CN108383883A - The preparation method of high purity N-acetyl-D Glucosamines - Google Patents
The preparation method of high purity N-acetyl-D Glucosamines Download PDFInfo
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- CN108383883A CN108383883A CN201810308881.1A CN201810308881A CN108383883A CN 108383883 A CN108383883 A CN 108383883A CN 201810308881 A CN201810308881 A CN 201810308881A CN 108383883 A CN108383883 A CN 108383883A
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- 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- C07H5/00—Compounds containing saccharide radicals in which the hetero bonds to oxygen have been replaced by the same number of hetero bonds to halogen, nitrogen, sulfur, selenium, or tellurium
- C07H5/04—Compounds containing saccharide radicals in which the hetero bonds to oxygen have been replaced by the same number of hetero bonds to halogen, nitrogen, sulfur, selenium, or tellurium to nitrogen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
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- 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
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Abstract
The invention discloses a kind of preparation methods of high purity N acetyl D Glucosamines, include the following steps, N acetyl D Glucosamines are configured to aqueous solution, ultrafiltration is carried out with ceramic membrane, filtrate is obtained, proper amount of active carbon is added in filtrate, after hermetic filtering machine filters, destainer is obtained, destainer is subjected to electrodialysis desalination with electrodialytic membranes, obtains the desalinization liquor that conductivity is 5~50 μ s/cm；Desalinization liquor is evaporated concentration through evaporator, obtains high-purity concentrate；High-purity concentrate is added in crystallization cylinder, organic solvent is then added, precipitates crystal, obtains N acetyl D Glucosamine magmas；Magma is poured into centrifuge and is separated by solid-liquid separation, obtain the wet crystal of high purity N acetyl D Glucosamines, wet crystal is put into vacuum drier to be dried, obtain the high purity N acetyl D Glucosamines of content >=99.50%, compared with prior art, the present invention is at low cost, high income, process cycle is short, product purity is high.
Description
Technical field
The present invention relates to biological medicine processing technique field more particularly to a kind of high purity N-acetyl-D Glucosamines
Preparation method.
Background technology
N- acetyl-D Glucosamines, English name:N-Acetyl-D-Glucosamine, molecular formula:C8h15NO6, point
Son amount:221.21, N-acetylglucosamine is novel biochemical drug, is the composition unit of a variety of polysaccharide in organism, its energy
Improve and digests and assimilates function, the healing reduce fatty and cholesterol intake, reduce blood pressure, adjusting blood fat, promoting ulcer, enhancing
Immunity, improve insulin utilization rate, be conducive to the prevention etc. of diabetes, at the same can improve the immunity of the human body and liver detoxification make
With the method for conventionally produced N- acetyl-D Glucosamines passes through hydrolysis, system usually using chitin as starting material
D-Glucosamine Hydrochloride, that is, the thorough hydrolytic cleavage of β -1.4 glycosidic bonds at monosaccharide, then with aceticanhydride, triethylamine
Acylation reaction and a series of physical process are handled and finished product, and not only technique is cumbersome in this way, yield is low, of high cost and sewage is arranged
It is high-volume big.The prior art also has detaches impurity using absorption principle, using adsorbent in product impurity and color carry out
Absorption；Then using liquid it is solid between equilibrium relation carry out refined recrystallization method, recrystallizing technology is used in the invented technology route,
It is unable to reach the requirement of low cost, high yield, high purity product.
Invention content
Technical problem to be solved by the invention is to provide the short height of a kind of high-purity, low cost, high yield, process cycle
The preparation method of purity N- acetyl-D Glucosamines.
In order to solve the above technical problems, the technical scheme is that：The preparation of high purity N-acetyl-D Glucosamines
Method includes the following steps,
A), ultrafiltration：N- acetyl-D Glucosamines is soluble in water, it is configured to aqueous solution, ultrafiltration is carried out with ceramic membrane, obtains
To filtrate and residue；
B) it, decolourizes：Proper amount of active carbon is added in the filtrate that step a) is prepared, 0.4-0.6h is reacted, through closed mistake
After filter filtering, destainer and wet activated carbon are obtained, the wet activated carbon recycles；
C), desalination：Destainer described in step b) is subjected to electrodialysis desalination with electrodialytic membranes, obtain conductivity be 5~
The desalinization liquor of 50 μ s/cm；
D) it, concentrates：Desalinization liquor described in step c) is evaporated concentration through evaporator, obtains high-purity concentrate；
E) it, crystallizes：Step d) high-purity concentrates are added in crystallization cylinder, organic solvent is then added, precipitates crystal,
Obtain N- acetyl-D Glucosamine magmas；
F) it, centrifuges：Step e) the magmas are poured into centrifuge and are separated by solid-liquid separation, with organic solvent washing 5~
15min, obtains high purity N-wet crystal of acetyl-D Glucosamines and mother liquor, and the Recycling Mother Solution uses；
G), dry：Step f) the wet crystal is put into vacuum drier to be dried, temperature is controlled at 60~80 DEG C,
2~4h of drying time obtains high purity N-acetyl-D Glucosamines.
The aperture of the ceramic membrane of step a) is 50nm as a preferred technical solution,.
The flow velocity of 0.3~0.45MPa of step a) operating pressures as a preferred technical solution, film surface are 1.5~5m/s,
Permeate flow quantity 30L/h.
0.3~0.4MPa of step c) operating pressures as a preferred technical solution, 20~40min of run time.
The electrodialytic membranes of step c) is homogeneous ion-exchange membrane as a preferred technical solution,.
The organic solvent in step e) and step f) is ethyl alcohol, formaldehyde, isopropanol, third as a preferred technical solution,
One kind in ketone.
As a preferred technical solution, with organic solvent washing 10min in step f).
Temperature is controlled at 70 DEG C in step g) as a preferred technical solution,.
As the improvement to above-mentioned technical proposal, described in step a), residue is spray-dried obtains high protein feed.
By adopting the above-described technical solution, the beneficial effects of the invention are as follows：
(1) step a) carries out ultrafiltration using the ceramic membrane, efficiently separates mycelian protein slag, flocculent deposit and pigment
Substance, filtrate clear, light transmittance is high, improves final product quality.
(2) step c) desalinations use electroosmose process, and solution desalination, simple for process, desalination are carried out using the electrodialytic membranes
Rate is high, and production cost is low, easy to operate, free from environmental pollution.
Products obtained therefrom high purity N of the present invention-acetyl-D aminoglucose sugared content >=99.50%, analysis method is using beautiful
The method that state is pharmacopeia USP38 editions, high effective liquid chromatography for measuring, specific method are：Chromatography column condition and system suitability are with filling out
Fill chromatographic column (4.6mm × 150mm that object is L8；3 μm), mobile phase：Acetonitrile and buffer solution, detector wavelength：195nm, column temperature：
35 DEG C, flow velocity：1.5mL/min, sample size：10 μ l, N- acetyl-D Glucosamine reference substances are that Chinese food drug assay is ground
Study carefully institute's offer, the result of product N-acetylglucosamine content calculates gained with reference substance external standard method.In conclusion with existing
There is technology to compare, the present invention is at low cost, high income, process cycle is short, product purity is high.
Specific implementation mode
With reference to specific embodiment, the present invention is further explained.
Embodiment one：
The preparation method of high purity N-acetyl-D Glucosamines, includes the following steps,
A), ultrafiltration：N- acetyl-D Glucosamines is soluble in water, it is configured to aqueous solution, ultrafiltration is carried out with ceramic membrane, obtains
To filtrate and residue；The ceramic membrane is arranged in head tank, and the aperture of the ceramic membrane is 50nm, operating pressure 0.3MPa,
The flow velocity of film surface is 1.5m/s, infiltration flow quantity 30L/h；
B) it, decolourizes：Proper amount of active carbon is added in the filtrate that step a) is prepared, 0.4h is reacted, through hermetic filtering machine
After filtering, destainer and wet activated carbon are obtained, the wet activated carbon recycles；
C), desalination：Destainer described in step b) is subjected to electrodialysis desalination with electrodialytic membranes, operating pressure 0.3MPa,
Run time 20min obtains the desalinization liquor that conductivity is 5~50 μ s/cm；The electrodialytic membranes is homogeneous ion-exchange membrane；
D) it, concentrates：Desalinization liquor described in step c) is evaporated concentration through evaporator, obtains high-purity concentrate；
E) it, crystallizes：Organic solvent is added in step d) high-purity concentrates, precipitates crystal, obtains N- acetyl-D ammonia
Base glucose magma；Organic solvent is ethyl alcohol；
F) it, centrifuges：Step e) the magmas are poured into centrifuge and are separated by solid-liquid separation, organic solvent washing is used
5min, obtains high purity N-wet crystal of acetyl-D Glucosamines and mother liquor, and the Recycling Mother Solution uses；
G), dry：Step f) the wet crystal is put into vacuum drier to be dried, temperature is controlled at 60 DEG C, is obtained
High purity N-acetyl-D Glucosamines.
The present embodiment products obtained therefrom high purity N-acetyl-D aminoglucose sugared content >=99.50%, analysis method use
The method that United States Pharmacopeia is USP38 editions, high effective liquid chromatography for measuring, at low cost, high income, process cycle are short, product purity is high.
Embodiment two：
The preparation method of high purity N-acetyl-D Glucosamines, includes the following steps,
A), ultrafiltration：N- acetyl-D Glucosamines is soluble in water, it is configured to aqueous solution, ultrafiltration is carried out with ceramic membrane, obtains
To filtrate and residue；The ceramic membrane is arranged in head tank, and the aperture of the ceramic membrane is 50nm, operating pressure 0.4MPa,
The flow velocity of film surface is 3m/s, infiltration flow quantity 30L/h；
B) it, decolourizes：Proper amount of active carbon is added in the filtrate that step a) is prepared, 0.5h is reacted, through hermetic filtering machine
After filtering, destainer and wet activated carbon are obtained, the wet activated carbon recycles；
C), desalination：Destainer described in step b) is subjected to electrodialysis desalination with electrodialytic membranes, operating pressure 0.35MPa,
Run time 30min obtains the desalinization liquor that conductivity is 5~50 μ s/cm；The electrodialytic membranes is homogeneous ion-exchange membrane；
D) it, concentrates：Desalinization liquor described in step c) is evaporated concentration through evaporator, obtains high-purity concentrate；
E) it, crystallizes：Organic solvent is added in step d) high-purity concentrates, precipitates crystal, obtains N- acetyl-D ammonia
Base glucose magma；Organic solvent is isopropanol；
F) it, centrifuges：Step e) the magmas are poured into centrifuge and are separated by solid-liquid separation, organic solvent washing is used
10min, obtains high purity N-wet crystal of acetyl-D Glucosamines and mother liquor, and the Recycling Mother Solution uses；
G), dry：Step f) the wet crystal is put into vacuum drier to be dried, temperature is controlled at 70 DEG C, is obtained
High purity N-acetyl-D Glucosamines.
The present embodiment products obtained therefrom high purity N-acetyl-D aminoglucose sugared content >=99.50%, analysis method use
The method that United States Pharmacopeia is USP38 editions, high effective liquid chromatography for measuring, at low cost, high income, process cycle are short, product purity is high.
Embodiment three：
The preparation method of high purity N-acetyl-D Glucosamines, includes the following steps,
A), ultrafiltration：N- acetyl-D Glucosamines is soluble in water, it is configured to aqueous solution, ultrafiltration is carried out with ceramic membrane, obtains
To filtrate and residue；The ceramic membrane is arranged in head tank, and the aperture of the ceramic membrane is 50nm, operating pressure 0.45MPa,
The flow velocity of film surface is 5m/s, infiltration flow quantity 30L/h；
B) it, decolourizes：Proper amount of active carbon is added in the filtrate that step a) is prepared, 0.6h is reacted, through hermetic filtering machine
After filtering, destainer and wet activated carbon are obtained, the wet activated carbon recycles；
C), desalination：Destainer described in step b) is subjected to electrodialysis desalination with electrodialytic membranes, operating pressure 0.4MPa,
Run time 40min obtains the desalinization liquor that conductivity is 5~50 μ s/cm；The electrodialytic membranes is homogeneous ion-exchange membrane；
D) it, concentrates：Desalinization liquor described in step c) is evaporated concentration through evaporator, obtains high-purity concentrate；
E) it, crystallizes：Organic solvent is added in step d) high-purity concentrates, precipitates crystal, obtains N- acetyl-D ammonia
Base glucose magma；Organic solvent is acetone；
F) it, centrifuges：Step e) the magmas are poured into centrifuge and are separated by solid-liquid separation, organic solvent washing is used
15min, obtains high purity N-wet crystal of acetyl-D Glucosamines and mother liquor, and the Recycling Mother Solution uses；
G), dry：Step f) the wet crystal is put into vacuum drier to be dried, temperature is controlled at 80 DEG C, is obtained
High purity N-acetyl-D Glucosamines.
The present embodiment products obtained therefrom high purity N-acetyl-D aminoglucose sugared content >=99.50%, analysis method use
The method that United States Pharmacopeia is USP38 editions, high effective liquid chromatography for measuring, at low cost, high income, process cycle are short, product purity is high.
The basic principles and main features and advantages of the present invention of the present invention have been shown and described above.The technology of the industry
Personnel are it should be appreciated that the present invention is not limited to the above embodiments, and the above embodiments and description only describe this
The principle of invention, without departing from the spirit and scope of the present invention, various changes and improvements may be made to the invention, these changes
Change and improvement all fall within the protetion scope of the claimed invention.The claimed scope of the invention by appended claims and its
Equivalent thereof.
Claims (9)
1. the preparation method of high purity N-acetyl-D Glucosamines, it is characterised in that：Include the following steps,
A), ultrafiltration：N- acetyl-D Glucosamines is soluble in water, it is configured to aqueous solution, ultrafiltration is carried out with ceramic membrane, is filtered
Liquid and residue；
B) it, decolourizes：Proper amount of active carbon is added in the filtrate that step a) is prepared, 0.4-0.6h is reacted, through hermetic filtering machine
After filtering, destainer and wet activated carbon are obtained, the wet activated carbon recycles；
C), desalination：Destainer described in step b) is subjected to electrodialysis desalination with electrodialytic membranes, it is 5~50 μ s/ to obtain conductivity
The desalinization liquor of cm；
D) it, concentrates：Desalinization liquor described in step c) is evaporated concentration through evaporator, obtains high-purity concentrate；
E) it, crystallizes：Step d) high-purity concentrates are added in crystallization cylinder, organic solvent is then added, precipitates crystal, obtains
N- acetyl-D Glucosamine magmas；
F) it, centrifuges：Step e) the magmas are poured into centrifuge and are separated by solid-liquid separation, with organic solvent washing 5~
15min, obtains high purity N-wet crystal of acetyl-D Glucosamines and mother liquor, and the Recycling Mother Solution uses；
G), dry：Step f) the wet crystal is put into vacuum drier to be dried, temperature is controlled at 60~80 DEG C, dry
2~4h of time obtains high purity N-acetyl-D Glucosamines.
2. the preparation method of high purity N as described in claim 1-acetyl-D Glucosamines, it is characterised in that：Step a) is used
The ceramic membrane aperture be 50nm.
3. the preparation method of high purity N as described in claim 1-acetyl-D Glucosamines, it is characterised in that：Step a) fortune
The flow velocity of row 0.3~0.45MPa of pressure, film surface are 1.5~5m/s, infiltration flow quantity 30L/h.
4. the preparation method of high purity N as described in claim 1-acetyl-D Glucosamines, it is characterised in that：Step c) fortune
Row 0.3~0.4MPa of pressure, 20~40min of run time.
5. the preparation method of high purity N as described in claim 1-acetyl-D Glucosamines, it is characterised in that：Step c) is used
The electrodialytic membranes be homogeneous ion-exchange membrane.
6. the preparation method of high purity N as described in claim 1-acetyl-D Glucosamines, it is characterised in that：Step e) and
Organic solvent in step f) is one kind in ethyl alcohol, formaldehyde, isopropanol, acetone.
7. the preparation method of high purity N as described in claim 1-acetyl-D Glucosamines, it is characterised in that：In step f)
With organic solvent washing 10min.
8. the preparation method of high purity N-acetyl-D Glucosamines as described in any one of claim 1 to 7 claim,
It is characterized in that：Temperature control is at 70 DEG C in step g).
9. the preparation method of high purity N as described in claim 1-acetyl-D Glucosamines, it is characterised in that：In step a)
The residue is spray-dried to obtain high protein feed.
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Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| 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 |
| CN111018926A (en) * | 2019-12-17 | 2020-04-17 | 大自然生物集团有限公司 | Method for extracting high-purity glucosamine hydrochloride from glucosamine fermentation liquor |
| CN111647027A (en) * | 2020-06-11 | 2020-09-11 | 江苏海飞生物科技有限公司 | Method for separating and purifying 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 |
| CN113912656A (en) * | 2021-09-30 | 2022-01-11 | 上海玉曜生物医药科技有限公司 | Crystal form of N-acetyl-D-glucosamine and preparation method and application thereof |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| 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 |
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| 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 |
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| CN113912656A (en) * | 2021-09-30 | 2022-01-11 | 上海玉曜生物医药科技有限公司 | Crystal form of N-acetyl-D-glucosamine and preparation method and application thereof |
| 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 |
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Application publication date: 20180810 |