CN110564664B - Application of sulfated xylan derivative in promoting proliferation of probiotics in vitro - Google Patents
Application of sulfated xylan derivative in promoting proliferation of probiotics in vitro Download PDFInfo
- Publication number
- CN110564664B CN110564664B CN201910897759.7A CN201910897759A CN110564664B CN 110564664 B CN110564664 B CN 110564664B CN 201910897759 A CN201910897759 A CN 201910897759A CN 110564664 B CN110564664 B CN 110564664B
- Authority
- CN
- China
- Prior art keywords
- xylan
- sulfated
- proliferation
- vitro
- derivative
- 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.)
- Active
Links
- 229920001221 xylan Polymers 0.000 title claims abstract description 87
- 150000004823 xylans Chemical class 0.000 title claims abstract description 69
- 239000006041 probiotic Substances 0.000 title claims abstract description 30
- 235000018291 probiotics Nutrition 0.000 title claims abstract description 30
- 230000035755 proliferation Effects 0.000 title claims abstract description 22
- 238000000338 in vitro Methods 0.000 title claims abstract description 15
- 230000001737 promoting effect Effects 0.000 title claims abstract description 14
- 230000000529 probiotic effect Effects 0.000 claims abstract description 17
- 241000894006 Bacteria Species 0.000 claims abstract description 13
- 238000012258 culturing Methods 0.000 claims abstract description 7
- 239000001963 growth medium Substances 0.000 claims abstract description 7
- 238000006467 substitution reaction Methods 0.000 claims description 28
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims description 16
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 14
- LNOPIUAQISRISI-UHFFFAOYSA-N n'-hydroxy-2-propan-2-ylsulfonylethanimidamide Chemical compound CC(C)S(=O)(=O)CC(N)=NO LNOPIUAQISRISI-UHFFFAOYSA-N 0.000 claims description 13
- 240000001929 Lactobacillus brevis Species 0.000 claims description 11
- 235000013957 Lactobacillus brevis Nutrition 0.000 claims description 11
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 9
- 241000186673 Lactobacillus delbrueckii Species 0.000 claims description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 8
- 238000006243 chemical reaction Methods 0.000 claims description 7
- 238000010438 heat treatment Methods 0.000 claims description 6
- 239000000203 mixture Substances 0.000 claims description 6
- 239000002244 precipitate Substances 0.000 claims description 6
- 238000000502 dialysis Methods 0.000 claims description 4
- 239000002609 medium Substances 0.000 claims description 4
- 238000001556 precipitation Methods 0.000 claims description 4
- 230000001180 sulfating effect Effects 0.000 claims description 4
- 238000005119 centrifugation Methods 0.000 claims description 3
- 238000001816 cooling Methods 0.000 claims description 3
- 239000005457 ice water Substances 0.000 claims description 3
- 230000003472 neutralizing effect Effects 0.000 claims description 3
- 230000001376 precipitating effect Effects 0.000 claims description 3
- 238000003756 stirring Methods 0.000 claims description 3
- 239000007640 basal medium Substances 0.000 claims description 2
- 238000004108 freeze drying Methods 0.000 claims description 2
- 238000001132 ultrasonic dispersion Methods 0.000 claims description 2
- 238000002604 ultrasonography Methods 0.000 claims 1
- 229920001282 polysaccharide Polymers 0.000 description 30
- 239000005017 polysaccharide Substances 0.000 description 30
- 230000000694 effects Effects 0.000 description 27
- -1 xylan polysaccharides Chemical class 0.000 description 19
- 239000000243 solution Substances 0.000 description 18
- 150000004804 polysaccharides Chemical class 0.000 description 13
- 238000005670 sulfation reaction Methods 0.000 description 11
- 229920000159 gelatin Polymers 0.000 description 10
- 239000008273 gelatin Substances 0.000 description 10
- 238000010521 absorption reaction Methods 0.000 description 9
- 230000019635 sulfation Effects 0.000 description 9
- 108010010803 Gelatin Proteins 0.000 description 7
- 235000019322 gelatine Nutrition 0.000 description 7
- 235000011852 gelatine desserts Nutrition 0.000 description 7
- 238000002360 preparation method Methods 0.000 description 7
- 238000002835 absorbance Methods 0.000 description 6
- QAOWNCQODCNURD-UHFFFAOYSA-L sulfate group Chemical group S(=O)(=O)([O-])[O-] QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 6
- 235000013406 prebiotics Nutrition 0.000 description 5
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- 235000019441 ethanol Nutrition 0.000 description 4
- FTSSQIKWUOOEGC-RULYVFMPSA-N fructooligosaccharide Chemical compound OC[C@H]1O[C@@](CO)(OC[C@@]2(OC[C@@]3(OC[C@@]4(OC[C@@]5(OC[C@@]6(OC[C@@]7(OC[C@@]8(OC[C@@]9(OC[C@@]%10(OC[C@@]%11(O[C@H]%12O[C@H](CO)[C@@H](O)[C@H](O)[C@H]%12O)O[C@H](CO)[C@@H](O)[C@@H]%11O)O[C@H](CO)[C@@H](O)[C@@H]%10O)O[C@H](CO)[C@@H](O)[C@@H]9O)O[C@H](CO)[C@@H](O)[C@@H]8O)O[C@H](CO)[C@@H](O)[C@@H]7O)O[C@H](CO)[C@@H](O)[C@@H]6O)O[C@H](CO)[C@@H](O)[C@@H]5O)O[C@H](CO)[C@@H](O)[C@@H]4O)O[C@H](CO)[C@@H](O)[C@@H]3O)O[C@H](CO)[C@@H](O)[C@@H]2O)[C@@H](O)[C@@H]1O FTSSQIKWUOOEGC-RULYVFMPSA-N 0.000 description 4
- 229940107187 fructooligosaccharide Drugs 0.000 description 4
- 230000006870 function Effects 0.000 description 4
- 230000000968 intestinal effect Effects 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- 230000004048 modification Effects 0.000 description 4
- 238000012986 modification Methods 0.000 description 4
- 230000035484 reaction time Effects 0.000 description 4
- 244000199885 Lactobacillus bulgaricus Species 0.000 description 3
- 235000013960 Lactobacillus bulgaricus Nutrition 0.000 description 3
- TVXBFESIOXBWNM-UHFFFAOYSA-N Xylitol Natural products OCCC(O)C(O)C(O)CCO TVXBFESIOXBWNM-UHFFFAOYSA-N 0.000 description 3
- 238000004364 calculation method Methods 0.000 description 3
- HEBKCHPVOIAQTA-NGQZWQHPSA-N d-xylitol Chemical compound OC[C@H](O)C(O)[C@H](O)CO HEBKCHPVOIAQTA-NGQZWQHPSA-N 0.000 description 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 3
- HEBKCHPVOIAQTA-UHFFFAOYSA-N meso ribitol Natural products OCC(O)C(O)C(O)CO HEBKCHPVOIAQTA-UHFFFAOYSA-N 0.000 description 3
- 238000006116 polymerization reaction Methods 0.000 description 3
- 238000011160 research Methods 0.000 description 3
- 239000000725 suspension Substances 0.000 description 3
- YNJBWRMUSHSURL-UHFFFAOYSA-N trichloroacetic acid Chemical compound OC(=O)C(Cl)(Cl)Cl YNJBWRMUSHSURL-UHFFFAOYSA-N 0.000 description 3
- 239000000811 xylitol Substances 0.000 description 3
- HEBKCHPVOIAQTA-SCDXWVJYSA-N xylitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)CO HEBKCHPVOIAQTA-SCDXWVJYSA-N 0.000 description 3
- 229960002675 xylitol Drugs 0.000 description 3
- 235000010447 xylitol Nutrition 0.000 description 3
- 241000186000 Bifidobacterium Species 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- SRBFZHDQGSBBOR-IOVATXLUSA-N D-xylopyranose Chemical compound O[C@@H]1COC(O)[C@H](O)[C@H]1O SRBFZHDQGSBBOR-IOVATXLUSA-N 0.000 description 2
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 229910052788 barium Inorganic materials 0.000 description 2
- DSAJWYNOEDNPEQ-UHFFFAOYSA-N barium atom Chemical compound [Ba] DSAJWYNOEDNPEQ-UHFFFAOYSA-N 0.000 description 2
- WDIHJSXYQDMJHN-UHFFFAOYSA-L barium chloride Chemical compound [Cl-].[Cl-].[Ba+2] WDIHJSXYQDMJHN-UHFFFAOYSA-L 0.000 description 2
- 229910001626 barium chloride Inorganic materials 0.000 description 2
- 230000009286 beneficial effect Effects 0.000 description 2
- 230000004071 biological effect Effects 0.000 description 2
- 239000008280 blood Substances 0.000 description 2
- 210000004369 blood Anatomy 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 230000003247 decreasing effect Effects 0.000 description 2
- 239000008367 deionised water Substances 0.000 description 2
- 229910021641 deionized water Inorganic materials 0.000 description 2
- 239000012153 distilled water Substances 0.000 description 2
- 238000001704 evaporation Methods 0.000 description 2
- 230000008020 evaporation Effects 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- 239000000413 hydrolysate Substances 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 239000006872 mrs medium Substances 0.000 description 2
- 150000002972 pentoses Chemical class 0.000 description 2
- 230000001954 sterilising effect Effects 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid group Chemical class S(O)(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- 238000004879 turbidimetry Methods 0.000 description 2
- 238000005303 weighing Methods 0.000 description 2
- KEQGZUUPPQEDPF-UHFFFAOYSA-N 1,3-dichloro-5,5-dimethylimidazolidine-2,4-dione Chemical compound CC1(C)N(Cl)C(=O)N(Cl)C1=O KEQGZUUPPQEDPF-UHFFFAOYSA-N 0.000 description 1
- PPVGEOGCPRDKBR-UHFFFAOYSA-N CN(C=O)C.S(N)(O)(=O)=O Chemical compound CN(C=O)C.S(N)(O)(=O)=O PPVGEOGCPRDKBR-UHFFFAOYSA-N 0.000 description 1
- 241000196324 Embryophyta Species 0.000 description 1
- 244000068988 Glycine max Species 0.000 description 1
- 235000010469 Glycine max Nutrition 0.000 description 1
- 229920002488 Hemicellulose Polymers 0.000 description 1
- 238000004566 IR spectroscopy Methods 0.000 description 1
- 239000002879 Lewis base Substances 0.000 description 1
- 239000001888 Peptone Substances 0.000 description 1
- 108010080698 Peptones Proteins 0.000 description 1
- 240000004808 Saccharomyces cerevisiae Species 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- 241001052560 Thallis Species 0.000 description 1
- 239000008186 active pharmaceutical agent Substances 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 230000001093 anti-cancer Effects 0.000 description 1
- 230000003110 anti-inflammatory effect Effects 0.000 description 1
- 230000000840 anti-viral effect Effects 0.000 description 1
- 230000010100 anticoagulation Effects 0.000 description 1
- PYMYPHUHKUWMLA-UHFFFAOYSA-N arabinose Natural products OCC(O)C(O)C(O)C=O PYMYPHUHKUWMLA-UHFFFAOYSA-N 0.000 description 1
- 238000003556 assay Methods 0.000 description 1
- 235000015278 beef Nutrition 0.000 description 1
- SRBFZHDQGSBBOR-UHFFFAOYSA-N beta-D-Pyranose-Lyxose Natural products OC1COC(O)C(O)C1O SRBFZHDQGSBBOR-UHFFFAOYSA-N 0.000 description 1
- 230000008827 biological function Effects 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 230000021523 carboxylation Effects 0.000 description 1
- 238000006473 carboxylation reaction Methods 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 239000001913 cellulose Substances 0.000 description 1
- 238000007385 chemical modification Methods 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- XTHPWXDJESJLNJ-UHFFFAOYSA-N chlorosulfonic acid Substances OS(Cl)(=O)=O XTHPWXDJESJLNJ-UHFFFAOYSA-N 0.000 description 1
- 230000008602 contraction Effects 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 238000009795 derivation Methods 0.000 description 1
- ZPWVASYFFYYZEW-UHFFFAOYSA-L dipotassium hydrogen phosphate Chemical compound [K+].[K+].OP([O-])([O-])=O ZPWVASYFFYYZEW-UHFFFAOYSA-L 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 210000001035 gastrointestinal tract Anatomy 0.000 description 1
- 150000004676 glycans Polymers 0.000 description 1
- 238000000227 grinding Methods 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 230000004957 immunoregulator effect Effects 0.000 description 1
- 238000012844 infrared spectroscopy analysis Methods 0.000 description 1
- 238000002329 infrared spectrum Methods 0.000 description 1
- 210000002429 large intestine Anatomy 0.000 description 1
- 150000007527 lewis bases Chemical class 0.000 description 1
- 238000009630 liquid culture Methods 0.000 description 1
- 229910052943 magnesium sulfate Inorganic materials 0.000 description 1
- 235000019341 magnesium sulphate Nutrition 0.000 description 1
- 229940099596 manganese sulfate Drugs 0.000 description 1
- 235000007079 manganese sulphate Nutrition 0.000 description 1
- 239000011702 manganese sulphate Substances 0.000 description 1
- SQQMAOCOWKFBNP-UHFFFAOYSA-L manganese(II) sulfate Chemical compound [Mn+2].[O-]S([O-])(=O)=O SQQMAOCOWKFBNP-UHFFFAOYSA-L 0.000 description 1
- 230000000394 mitotic effect Effects 0.000 description 1
- 239000004570 mortar (masonry) Substances 0.000 description 1
- 239000013642 negative control Substances 0.000 description 1
- 230000014508 negative regulation of coagulation Effects 0.000 description 1
- 229920001542 oligosaccharide Polymers 0.000 description 1
- 150000002482 oligosaccharides Chemical class 0.000 description 1
- 230000003204 osmotic effect Effects 0.000 description 1
- 235000019319 peptone Nutrition 0.000 description 1
- 230000001766 physiological effect Effects 0.000 description 1
- 239000013641 positive control Substances 0.000 description 1
- OTYBMLCTZGSZBG-UHFFFAOYSA-L potassium sulfate Chemical compound [K+].[K+].[O-]S([O-])(=O)=O OTYBMLCTZGSZBG-UHFFFAOYSA-L 0.000 description 1
- 229910052939 potassium sulfate Inorganic materials 0.000 description 1
- 235000011151 potassium sulphates Nutrition 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 238000007347 radical substitution reaction Methods 0.000 description 1
- 230000002040 relaxant effect Effects 0.000 description 1
- 230000001850 reproductive effect Effects 0.000 description 1
- 238000005070 sampling Methods 0.000 description 1
- 210000000813 small intestine Anatomy 0.000 description 1
- 239000001632 sodium acetate Substances 0.000 description 1
- 235000017281 sodium acetate Nutrition 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000000527 sonication Methods 0.000 description 1
- 239000012086 standard solution Substances 0.000 description 1
- 238000004659 sterilization and disinfection Methods 0.000 description 1
- 210000002784 stomach Anatomy 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 238000009210 therapy by ultrasound Methods 0.000 description 1
Images
Classifications
-
- 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
- C08B37/0057—Homoglycans, i.e. polysaccharides having a main chain consisting of one single sugar, e.g. colominic acid beta-D-Xylans, i.e. xylosaccharide, e.g. arabinoxylan, arabinofuronan, pentosans; (beta-1,3)(beta-1,4)-D-Xylans, e.g. rhodymenans; Hemicellulose; Derivatives thereof
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12N—MICROORGANISMS OR ENZYMES; COMPOSITIONS THEREOF; PROPAGATING, PRESERVING, OR MAINTAINING MICROORGANISMS; MUTATION OR GENETIC ENGINEERING; CULTURE MEDIA
- C12N1/00—Microorganisms, e.g. protozoa; Compositions thereof; Processes of propagating, maintaining or preserving microorganisms or compositions thereof; Processes of preparing or isolating a composition containing a microorganism; Culture media therefor
- C12N1/20—Bacteria; Culture media therefor
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12N—MICROORGANISMS OR ENZYMES; COMPOSITIONS THEREOF; PROPAGATING, PRESERVING, OR MAINTAINING MICROORGANISMS; MUTATION OR GENETIC ENGINEERING; CULTURE MEDIA
- C12N1/00—Microorganisms, e.g. protozoa; Compositions thereof; Processes of propagating, maintaining or preserving microorganisms or compositions thereof; Processes of preparing or isolating a composition containing a microorganism; Culture media therefor
- C12N1/38—Chemical stimulation of growth or activity by addition of chemical compounds which are not essential growth factors; Stimulation of growth by removal of a chemical compound
Landscapes
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Organic Chemistry (AREA)
- Zoology (AREA)
- Wood Science & Technology (AREA)
- Genetics & Genomics (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Biotechnology (AREA)
- Biochemistry (AREA)
- Medicinal Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Biomedical Technology (AREA)
- Tropical Medicine & Parasitology (AREA)
- Virology (AREA)
- Microbiology (AREA)
- General Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Polymers & Plastics (AREA)
- Materials Engineering (AREA)
- Molecular Biology (AREA)
- General Chemical & Material Sciences (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
Abstract
The invention discloses an application of a xylan sulfated derivative in promoting the proliferation of probiotic bacteria outside a cell, which is characterized in that the xylan sulfated derivative is added into a basic culture medium for culturing probiotic bacteria according to the mass percentage of 1.5-2% to promote the proliferation of the probiotic bacteria outside the cell. According to the invention, xylan which is difficult to absorb is sulfated to prepare xylan sulfated derivatives, and the xylan sulfated derivatives are applied to in vitro culture of probiotics.
Description
Technical Field
The invention belongs to the technical field of functional sugar derivation and application, and particularly relates to application of a xylitol sulfated derivative in promoting probiotic extracellular proliferation.
Background
Xylan is the main component of plant hemicellulose and is a complex poly-pentose. It is a polysaccharide second to cellulose in nature, and xylan itself has many unique physiological activities and biological functions, such as: with mitotic and immunoregulatory promoting functions, chemical modification of xylan to research its bioactivity has become also hot, for example, hydroxyl radicalThe method comprises the following steps of radication and carboxylation, wherein the sulfated and modified xylan has multiple biological activities and is one of the more interesting hot spots. The principle of the sulfation method is as follows: the polysaccharide is reacted with a corresponding sulfating agent under conditions such that certain hydroxyl groups on the polysaccharide residue are attached to sulfate groups, e.g., chlorosulfonic acid, the sulfating of the polysaccharide is by SO in a solution of Lewis base 3 H + By substitution of H in the hydroxyl groups of the polysaccharide + And neutralizing to obtain the sulfate. The degree of substitution of sulfuric acid affects the activity of sulfated polysaccharides, but the higher the degree of substitution, the more sulfate radicals, the stronger the activity, and the excessive sulfate radicals in the molecule can produce side effects such as anticoagulation.
Xylan has the characteristics of low sweetness, low calorie, difficult absorption, fermentability, no increase of blood sugar and blood fat, bowel relaxing and the like, and due to various advantages, xylooligosaccharide with low polymerization degree is prepared in the prior art, so that xylooligosaccharide is found to obviously promote the propagation of intestinal probiotics (namely, the existing commercialized prebiotics, wherein xylooligosaccharide is one of the prebiotics), and oligosaccharide is only used for the special prebiotics of bifidobacterium at present, but still has no function of promoting the intestinal probiotics and has no function of promoting the propagation of the bifidobacterium for xylose with higher polymerization degree; in addition, in the prior art, chemically modified xylan has better biological activity, such as the research on the aspects of anti-inflammatory activity, antiviral activity, anticancer activity, anticoagulant activity and the like of sulfated xylan, but the in vitro proliferation effect of sulfated derivatives of xylan on probiotics is not reported in domestic and foreign documents.
The invention carries out sulfation modification on xylan, and researches the in vitro proliferation effect of different concentrations of sulfated xylan on probiotics (Lactobacillus delbrueckii subsp. Bulgaricus and Lactobacillus brevis).
Disclosure of Invention
An object of the present invention is to solve at least the above problems and to provide at least the advantages described later.
The invention also aims to provide the application of the sulfated derivative of the xylitol in promoting the proliferation of the probiotic bacteria in vitro, and the sulfated derivative of the xylan is added into a culture medium for culturing the probiotic bacteria to obviously improve the reproductive capacity of the probiotic bacteria, which indicates that the sulfated derivative of the xylitol has the function of obviously promoting the proliferation of the probiotic bacteria in vitro.
To achieve these objects and other advantages and in accordance with the purpose of the invention, as embodied and broadly described herein, there is provided a method for promoting the proliferation of probiotic bacteria in vitro, comprising adding 1.5% to 2% by weight of a sulfated xylan derivative to a basic medium for culturing the probiotic bacteria.
Preferably, the probiotic is lactobacillus brevis or lactobacillus delbrueckii.
Preferably, the basal medium is MSR medium.
Preferably, the sulfated xylan derivative is prepared by sulfating xylan, and specifically comprises the following steps:
step 1: dissolving xylan in N, N-dimethylformamide, and performing ultrasonic dispersion uniformly at room temperature to obtain a mixture I;
step 2: slowly adding sulfamic acid into the obtained mixture I to react for 1-5h to obtain the sulfated derivative of xylan.
Preferably, the xylan and the N, N-dimethylformamide are mixed in a mass-to-volume ratio of 3:80-85; the sulfamic acid is added in an amount of 1-5 times the total amount of the xylan.
Preferably, the sonication conditions in step 1 are: the power is 60-100W, and the ultrasonic treatment is carried out for 20-30min.
Preferably, the reaction conditions in step 2 are specifically: stirring the mixture by using a constant-temperature magnetic stirrer, heating to 70 ℃, adding sulfamic acid, heating to 80 ℃ again, reacting for 1-5 hours, quickly moving to ice water conditions to stop the reaction, cooling to room temperature, neutralizing by using a sodium hydroxide solution, and then sequentially carrying out alcohol precipitation, centrifugation, dialysis and freeze drying.
Preferably, the alcohol precipitation conditions are: precipitating with ethanol at 4 deg.C for 24 hr; and (3) centrifugal conditions: centrifuging at 4500r/min for 15min; dialysis conditions were as follows: and (4) centrifuging, collecting the precipitate, redissolving the precipitate, and dialyzing with running water for 48 hours.
Preferably, the xylan has a sulfated substitution degree of 0.314.
The invention at least comprises the following beneficial effects:
the xylan can be used as a complex poly-pentose, can be used as a growth carbon source of strains, has the characteristic of difficult absorption by intestinal tracts of organisms, can smoothly pass through small intestines and stomach without being degraded and utilized, can directly enter large intestines to be utilized by intestinal flora, and enables the intestinal strains to grow and reproduce in a large quantity. The sulfated xylan is formed by adding N, N-dimethylformamide and sulfamic acid for sulfation, and has better substitution degree, no byproduct generation, simple preparation method and easy operation. According to the preparation method, the in-vitro probiotics proliferation experiment shows that probiotics show an increasing trend along with the increase of the concentration of the derivatives, but the proliferation effect is optimal when the addition amount is 2%, the technical problem that the xylan in the prior art is not easy to absorb and utilize and is difficult to develop is solved, the xylan with high polymerization degree can be used for researching prebiotics to provide a basis, the types of beneficial bacteria in the prebiotics are expanded, and the preparation method has wide popularization significance and application value.
Additional advantages, objects, and features of the invention will be set forth in part in the description which follows and in part will become apparent to those having ordinary skill in the art upon examination of the following or may be learned from practice of the invention.
Drawings
FIG. 1 is a graph of infrared spectroscopic analysis before and after the sulfated modification of the xylan;
FIG. 2 the effect of different sulfation temperatures on the sulfated substitution of xylan polysaccharides;
FIG. 3 the effect of different sulphation times on the sulphation substitution degree of xylan polysaccharides;
FIG. 4 the effect of different xylan to sulfamic acid ratios on the degree of sulfated substitution of xylan polysaccharides;
FIG. 5 effect of different microwave powers on sulfated substitution of xylan polysaccharides;
FIG. 6 is a graph showing the effect of different concentrations of sulfated xylan on the in vitro proliferation of Lactobacillus brevis;
FIG. 7 is a graph showing the effect of different concentrations of sulfated xylan on the in vitro proliferation of Lactobacillus delbrueckii subsp.bulgaricus;
FIG. 8 is the effect of the 2% sulfated xylan on the growth rate of Lactobacillus brevis;
FIG. 9 is the effect of the 2% sulfated xylan on the growth rate of Lactobacillus delbrueckii subsp.
Detailed Description
The present invention is described in further detail below to enable those skilled in the art to practice the invention with reference to the description.
It will be understood that terms such as "having," "including," and "comprising," as used herein, do not preclude the presence or addition of one or more other elements or combinations thereof.
Example 1
Preparation of sulfated xylan derivatives.
Sulphated xylan was prepared by the sulphamic acid-N, N-dimethylformamide method. 6g of xylan sample is weighed, dissolved in 160mLN, N-dimethylformamide and sonicated for 30min at 70W power and room temperature. After heating to 70 ℃ with stirring with a constant temperature magnetic stirrer, 12g of sulfamic acid was slowly added, the reaction was stirred at 80 ℃ for 1 hour, then rapidly transferred into ice water to terminate the reaction, cooled to room temperature, and neutralized with 20% NaOH solution. Adding 3 times of anhydrous ethanol into the reaction solution, precipitating with ethanol at 4 deg.C for 24h, centrifuging at 4500r/min for 15min, retaining precipitate, redissolving the precipitate, dialyzing with running water for 48h, and lyophilizing to obtain sulfated xylan.
Example 2
The sulfated xylan prepared in example 1 was examined by infrared spectroscopy.
Weighing 2mg sulfated xylan and xylan respectively, adding 150mg dried KBr in agate mortar, drying and grinding under incandescent lamp, tabletting to obtain uniform transparent and granular-feeling-free sheet, and performing infrared spectrum analysis in Fourier infrared analyzer with range of 4000-400cm -1 And obtaining an infrared scanning chart.
As shown in FIG. 1, sulfated xylan was found at 3400cm -1 The left and right have a broad peak, caused by O-H stretching vibration, at 2890cm -1 The absorption peaks at the left and right are caused by C-H stretching vibration. The two absorption peaks are similar to the characteristic peak of xylan, and are both characteristic absorption peaks of polysaccharide. Sulfated xylan was found at 1394cm, in addition to the characteristic peaks of the polysaccharide -1 The absorption peak is an asymmetric S = O stretching vibration absorption peak and is 1089cm -1 The absorption peaks in (2) are due to contraction vibration of C-O, and these characteristic absorption peaks prove that sulfate groups have been introduced into the sugar chains and sulfation modification has been successful.
Example 3
Determination of the degree of substitution of the sulfated xylan prepared in example 1
The sulfate radical content in sulfated xylan is BaCl 2 -gelatin turbidimetry assay.
(1) Solution preparation:
measuring 20.83mL of concentrated hydrochloric acid with the mass fraction of 36% -38% to 250mL of 1mol/L HCl.
0.5% gelatin: weighing 1.25g of gelatin, dissolving in water at 60-70 ℃, cooling to 250mL, and standing overnight at 4 ℃ for later use.
0.5% barium chloride-gelatin: 0.5g of barium chloride is weighed, 100mL of gelatin with the mass fraction of 0.5 percent is used for constant volume, and the barium chloride is stored for standby at 4 ℃.
Trichloroacetic acid: preparing an aqueous solution with the mass fraction of 8%.
Preparation of 0.1mg/mL K 2 SO 4 And (4) standard solution.
(2) Preparation of the Standard Curve
Respectively and accurately sucking standard sulfate solutions: 0.0mL,0.2mL,0.4mL,0.6mL,1.2mL and 1.6mL in test tubes, and each test tube is supplemented to 1.6mL by deionized water; adding 1.4mL of trichloroacetic acid with the mass fraction of 8% and 1.4mL of barium chloride-gelatin solution with the mass fraction of 0.5%, uniformly mixing, standing at room temperature for 15min, and measuring the absorbance at 360 nm; and taking the mass (mg) of the sulfate radicals as an abscissa and taking the ordinate as an absorbance value to obtain a standard curve.
(3) Determination of sulfate radical content in samples
6mg of polysaccharide is dissolved in 6mL of HCl with the concentration of 1mol/L, hydrolysis is carried out for 6h at 100 ℃, an evaporation dish is evaporated, the evaporation is promoted by absolute ethyl alcohol, and 2mL of deionized water is added after the solvent is completely evaporated. 0.4mL of polysaccharide hydrolysate was taken, distilled water was added to 1.6mL, trichloroacetic acid (8% aqueous solution) was added to 1.4mL 2 1.4mL of gelatin solution, mixing (3 parallel groups), standing for 15min, and measuring the absorbance value A1 at a wavelength of 360 nm.
Control group: the control group was operated as above, replacing BaCl with 1.4mL of gelatin solution 2 -a gelatin solution. The absorbance value A2 was measured at a wavelength of 360 nm.
The absorbance A0= A1-A2, A1-A2 is determined in order to eliminate the influence of the externally absorbing substances contained in the hydrolysate. The quality of potassium sulfate can be calculated according to the standard sulfate curve by the measured absorbance value.
(4) Calculation of sulfated degree of substitution
Substitution degree calculation formula: DS = (1.62 × S)/(32-1.02 × S). Where S-mass fraction (%) of sulfur in the sample.
By using BaCl 2 Gelatin turbidimetry, standard curve equation obtained for y =1.3379x +0.0037 2 ＝0.9934
According to the calculation results of the sulfate radical standard curve and the sulfate radical substitution degree formula, the substitution degree of the sulfate radical is 0.341, and the sulfate radical content is 6.72%.
Example 4
1. Effect of different sulfation temperatures on the degree of sulfated substitution of xylan polysaccharides
The temperature was set at 60, 70, 80, 90, 100 ℃ and the effect of different sulfation reaction temperatures on the degree of sulfated substitution of xylan polysaccharides was investigated.
As a result, as shown in FIG. 2, the degree of substitution was as high as 0.341 at 80 ℃. The degree of substitution gradually decreases with increasing temperature. Thus, the sulfation temperature of the sulfated modified xylan polysaccharide was 80 ℃.
2. Effect of different sulfation time on the degree of sulfated substitution of xylan polysaccharides
Reaction times of 1, 2, 3, 4, 5h were set, and the effect of different sulfation reaction times on the degree of sulfated substitution of xylan polysaccharides was investigated.
As shown in FIG. 3, the effect of the sulfation time on the degree of substitution was not large, and the degree of substitution was slightly decreased as the reaction time progressed, so that the optimum reaction time was 1 hour.
3. Effect of different xylan to sulfamic acid ratios on the degree of sulfated substitution of xylan polysaccharides
The influence of different sulfamic acid dosages on the sulfated substitution degree of xylan polysaccharides was investigated by setting the ratios of xylan to sulfamic acid 1:1, 1:2, 1:3, 1:4, 1:5 (g/g).
As a result, as shown in FIG. 4, the ratio showed the highest peak at 1:2, and the substitution degree was slightly decreased at 1:2. Thus, the optimal ratio of xylan to sulfamic acid for sulfated modified xylan polysaccharide is 1:2.
4. Effect of different microwave powers on the degree of sulfated substitution of xylan polysaccharides
The effect of different microwave powers on the sulfated substitution degree of xylan polysaccharides was investigated by setting 60, 70, 80, 90, 100W.
As a result, as shown in FIG. 5, the peak appeared at a microwave power of 70W, and the degree of substitution was reduced after the power exceeded 70W. Therefore, the optimal microwave power for sulfated modified xylan polysaccharides is 70W.
Example 5
1. Effect of different concentrations of sulfated xylan polysaccharides on probiotic proliferation
MSR culture medium: 10g of soybean peptone, 10g of beef extract, 5g of yeast powder, 2g of diamine citrate, 0.05g of manganese sulfate, 0.3g of magnesium sulfate, 801mL of tween-801, 2g of dipotassium hydrogen phosphate and 5.0g of sodium acetate, heating for dissolving, adding distilled water to 1000mL, and adjusting the pH value to 6.5. Sterilizing at 121 deg.C for 20min.
10mL of MRS basal culture medium containing sulfated xylan polysaccharide with different concentrations (0.5,1.0,1.5,2.0,3.0%, W/V) are respectively added, xylan with different concentrations (basal culture medium with xylan as carbon source) is used as negative control, fructo-oligosaccharide (FOS) with different concentrations is used as positive control, and sterilization is carried out at 115 ℃ for 30min. Then respectively inoculating 100 μ L of multiply activated Lactobacillus delbrueckii (GIM 1.155) and Lactobacillus brevis (GIM 1.773) suspension, anaerobically culturing at 37 deg.C for 48 hr, sampling, and measuring OD value of each culture solution at 600nm wavelength and pH value of the culture medium; each experiment was repeated in 3 replicates.
As shown in fig. 6 and 7, the results show that: OD in the sample 600 The value increases with the increase of the concentration of the sulfated xylan, which shows that the number of the strains in the sample to be tested tends to increase with the increase of the concentration, and the strain has a promoting effect on the thalli, and specifically comprises the following steps:
as shown in FIG. 7, in the range of 0.5-1.5%, OD value is increased continuously with the increase of concentration, OD value change is smaller in the range of 1.5-3%, OD value is not increased after 2% reaches the maximum value, so 2% concentration is the optimum concentration of Lactobacillus delbrueckii subspecies bulgaricus;
as shown in FIG. 6, the OD value of the culture solution of Lactobacillus brevis reaches the highest peak when the concentration is 1.5%, and then the change of the concentration of the culture solution is small at 2%, and the change of the OD value is not obvious along with the increase of the concentration, which shows that the effect is better when the addition amount of the polysaccharide is not higher, probably because the osmotic pressure of the culture solution is increased due to too high sugar concentration, the thallus is dehydrated and dead, and the growth of the thallus is inhibited. In general, the optimal concentration for culturing was selected from 1.5% polysaccharide based on the OD of the culture.
2. Effect of sulfated xylan polysaccharides on probiotic growth Rate
OD growth from both Lactobacillus delbrueckii subsp bulgaricus and Lactobacillus brevis as a result of the effect of different concentrations of sulfated xylan on the activity of the probiotic 600 And the pH index can yield: the best proliferation condition is when the polysaccharide concentration is 2% and 1.5%, respectively, therefore, the sulfated xylan, xylan and FOS are added according to the concentration of 2% or 1.5% to respectively prepare liquid culture mediums, and the concrete steps are as follows: 450 ml Erlenmeyer flasks were divided into 2 groups, and two media, i.e., MRS medium and MRS medium supplemented with 2% or 1.5% sulfated xylan, were added to each group, and sterilized at 115 ℃ for 30min. 50ml of FOS-containing medium was added, the first group was added with 1% strength 500uL of Lactobacillus brevis suspension, and the second group was added withAdding 500uL of Lactobacillus delbrueckii subsp bulgaricus suspension with the concentration of 1%, and culturing for 48h under the anaerobic condition at 37 ℃; then taking 4mL of culture solution at 0h, 4h, 10h, 20h, 32h, 44h and 48h respectively, and taking the culture time as abscissa and OD 600 And taking the pH value as a vertical coordinate, measuring indexes, and drawing a growth curve of the probiotics.
As shown in fig. 8, the results show that: OD in 10-20h 600 The change of the pH value and the change of the pH value are both larger, which indicates that the proliferation condition and the acid production condition of the lactobacillus brevis at this stage are changed greatly and are in the period of vigorous growth; and after 44h, OD 600 And the pH value respectively tend to be basically flat, and the balance is reached, which indicates that the lactobacillus brevis enters a growth stable phase.
As shown in fig. 9, the results show that: OD in 10-20h of culture 600 The change of the pH value and the change of the pH value are both larger, which indicates that the proliferation condition and the acid production condition of the Lactobacillus delbrueckii subsp.bulgaricus at this stage are changed greatly and are in the period of vigorous growth; and after 44h, OD 600 And the pH value respectively tend to be basically flat, and equilibrium is reached, which indicates that the Lactobacillus delbrueckii subsp.
The above embodiments are merely illustrative of the present invention and are not to be construed as limiting the invention. Although the present invention has been described in detail with reference to the embodiments, it should be understood by those skilled in the art that various combinations, modifications and equivalents may be made to the technical solution of the present invention without departing from the spirit and scope of the technical solution of the present invention, and the technical solution of the present invention is covered by the claims of the present invention.
Claims (3)
1. The application of the sulfated xylan derivative in promoting the proliferation of probiotics in vitro is characterized in that the sulfated xylan derivative is added into a basic culture medium for culturing probiotics according to the mass percent of 1.5-2 percent to promote the proliferation of the probiotics in vitro; the sulfated derivative of xylan is prepared by sulfating xylan and specifically comprises the following steps:
step 1: dissolving xylan in N, N-dimethylformamide, and performing ultrasonic dispersion uniformly at room temperature to obtain a mixture I;
and 2, step: slowly adding sulfamic acid into the obtained mixture I to react for 1 hour to obtain a xylan sulfated derivative;
the xylan and the N, N-dimethylformamide are mixed according to a mass-volume ratio of 3:80-85; the sulfamic acid is added according to 2 times of the total amount of the xylan;
the ultrasonic conditions in step 1 were: the power is 70W, and the ultrasound is carried out for 20-30min;
the reaction conditions in step 2 are specifically: stirring the mixture by using a constant-temperature magnetic stirrer, heating to 70 ℃, adding sulfamic acid, heating to 80 ℃ again to react for 1 hour, quickly moving to ice water to stop the reaction, cooling to room temperature, neutralizing by using a sodium hydroxide solution, and then sequentially carrying out alcohol precipitation, centrifugation, dialysis and freeze drying; alcohol precipitation conditions: precipitating with ethanol at 4 deg.C for 24 hr; centrifugation conditions: centrifuging at 4500r/min for 15min; dialysis conditions: centrifuging, collecting precipitate, redissolving the precipitate, and dialyzing with running water for 48h;
the sulfated substitution of the xylan was 0.314.
2. Use of sulfated xylan derivatives according to claim 1 for promoting the proliferation of probiotic bacteria in vitro, wherein said probiotic bacteria are Lactobacillus brevis or Lactobacillus delbrueckii.
3. The use of sulfated derivatives of xylan according to claim 1 for promoting the proliferation of probiotic bacteria in vitro, wherein the basal medium is the MSR medium.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201910897759.7A CN110564664B (en) | 2019-09-23 | 2019-09-23 | Application of sulfated xylan derivative in promoting proliferation of probiotics in vitro |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201910897759.7A CN110564664B (en) | 2019-09-23 | 2019-09-23 | Application of sulfated xylan derivative in promoting proliferation of probiotics in vitro |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN110564664A CN110564664A (en) | 2019-12-13 |
| CN110564664B true CN110564664B (en) | 2023-02-21 |
Family
ID=68781817
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201910897759.7A Active CN110564664B (en) | 2019-09-23 | 2019-09-23 | Application of sulfated xylan derivative in promoting proliferation of probiotics in vitro |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN110564664B (en) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN112480280B (en) * | 2020-12-08 | 2022-06-24 | 中国科学院新疆理化技术研究所 | Preparation method and application of bletilla striata polysaccharide derivative |
| CN112458129B (en) * | 2020-12-29 | 2022-02-15 | 青岛润达生物科技有限公司 | Preparation process of short-chain ganoderan sulfuric acid derivative |
| CN115611998B (en) * | 2022-07-18 | 2023-08-08 | 北京林业大学 | Rod-like xylan nanocrystal, preparation method thereof and application thereof in detergents |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1651466A (en) * | 2004-12-31 | 2005-08-10 | 中国药科大学 | Sulphatization derivative of polysaccharide, its preparation method and use |
| GB0805360D0 (en) * | 2008-03-25 | 2008-04-30 | Univ Leuven Kath | Arabinoxylan oligosaccharide preparation |
| CN109912726A (en) * | 2018-09-29 | 2019-06-21 | 北方民族大学 | Tinder fungus polysaccharide derivates, preparation method and applications |
-
2019
- 2019-09-23 CN CN201910897759.7A patent/CN110564664B/en active Active
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1651466A (en) * | 2004-12-31 | 2005-08-10 | 中国药科大学 | Sulphatization derivative of polysaccharide, its preparation method and use |
| GB0805360D0 (en) * | 2008-03-25 | 2008-04-30 | Univ Leuven Kath | Arabinoxylan oligosaccharide preparation |
| CN109912726A (en) * | 2018-09-29 | 2019-06-21 | 北方民族大学 | Tinder fungus polysaccharide derivates, preparation method and applications |
Non-Patent Citations (2)
| Title |
|---|
| Extraction, sulfonation and anticoagulant activity of xylan from corncob;Cai Weirong 等;《European Food Research And Technology》;20150531;第240卷(第5期);第970页右栏磺化部分 * |
| 小麦麸皮阿拉伯木聚糖体外益生活性研究;刘丽娅等;《中国粮油学报》;20161025;第31卷(第10期);前言、第1.3.2、2.3和2.5节 * |
Also Published As
| Publication number | Publication date |
|---|---|
| CN110564664A (en) | 2019-12-13 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN110564664B (en) | Application of sulfated xylan derivative in promoting proliferation of probiotics in vitro | |
| El-Saied et al. | Production and characterization of economical bacterial cellulose | |
| CN111285939B (en) | Artemisia annua polysaccharide with effects of resisting oxidation and regulating intestinal flora and preparation method and application thereof | |
| JP4256475B2 (en) | Novel butyric acid ester having antiproliferative activity and pharmaceutical composition containing the same | |
| Zhang et al. | Establishment of successive co-fermentation by Bacillus subtilis and Acetobacter pasteurianus for extracting chitin from shrimp shells | |
| Wang et al. | Rapid microwave-assisted synthesis of polydextrose and identification of structure and function | |
| CN108840889A (en) | A kind of application of chitosan oligosaccharide based compound and preparation method thereof | |
| WO2018121581A1 (en) | Method of degrading polysaccharide using ozone | |
| Chen et al. | Flow synthesis, characterization, anticoagulant activity of xylan sulfate from sugarcane bagasse | |
| CN104120158A (en) | Method for improving fermentation yield of low-molecular hyaluronic acid (HA) by adding hyaluronidase | |
| Wang et al. | A novel process for preparation of (1→ 3)-β-D-glucan sulphate by a heterogeneous reaction and its structural elucidation | |
| CN109402106B (en) | Method for fixing Klebsiella through polyvinyl alcohol-cellulose and application of method | |
| CN102312021A (en) | Preparation method of Curdlan oligomers | |
| CN100594877C (en) | Application of carboxymethyl inulin | |
| WO2024032575A1 (en) | Heparin dodecasaccharide containing double antithrombin binding sequence, preparation method therefor, and use thereof | |
| CN110627924A (en) | Sulfated xylan, preparation method thereof and application thereof in preparing antioxidant drugs | |
| Maity et al. | Chemical analysis and study of immunoenhancing and antioxidant property of a glucan isolated from an alkaline extract of a somatic hybrid mushroom of Pleurotus florida and Calocybe indica variety APK2 | |
| CN102603910B (en) | Preparation method of pachyman sulfate | |
| Wang et al. | Structural characterization of alkali-extracted jujube polysaccharides and their effects on the fecal microbiota in vitro | |
| CN112568445B (en) | Fucoidan with prebiotic effect, and preparation method and application thereof | |
| CN107614535B (en) | Method for preparing modified polyxylose | |
| CN110551231B (en) | Preparation method of carboxymethylated xylan, carboxymethylated xylan product and application of carboxymethylated xylan product | |
| CN104877047A (en) | Synthesis method of inulin-catechin graft copolymer with strong antioxidation activity | |
| CN114835826A (en) | Zwitterionic cellulose and preparation method and application thereof | |
| Meade et al. | Optimization of novel extracellular polysaccharide production by an Enterobacter sp, on Wood Hydrolysates |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PB01 | Publication | ||
| PB01 | Publication | ||
| SE01 | Entry into force of request for substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| GR01 | Patent grant | ||
| GR01 | Patent grant | ||
| EE01 | Entry into force of recordation of patent licensing contract | ||
| EE01 | Entry into force of recordation of patent licensing contract |
Application publication date: 20191213 Assignee: Guilin Fanyi Technology Co.,Ltd. Assignor: GUILIN University OF TECHNOLOGY Contract record no.: X2023980044835 Denomination of invention: Application of Xylan Sulfated Derivatives in Promoting in Vitro Proliferation of Probiotics Granted publication date: 20230221 License type: Common License Record date: 20231031 |