CN107475320A - The Green production method of L asparatates - Google Patents
The Green production method of L asparatates Download PDFInfo
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- CN107475320A CN107475320A CN201710732385.4A CN201710732385A CN107475320A CN 107475320 A CN107475320 A CN 107475320A CN 201710732385 A CN201710732385 A CN 201710732385A CN 107475320 A CN107475320 A CN 107475320A
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- ammonium
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- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P13/00—Preparation of nitrogen-containing organic compounds
- C12P13/04—Alpha- or beta- amino acids
- C12P13/20—Aspartic acid; Asparagine
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C227/00—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton
- C07C227/38—Separation; Purification; Stabilisation; Use of additives
- C07C227/40—Separation; Purification
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Abstract
The present invention provides a kind of method for preparing L asparatates, including：Maleic acid reacts to obtain maleic acid ammonium with ammonia；The enzyme liquid that obtained maleic acid ammonium and microbial fermentation obtain is stirred at 30~40 DEG C and carries out enzyme reaction, obtains L asparatate ammonium feed liquids；The enzyme liquid that described microbial fermentation obtains is that maleate isomerase and L aspartic transaminase genes are transferred in same microorganism into caused enzyme liquid after fermentation；L asparatate ammonium feed liquids adjust isoelectric point to obtain the mixture of L asparagines acid crystal and ammonium sulfate liquor to 2.6~3.0, further through separating, drying, obtain L asparatates with the concentrated sulfuric acid.The method of the present invention can be greatly reduced waste water and accessory substance yield, sulfuric acid and ammonia recycled, improve yield, and integrated cost is relatively low.
Description
Technical field
The invention belongs to raw materials for food industry production technical field, is related to a kind of green production side of ASPARTIC ACID
Method, more particularly to the lifting of purification techniques.
Background technology
ASPARTIC ACID has extensive purposes in medicine, food and chemical industry etc..It is amino acid in terms of medicine
The main component of preparation, it is the synthesis material of the multi-medicaments such as potassium L-aspartate, magnesium, calcium, asparagine；In food work
In terms of industry, ASPARTIC ACID is a kind of good nutritional supplement, makes an addition to various cold drinks；It is sugared substitute A Siba
The main production raw material of sweet tea；In terms of chemical industry, it can be largely used to synthesizing environment-friendly material as the raw material of manufacture synthetic resin and gather
Asparatate；Nutritive additive of cosmetics etc. is can act also as, there are good market prospects.
In the prior art, the preparation method of ASPARTIC ACID mainly includes microbe fermentation method, fumarase conversion method
And chemical synthesis.
Microbe fermentation method prepares ASPARTIC ACID, and production acid amount is relatively low with conversion ratio, and cycle length, accessory substance is more, extraction
Complex process.
Fumarase conversion method prepares ASPARTIC ACID using maleic acid as raw material, under organic catalyst effect,
Fumaric acid is changed into strong acidic condition (pH 1 or so)；Fumaric acid after isolating and purifying is in Aspartase and the work of excess ammonia
It is converted into aspartic acid under, in reaction solution sulfuric acid and after excess of ammonia, isolates and purifies to obtain product ASPARTIC ACID.
In this method, the fumaric acid that is isomerizated into of maleic acid is to carry out under strongly acidic conditions, this mistake big to the corrosivity of equipment
Waste water strong acid, biodegradability are poor caused by journey, difficult.And fumaric acid ammonification is produced sulfur-bearing in waste water and contained by enzymatic conversion
Nitrogen, wastewater treatment difficulty is big, and processing cost is high, and discharge is not easy up to standard.Fumarase conversion method prepares ASPARTIC ACID in a word
The level of production is low, and former auxiliary material consumption is big, and cost is high.Product per ton consumes about 500 kilograms of sulfuric acid, about 300 kilograms of liquefied ammonia.At present
L-Aspartic acid molar product yield only has 85% or so, and integrated cost is high.
Chemical synthesis prepares ASPARTIC ACID, and it is different that fumaric acid ammonification obtains DL-aspartic acid at high temperature under high pressure
Structure body, split difficult, cost height.
The content of the invention
It is an object of the invention to：A kind of new method for preparing ASPARTIC ACID is provided, waste water and accessory substance can be made
Yield is greatly reduced, while reduces sulfuric acid consumption, improves yield, and integrated cost is relatively low.
The above-mentioned purpose of the present invention is achieved through the following technical solutions：
A kind of method for preparing ASPARTIC ACID is provided, comprised the following steps：
1) maleic acid reacts to obtain maleic acid ammonium with ammonia；
2) enzyme liquid that the maleic acid ammonium that step 1) obtains obtains with microbial fermentation is stirred at 30~40 DEG C and carries out enzyme
Reaction, obtains ASPARTIC ACID ammonium feed liquid；The enzyme liquid that described microbial fermentation obtains is by maleate isomerase and L- days
Lomefloxacin aspartate injection gene is transferred in same microorganism caused enzyme liquid after fermentation；
3) the ASPARTIC ACID ammonium feed liquid concentrated sulfuric acid that step 2) obtains adjusts isoelectric point to obtain L- Tianmens to 2.6~3.0
Winter propylhomoserin crystallizes and the mixture of ammonium sulfate liquor, further through separating, drying, obtains ASPARTIC ACID.
In the solution of the present invention, the microorganism described in step 2) can be any one genetic engineering of the prior art
Bacterium, the preferred Escherichia coli of the present invention.
In preferred embodiments of the present invention, the fermentation described in step 2) is preferably containing magnesium sulfate, potassium dihydrogen phosphate, chlorination
Sodium, corn steep liquor nutrient solution in ferment, the pH of the nutrient solution is 6~7, and for temperature at 30~37 DEG C, OD values are 0.2~0.4, are trained
It is 15~20 hours to support the time.
In the further preferred scheme of the present invention, described nutrient solution, by weight percentage, contain 0.02-0.03%
Magnesium sulfate, 0.05-0.1% potassium dihydrogen phosphate, 0.2-0.3% sodium chloride and 1.2-1.5% corn steep liquor.
In preferred embodiments of the present invention, the enzyme reaction temperature described in step 2) is preferred：30 DEG C, 35 DEG C, 38 DEG C or 40 DEG C.
In preferred embodiments of the present invention, the ASPARTIC ACID ammonium feed liquid that step 2) obtains preferably first adds 0.5%~1% to live
Property carbon decolourize after, then with the concentrated sulfuric acid adjust isoelectric point to 2.6~3.0.
In preferred embodiments of the present invention, the separation described in step 3) is by centrifuging the described isolated L- of mixture
Asparatate wet product and ammonium sulfate liquor.
In the further preferred scheme of the present invention, the ammonium sulfate liquor for centrifuging to obtain obtains dilute sulfuric acid and ammonia through electrodialysis
Water, described ammoniacal liquor cover the preparation of the maleic acid ammonium for step 1), and the concentrated rear enclosure of described dilute sulfuric acid is used for step 3)
Isoelectric point is adjusted, with the discharge for reducing cost, reducing waste water.
In the prior art, the preparation production procedure of ASPARTIC ACID is longer, first wants maleic acid chemical isomerization production rich
Horse acid, then ASPARTIC ACID is produced by enzyme transforming process with fumaric acid ammonification.Maleic acid chemical isomerization production fumaric acid
During can produce a large amount of strongly acid wastewaters；A large amount of ammonium sulfate waste waters can be produced during fumaric acid ammonification enzymatic conversion, ammonia nitrogen is high.
Two kinds of waste water are measured big, not disposable, may cause seriously to pollute.The present invention proposes the L- for being different from prior art on the whole
Asparatate preparation method, ASPARTIC ACID directly is produced from maleic acid, first react to obtain maleic acid with maleic acid and ammonia
Ammonium, then transformed by genetic engineering, maleate isomerase and ASPARTIC ACID aminotransferase gene are transferred in microorganism, fermented
Two kinds of enzymes are produced afterwards, by the catalytic reaction of two kinds of enzymes, maleic acid ammonium catalytic reaction are generated into ASPARTIC ACID ammonium, so used
Bio-enzymes isomerization instead of chemical isomerization, avoid the link of maleic acid chemical isomerization production fumaric acid, not only technique
Step is simple, saves labour, and reacts gentle, and equipment is not injured, also produced without strongly acid wastewater.In addition it is of the invention
Process for refining is also improved, the obtained ASPARTIC ACID ammonium feed liquid concentrated sulfuric acid is adjusted into isoelectric point, obtains ASPARTIC ACID
And ammonium sulfate liquor, ammonium sulfate liquor obtain dilute sulfuric acid and ammoniacal liquor through electrodialysis plant, the concentrated rear enclosure of dilute sulfuric acid is used, and ammoniacal liquor returns
To dispensing.The method of the present invention can be greatly reduced waste water and accessory substance yield, sulfuric acid and ammonia recycled, reenter
Production system, improves yield, and integrated cost is relatively low.In a word, compared with the prior art, method ammonia of the invention, sulfuric acid consumption
More than 40% is reduced, yield improves 5%, has reached the effect of green industrialized production.
Brief description of the drawings
Fig. 1 is embodiment 1-4 preparation technology flow chart.
Fig. 2 is the preparation technology flow chart of comparative example 1.
Embodiment
The present invention is specifically described below by embodiment, the present embodiment is served only for making further the present invention
It is bright, it is impossible to be interpreted as limiting the scope of the invention, those skilled in the art makes according to the content of foregoing invention
Some nonessential modifications and adaptations, belong to the scope of the present invention.
Embodiment 1
It is a kind of to prepare the method for ASPARTIC ACID, as shown in figure 1, comprising the following steps：
1) maleic acid reacts to obtain maleic acid ammonium with ammonia；
2) bio-enzymes isomerization
2.1) maleate isomerase and ASPARTIC ACID aminotransferase gene are transferred in microorganism Escherichia coli and fermented, pressed
Percentage by weight meter, fermentation culture contain 0.02% magnesium sulfate, 0.1% potassium dihydrogen phosphate, 0.2% sodium chloride,
1.5% corn steep liquor, the pH of the nutrient solution is 6~7, and fermentation temperature is 35 DEG C, and OD values are 0.2~0.3, incubation time 15
Hour, obtain the enzyme liquid containing two kinds of enzymes；
2.2) enzyme liquid that the maleic acid ammonium that step 1) obtains obtains with step 2.1) is stirred at 30 DEG C and carries out enzyme reaction,
Obtain ASPARTIC ACID ammonium feed liquid；
3) the ASPARTIC ACID ammonium feed liquid that step 2.2) obtains first adds 0.5% decolorizing with activated carbon, then uses the concentrated sulfuric acid
Isoelectric point 2.6 is adjusted, obtains the mixture of ASPARTIC ACID crystallization and ammonium sulfate liquor；
4) mixture for obtaining step 3) centrifuges, isolated ASPARTIC ACID wet product and ammonium sulfate liquor, by institute
Further drying obtains finished product to the ASPARTIC ACID wet product stated；
5) ammonium sulfate liquor that step 4) is isolated obtains dilute sulfuric acid and ammoniacal liquor, ammoniacal liquor return to step 1 through electrodialysis plant)
Into the preparation of maleic acid ammonium, the isoelectric point that the concentrated rear enclosure of dilute sulfuric acid is used for step 3) is adjusted.
The preparation technology of the present embodiment does not have ammonium sulfate waste water generation substantially.
Comparative example 1
It is a kind of to prepare the method for ASPARTIC ACID, as shown in Fig. 2 comprising the following steps：
1) catalyst is added in maleic acid and carries out chemical isomerization, fumaric acid and strong acid waste water are obtained after separation of solid and liquid；On
The catalyst stated is usually using sulfuric acid, sodium bromide, ammonium persulfate etc.；
2) fumaric acid that step 1) obtains reacts to obtain ammonium fumarate with ammonia；
3) ASPARTIC ACID transaminase is added in the ammonium fumarate that step 2) obtains, L- lucid asparagus is obtained by enzymatic conversion
Propylhomoserin ammonium；
4) the ASPARTIC ACID ammonium that step 3) obtains adds the concentrated sulfuric acid and adjusts isoelectric point, obtains ASPARTIC ACID and sulphur
Sour ammonium waste water.
In the present embodiment, the pH of strong acid waste water caused by step 1) is in 0.5, COD in 30000mg/L or so, remaining Malaysia
Acid content is 1%~2%, and 5 tons or so the strong acid waste water can be produced by producing fumaric acid per ton；Ammonium sulfate gives up caused by step 4)
Water pH is in 3~4, COD：20000mg/L or so, ammonia nitrogen：15000mg/L or so.Producing ASPARTIC ACID product per ton can produce
Ammonium sulfate waste water described in raw 5~7 tons or so.
Embodiment 2
It is a kind of to prepare the method for ASPARTIC ACID, as shown in figure 1, comprising the following steps：
1) maleic acid reacts to obtain maleic acid ammonium with ammonia；
2) bio-enzymes isomerization
2.1) maleate isomerase and ASPARTIC ACID aminotransferase gene are transferred in microorganism Escherichia coli and fermented, pressed
Percentage by weight meter, fermentation culture contain 0.03% magnesium sulfate, 0.05% potassium dihydrogen phosphate, 0.3% sodium chloride,
1.2% corn steep liquor, the pH of the nutrient solution is 6~7, and fermentation temperature is 36 DEG C, and OD values are 0.3~0.4, incubation time 18
Hour, obtain the enzyme liquid containing two kinds of enzymes；
2.2) enzyme liquid that the maleic acid ammonium that step 1) obtains obtains with step 2.1) is stirred at 35 DEG C and carries out enzyme reaction,
Obtain ASPARTIC ACID ammonium feed liquid；
3) the ASPARTIC ACID ammonium feed liquid that step 2.2) obtains first adds 0.75% decolorizing with activated carbon, then uses the concentrated sulfuric acid
Isoelectric point 2.8 is adjusted, obtains the mixture of ASPARTIC ACID crystallization and ammonium sulfate liquor；
4) mixture for obtaining step 3) centrifuges, isolated ASPARTIC ACID wet product and ammonium sulfate liquor, by institute
Further drying obtains finished product to the ASPARTIC ACID wet product stated；
5) ammonium sulfate liquor that step 4) obtains obtains dilute sulfuric acid and ammoniacal liquor, ammoniacal liquor return to step 1 through electrodialysis plant) enter
Enter the preparation of maleic acid ammonium, the isoelectric point that the concentrated rear enclosure of dilute sulfuric acid is used for step 3) is adjusted.
The preparation technology of the present embodiment does not have ammonium sulfate waste water generation substantially.
Embodiment 3
It is a kind of to prepare the method for ASPARTIC ACID, as shown in figure 1, comprising the following steps：
1) maleic acid reacts to obtain maleic acid ammonium with ammonia；
2) bio-enzymes isomerization
2.1) maleate isomerase and ASPARTIC ACID aminotransferase gene are transferred in microorganism Escherichia coli and fermented, pressed
Percentage by weight meter, fermentation culture contain 0.01% magnesium sulfate, 0.2% potassium dihydrogen phosphate, 0.4% sodium chloride,
1.5% corn steep liquor, the pH of the nutrient solution is 6~7, and fermentation temperature is 37 DEG C, and OD values are 0.2~0.3, incubation time 16
Hour, obtain the enzyme liquid containing two kinds of enzymes；
2.2) enzyme liquid that the maleic acid ammonium that step 1) obtains obtains with step 2.1) is stirred at 38 DEG C and carries out enzyme reaction,
Obtain ASPARTIC ACID ammonium feed liquid；
3) the ASPARTIC ACID ammonium feed liquid that step 2.2) obtains first adds 0.5% decolorizing with activated carbon, then uses the concentrated sulfuric acid
Isoelectric point 2.9 is adjusted, obtains the mixture of ASPARTIC ACID crystal and ammonium sulfate liquor；
4) mixture for obtaining step 3) centrifuges, isolated ASPARTIC ACID wet product and ammonium sulfate liquor, by institute
Further drying obtains finished product to the ASPARTIC ACID wet product stated；
5) ammonium sulfate liquor that step 4) obtains obtains dilute sulfuric acid and ammoniacal liquor, ammoniacal liquor return to step 1 through electrodialysis plant) enter
Enter the preparation of maleic acid ammonium, the isoelectric point that the concentrated rear enclosure of dilute sulfuric acid is used for step 3) is adjusted；
The preparation technology of the present embodiment does not have ammonium sulfate waste water generation substantially.
Embodiment 4
It is a kind of to prepare the method for ASPARTIC ACID, as shown in figure 1, comprising the following steps：
1) maleic acid reacts to obtain maleic acid ammonium with ammonia；
2) bio-enzymes isomerization
2.1) maleate isomerase and ASPARTIC ACID aminotransferase gene are transferred in microorganism Escherichia coli and fermented, pressed
Percentage by weight meter, fermentation culture contain 0.02% magnesium sulfate, 0.1% potassium dihydrogen phosphate, 0.15% sodium chloride,
1.8% corn steep liquor, the pH of the nutrient solution is 6~7, and fermentation temperature is 37 DEG C, and OD values are 0.3~0.4, incubation time 18
Hour, obtain the enzyme liquid containing two kinds of enzymes；
2.2) enzyme liquid that the maleic acid ammonium that step 1) obtains obtains with step 2.1) is stirred at 40 DEG C and carries out enzyme reaction,
Obtain ASPARTIC ACID ammonium feed liquid；
3) the ASPARTIC ACID ammonium feed liquid that step 2.2) obtains first adds 1% decolorizing with activated carbon, is then adjusted with the concentrated sulfuric acid
Isoelectric point 3.0, obtain the mixture of ASPARTIC ACID crystallization and ammonium sulfate liquor；
4) mixture for obtaining step 3) centrifuges, isolated ASPARTIC ACID wet product and ammonium sulfate liquor, by institute
Further drying obtains finished product to the ASPARTIC ACID wet product stated；
5) ammonium sulfate liquor that step 4) obtains obtains dilute sulfuric acid and ammoniacal liquor, ammoniacal liquor return to step 1 through electrodialysis plant) enter
Enter the preparation of maleic acid ammonium, the isoelectric point that the concentrated rear enclosure of dilute sulfuric acid is used for step 3) is adjusted；
The preparation technology of the present embodiment does not have ammonium sulfate waste water generation substantially.
Claims (8)
1. a kind of method for preparing ASPARTIC ACID, comprises the following steps：
1) maleic acid reacts to obtain maleic acid ammonium with ammonia；
2) enzyme liquid that the maleic acid ammonium that step 1) obtains obtains with microbial fermentation is stirred at 30~40 DEG C and carries out enzyme reaction,
Obtain ASPARTIC ACID ammonium feed liquid；The enzyme liquid that described microbial fermentation obtains is by maleate isomerase and L- asparagines
Sour aminotransferase gene is transferred in same microorganism caused enzyme liquid after fermentation；
3) the ASPARTIC ACID ammonium feed liquid concentrated sulfuric acid that step 2) obtains adjusts isoelectric point to obtain L- asparagines to 2.6~3.0
The mixture of acid crystal and ammonium sulfate liquor, further through separating, drying, obtain ASPARTIC ACID.
2. the method described in claim 1, it is characterised in that：Microorganism described in step 2) is Escherichia coli.
3. the method described in claim 1, it is characterised in that：Fermentation described in step 2) is containing magnesium sulfate, biphosphate
Potassium, sodium chloride, corn steep liquor nutrient solution in ferment, the pH of the nutrient solution is 6~7, and for temperature at 30~37 DEG C, OD values are 0.2
~0.4, incubation time is 15~20 hours.
4. the method described in claim 3, it is characterised in that：Described nutrient solution, by weight percentage, contain 0.02-
0.03% magnesium sulfate, 0.05-0.1% potassium dihydrogen phosphate, 0.2-0.3% sodium chloride and 1.2-1.5% corn steep liquor.
5. the method described in claim 1, it is characterised in that：Enzyme reaction temperature described in step 2) for 30 DEG C, 35 DEG C, 38 DEG C or
40℃。
6. the method described in claim 1, it is characterised in that：The ASPARTIC ACID ammonium feed liquid that step 2) obtains first adds 0.5%
After~1% decolorizing with activated carbon, then adjust to 2.6~3.0 through the isoelectric point described in step 3).
7. the method described in claim 1, it is characterised in that：Separation described in step 3) is by centrifuging described mixture
Isolated ASPARTIC ACID wet product and ammonium sulfate liquor.
8. the method described in claim 7, it is characterised in that：The obtained ammonium sulfate liquor that centrifuges obtains dilute sulphur through electrodialysis
Acid and ammoniacal liquor, described ammoniacal liquor cover the preparation of the maleic acid ammonium for step 1), and the concentrated rear enclosure of described dilute sulfuric acid is used to walk
Rapid isoelectric point regulation 3).
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Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109182406A (en) * | 2018-07-16 | 2019-01-11 | 南京雪郎化工科技有限公司 | A kind of preparation method of ASPARTIC ACID |
| CN109207463A (en) * | 2018-09-14 | 2019-01-15 | 宿州学院 | A kind of L-Aspartic acid enzyme gene engineering bacterium fermentation culture medium and fermented and cultured L-Aspartic acid enzyme gene engineering bacteria method |
| CN110818152A (en) * | 2019-11-13 | 2020-02-21 | 宜兴市前成生物有限公司 | Comprehensive utilization method of fumaric acid production wastewater |
| CN112778145A (en) * | 2020-12-30 | 2021-05-11 | 浙江艾特普科技有限公司 | Long-acting antibacterial PAE resin, preparation method thereof and coating composition |
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Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109182406A (en) * | 2018-07-16 | 2019-01-11 | 南京雪郎化工科技有限公司 | A kind of preparation method of ASPARTIC ACID |
| CN109207463A (en) * | 2018-09-14 | 2019-01-15 | 宿州学院 | A kind of L-Aspartic acid enzyme gene engineering bacterium fermentation culture medium and fermented and cultured L-Aspartic acid enzyme gene engineering bacteria method |
| CN110818152A (en) * | 2019-11-13 | 2020-02-21 | 宜兴市前成生物有限公司 | Comprehensive utilization method of fumaric acid production wastewater |
| CN112778145A (en) * | 2020-12-30 | 2021-05-11 | 浙江艾特普科技有限公司 | Long-acting antibacterial PAE resin, preparation method thereof and coating composition |
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Application publication date: 20171215 |