CN106831895B - A method of purifying N-acetylglucosamine - Google Patents
A method of purifying N-acetylglucosamine Download PDFInfo
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- CN106831895B CN106831895B CN201710038401.XA CN201710038401A CN106831895B CN 106831895 B CN106831895 B CN 106831895B CN 201710038401 A CN201710038401 A CN 201710038401A CN 106831895 B CN106831895 B CN 106831895B
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- OVRNDRQMDRJTHS-UHFFFAOYSA-N N-acelyl-D-glucosamine Natural products CC(=O)NC1C(O)OC(CO)C(O)C1O OVRNDRQMDRJTHS-UHFFFAOYSA-N 0.000 title claims abstract description 45
- OVRNDRQMDRJTHS-FMDGEEDCSA-N N-acetyl-beta-D-glucosamine Chemical compound CC(=O)N[C@H]1[C@H](O)O[C@H](CO)[C@@H](O)[C@@H]1O OVRNDRQMDRJTHS-FMDGEEDCSA-N 0.000 title claims abstract description 45
- MBLBDJOUHNCFQT-LXGUWJNJSA-N N-acetylglucosamine Natural products CC(=O)N[C@@H](C=O)[C@@H](O)[C@H](O)[C@H](O)CO MBLBDJOUHNCFQT-LXGUWJNJSA-N 0.000 title claims abstract description 45
- 229950006780 n-acetylglucosamine Drugs 0.000 title claims abstract description 45
- 238000000034 method Methods 0.000 title claims abstract description 32
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 82
- 235000019441 ethanol Nutrition 0.000 claims abstract description 43
- 238000010612 desalination reaction Methods 0.000 claims abstract description 34
- 239000000706 filtrate Substances 0.000 claims abstract description 27
- 239000007788 liquid Substances 0.000 claims abstract description 24
- 239000011343 solid material Substances 0.000 claims abstract description 22
- 238000001914 filtration Methods 0.000 claims abstract description 21
- 239000000463 material Substances 0.000 claims abstract description 16
- 230000008569 process Effects 0.000 claims abstract description 16
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims abstract description 13
- 229910052799 carbon Inorganic materials 0.000 claims abstract description 13
- 239000013078 crystal Substances 0.000 claims abstract description 13
- 238000005119 centrifugation Methods 0.000 claims abstract description 6
- 238000004042 decolorization Methods 0.000 claims abstract description 6
- 239000005416 organic matter Substances 0.000 claims abstract description 5
- 239000012535 impurity Substances 0.000 claims description 19
- 238000000855 fermentation Methods 0.000 claims description 15
- 230000004151 fermentation Effects 0.000 claims description 15
- 239000012528 membrane Substances 0.000 claims description 10
- 239000000919 ceramic Substances 0.000 claims description 9
- 238000007865 diluting Methods 0.000 claims description 7
- 239000000843 powder Substances 0.000 claims description 7
- 238000002156 mixing Methods 0.000 claims description 6
- 230000001954 sterilising effect Effects 0.000 claims description 4
- 239000003014 ion exchange membrane Substances 0.000 claims description 3
- 230000008859 change Effects 0.000 claims description 2
- 229920006395 saturated elastomer Polymers 0.000 claims 1
- 150000001413 amino acids Chemical class 0.000 abstract description 10
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract description 6
- 238000005265 energy consumption Methods 0.000 abstract description 5
- 229960004756 ethanol Drugs 0.000 description 20
- 239000000047 product Substances 0.000 description 19
- -1 N- acetylamino Chemical group 0.000 description 8
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 7
- 238000004519 manufacturing process Methods 0.000 description 7
- 239000008103 glucose Substances 0.000 description 6
- 229960000935 dehydrated alcohol Drugs 0.000 description 5
- 230000000694 effects Effects 0.000 description 5
- 238000003756 stirring Methods 0.000 description 5
- 238000002425 crystallisation Methods 0.000 description 4
- 230000008025 crystallization Effects 0.000 description 4
- 102000004169 proteins and genes Human genes 0.000 description 4
- 108090000623 proteins and genes Proteins 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 3
- 238000000909 electrodialysis Methods 0.000 description 3
- 230000002255 enzymatic effect Effects 0.000 description 3
- 238000002955 isolation Methods 0.000 description 3
- 244000005700 microbiome Species 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- 238000003786 synthesis reaction Methods 0.000 description 3
- MSWZFWKMSRAUBD-UHFFFAOYSA-N 2-Amino-2-Deoxy-Hexose Chemical compound NC1C(O)OC(CO)C(O)C1O MSWZFWKMSRAUBD-UHFFFAOYSA-N 0.000 description 2
- 241000196324 Embryophyta Species 0.000 description 2
- 102000004190 Enzymes Human genes 0.000 description 2
- 108090000790 Enzymes Proteins 0.000 description 2
- 239000003814 drug Substances 0.000 description 2
- 235000013305 food Nutrition 0.000 description 2
- 230000007062 hydrolysis Effects 0.000 description 2
- 238000006460 hydrolysis reaction Methods 0.000 description 2
- 230000001681 protective effect Effects 0.000 description 2
- 230000035484 reaction time Effects 0.000 description 2
- 230000002829 reductive effect Effects 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- JCZPMGDSEAFWDY-SQOUGZDYSA-N (2r,3s,4r,5r)-2,3,4,5,6-pentahydroxyhexanamide Chemical compound NC(=O)[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO JCZPMGDSEAFWDY-SQOUGZDYSA-N 0.000 description 1
- MSWZFWKMSRAUBD-IVMDWMLBSA-N 2-amino-2-deoxy-D-glucopyranose Chemical compound N[C@H]1C(O)O[C@H](CO)[C@@H](O)[C@@H]1O MSWZFWKMSRAUBD-IVMDWMLBSA-N 0.000 description 1
- DLFVBJFMPXGRIB-UHFFFAOYSA-N Acetamide Chemical compound CC(N)=O DLFVBJFMPXGRIB-UHFFFAOYSA-N 0.000 description 1
- 229920002101 Chitin Polymers 0.000 description 1
- 229920001661 Chitosan Polymers 0.000 description 1
- 208000018522 Gastrointestinal disease Diseases 0.000 description 1
- 206010061218 Inflammation Diseases 0.000 description 1
- 208000007107 Stomach Ulcer Diseases 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 235000008452 baby food Nutrition 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 230000008901 benefit Effects 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 210000000845 cartilage Anatomy 0.000 description 1
- 210000003321 cartilage cell Anatomy 0.000 description 1
- 239000003610 charcoal Substances 0.000 description 1
- 231100000481 chemical toxicant Toxicity 0.000 description 1
- 230000007812 deficiency Effects 0.000 description 1
- 206010012601 diabetes mellitus Diseases 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 230000004064 dysfunction Effects 0.000 description 1
- 230000005611 electricity Effects 0.000 description 1
- 238000006911 enzymatic reaction Methods 0.000 description 1
- 238000001976 enzyme digestion Methods 0.000 description 1
- 239000002778 food additive Substances 0.000 description 1
- 235000003599 food sweetener Nutrition 0.000 description 1
- 201000005917 gastric ulcer Diseases 0.000 description 1
- 210000001035 gastrointestinal tract Anatomy 0.000 description 1
- 229960002442 glucosamine Drugs 0.000 description 1
- 150000004676 glycans Chemical class 0.000 description 1
- 230000036449 good health Effects 0.000 description 1
- 230000002779 inactivation Effects 0.000 description 1
- 238000009776 industrial production Methods 0.000 description 1
- 230000004054 inflammatory process Effects 0.000 description 1
- 230000002401 inhibitory effect Effects 0.000 description 1
- 238000005342 ion exchange Methods 0.000 description 1
- 230000000813 microbial effect Effects 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 150000002772 monosaccharides Chemical class 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 239000007800 oxidant agent Substances 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- 230000036961 partial effect Effects 0.000 description 1
- 229920001282 polysaccharide Polymers 0.000 description 1
- 239000005017 polysaccharide Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 230000000552 rheumatic effect Effects 0.000 description 1
- 201000003068 rheumatic fever Diseases 0.000 description 1
- 206010039073 rheumatoid arthritis Diseases 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 239000003765 sweetening agent Substances 0.000 description 1
- 229940124597 therapeutic agent Drugs 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- 239000003440 toxic substance Substances 0.000 description 1
- 230000009466 transformation Effects 0.000 description 1
- 210000004881 tumor cell Anatomy 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H5/00—Compounds containing saccharide radicals in which the hetero bonds to oxygen have been replaced by the same number of hetero bonds to halogen, nitrogen, sulfur, selenium, or tellurium
- C07H5/04—Compounds containing saccharide radicals in which the hetero bonds to oxygen have been replaced by the same number of hetero bonds to halogen, nitrogen, sulfur, selenium, or tellurium to nitrogen
- C07H5/06—Aminosugars
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D61/00—Processes of separation using semi-permeable membranes, e.g. dialysis, osmosis or ultrafiltration; Apparatus, accessories or auxiliary operations specially adapted therefor
- B01D61/42—Electrodialysis; Electro-osmosis ; Electro-ultrafiltration; Membrane capacitive deionization
- B01D61/422—Electrodialysis
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H1/00—Processes for the preparation of sugar derivatives
- C07H1/06—Separation; Purification
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02A—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE
- Y02A20/00—Water conservation; Efficient water supply; Efficient water use
- Y02A20/124—Water desalination
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Health & Medical Sciences (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biotechnology (AREA)
- Genetics & Genomics (AREA)
- Molecular Biology (AREA)
- Water Supply & Treatment (AREA)
- Urology & Nephrology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Saccharide Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
Abstract
The present invention provides a kind of methods for purifying N-acetylglucosamine, comprising: active carbon is added and carries out decolorization to feed liquid；It wherein, include N-acetylglucosamine in feed liquid；Processing is filtered to the feed liquid after decoloration, obtained filtrate is cleaned by electroosmose process desalination, removes salt ion and the organic matter with charge, including albumen and amino acid；45-60 DEG C of solution after desalination is concentrated in vacuo to solution saturation；The ethyl alcohol of 10%-50% volume is added into the solution after concentration, is cooled to 20-25 DEG C, crystallizes 8-12h, obtains crystal material by filtering or being centrifuged；Obtained crystal material is added in ethanol solution and is carried out after alcohol washes, filtering or centrifugation obtain white solid material；Obtained white solid material is dried into 3-5h under the conditions of 50-80 DEG C, obtains pure white purifying N-acetylglucosamine.The present invention is cleaned using electroosmose process desalination, high income, and purity is high, low energy consumption, adaptable to feed liquid, easy to operate easy to automate, and water saving efficiency is high.
Description
Technical field
The invention belongs to technical field of biochemistry, and in particular to a method of purifying N-acetylglucosamine.
Background technique
N-acetylglucosamine is a kind of reductive monosaccharide for having higher sugariness, is many important polysaccharide in organism
Basic composition unit.Studies have shown that N-acetylglucosamine has the function of inhibiting growth of tumour cell；Can clinically it make
For the therapeutic agent of rheumatic and rheumatoid arthritis, N-acetylglucosamine can stimulate cartilage cell's synthetic proteins more
Sugar promotes the reparation of cartilage；The gastrointestinal diseases such as gastrointestinal tract inflammation, dysfunction and gastric ulcer can be also treated simultaneously；N- second
Acylamino- glucose has immunocompetence and good health care function effect, can be used as resisting for infant food additive and food
Oxidant, the sweetener that also can be used as diabetic come using being widely used in fields such as food, chemical industry, medicine.
At present there are mainly three types of the techniques of production N-acetylglucosamine: chemical synthesis, enzymatic isolation method and microorganism hair
Ferment method.
Chemical synthesis is that N- acetylamino Portugal is made by acetylization reaction using D-Glucosamine Hydrochloride as raw material
Grape sugar product.It will use toxic organic solvents in chemical synthesis technique, there is certain risk.
Enzymatic isolation method is that chitin passes through the obtained N-acetylglucosamine of enzyme digestion reaction.Enzymatic isolation method technique is simpler, reaction
Mildly, single enzyme reaction time too long percent hydrolysis is too low, generally uses complex enzyme, but enzyme is expensive, and the reaction time
Longer, not exclusively, industrial production cost is too high for hydrolysis.
Microbe fermentation method is to produce N-acetylglucosamine by microbial fermentation.It applies for a patent
In 201610064158.4, N-acetylglucosamine fermentation liquid is obtained by fermentation first, then fermentation liquid sterilizes,
The solid impurities such as thallus are removed by ceramic membrane or plate-frame filtering after sterilizing, flocculate with chitosan removing protein is added in filtrate, is added
It is filtered after active carbon decoloring, using ion exchange mixed bed, is added alcohol low temperature condensing crystallizing in feed liquid, then with 95% or more
Ethyl alcohol is rinsed, and N-acetylglucosamine product is obtained.
Summary of the invention
In view of the above-mentioned deficiencies in the prior art, it is an object of the present invention to provide, a kind of simple process, production cost is low, yield is high
N-acetylglucosamine preparation method.
The embodiment provides a kind of methods for purifying N-acetylglucosamine, include the following steps:
(1) active carbon is added and decolorization is carried out to feed liquid；It wherein, include N-acetylglucosamine in feed liquid；
(2) processing is filtered to the feed liquid after decoloration, obtained filtrate is cleaned by electroosmose process desalination, except desalt from
Son and the organic matter with charge, including albumen and amino acid；
(3) 45-60 DEG C of solution after desalination is concentrated in vacuo to solution saturation；
(4) ethyl alcohol of 10%-50% volume is added into the solution after concentration, is cooled to 20-25 DEG C, crystallizes 8-12h, warp
Filtering or centrifugation obtain crystal material；
(5) obtained crystal material is added in ethanol solution and is carried out after alcohol washes, filtering or centrifugation obtain white
Solid material；
(6) obtained white solid material is dried to 3-5h under the conditions of 50-80 DEG C, obtains pure white crystalline powder, i.e.,
To purify N-acetylglucosamine.
Further, in step (2), electroosmose process desalination include: using dense form homogeneous ion-exchange membrane, diluting compartment with it is dense
Contracting building volume is 3-5:1 than control, and the final conductivity of solution is controlled in 300 μ s/cm hereinafter, operating voltage control exists after desalination
20-40V, flow control is in 18-25L/h.
Further, in step (1), the condition of decolorization are as follows: stir 30-60min under the conditions of 40-60 DEG C.
Further, in step (1), the mass ratio of N-acetylglucosamine and active carbon are as follows: 1:0.03-0.1.
Compared with prior art the beneficial effects of the present invention are: being directed to Production by Microorganism Fermentation N- acetamido glucose
Sugar is cleaned using electroosmose process desalination, can obtain 75% or more yield, and the N-acetylglucosamine of 98% or more purity produces
Product, product color is good, and quality is high, meets related quality criterion.Electroosmose process desalination removal of impurities energy consumption is low, to feed liquid adaptability
By force, compact-sized, easy to operate easy to automate, the utilization rate of water is high, 70% or so water can be saved, substantially without dirt
Dye, has truly accomplished cleanly production.
Specific embodiment
Below by each embodiment, the present invention is described in detail, but it should be stated that, these embodiments are simultaneously
Non- limitation of the present invention, those of ordinary skill in the art are according to these embodiments in made function, method or structure
Equivalent transformation or substitution, all belong to the scope of protection of the present invention within.
A kind of method for purifying N-acetylglucosamine is present embodiments provided, is included the following steps:
(1) sterilize, filter: fermentation liquid removes the impurity such as thallus after 95 DEG C of sterilizing 2h, through ceramic membrane filter, and washes
Into thallus residue, N-acetylglucosamine content is lower than 0.2%, obtains clear filtrate.95 DEG C sterilizing two hours be to make
All inactivation is no longer grown microorganism in fermentation liquid, does not influence the quality of the N-acetylglucosamine in fermentation liquid, will not
New impurity is generated again；It is soluble in order to remove the solid impurities such as thallus and some high molecular weight proteins etc. using ceramic membrane filter
Impurity is conducive to the operation of next step.
(2) it decolourizes: active carbon is added, decolorization is carried out to feed liquid, 40-60 DEG C is heated to, in speed of agitator 200-
30-60min is persistently stirred under the conditions of 400rpm/min, is completed decoloration, is filtered while hot.Wherein N-acetylglucosamine and activity
The mass ratio of charcoal is 1:0.03-0.1.The purpose that active carbon is added is the color and partial impurities removed in fermentation liquid.This is under
The time of one step desalination removal of impurities has an impact, if decolorizing effect is bad, can extend the time of desalination removal of impurities, decolorizing effect is bad also
Increase the ethanol consumption that alcohol washes journey, influences the appearance of product.
(3) filtering, desalination: the feed liquid after decoloration is filtered through membrane filter or sheet frame, and obtained filtrate passes through electric osmose
Analysis method desalination removal of impurities, removes salt ion and the organic matter with charge --- and the soluble impurities such as albumen, amino acid, time is
1h or so.Film used by electroosmose process is dense form homogeneous ion-exchange membrane, this film is effectively removing salt ion and band
There is the organic matter of charge --- while the soluble impurities such as albumen, amino acid, it can be reduced N-acetylglucosamine and penetrate film,
To reduce the loss of N-acetylglucosamine in desalination dedoping step；In desalination dedoping step, diluting compartment and concentration chamber body
For product than being 3-5:1, the effect that desalination cleans under the conditions of this is best, and desalination is except miscellaneous time is shorter, treating capacity is larger and N- acetyl
The loss late of Glucosamine is minimum；The conductivity of desalination to solution reach 300 μ s/cm hereinafter, albumen and amino acid removal
Rate reaches 96% or more, and operating voltage is controlled in 20-40V, and flow control is in 18-25L/h.
(4) it is concentrated: the solution after desalination is directly concentrated in vacuo, under the conditions of vacuum degree is greater than 0.9MPa, temperature
Control is concentrated in vacuo to solution and reaches saturation at 45-60 DEG C.Solution after desalination is added without ethyl alcohol and is directly concentrated in vacuo,
Although the boiling point that addition ethyl alcohol can reduce solution makes the water in solution be easier to be evaporated, ethyl alcohol is added, meeting is concentrated
So that crystal is easy to be precipitated and speed of separating out is very fast, this will affect the product of next step crystallization process N-acetylglucosamine product
Matter, and ethyl alcohol, which is added, can also make entire cost improve.
(5) it crystallizes: the ethyl alcohol of 10%-50% volume being added into the solution after concentration, be cooled to 20-25 DEG C, crystallize 8-
12h obtains crystal material by filtering or being centrifuged.It is cooled to 20-25 DEG C of crystallization to compare with low temperature crystallization, N- acetamido glucose
The yield and quality of sugar are almost the same, high using low temperature crystallization energy consumption, improve production cost.
(6) alcohol is washed: obtained solid material being added to progress alcohol in ethanol solution and is washed, the volume of ethyl alcohol is solid
1-1.5 times of material, mixing speed 100-200rpm/min, filtering or centrifugation obtain white solid material, repeat alcohol and wash 3 times.
It carries out alcohol using dehydrated alcohol to wash being because of the water-soluble especially good of N-acetylglucosamine, if not using dehydrated alcohol, meeting
Reduce the yield of N-acetylglucosamine.
(7) it dries: obtained white solid material being dried into 3-5h under the conditions of 50-80 DEG C, obtains pure white crystal powder
End, the N-acetylglucosamine product being as prepared.
The product color for the N-acetylglucosamine that method through this embodiment is prepared is good, better quality, receives
Rate is higher.Entire technical process is simple, low energy consumption, substantially pollution-free, has not only saved resource, reduces production cost, and
It is environmentally protective.
Below by specific embodiment, the invention will be further described.
Embodiment 1
(1) it takes 3L fermentation liquid to heat 2h under the conditions of 90 DEG C, the impurity such as thallus, and water is then removed by ceramic membrane filter
It is washed till N-acetylglucosamine content in thallus residue and is lower than 0.2%, obtain 3.5L clear filtrate, N- acetylamino in filtrate
Glucose content is 65g/L.
(2) 10g active carbon is added in Xiang Shangshu filtrate, is heated to 40 DEG C, is held under the conditions of speed of agitator 200rpm/min
Continuous stirring 30min, completes decoloration.
(3) solution after above-mentioned decoloration obtains clear filtrate by filtering, and obtained filtrate is removed by electroosmose process desalination
Miscellaneous, diluting compartment and enriched chamber's volume ratio are 3:1, and operating voltage is controlled in 30V, and flow control is in 25L/h, desalination to solution conductivity
Rate reaches 200 μ s/cm, and the removal rate of albumen and amino acid reaches 97.3%.
(4) it by the solution after above-mentioned desalination, under the conditions of vacuum degree 0.92MPa, temperature 60 C, is concentrated in vacuo to solution and reaches
To saturation.
(5) ethyl alcohol of 20% volume is added into the solution after above-mentioned concentration, is cooled to 20 DEG C, crystallizes 8h, by filtering
Obtain crystal material.
(6) material obtained above is added to progress alcohol in ethanol solution to wash, the volume of ethyl alcohol is solid material
1.5 times, mixing speed 100rpm/min, be obtained by filtration white solid material, repeat alcohol and wash 3 times.
(7) white solid material obtained above is dried to 3h under the conditions of 70 DEG C, obtains pure white crystalline powder, as
The N-acetylglucosamine product being prepared.
The yield of product is 81.55%, purity 99.6%.
Embodiment 2
(1) it takes 5L fermentation liquid to heat 2h under the conditions of 95 DEG C, the impurity such as thallus, and water is then removed by ceramic membrane filter
It is washed till N-acetylglucosamine content in thallus residue and is lower than 0.2%, obtain 6.2L clear filtrate, N- acetylamino in filtrate
Glucose content is 72g/L.
(2) 13g active carbon is added in Xiang Shangshu filtrate, is heated to 60 DEG C, is held under the conditions of speed of agitator 400rpm/min
Continuous stirring 30min, completes decoloration.
(3) solution after above-mentioned decoloration obtains clear filtrate by plate-frame filtering, and obtained filtrate is de- by electroosmose process
Salt removal of impurities, diluting compartment and enriched chamber's volume ratio are 4:1, and operating voltage is controlled in 20V, and flow control is in 18L/h, desalination to solution
Conductivity reaches 280 μ s/cm, and albumen and amino acid removal rate reach 96.8%.
(4) it by the solution after above-mentioned desalination, under the conditions of vacuum degree 0.95MPa, temperature 45 C, is concentrated in vacuo to solution and reaches
To saturation.
(5) dehydrated alcohol of 10% volume is added into the solution after above-mentioned concentration, is cooled to 20 DEG C, crystallizes 10h, passes through
Crystal material is obtained by filtration.
(6) material obtained above is added to progress alcohol in ethanol solution to wash, the volume of ethyl alcohol is solid material
1.5 times, mixing speed 200rpm/min, be obtained by filtration white solid material, repeat alcohol and wash 3 times.
(7) white solid material obtained above is dried to 4h under the conditions of 65 DEG C, obtains pure white crystalline powder, as
The N-acetylglucosamine product being prepared.
The yield of product is 78.8%, purity 100.5%.
Embodiment 3
(1) it takes 10L fermentation liquid to heat 2h under the conditions of 95 DEG C, the impurity such as thallus is then removed by ceramic membrane filter, and
It is washed to N-acetylglucosamine content in thallus residue and is lower than 0.2%, obtain 12L clear filtrate, N- acetyl ammonia in filtrate
Base glucose content is 78g/L.
(2) 70g active carbon is added in Xiang Shangshu filtrate, is heated to 50 DEG C, is held under the conditions of speed of agitator 300rpm/min
Continuous stirring 40min, completes decoloration.
(3) solution after above-mentioned decoloration obtains clear filtrate by plate-frame filtering, and obtained filtrate is de- by electroosmose process
Salt removal of impurities, diluting compartment and enriched chamber's volume ratio are 5:1, and operating voltage is controlled in 40V, and flow control is in 25L/h, desalination to solution
Conductivity reaches 150 μ s/cm, and the removal rate of albumen and amino acid reaches 98.1%.
(4) solution after above-mentioned desalination is concentrated in vacuo to solution and reached under the conditions of vacuum degree 0.92MPa, 55 DEG C of temperature
To saturation.
(5) dehydrated alcohol of 50% volume is added into the solution after above-mentioned concentration, is cooled to 25 DEG C, crystallizes 10h, passes through
Crystal material is obtained by filtration.
(6) material obtained above is added to progress alcohol in ethanol solution to wash, the volume of ethyl alcohol is solid material
1 times, mixing speed 150rpm/min, be obtained by filtration white solid material, repeat alcohol and wash 3 times.
(7) white solid material obtained above is dried to 2h under the conditions of 80 DEG C, obtains pure white crystalline powder, as
The N-acetylglucosamine product being prepared.
The yield of product is 82.37%, purity 99.8%.
Embodiment 4
(1) it takes 20L fermentation liquid to heat 2h under the conditions of 90 DEG C, the impurity such as thallus is then removed by ceramic membrane filter, and
It is washed to N-acetylglucosamine content in thallus residue and is lower than 0.2%, obtain 23.8L clear filtrate, N- acetyl in filtrate
Aminoglucose sugared content is 88g/L.
(2) 209g active carbon is added in Xiang Shangshu filtrate, is heated to 60 DEG C, is held under the conditions of speed of agitator 400rpm/min
Continuous stirring 60min, completes decoloration.
(3) solution after above-mentioned decoloration obtains clear filtrate by plate-frame filtering, and obtained filtrate passes through electrodialysis plant
Desalination, diluting compartment and enriched chamber's volume ratio are 4:1, and operating voltage control is in 20V, and flow control is in 20L/h, desalination to solution electricity
Conductance reaches 85 μ s/cm, and the removal rate of albumen and amino acid reaches 98.5%.
(4) it by the solution after above-mentioned desalination, under the conditions of vacuum degree 0.95MPa, temperature 50 C, is concentrated in vacuo to solution and reaches
To saturation.
(5) dehydrated alcohol of 30% volume is added into the solution after above-mentioned concentration, is cooled to 25 DEG C, crystallizes 12h, passes through
Crystal material is obtained by filtration.
(6) material obtained above is added to progress alcohol in ethanol solution to wash, the volume of ethyl alcohol is solid material
1.5 times, mixing speed 100rpm/min, be obtained by filtration white solid material, repeat alcohol and wash 3 times.
(7) white solid material obtained above is dried to 5h under the conditions of 50 DEG C, obtains pure white crystalline powder, as
The N-acetylglucosamine product being prepared.
The yield of product is 85.39%, purity 101.2%.
The method of purifying N-acetylglucosamine provided in this embodiment, uses ceramic membrane filter and cleans, active carbon
Decoloration, electrodialysis removing salt ion and electrically charged small molecular protein and amino acid, condensing crystallizing, washing and drying avoid
The use of toxic chemical, entire process are simple and efficient, and yield is up to 75% or more, and low energy consumption for electrodialysis plant, substantially without
Pollution, it is environmentally protective, it has been truly realized cleanly production, resulting N-acetylglucosamine good product quality.
The series of detailed descriptions listed above only for feasible embodiment of the invention specifically
Protection scope bright, that they are not intended to limit the invention, it is all without departing from equivalent implementations made by technical spirit of the present invention
Or change should all be included in the protection scope of the present invention.
It is obvious to a person skilled in the art that invention is not limited to the details of the above exemplary embodiments, Er Qie
In the case where without departing substantially from spirit or essential attributes of the invention, the present invention can be realized in other specific forms.Therefore, no matter
From the point of view of which point, the present embodiments are to be considered as illustrative and not restrictive, and the scope of the present invention is by appended power
Benefit requires rather than above description limits, it is intended that all by what is fallen within the meaning and scope of the equivalent elements of the claims
Variation is included in the present invention.
Claims (1)
1. a kind of method for purifying N-acetylglucosamine, which comprises the steps of:
(1) active carbon is added and decolorization is carried out to feed liquid, 40-60 DEG C is heated to, in speed of agitator 200-400rpm/min item
30-60min is persistently stirred under part, is completed decoloration, is filtered while hot；Wherein, the matter of the N-acetylglucosamine and active carbon
Measure ratio are as follows: 1:0.03-0.1；Before the decolorization: by fermentation liquid after 95 DEG C of sterilizing 2h, being removed by ceramic membrane filter
Thallus impurity, and be washed to N-acetylglucosamine content in thallus residue and be lower than 0.2%, obtain clear filtrate；
(2) processing is filtered to the feed liquid after decoloration, obtained filtrate is cleaned by electroosmose process desalination, remove salt ion with
And the organic matter with charge；The electroosmose process desalination includes: using dense form homogeneous ion-exchange membrane, diluting compartment and concentration
Building volume is 3-5:1 than control, and the final conductivity of solution is controlled in 300 μ s/cm hereinafter, operating voltage control exists after desalination
20-40V, flow control is in 18-25L/h；
(3) by the solution after desalination under the conditions of vacuum degree is greater than 0.9MPa, temperature is controlled at 45-60 DEG C, is directly concentrated in vacuo
It is saturated to solution；
(4) ethyl alcohol of 10%-50% volume is added into the solution after concentration, is cooled to 20-25 DEG C, crystallizes 8-12h, passed through
Filter or centrifugation obtain crystal material；
(5) obtained crystal material is added to progress alcohol in ethanol solution to wash, the volume of ethyl alcohol is the 1- of solid material
1.5 times, mixing speed 100-200rpm/min, filtering or centrifugation obtain white solid material, repeat alcohol and wash 3 times；
(6) obtained white solid material is dried to 3-5h under the conditions of 50-80 DEG C, obtains pure white crystalline powder, it is as pure
Change N-acetylglucosamine.
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| CN108383883A (en) * | 2018-04-09 | 2018-08-10 | 大自然生物集团有限公司 | The preparation method of high purity N-acetyl-D Glucosamines |
| CN110590869A (en) * | 2019-10-09 | 2019-12-20 | 山东润德生物科技有限公司 | Preparation method of N-acetylglucosamine |
| CN110845552A (en) * | 2019-11-22 | 2020-02-28 | 山东润德生物科技有限公司 | Preparation method of acylated derivative of glucosamine |
| CN111004295A (en) * | 2019-12-09 | 2020-04-14 | 山东润德生物科技有限公司 | Preparation method for efficiently synthesizing N-acetylglucosamine |
| CN111018926B (en) * | 2019-12-17 | 2023-10-10 | 大自然生物集团有限公司 | Method for extracting high-purity glucosamine hydrochloride from glucosamine fermentation broth |
| CN111647027B (en) | 2020-06-11 | 2021-04-30 | 江苏海飞生物科技有限公司 | Method for separating and purifying N-acetylglucosamine |
| CN112375111A (en) * | 2020-12-08 | 2021-02-19 | 山东润德生物科技有限公司 | Production process and application of glucosamine |
| CN113845553A (en) * | 2021-10-09 | 2021-12-28 | 山东润德生物科技有限公司 | Preparation method of N-acetylglucosamine with low water activity and N-acetylglucosamine |
| CN113826866A (en) * | 2021-10-14 | 2021-12-24 | 山东润德生物科技有限公司 | Method for preparing seasoning by using N-acetylglucosamine mother liquor |
| CN113893255A (en) * | 2021-10-29 | 2022-01-07 | 山东润德生物科技有限公司 | Method for preparing smearing preparation by using N-acetylglucosamine mother liquor |
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| CN1907993A (en) * | 2006-08-22 | 2007-02-07 | 王松叶 | Process for preparing refined N-acetyl-D-aminoglucose |
| CN101195662A (en) * | 2007-12-20 | 2008-06-11 | 山东大学 | 6-(2-glucosyl amido)-beta- cyclodextrin derivant and method for producing the same |
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| CN1907993A (en) * | 2006-08-22 | 2007-02-07 | 王松叶 | Process for preparing refined N-acetyl-D-aminoglucose |
| CN101195662A (en) * | 2007-12-20 | 2008-06-11 | 山东大学 | 6-(2-glucosyl amido)-beta- cyclodextrin derivant and method for producing the same |
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