CN106188168B - The method for preparing aminoglucose hydrochloride using the bacteria residue of production glutamic acid - Google Patents
The method for preparing aminoglucose hydrochloride using the bacteria residue of production glutamic acid Download PDFInfo
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- CN106188168B CN106188168B CN201610566219.7A CN201610566219A CN106188168B CN 106188168 B CN106188168 B CN 106188168B CN 201610566219 A CN201610566219 A CN 201610566219A CN 106188168 B CN106188168 B CN 106188168B
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- methanol
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- glutamic acid
- supernatant
- aminoglucose hydrochloride
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- CHVZQMAANSUXJU-JJKGCWMISA-N (2r,3s,4r,5r)-2,3,4,5,6-pentahydroxyhexanamide;hydrochloride Chemical compound Cl.NC(=O)[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO CHVZQMAANSUXJU-JJKGCWMISA-N 0.000 title claims abstract description 49
- 241000894006 Bacteria Species 0.000 title claims abstract description 40
- 238000000034 method Methods 0.000 title claims abstract description 34
- WHUUTDBJXJRKMK-UHFFFAOYSA-N Glutamic acid Natural products OC(=O)C(N)CCC(O)=O WHUUTDBJXJRKMK-UHFFFAOYSA-N 0.000 title claims abstract description 31
- 235000013922 glutamic acid Nutrition 0.000 title claims abstract description 31
- 239000004220 glutamic acid Substances 0.000 title claims abstract description 31
- 238000004519 manufacturing process Methods 0.000 title claims abstract description 20
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims abstract description 90
- 239000006228 supernatant Substances 0.000 claims abstract description 33
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 32
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 28
- 239000002244 precipitate Substances 0.000 claims abstract description 26
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims abstract description 25
- 239000000706 filtrate Substances 0.000 claims abstract description 14
- 238000010992 reflux Methods 0.000 claims abstract description 11
- 239000002893 slag Substances 0.000 claims abstract description 10
- 238000001914 filtration Methods 0.000 claims abstract description 9
- 238000003756 stirring Methods 0.000 claims abstract description 9
- 238000002137 ultrasound extraction Methods 0.000 claims abstract description 8
- 238000000605 extraction Methods 0.000 claims abstract description 7
- 230000007062 hydrolysis Effects 0.000 claims abstract description 5
- 238000006460 hydrolysis reaction Methods 0.000 claims abstract description 5
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 18
- 239000007788 liquid Substances 0.000 claims description 15
- 238000002604 ultrasonography Methods 0.000 claims description 12
- 239000003153 chemical reaction reagent Substances 0.000 abstract description 4
- 235000019441 ethanol Nutrition 0.000 description 10
- 239000000843 powder Substances 0.000 description 9
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 6
- 239000000047 product Substances 0.000 description 6
- 238000004809 thin layer chromatography Methods 0.000 description 6
- 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 5
- 230000000694 effects Effects 0.000 description 5
- 239000002904 solvent Substances 0.000 description 5
- 239000004519 grease Substances 0.000 description 4
- UBDZFAGVPPMTIT-UHFFFAOYSA-N 2-aminoguanidine;hydron;chloride Chemical class [Cl-].NC(N)=N[NH3+] UBDZFAGVPPMTIT-UHFFFAOYSA-N 0.000 description 3
- 239000002253 acid Substances 0.000 description 3
- 239000008103 glucose Substances 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- 230000008569 process Effects 0.000 description 3
- 239000013049 sediment Substances 0.000 description 3
- 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 2
- MSFSPUZXLOGKHJ-PGYHGBPZSA-N 2-amino-3-O-[(R)-1-carboxyethyl]-2-deoxy-D-glucopyranose Chemical compound OC(=O)[C@@H](C)O[C@@H]1[C@@H](N)C(O)O[C@H](CO)[C@H]1O MSFSPUZXLOGKHJ-PGYHGBPZSA-N 0.000 description 2
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical compound [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 2
- MSFSPUZXLOGKHJ-UHFFFAOYSA-N Muraminsaeure Natural products OC(=O)C(C)OC1C(N)C(O)OC(CO)C1O MSFSPUZXLOGKHJ-UHFFFAOYSA-N 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- MSWZFWKMSRAUBD-UHFFFAOYSA-N beta-D-galactosamine Natural products NC1C(O)OC(CO)C(O)C1O MSWZFWKMSRAUBD-UHFFFAOYSA-N 0.000 description 2
- 239000006227 byproduct Substances 0.000 description 2
- 238000004364 calculation method Methods 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 239000008121 dextrose Substances 0.000 description 2
- 235000013305 food Nutrition 0.000 description 2
- 229960002442 glucosamine Drugs 0.000 description 2
- 210000004185 liver Anatomy 0.000 description 2
- 238000001556 precipitation Methods 0.000 description 2
- 238000002390 rotary evaporation Methods 0.000 description 2
- 229920006395 saturated elastomer Polymers 0.000 description 2
- 239000000741 silica gel Substances 0.000 description 2
- 229910002027 silica gel Inorganic materials 0.000 description 2
- CVCQAQVBOPNTFI-AAONGDSNSA-N (3r,4r,5s,6r)-3-amino-6-(hydroxymethyl)oxane-2,4,5-triol;sulfuric acid Chemical compound OS(O)(=O)=O.N[C@H]1C(O)O[C@H](CO)[C@@H](O)[C@@H]1O.N[C@H]1C(O)O[C@H](CO)[C@@H](O)[C@@H]1O CVCQAQVBOPNTFI-AAONGDSNSA-N 0.000 description 1
- WCWOEQFAYSXBRK-GASJEMHNSA-N (3r,4s,5s,6r)-2-amino-6-(hydroxymethyl)oxane-3,4,5-triol Chemical compound NC1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O WCWOEQFAYSXBRK-GASJEMHNSA-N 0.000 description 1
- 206010018910 Haemolysis Diseases 0.000 description 1
- 241000238631 Hexapoda Species 0.000 description 1
- 208000007107 Stomach Ulcer Diseases 0.000 description 1
- 230000001093 anti-cancer Effects 0.000 description 1
- 230000003110 anti-inflammatory effect Effects 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 230000003115 biocidal effect Effects 0.000 description 1
- 239000002775 capsule Substances 0.000 description 1
- 210000000170 cell membrane Anatomy 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 238000004440 column chromatography Methods 0.000 description 1
- 239000002537 cosmetic Substances 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 238000005265 energy consumption Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 239000003337 fertilizer Substances 0.000 description 1
- 239000012847 fine chemical Substances 0.000 description 1
- 201000005917 gastric ulcer Diseases 0.000 description 1
- 230000036541 health Effects 0.000 description 1
- 230000008588 hemolysis Effects 0.000 description 1
- 230000003301 hydrolyzing effect Effects 0.000 description 1
- 210000003734 kidney Anatomy 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- LPUQAYUQRXPFSQ-DFWYDOINSA-M monosodium L-glutamate Chemical compound [Na+].[O-]C(=O)[C@@H](N)CCC(O)=O LPUQAYUQRXPFSQ-DFWYDOINSA-M 0.000 description 1
- 235000013923 monosodium glutamate Nutrition 0.000 description 1
- 239000004223 monosodium glutamate Substances 0.000 description 1
- 238000005457 optimization Methods 0.000 description 1
- 230000035790 physiological processes and functions Effects 0.000 description 1
- 239000002574 poison Substances 0.000 description 1
- 231100000614 poison Toxicity 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 238000004064 recycling Methods 0.000 description 1
- 201000003068 rheumatic fever Diseases 0.000 description 1
- 150000003839 salts Chemical group 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 238000002525 ultrasonication 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
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Health & Medical Sciences (AREA)
- Biochemistry (AREA)
- Biotechnology (AREA)
- General Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Molecular Biology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Saccharide Compounds (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
Abstract
The invention discloses a kind of methods that the bacteria residue using production glutamic acid prepares aminoglucose hydrochloride, and steps are as follows：(1) glutamic acid wet bacteria slag is taken, the ethanol solution of 23 times of volumes, refluxing extraction is added, filtering obtains filter residue；(2) water, ultrasonic extraction are added into filter residue, filtering obtains filtrate；(3) filtrate is evaporated, obtains dry matter, water and hydrochloric acid are sequentially added into dry matter, is hydrolyzed 35 hours under the conditions of 15 30 DEG C, methanol is added after hydrolysis, stood, pour out supernatant；(4) pH for adjusting supernatant is 7 7.2, and filtering obtains white precipitate；Be added methanol into white precipitate, stirring and dissolving obtains methanol supernatant, and remaining white precipitate adds methanol dissolving, and repeated several times merge methanol supernatant, be concentrated to dryness to get.The present invention establishes a kind of method efficiently preparing aminoglucose hydrochloride from the bacteria residue of production glutamic acid for the first time, and the type and dosage of required reagent are few, reduce the manufacturing cost of aminoglucose hydrochloride.
Description
Technical field
The present invention relates to a kind of methods that the bacteria residue using production glutamic acid prepares aminoglucose hydrochloride, belong to food and change
Work field.
Background technology
Aminoglucose hydrochloride is also known as aminoglucose hydrochloride.There is important physiological function to human body, participates in liver, kidney solution
Poison plays anti-inflammatory liver protection effect.There is good curative effect to treatment rheumatic arthritis and gastric ulcer.It is synthetic antibiotic and anticancer
The primary raw material of drug, can be also used for chemical industry, food, in cosmetics and feed addictive.Current market sales of amino
Sugared Capsules of health productions principle active component is aminoglucose hydrochloride or Glucosamine Sulphate.
Aminoglucose hydrochloride is as a kind of fine chemical product, and product price is high, and the market demand is big, at present mostly by
Insect shell or crust pyrohydrolysis are made, and source is relatively limited.Glutamic acid bacteria residue is the principal by product of monosodium glutamate industry, I
The glutamic acid bacteria residue that state produces every year is up to million tons, for the recycling of glutamic acid bacteria residue, is used as feed and fertilizer to make at present more
With generated utility value is relatively low.
Jiang Xinying with the bacteria residue of production glutamic acid during preparing muramic acid, it was confirmed that hydrochloric acid ammonia in glutamic acid bacteria residue
The presence of base glucose, but aminoglucose hydrochloride is the by-product prepared as muramic acid, and yield is relatively low, and preparation process
Complexity, required reagent type and dosage are too big, and manufacturing cost is too high.
Invention content
For the above-mentioned prior art, the object of the present invention is to provide a kind of bacteria residues using production glutamic acid to prepare hydrochloric acid ammonia
The method of base glucose.
To achieve the above object, the present invention uses following technical proposals：
A method of aminoglucose hydrochloride being prepared using the bacteria residue of production glutamic acid, steps are as follows：
(1) glutamic acid wet bacteria slag is taken, the ethanol solution of 2-3 times of volume (g/ml), refluxing extraction is added, filtering obtains filter residue；
(2) it is added water into filter residue, the addition of water is the 2-3 times of volume (g/ml) of glutamic acid wet bacteria slag, ultrasonic extraction,
Filtering, obtains filtrate；
(3) filtrate is evaporated, obtains dry matter, water and hydrochloric acid are sequentially added into dry matter, 3- is hydrolyzed under the conditions of 15-30 DEG C
5 hours, methanol is added after hydrolysis, is stood, and is crystallized in liquid, is poured out supernatant；
(4) pH for adjusting supernatant is 7-7.2, has a large amount of white precipitates to occur, and filtering obtains white precipitate；It is heavy to white
Methanol is added in shallow lake, stirring and dissolving obtains methanol supernatant, and remaining white precipitate adds methanol dissolving, and repeated several times merge
Methanol supernatant is concentrated to dryness to get aminoglucose hydrochloride.
In step (1), the water content of the glutamic acid wet bacteria slag is 45-55%；Preferably 50%.
In step (1), the percentage by volume of the ethanol solution is 90-100%.Using ethanol solution to glutamic acid bacteria residue
The purpose for carrying out refluxing extraction is grease removal (mainly two layers of fat of cell membrane), which has certain water solubility, institute
To select percentage by volume to carry out reflux removal for the ethanol solution of 90-100%, compared with other solvents, percentage by volume is
The grease removal effect of the ethanol solution of 90-100% is best.
In step (1), the time of the refluxing extraction is 1-2 hours, and reflow's cycle is 2-3 times.
In step (2), the condition of ultrasonic extraction is：20kHz, 600~800W of ultrasonic power, 2 seconds gaps of ultrasound 2 seconds, surpass
Sound 4-6 times, each 0.5-1h.The purpose of ultrasonic extraction is to carry out broken wall treatment；Power, extraction time and the ultrasound of ultrasonic extraction
Time be influence broken wall treatment effect principal element, the present invention by the optimization to ultrasonic technique condition, make its ensure compared with
Under the premise of good shell-broken effect, and reduce energy consumption.
In step (3), the addition of water and hydrochloric acid is the 2-3 times of volume (g/ml) of dry matter (i.e. in every gram of dry matter
It is separately added into 2-3 milliliters of water and hydrochloric acid)；The addition of methanol is the 8-10 times of volume (g/ml) of dry matter.
In step (3), a concentration of 12mol/L of the hydrochloric acid.
In step (3), the time of standing is 1-1.5 hours.
In step (4), the pH of supernatant is adjusted using sodium hydroxide.The pH of supernatant is adjusted using sodium hydroxide.This hair
The pH value of supernatant, target product aminoglucose hydrochloride is divided in the form of sediment after the bright acidolysis processing by adjusting
From simplify aminoglucose hydrochloride isolates and purifies operation, is advantageously implemented industrialized production.
In step (4), the addition of methanol (i.e. adds for the 8-10 times of volume (g/ml) of white precipitate in every gram of white precipitate
Enter 8-10 milliliters of methanol).
The aminoglucose hydrochloride prepared to the present invention using the method for thin-layer chromatography Scanning Detction is detected, and takes 1.5
Aminoglucose hydrochloride crystallized sample prepared by milligram, which is dissolved in 1 milliliter of water, is used as sample liquid；Take 10.2 milligrams of aminoguanidine hydrochlorides
Dextrose standard sample, which is dissolved in 4 milliliters of water, is used as titer.Take 1 μ l sample liquids and 0.25 μ l, 0.5 μ l, 1 μ l, 2 μ l, 3 μ l marks
Quasi- liquid point is on same GF254 High Performance Thin silica gel plates (10cm*10cm).Solvent is methanol-acetone-acetic acid-water-isopropyl
Alcohol (4：3：0.5：1：1.5).Panel, which is placed in expansion cylinder, to be saturated 20 minutes or so, and 8 centimetres are then unfolded in solvent.It takes out
It dries.Plate is placed in the acetone soln of aniline-diphenylamines-trichloroacetic acid and soaks plate, takes out and bakes 10 minutes sample liquids under 85 degree
Brown, the R of the two are dyed with the point of standard items liquidfValue is 0.68.Absorbing wavelength with CAMAG3 thin-layer chromatogram scanners in 365nm is swept
Integrating peak areas value is retouched to obtain, integrating peak areas value and titer quality are calculated with the WINCATS1.4.1 software statistics of the instrument
Relationship regression equation calculation, detect and calculate aminoglucose hydrochloride amount.
Beneficial effects of the present invention：
(1) present invention establishes a kind of side efficiently preparing aminoglucose hydrochloride from the bacteria residue of production glutamic acid for the first time
Method, this method only need three kinds of ethyl alcohol, hydrochloric acid and methanol organic reagents, and required reagent type is few, and process is simple, without de-
Color, column chromatography for separation and etc.；When acidolysis is handled, since the filtrate after ultrasonic extraction first to have been carried out to be evaporated processing, institute
The amount of the hydrochloric acid of addition is few, and senior general reduces the manufacturing cost of aminoglucose hydrochloride.
(2) method using the present invention prepares aminoglucose hydrochloride, and the yield of product is high, can be prepared in dry bacteria residue per ton
The purity for the aminoglucose hydrochloride for obtaining 2.4-2.7 kilograms of aminoglucose hydrochloride, and preparing is high, up to 99.0% with
On.
(3) method for preparing aminoglucose hydrochloride using the bacteria residue of production glutamic acid of the invention, selects volume first
The ethanol solution that percentage is 90-100% carries out grease removal processing to the bacteria residue for producing glutamic acid, carries out ultrasonication after grease removal again
It handles, is first evaporated filtrate after broken wall treatment, then acid adding carries out acidolysis, greatly reduces the dosage of acid hemolysis process acid solution, acidolysis
Afterwards by adjusting the pH value of supernatant, target product aminoglucose hydrochloride is detached in the form of sediment, is simplified
Aminoglucose hydrochloride isolates and purifies operation.Above-mentioned each processing step is an organic whole, conditional, is effectively simplified
The technological process of aminoglucose hydrochloride is prepared from the bacteria residue of production glutamic acid, and improves aminoglucose hydrochloride
Recovery rate.
Specific implementation mode
With reference to embodiment, the present invention is further illustrated, it should explanation, following embodiments merely to
It explains the present invention, its content is not defined.
Embodiment 1：Aminoglucose hydrochloride is prepared using the bacteria residue of production glutamic acid
It is as follows：
(1) glutamic acid wet bacteria slag 250g (water content 50%, the i.e. dry weight of bacteria residue are 125g) is taken, adds 95% (body every time
Product percentage) ethyl alcohol 600ml, flows back 2 times, is filtered after the 1h that flows back every time, finally obtain filter residue.
(2) 1000ml is added water to filter residue, ultrasound 0.5h under the conditions of 20kHz, power 700w, ultrasound 2s interval 2s, mistake
Filter to obtain filtrate 400ml.Above procedure ultrasound 5 times altogether are repeated, 5 times filtrate merges, total 2000ml.
(3) by filtrate, rotary evaporation in vacuo removes moisture at 65 DEG C, obtains dry matter 16g.
(4) 32ml water is added into dry matter, adds the HCL of 32ml 12mol/L, after hydrolyzing 4h under room temperature (25 DEG C),
160ml methanol is added, stands 1h, liquid crystallizes, and pours out supernatant.
(5) the supernatant tune PH=7 that will be poured out with NaOH, there is a large amount of white precipitates.Filter to obtain white precipitate.It is heavy to white
50ml methanol is added in shallow lake.Stirring, pours out supernatant.50ml methanol is added in being precipitated again to residue, stirring and dissolving obtains supernatant and (removes
Residue precipitation).Secondary supernatant is merged, is concentrated to dryness, white precipitate powder is obtained, is weighed as 0.33g.
Aminoglucose hydrochloride manufactured in the present embodiment is detected using the method for thin-layer chromatography Scanning Detction, is taken
1.5 milligrams of white precipitate powder manufactured in the present embodiment, which are dissolved in 1 milliliter of water, is used as sample liquid；Take 10.2 milligrams of aminoguanidine hydrochlorides
Dextrose standard sample, which is dissolved in 4 milliliters of water, is used as titer.Take 1 μ l sample liquids and 0.25 μ l, 0.5 μ l, 1 μ l, 2 μ l, 3 μ l marks
Quasi- liquid point is on same GF254 High Performance Thin silica gel plates (10cm*10cm).Solvent is methanol-acetone-acetic acid-water-isopropyl
Alcohol (4：3：0.5：1：1.5).Panel, which is placed in expansion cylinder, to be saturated 20 minutes or so, and 8 centimetres are then unfolded in solvent.It takes out
It dries.Plate is placed in the acetone soln of aniline-diphenylamines-trichloroacetic acid and soaks plate, takes out and bakes 10 minutes sample liquids under 85 degree
Brown, the R of the two are dyed with the point of standard items liquidfValue is 0.68, illustrates that white precipitate powder manufactured in the present embodiment is salt
Sour Glucosamine.
Integrating peak areas value is scanned to obtain in the absorbing wavelength of 365nm with CAMAG3 thin-layer chromatogram scanners, with the instrument
WINCATS1.4.1 software statistics calculate the relationship regression equation calculation of integrating peak areas value and titer quality, calculate to obtain hydrochloric acid
The amount of Glucosamine, is computed, and the purity of aminoglucose hydrochloride manufactured in the present embodiment is 94.4%, gained aminoguanidine hydrochloride
Glucose is the 0.25% of dry bacteria residue weight.
Embodiment 2：Aminoglucose hydrochloride is prepared using the bacteria residue of production glutamic acid
It is as follows：
(1) glutamic acid wet bacteria slag 150g (water content 50%, dry weight 75g) is taken, adds absolute ethyl alcohol 400ml every time, is returned
Stream 2 times filters every time plus after absolute ethyl alcohol 400ml reflux 1h, and filter residue repeats reflux 1 time, filters to obtain filter residue.
(2) 600ml is added water to filter residue, ultrasound 0.5h under the conditions of 20kHz, power 600w, ultrasound 2s interval 2s, filtering
Filtrate 240ml is obtained, filter residue is added water to 600ml, repeats ultrasound totally 5 times with same method, 5 times filtrate merges total 1200ml.
(3) by filtrate, rotary evaporation in vacuo removes moisture at 65 DEG C, obtains dry matter 10g.
(4) 20ml water is added into dry matter, adds 20ml 12mol/L HCL, after water at normal temperature solution 4h, is added
100ml methanol stands 1h, and liquid crystallizes, and pours out supernatant.
(5) the supernatant tune PH=7 that will be poured out with NaOH, there is a large amount of white precipitates.Filter to obtain white precipitate.It is heavy to white
25ml methanol is added in shallow lake.Stirring, pours out supernatant.25ml methanol is added in being precipitated again to residue, stirring and dissolving obtains supernatant and (removes
Residue precipitation).Secondary supernatant is merged, is concentrated to dryness, white precipitate powder is obtained, is weighed as 0.22g.
Aminoglucose hydrochloride manufactured in the present embodiment is detected using the method for thin-layer chromatography Scanning Detction, as a result
Prove that white precipitate powder manufactured in the present embodiment is aminoglucose hydrochloride；The purity of the aminoglucose hydrochloride of preparation is
93.2%, gained aminoglucose hydrochloride is the 0.27% of dry bacteria residue weight.
Embodiment 3：Aminoglucose hydrochloride is prepared using the bacteria residue of production glutamic acid
Bacteria residue reflux concentration of alcohol used is adjusted to 90%, power adjustment is 800w used in ultrasound, remaining operation is same real
Example 1 is applied, prepared dry matter is 17g, and 34ml water is added into the dry matter, adds 34ml 12mol/L HCL, room temperature
After lower hydrolysis 4h, 170ml methanol is added, stands 1h, liquid crystallizes, and pours out supernatant.
The supernatant tune PH=7 that will be poured out with NaOH, there is a large amount of white precipitates.Filter to obtain white precipitate.To white precipitate
Middle addition 50ml methanol.Stirring, pours out supernatant.50ml methanol is added in being precipitated again to residue, stirring and dissolving obtains supernatant, and it is heavy to remove
It forms sediment.Secondary supernatant is merged, is concentrated to dryness, white precipitate powder is obtained, is weighed as 0.35g.
Aminoglucose hydrochloride manufactured in the present embodiment is detected using the method for thin-layer chromatography Scanning Detction, as a result
Prove that white precipitate powder manufactured in the present embodiment is aminoglucose hydrochloride；The purity of the aminoglucose hydrochloride of preparation is
93.8%, gained aminoglucose hydrochloride is the 0.26% of dry bacteria residue weight.
Comparative example 1：
Bacteria residue reflux concentration of alcohol used is adjusted to 70%, power adjustment is 450w used in ultrasound, remaining operation is same real
Example 1 is applied, the aminoglucose hydrochloride powder being prepared is weighed.Gained aminoglucose hydrochloride is 0.25g.
Aminoglucose hydrochloride manufactured in the present embodiment is detected using the method for thin-layer chromatography Scanning Detction, as a result
Show that the purity of aminoglucose hydrochloride manufactured in the present embodiment is 91.8%, gained aminoglucose hydrochloride is dry bacteria residue weight
0.18%.
Comparative example 2：
The pH value of supernatant in 1 step of embodiment (5) is adjusted to 8.5, remaining operation is prepared with embodiment 1
Aminoglucose hydrochloride powder, weighs.Gained aminoglucose hydrochloride is 0.29g.
Aminoglucose hydrochloride manufactured in the present embodiment is detected using the method for thin-layer chromatography Scanning Detction, as a result
Show that the purity of aminoglucose hydrochloride manufactured in the present embodiment is 81.6%, gained aminoglucose hydrochloride is dry bacteria residue weight
0.19%.
The above embodiment is a preferred embodiment of the present invention, but embodiments of the present invention are not by above-described embodiment
Limitation, it is other it is any without departing from the spirit and principles of the present invention made by changes, modifications, substitutions, combinations, simplifications,
Equivalent substitute mode is should be, is included within the scope of the present invention.
Claims (11)
1. a kind of method that bacteria residue using production glutamic acid prepares aminoglucose hydrochloride, which is characterized in that steps are as follows：
(1) glutamic acid wet bacteria slag is taken, the ethanol solution of 2-3 times of volume (ml/g), refluxing extraction is added, filtering obtains filter residue；
(2) water is added into filter residue, the addition of water is the 2-3 times of volume (ml/g) of glutamic acid wet bacteria slag, ultrasonic extraction, mistake
Filter, obtains filtrate；
(3) filtrate is evaporated, obtains dry matter, water and hydrochloric acid are sequentially added into dry matter, hydrolysis 3-5 is small under the conditions of 15-30 DEG C
When, methanol is added after hydrolysis, is stood, and is crystallized in liquid, is poured out supernatant；
(4) pH for adjusting supernatant is 7-7.2, and filtering obtains white precipitate；Methanol is added into white precipitate, stirring and dissolving obtains
Methanol supernatant, remaining white precipitate add methanol dissolving, repeated several times, merge methanol supernatant, be concentrated to dryness to get
Aminoglucose hydrochloride.
2. the method as described in claim 1, which is characterized in that in step (1), the water content of the glutamic acid wet bacteria slag is
45-55%.
3. method as claimed in claim 1 or 2, which is characterized in that in step (1), the water content of the glutamic acid wet bacteria slag
Preferably 50%.
4. the method as described in claim 1, which is characterized in that in step (1), the percentage by volume of the ethanol solution is
90-100%.
5. the method as described in claim 1, which is characterized in that in step (1), the time of the refluxing extraction is 1-2 hours,
Reflow's cycle is 2-3 times.
6. the method as described in claim 1, which is characterized in that in step (2), the condition of ultrasonic extraction is：20kHz, ultrasound
2 seconds 600~800W of power, ultrasound gaps 2 seconds, 4-6 times ultrasonic, each 0.5-1h.
7. the method as described in claim 1, which is characterized in that in step (3), the addition of water and hydrochloric acid is dry matter
2-3 times of volume (ml/g)；The addition of methanol is the 8-10 times of volume (ml/g) of dry matter.
8. the method for claim 7, which is characterized in that in step (3), a concentration of 12mol/L of the hydrochloric acid.
9. the method as described in claim 1, which is characterized in that in step (3), the time of standing is 1-1.5 hours.
10. method described in claim 1, which is characterized in that in step (4), the pH of supernatant is adjusted using sodium hydroxide.
11. method described in claim 1, which is characterized in that in step (4), the addition of methanol is the 8-10 of white precipitate
Times volume (ml/g).
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