
(7) the bag filter flowing water that above-mentioned solution is transferred to 500Da is dialysed 24h, pure water dialysis 12h, after be placed on it is true Freezed in empty refrigerator;Taking pectin sample carries out molecular weight and monose composition measuring, as a result as shown in table 1, after treatment, molecular weight 6.32kDa is down to by 448.26kDa, pectin RG-I domains ratio increases, mainly based on RG-I structures.
Table 1 is degraded front and rear pectin monose composition
The present embodiment passes through to have quickly completed within 40 minutes the degraded of pectin, as can be seen from the table, the pectin after degraded In oligosaccharides, galactose content is substantially reduced, and Rha/GalA ratios rise to 0.55 from 0.13, illustrate RG-I domains accounting point Cloth increases, and (Gal+Ara)/Rha represents RG-I side chain lengths, and side chain lengths slightly decline, but relative to RG-I domain accountings With galactonic acid acid content, its change is smaller.Additionally, GalA/ (Fuc+Rha+GlcA+Ara+Gla+Xyl) ratios will from 2.20 To 0.56, illustrate that the pectin linearity is remarkably decreased, i.e., side chain degree is raised, combination of ultrasound oxidation drop can be deduced from information above Solution, mainly acts on HG domains in pectin, causes the content reduction of HG domains, and RG-I structures preferably retain, and are rich in so as to prepare RG-I pectin.
Embodiment 2:
(1) 100mL distilled water is taken, 3mol/L HCl solutions are added, it is 4.0 to adjust pH with pH meter, adds FeCl2·4H2O, It is configured to 2mmol/L Fe2+Solution A;
(2) take 500mg pectin (Sigma companies) to be dissolved in 100ml solution As, fully after dissolving, be transferred to ultraphonic pipe In (internal diameter 6cm);
(3) be placed in 30 DEG C of thermostats, ultrasonic probe is placed under liquid level at 1.5cm carry out it is ultrasonically treated, while Add 800 μ L high concentrations H2O2Solution, setting ultrasound intensity 4.0W/mL, ultrasonically treated 30min;
(4) excessive sodium hydrogensulfite is added in degradation solution, unnecessary hydrogen peroxide is reduced, with terminating reaction;
(5) by cation exchange resin column, coutroi velocity is 1.0mL/min to the solution after step 4 is processed so that sun Ion exchange resin replaces metal cation therein;
(6) the solution 4000r/min after displacement is centrifuged, takes supernatant, adjust pH 6.0;
(7) the bag filter flowing water that above-mentioned solution is transferred to 500Da is dialysed 24h, pure water dialysis 12h, after be placed on it is true Freezed in empty refrigerator;Taking pectin sample carries out molecular weight and monose composition measuring, as a result as shown in table 2, after treatment, molecular weight 7.29kDa is down to by 448.26kDa, pectin RG-I domains ratio increases, mainly based on RG-I structures.
Table 2 is degraded front and rear pectin monose composition
The present embodiment passes through to have quickly completed within 30 minutes the degraded of pectin, as can be seen from the table, the pectin after degraded In oligosaccharides, galactose content is substantially reduced, and Rha/GalA ratios are increased to 0.53 from 0.13, illustrates RG-I domains accounting point Cloth is dramatically increased, and (Gal+Ara)/Rha represents RG-I side chain lengths, and side chain lengths slightly decline, but relative to RG-I domains Accounting and galactonic acid acid content, its change are smaller.Additionally, GalA/ (Fuc+Rha+GlcA+Ara+Gla+Xyl) ratios from 2.20 near 0.58, illustrate that the pectin linearity declines, i.e., side chain degree is raised, and combination of ultrasound oxidation can be deduced from information above Degraded, mainly acts on HG domains in pectin, causes the content reduction of HG domains, and RG-I structures preferably retain, so as to prepare richness Pectin containing RG-I.
Embodiment 3:
(1) 1000mL distilled water is taken, 3mol/L HCl solutions are added, it is 5.0 to adjust pH with pH meter, adds FeCl2· 4H2O, is configured to 5mmol/L Fe2+Solution A;
(2) take 10g pectin (Sigma companies) to be dissolved in 1000ml solution As, fully after dissolving, be transferred in ultrasonic tank;
(3) it is placed in 40 DEG C of thermostats, and adds 20mL high concentrations H2O2Solution, sets ultrasound intensity 4.0W/mL, Ultrasonically treated 30min;
(4) excessive sodium hydrogensulfite is added in degradation solution, unnecessary hydrogen peroxide is reduced, with terminating reaction;
(5) by cation exchange resin column, coutroi velocity is 2.0mL/min to the solution after step 4 is processed so that sun Ion exchange resin replaces metal cation therein;
(6) the solution 4000r/min after displacement is centrifuged, takes supernatant, adjust pH 6.0;
(7) the bag filter flowing water that above-mentioned solution is transferred to 500Da is dialysed 24h, pure water dialysis 12h, after be placed on it is true Freezed in empty refrigerator;Taking pectin sample carries out molecular weight and monose composition measuring, as a result as shown in table 2, after treatment, molecular weight 2.14kDa is down to by 448.26kDa, pectin RG-I domains ratio increases, mainly based on RG-I structures.
Table 3 is degraded front and rear pectin monose composition
The present embodiment passes through to have quickly completed within 30 minutes the degraded of pectin, as can be seen from the table, the pectin after degraded In oligosaccharides, galactose content is substantially reduced, and Rha/GalA ratios are increased to 0.61 from 0.13, illustrates RG-I domains accounting point Cloth is dramatically increased, and (Gal+Ara)/Rha represents RG-I side chain lengths, and side chain lengths slightly decline, but relative to RG-I domains Accounting and galactonic acid acid content, its change are smaller.Additionally, GalA/ (Fuc+Rha+GlcA+Ara+Gla+Xyl) ratios from 2.20 near 0.53, illustrate that the pectin linearity declines, i.e., side chain degree is raised, and combination of ultrasound oxidation can be deduced from information above Degraded, mainly acts on HG domains in pectin, causes the content reduction of HG domains, and RG-I structures preferably retain, so as to prepare richness Pectin containing RG-I.

Claims (4)

1. a kind of preparation method of the Ultra-low molecular weight pectin rich in RG-I, it is characterised in that comprise the following steps:
(1) distilled water is taken, adds appropriate HCl solution to adjust pH between 3-5, add FeCl2·4H2O、FeSO4·7H2O、Cu (CH3COO)2·H2O or CuSO4·5H2O, is configured to the solution A that concentration of metal ions is 0.5-5mmol/L;
(2) take pectin to be dissolved in solution A so that the concentration of pectin is 2-10mg/mL, the concussion of vortex oscillation instrument makes it completely molten Solution;
(3) 5mol/LH is added in the pectin solution that step 2 is prepared2O2Solution, makes metal ion and hydrogen peroxide molar concentration Than being 1:20, being transferred in 0-50 DEG C of environment carries out ultrasonically treated, and ultrasound intensity is 1.5-20W/mL.
(4) after ultrasonically treated, sodium hydrogensulfite, terminating reaction are added;Then by cation exchange resin column substitutional solution Cation;
(5) 4000r/min centrifugations are carried out to the solution after step 4 treatment, takes supernatant, adjustment supernatant pH to 5-8;
(6) supernatant after step 5 is processed is transferred to the bag filter of 500Da, flowing water dialysis 24h, pure water dialysis 12h, after will It is placed in vacuum refrigerating machine and freezes, and obtains the Ultra-low molecular weight pectin rich in RG-I.
2. preparation method according to claim 1, it is characterised in that in the step 2, the concentration of pectin is 5mg/mL.
3. preparation method according to claim 1, it is characterised in that in the step 3, ultrasonically treated environment temperature is 30 DEG C, ultrasound intensity is 3-5W/Ml.
4. preparation method according to claim 1, it is characterised in that in the step 5, supernatant pH preferably 6.
CN201710097564.5A 2017-02-22 2017-02-22 A kind of preparation method of the Ultra-low molecular weight pectin rich in RG-I Active CN106893001B (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
CN201710097564.5A CN106893001B (en) 2017-02-22 2017-02-22 A kind of preparation method of the Ultra-low molecular weight pectin rich in RG-I

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CN201710097564.5A CN106893001B (en) 2017-02-22 2017-02-22 A kind of preparation method of the Ultra-low molecular weight pectin rich in RG-I

Publications (2)

Publication Number Publication Date
CN106893001A true CN106893001A (en) 2017-06-27
CN106893001B CN106893001B (en) 2019-08-09

Family

ID=59184283

Family Applications (1)

Application Number Title Priority Date Filing Date
CN201710097564.5A Active CN106893001B (en) 2017-02-22 2017-02-22 A kind of preparation method of the Ultra-low molecular weight pectin rich in RG-I

Country Status (1)

Country Link
CN (1) CN106893001B (en)

Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN109400756A (en) * 2018-11-26 2019-03-01 广州大学 A kind of hydroxyl radical reaction system prepares the preparation method of agaropectin oligose
WO2019061018A1 (en) * 2017-09-26 2019-04-04 浙江大学 Method for extracting pectin rich in rg-i
CN111920705A (en) * 2020-08-24 2020-11-13 钟卫倩 Application of V' RG-I in cosmetics
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
WO2021108979A1 (en) * 2019-12-03 2021-06-10 浙江大学 Method for ultrasonic-assisted extraction of rg-i-rich pectin
CN115181194A (en) * 2022-06-21 2022-10-14 浙江大学 Rapid purification degradation and structure analysis method of pectin
WO2022217573A1 (en) * 2021-04-16 2022-10-20 浙江大学 Preparation method for pectin having high rg-i structure content
CN115896209A (en) * 2023-01-05 2023-04-04 西南科技大学 Extraction method of Feijoa pectin rich in RG-I high ester

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20020016453A1 (en) * 2000-05-12 2002-02-07 Seiko Epson Corporation Process for the manufacture of polyuronic acids
CN104530255A (en) * 2014-12-25 2015-04-22 浙江大学 Method for preparing low-methoxy pectin by ultrasonic assisted acid process
CN104987433A (en) * 2015-07-23 2015-10-21 中国科学院西北高原生物研究所 Preparation method of RG-I type lycium barbarum pectin with anti-aging activity

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20020016453A1 (en) * 2000-05-12 2002-02-07 Seiko Epson Corporation Process for the manufacture of polyuronic acids
CN104530255A (en) * 2014-12-25 2015-04-22 浙江大学 Method for preparing low-methoxy pectin by ultrasonic assisted acid process
CN104987433A (en) * 2015-07-23 2015-10-21 中国科学院西北高原生物研究所 Preparation method of RG-I type lycium barbarum pectin with anti-aging activity

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
韩颖等: "《制浆造纸污染控制(第二版)》", 31 January 2016, 中国轻工业出版社 *

Cited By (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2019061018A1 (en) * 2017-09-26 2019-04-04 浙江大学 Method for extracting pectin rich in rg-i
US11292852B2 (en) 2017-09-26 2022-04-05 Zhejiang University Method for extracting RG-I-rich pectin
CN109400756A (en) * 2018-11-26 2019-03-01 广州大学 A kind of hydroxyl radical reaction system prepares the preparation method of agaropectin oligose
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
WO2021108979A1 (en) * 2019-12-03 2021-06-10 浙江大学 Method for ultrasonic-assisted extraction of rg-i-rich pectin
CN111920705A (en) * 2020-08-24 2020-11-13 钟卫倩 Application of V' RG-I in cosmetics
WO2022217573A1 (en) * 2021-04-16 2022-10-20 浙江大学 Preparation method for pectin having high rg-i structure content
CN115181194A (en) * 2022-06-21 2022-10-14 浙江大学 Rapid purification degradation and structure analysis method of pectin
CN115896209A (en) * 2023-01-05 2023-04-04 西南科技大学 Extraction method of Feijoa pectin rich in RG-I high ester

Also Published As

Publication number Publication date
CN106893001B (en) 2019-08-09

Similar Documents

Publication Publication Date Title
CN106893001B (en) A kind of preparation method of the Ultra-low molecular weight pectin rich in RG-I
Chang et al. Oxidation of primary alcohol groups of naturally occurring polysaccharides with 2, 2, 6, 6-tetramethyl-1-piperidine oxoammonium ion
CN107141369B (en) A kind of preparation method of modified pectin
Jansson et al. Structure of the extracellular polysaccharide from Xanthomonas campestris
CN102898536B (en) Method for degrading enteromorpha polysaccharide
Zamani et al. Production of low molecular weight chitosan by hot dilute sulfuric acid
CN102153669B (en) Preparation method of low-molecule brown seaweed glucan
CN103951764A (en) Method for homogeneously preparing hydroxypropyl modified chitin with low degree of deacetylation
CN101962415A (en) Method for preparing low molecular weight brown seaweed fucoidan sulfate
WO2022160495A1 (en) Method for preparing micromolecular galactomannan and galactomannan oligosaccharides by hydrolyzing galactomannan, and special compound enzyme therefor
Wang et al. Degradation of chondroitin sulfate: Mechanism of degradation, influence factors, structure-bioactivity relationship and application
CN106432538A (en) Method for preparing chitin oligosaccharides, chitooligosaccharides and chitosan oligosaccharides
US11952436B2 (en) Ultrasound and pressure assisted method for extracting pectin rich in RG-I
Zou et al. Physicochemical properties and prebiotic activities of polysaccharides from Zizyphus jujube based on different extraction techniques
JP2011529339A (en) Method for the co-production of chitin, its derivatives and polymers containing glucose, mannose and / or galactose by fermentation of yeast Pichia pastoris
EP1517925B1 (en) Process for making amidated de-esterified pectins, their composition and uses thereof
CN110128489A (en) A method of galactomannan oligosaccharide is prepared from hydrolysis
JP3899843B2 (en) Method for producing polyuronic acid
CN110615855A (en) Method for preparing water-soluble oligomeric derivative by dissolving and degrading biological polysaccharide
CN108179073B (en) Mild bactericidal laundry detergent and preparation method thereof
CN104745657B (en) The method that guar gum solution prepares oligomeric galactomannan sugar enzymolysis liquid
CN108707201B (en) Arabinogalactan oligosaccharide and preparation and application thereof
CN102993244A (en) Oligorhamnose monomer and preparation method thereof
CN100439401C (en) Carboxy methyl schizophllan polysacharide preparing method and its use for use in cosmetics and anticancer drugs
CN106947004A (en) A kind of preparation method of low molecular weight heparin

Legal Events

Date Code Title Description
PB01 Publication
PB01 Publication
SE01 Entry into force of request for substantive examination
GR01 Patent grant
GR01 Patent grant