CN104193632A - Method for separating L-ornithine from L-ornithine conversion solution prepared by using enzyme biotechnology and forming L-ornithine hydrochloride - Google Patents
Method for separating L-ornithine from L-ornithine conversion solution prepared by using enzyme biotechnology and forming L-ornithine hydrochloride Download PDFInfo
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Abstract
The invention provides a method for separating L-ornithine from an L-ornithine conversion solution prepared by using an enzyme biotechnology and forming L-ornithine hydrochloride. The L-ornithine conversion solution is obtained by converting arginase into arginine. The method comprises the concrete steps of firstly, treating the conversion solution by using a nanofiltration membrane 1 with the molecular weight cutoff of 300-1000Da to obtain filtrate 1; then, treating the filtrate 1 by using a nanofiltration membrane 2 with the molecular weight cutoff of 50-100Da to obtain filtrate 2 containing L-ornithine; and after adding acid to form salt, decoloring by using activated carbon, and separating a crystal to obtain the L-ornithine hydrochloride. The traditional ethanol extraction method is replaced with the method provided by the invention, so that the L-ornithine hydrochloride is extracted without absolute ethyl alcohol, furthermore, an anti-explosion workshop does not need to be built by a production enterprise of the L-ornithine hydrochloride, the technical threshold for producing the L-ornithine hydrochloride is reduced, and the method is also safe and reliable; in addition, a urea solution generated in the process that the L-ornithine hydrochloride is prepared by using the method provided by the invention can be used as a fertilizer to be directly used for agricultural production.
Description
Technical field
The invention belongs to biological technical field, be specifically related to a kind ofly from biotechnology of enzymes, prepare separated ornithine ornithine conversion fluid and form the method for ornithine hydrochloride.
Background technology
Ornithine (0rnithine) is that outstanding expense in 1877 is found in the hydrolyzed solution of bird urine, therefore called after ornithine.L-Orn is a kind of nonprotein amino acid, is free state.The main ornithine cycle that participates in organism: ornithine is combined with a part ammonia and a part carbonic acid gas and is generated citrulline, citrulline generates arginine with a part ammonia react again, arginine is hydrolyzed by arginase, produce a part urea and a part ornithine, so repeatedly discharge the ammonia in body.Ornithine is a kind of Ornithine, has D type and L-type, mainly with L-type, exists.
Ornithine is most important to liver, and ornithine will be talked about with arginine from the bird circulation of human body the defencive function of liver: ornithine has similar structure to arginine, can conversion mutually in health.So, the ammonia that in the ammonia being produced by amino acid deamination in body or enteron aisle, bacterial taint effect generates, the urea cycle by liver makes it to be converted into urea and discharges and detoxify from kidney.In double blind experiment, those have hepatopathy and the encephalopathic patient that causes because of hepatopathy takes 18 grams of ornithines every day and takes placebo, found that the people who takes ornithine has larger effect than the people who takes placebo.Conventionally, ornithine is used together with arginine, can increase arginic drug effect, medically often they is compositely used for treating hepatic coma disease, and can be made into various nutrient health-care beverages, plays effects such as protecting the liver, protect liver, antifatigue, asthenia.For example, Japan consonance fermentation company composite ornithine newly developed has many-sided nourishing function with it and outshines othersOne branch of the tree is particularly thriving, and is described as in " inferior generation amino acid "; The amino acid that ornithine is made together with arginine is also one of the most general American-European amino acid; Pharmaceutically, ornithine is also commonly used for reagent and injection liquid.
Along with biologist is to the going deep into of ornithine functional study, the biological function of ornithine more and more receives the concern of food and medicine industry.Ornithine energy Stimulation of The Brain pituitary tethelin, and then promotion protein synthesis and sugared and fatty katabolism (basal metabolism), so, in conjunction with the ornithine of ingesting under motion conditions, can reduce body fat accumulation, strengthen muscle and muscle power, play the effect of Weight-reducing health.
The preparation method of ornithine mainly contains three kinds, is respectively chemical synthesis, enzyme process and microbe fermentation method.
1. synthesis method is the preparation method while studying ornithine in early days, and its process is complicated, and cost is higher.Maximum restriction is that ornithine prepared by synthesis method comprises D-Orn and L-Orn simultaneously, because separated D-Orn and L-Orn difficulty is very not suitable for suitability for industrialized production, therefore be eliminated.
2. the L-Orn of microorganism fermentative production is L-type, and product is finally extracted with the form of ornithine hydrochloride.Fermentation method because of production cost low, output is large etc., and advantage is considered to the domestic trend of preparing L-Orn.At present, have several Japanese amino acid enterprises (aginomoto company, consonance company) producing L-Orn with this method, but this method is not yet universal at home.
3. preparing L-ornithine by utilizing enzyme is under the effect of arginase, by conversion of Arginine, is L-Orn and urea.Because the distinctive specificity characteristic of enzyme, so the L-Orn product purity preparing is high, extraction process is simple.
The artwork of domestic enterprise's use preparing L-ornithine by utilizing enzyme as shown in Figure 1, from figure, find two shortcomings of existing technique: 1, extracting L-Orn carries out in need be between hoolivan, because there is use dehydrated alcohol in leaching process, this has just improved the production requirement of this product and has increased production cost; 2, the waste liquid (comprising ethanol+urea) that leaching process produces belongs to dangerous waste liquid, must be through there being company's special disposal of qualification, and the one-tenth that has significantly increased enterprise produces cost.
Summary of the invention
In order to solve the problem existing in traditional preparing L-ornithine by utilizing enzyme, the invention provides and a kind ofly from biotechnology of enzymes, prepare separated ornithine ornithine conversion fluid and form the method for ornithine hydrochloride.
The invention provides and a kind ofly from biotechnology of enzymes, prepare separated ornithine ornithine conversion fluid and form the method for ornithine hydrochloride, described ornithine conversion fluid is used arginase to transform arginine and obtains, first use the nanofiltration membrane 1 that molecular weight cut-off is 300-1000Da to process conversion fluid, obtain filtrate 1; And then use the nanofiltration membrane 2 that molecular weight cut-off is 50-100Da to process filtrate 1, obtain the filtrate 2 of containing ornithine; After acid adding salify, use activated carbon decolorizing, through Crystallization Separation, obtain ornithine hydrochloride.
Preferably, the molecular weight cut-off of described nanofiltration membrane 1 is 300Da.Now, can more effectively remove macromolecular albumen, pigment, thus improve the rate of recovery and purity.
Preferably, the molecular weight cut-off of described nanofiltration membrane 2 is 60Da.Now, can remove urea in conversion fluid, further remove impurity, improve purity, due to the otherness between object ornithine hydrochloric acid and urea molecule amount, not form and hold back, the rate of recovery is higher.
Preferably, 80 ℃ of the bleaching temperatures of described use activated carbon decolorizing, time 30min, the addition of gac is 20% of ornithine hydrochloride solution solid content.
With existing technique comparison: the present invention utilizes multimembrane combination to remove protein, the impurity such as pigment, particularly preferably special film can isolate the urea of conversion fluid, can by separated urea again recycle prepare agrochemical, therefore the present invention more embodies cleaner production, the object that recycling economy is produced; The present invention has replaced traditional ethanol extraction method, make the extraction of L-Orn salt not need to use dehydrated alcohol, thereby make the manufacturing enterprise of L-Orn salt without building between hoolivan, reduced the technical threshold of products production, also make the inventive method safe and reliable; And the ethanolic soln with urea producing in original technique becomes dangerous waste, need special processing.
Accompanying drawing explanation
Accompanying drawing is used to provide a further understanding of the present invention, and forms a part for specification sheets, for explaining the present invention, is not construed as limiting the invention together with embodiments of the present invention.In the accompanying drawings:
Fig. 1 is the method for traditional preparing L-ornithine by utilizing enzyme salt;
Fig. 2 is the method that the technology of the present invention is prepared L-Orn salt.
Embodiment
Following embodiment is convenient to understand better the present invention, but does not limit the present invention.Experimental technique in following embodiment, if no special instructions, is ordinary method.Test materials used in following embodiment, if no special instructions, is and purchases available from routine biochemistry reagent shop.
Material:
Bacterial classification: colibacillus engineering E.coli BL21, expression vector is Pet21a (+)-Arg, purchased from Tianjin Qi Ren Pharmaceutical Technology Co., Ltd;
LB liquid nutrient medium: deionized water 1L, peptone 8g, yeast powder 6 g, NaCl 9 g, regulate pH to 7.2,121 ℃ of sterilizing 20min with NaOH solution.
LB solid medium is the LB liquid nutrient medium that contains 1.5% agar powder.
embodiment 1
Of the present inventionly from biotechnology of enzymes, prepare separated ornithine ornithine conversion fluid and form the method steps of ornithine hydrochloride as follows:
1, prepare arginase liquid:
(1) seed liquor is cultivated:
The colibacillus engineering E.coli BL21 that produces arginase is inoculated in the LB liquid nutrient medium of 500mL, and in 37 ℃, 200rpm is cultured to OD
600value is 2.71, standby.
(2) fermentation culture:
Seed liquor, according to the ratio of 1:100 (v/v), is added to the LB liquid nutrient medium of 50 L in the fermentor tank of 70 L, then add 0.5 L seed liquor to carry out fermentation culture.37 ℃ of culture temperature, rotating speed 300 rpm, initial pH 7.2.Every sampling in 1 hour, work as OD
600when value is 4.0 left and right, lower tank, collects thalline.
(3) lower tank fermented liquid first shines net through 200 objects, then adopts the concentrated volume of film sky, Tianjin film MOF4b type hollow cellulose post and cleans thalline, when the supernatant liquor flowing out becomes clarification, finishes.Adopt centrifugal mode, measure the weight in wet base of thalline in bacterium liquid, and measure the L-arginine enzyme activity of bacteria suspension, bacteria suspension is as saccharase liquid, standby.
Adopt the above-mentioned method of preparing arginase, can prepare in a large number arginase liquid.
The measuring method of L-arginine enzyme activity is as follows:
The foundation of a, L-Orn typical curve
With the 50mL mixed acid solution (phosphoric acid of 6mol/L: the chromophoric solution that acetic acid=1:3) dissolves 1.25g triketohydrindene hydrate preparation 0.25g/L, prepare respectively 0,0.04,0.08,0.12,0.16, the L-Orn 400 μ L of 0.2mmol/L, add 1.6mL triketohydrindene hydrate chromophoric solution, after boiling water bath 1h, 510nm measures absorbancy, take L-Orn concentration as X-coordinate, 510nm absorbancy is ordinate zou, drawing standard curve.Through calculating, the typical curve of L-Orn standard substance concentration is: y=4.0836x-0.0065, R
2=0.9993.
The mensuration of b, arginase vigor
By 5120 times of the enzyme liquid dilutions obtaining in above-mentioned experiment, get the enzyme liquid after the dilution of 450 μ L, add in the centrifuge tube of 5mL, add the solution MnCl of 1mmol/L
2solution 0.5 μ L, the L-arginine 50 μ L of 20mmol/L, the NaoH solution 0.5 μ L of mass concentration 14%, mixes rear 37 ℃ of water-bath 10min, adds the hydrochloric acid soln of the 2mol/L of 24 μ L, boiling water bath 5min.Get the conversion fluid of 400 μ L, the ninhydrin solution that adds 1.6mL, boiling water bath 1h, be cooled to rapidly room temperature, the absorbancy of measuring 510nm, according to the typical curve drawn before, calculates the content of L-Orn, thereby extrapolate arginic enzyme activity, blank assay replaces conversion fluid with the distilled water of 400 μ L.Enzyme activity definition: under above-mentioned reaction conditions, in 37 ℃, the needed enzyme amount of L-Orn that 1min catalysis forms 1 μ mol is an enzyme activity unit.Through calculating, the enzyme activity of every gram of enzyme liquid is 1098 μ/g.
2, enzymatic conversion method L-arginine is produced L-Orn
(1) conversion condition:
Volume: 5000 L; Concentration of substrate: L-arginine 100g/L; L-arginine enzyme concn: 1000U/L, temperature: 37 ℃, rotating speed: 100rpm, pH:9-10, after substrate L-arginine dissolves, pH is about 10, so without regulating pH.
(2) preparation flow:
A, accurately take 500 kg substrate L-arginines, add in the jacketed retort of the 7000L that 3000L water is housed, be settled to for the first time 4000 L, set temperature is 37 ℃, and rotating speed is 100 rpm, and stirring and dissolving also heats substrate solution.
B, according to enzyme concn 1000U/L, volume 5000L metering, when the temperature in retort reaches 37 ℃, adds L-arginine enzyme liquid, then, is settled to for the second time 5000L.Steam and the quantity of circulating water of controlling reactor, make reactor temperature remain on 37 ± 1 ℃, and after stirring, reaction starts timing, reacts 24 hours, the enzyme that goes out that heats up, and reaction finishes, and measures the content of the L-Orn in conversion fluid.According to detected result, and through calculating, in conversion fluid, the concentration of L-Orn is: 72.22g/L, and its total content is 361.09kg, transformation efficiency is: 95.2%.
The present invention adopts high performance liquid chromatography to measure the content of L-Orn, and concrete grammar is as follows: high performance liquid chromatography adopts Luna 5u SCX post (250 * 4.6mm) to measure ornithine content, and this liquid-phase condition is: differential refraction detector; Acetonitrile-water-Glacial acetic acid-the triethylamine (1:3:0.8:0.6) of take is moving phase, and flow velocity is 1.0ml/min, sample size 10 μ L.
Accurately prepare the L-Orn reference liquid of series concentration, continuous sample introduction 5 times, each sample introduction 10 μ L, calculate peak area and also average, and take L-Orn concentration (X, mmol/L) as X-coordinate, and peak area (Y) is ordinate zou drawing standard curve.Conversion reaction finishes rear L-Orn after suitably diluting, and establishing criteria curve carries out accurate quantification.According to detected result, through calculating, the typical curve of L-Orn reference liquid is: y=37.052x-20.484, R
2=0.9995.
3, ornithine salify in separated ornithine conversion fluid
Get 10L conversion fluid, and carry out separation by nanofiltration membrane 1, the molecular weight cut-off of this nanofiltration membrane 1 is 500Da.Thereby obtain filtrate 1; Then filtrate 1 use nanofiltration membrane 2 is filtered, the molecular weight cut-off of this nanofiltration membrane 2 is 100Da, obtain filtrate 2, also obtained urea soln, filtrate 2 use hydrochloric acid are regulated to PH5.0-6.0 simultaneously, form ornithine hydrochloride solution, use residual trace impurity in 767 type activated carbon decolorizing absorption ornithine hydrochlorides, 80 ℃ of bleaching temperatures, continue to stir 30min, the addition of gac is 20% of ornithine hydrochloride solution solid content, and decarburization obtains filtrate 3; Above-mentioned filtrate 3 is carried out to underpressure distillation, until be concentrated into 1/5 of original volume, obtain ornithine condensing crystal liquid; Reduce ornithine salt solution crystallization liquid temp, L-Orn hydrochloride is precipitated out, obtain crystal solution; Crystal solution, after whizzer separation, obtains wet crystallization, adopts rotary dryer to be dried, and obtains L-Orn salt finished product.
Through weighing calculating, the dry weight of L-Orn hydrochloride is 791.27g, and yield feeds intake and is calculated as 83.3% with respect to arginine; Through HPLC, identify, the purity of L-Orn salt is 98.50%, meets the standard of Chinese food Drug Administration, and concrete test item is in Table 1.
The urea soln of collecting is because filtered by nanofiltration membrane 1, nanofiltration membrane 2, so only contain very small amount of small molecular weight impurity in urea soln, and in whole preparation process, do not add heavy metal substance, so the urea soln of collecting can be used as agrochemical and directly uses.
embodiment 2
The difference of the present embodiment and embodiment 1 is:
Step 3: ornithine salify in separated ornithine conversion fluid
Get 100L conversion fluid, and carry out separation by nanofiltration membrane 1, the molecular weight cut-off of this nanofiltration membrane 1 is 300Da.Thereby obtain filtrate 1; Then filtrate 1 use nanofiltration membrane 2 is filtered, the molecular weight cut-off of this nanofiltration membrane 2 is 100Da, also obtained urea soln simultaneously, filtrate 2 use hydrochloric acid are regulated to PH5.0-6.0, form ornithine hydrochloride solution, use residual trace impurity in 767 type activated carbon decolorizing absorption ornithine hydrochlorides, 80 ℃ of bleaching temperatures, continue to stir 30min, the addition of gac is 20% of ornithine hydrochloride solution solid content, and decarburization obtains filtrate 3; Above-mentioned filtrate 3 is carried out to underpressure distillation, until be concentrated into 1/5 of original volume, obtain ornithine condensing crystal liquid; Reduce ornithine salt solution crystallization liquid temp, L-Orn hydrochloride is precipitated out, obtain crystal solution; Crystal solution, after whizzer separation, obtains wet crystallization, adopts rotary dryer to be dried, and obtains L-Orn salt finished product.
Through weighing calculating, the dry weight of L-Orn hydrochloride is 7910.70g, and yield feeds intake and is calculated as 83.1% with respect to arginine; Through HPLC, identify, the purity of L-Orn salt is 98.70%, meets the standard of Chinese food Drug Administration, and concrete test item is in Table 1.
The urea soln of collecting is because filtered by nanofiltration membrane 1, nanofiltration membrane 2, so only contain very small amount of small molecular weight impurity in urea soln, and in whole preparation process, do not add heavy metal substance, so the urea soln of collecting can be used as agrochemical and directly uses.
The present embodiment rest part is all identical with embodiment 1.
embodiment 3
The difference of the present embodiment and embodiment 1 is:
Step 3: ornithine salify in separated ornithine conversion fluid
Get 100L conversion fluid, and carry out separation by nanofiltration membrane 1, the molecular weight cut-off of this nanofiltration membrane 1 is 300Da.Thereby obtain filtrate 1; Then filtrate 1 use nanofiltration membrane 2 is filtered, the molecular weight cut-off of this nanofiltration membrane 2 is 60Da, obtain filtrate 2, also obtained urea soln, filtrate 2 use hydrochloric acid are regulated to PH5.0-6.0 simultaneously, form ornithine hydrochloride solution, use residual trace impurity in 767 type activated carbon decolorizing absorption ornithine hydrochlorides, 80 ℃ of bleaching temperatures, continue to stir 30min, the addition of gac is 20% of ornithine hydrochloride solution solid content, and decarburization obtains filtrate 3; Above-mentioned filtrate 3 is carried out to underpressure distillation, until be concentrated into 1/5 of original volume, obtain ornithine condensing crystal liquid; Reduce ornithine salt solution crystallization liquid temp, L-Orn hydrochloride is precipitated out, obtain crystal solution; Crystal solution, after whizzer separation, obtains wet crystallization, adopts rotary dryer to be dried, and obtains L-Orn salt finished product.
Through weighing calculating, the dry weight of L-Orn hydrochloride is 7892.20g, and yield feeds intake and is calculated as 82.9% with respect to arginine; Through HPLC, identify, the purity of L-Orn salt is 99.31%, meets the standard of Chinese food Drug Administration.
The urea soln of collecting is because filtered by nanofiltration membrane 1, nanofiltration membrane 2, so only contain very small amount of small molecular weight impurity in urea soln, and in whole preparation process, do not add heavy metal substance, so the urea soln of collecting can be used as agrochemical and directly uses.
The present embodiment rest part is all identical with embodiment 1.
embodiment 4
The difference of the present embodiment and embodiment 1 is:
Step 3: ornithine salify in separated ornithine conversion fluid
Get 1000L conversion fluid, and carry out separation by nanofiltration membrane 1, the molecular weight cut-off of this nanofiltration membrane 1 is 1000Da.Thereby obtain filtrate 1; Then filtrate 1 use nanofiltration membrane 2 is filtered, the molecular weight cut-off of this nanofiltration membrane 2 is 100Da, obtain filtrate 2, also obtained urea soln, filtrate 2 use hydrochloric acid are regulated to PH5.0-6.0 simultaneously, form ornithine hydrochloride solution, use residual trace impurity in 767 type activated carbon decolorizing absorption ornithine hydrochlorides, 80 ℃ of bleaching temperatures, continue to stir 30min, the addition of gac is 20% of ornithine hydrochloride solution solid content, and decarburization obtains filtrate 3; Above-mentioned filtrate 3 is carried out to underpressure distillation, until be concentrated into 1/5 of original volume, obtain ornithine condensing crystal liquid; Reduce ornithine salt solution crystallization liquid temp, L-Orn hydrochloride is precipitated out, obtain crystal solution; Crystal solution, after whizzer separation, obtains wet crystallization, adopts rotary dryer to be dried, and obtains L-Orn salt finished product.
Through weighing calculating, the dry weight of L-Orn hydrochloride is 80006.32g, and yield feeds intake and is calculated as 84.1% with respect to arginine; Through HPLC, identify, the purity of L-Orn salt is 98.5%, meets the standard of Chinese food Drug Administration.
The urea soln of collecting is because filtered by nanofiltration membrane 1, nanofiltration membrane 2, so only contain very small amount of small molecular weight impurity in urea soln, and in whole preparation process, do not add heavy metal substance, so the urea soln of collecting can be used as agrochemical and directly uses.
The present embodiment rest part is all identical with embodiment 1.
The detected result of the L-Orn hydrochloride that table 1 application method separation of the present invention obtains
。
Finally it should be noted that: the foregoing is only the preferred embodiments of the present invention, be not limited to the present invention, although the present invention is had been described in detail with reference to previous embodiment, for a person skilled in the art, its technical scheme that still can record aforementioned each embodiment is modified, or part technical characterictic is wherein equal to replacement.Within the spirit and principles in the present invention all, any modification of doing, be equal to replacement, improvement etc., within all should being included in protection scope of the present invention.
Claims (4)
1. from biotechnology of enzymes, prepare separated ornithine ornithine conversion fluid and form the method for ornithine hydrochloride for one kind, described ornithine conversion fluid is used arginase to transform arginine and obtains, it is characterized in that: first use the nanofiltration membrane 1 that molecular weight cut-off is 300-1000Da to process conversion fluid, obtain filtrate 1; And then use the nanofiltration membrane 2 that molecular weight cut-off is 50-100Da to process filtrate 1, obtain the filtrate 2 of containing ornithine; After acid adding salify, use activated carbon decolorizing, through Crystallization Separation, obtain ornithine hydrochloride.
2. method according to claim 1, is characterized in that: the molecular weight cut-off of described nanofiltration membrane 1 is 300Da.
3. method according to claim 1, is characterized in that: the molecular weight cut-off of described nanofiltration membrane 2 is 60Da.
4. method according to claim 1, is characterized in that: 80 ℃ of the bleaching temperatures of described use activated carbon decolorizing, and time 30min, the addition of gac is 20% of ornithine hydrochloride solution solid content.
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN113024394A (en) * | 2019-12-24 | 2021-06-25 | 武汉远大弘元股份有限公司 | Preparation method of L-ornithine salt |
| CN113336663A (en) * | 2021-06-04 | 2021-09-03 | 无锡晶海氨基酸股份有限公司 | Method for preparing ornithine aspartate by utilizing ornithine catalytic liquid |
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| US5591613A (en) * | 1990-07-02 | 1997-01-07 | Degussa Aktiengesellschaft | Method for the preparation of D-arginine and L-ornithine |
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| US5591613A (en) * | 1990-07-02 | 1997-01-07 | Degussa Aktiengesellschaft | Method for the preparation of D-arginine and L-ornithine |
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Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN113024394A (en) * | 2019-12-24 | 2021-06-25 | 武汉远大弘元股份有限公司 | Preparation method of L-ornithine salt |
| CN113024394B (en) * | 2019-12-24 | 2022-12-06 | 武汉远大弘元股份有限公司 | Preparation method of L-ornithine salt |
| CN113336663A (en) * | 2021-06-04 | 2021-09-03 | 无锡晶海氨基酸股份有限公司 | Method for preparing ornithine aspartate by utilizing ornithine catalytic liquid |
| CN113336663B (en) * | 2021-06-04 | 2023-08-22 | 无锡晶海氨基酸股份有限公司 | Method for preparing ornithine aspartate by using ornithine catalytic liquid |
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Address after: 214000 Donggang Town, Xishan District, Jiangsu City, Wuxi Province Applicant after: WUXI JINGHAI AMINO ACID CO., LTD. Address before: 214000 Donggang Town, Xishan District, Jiangsu City, Wuxi Province Applicant before: Wuxi Jinghai Amino Acid Co., Ltd. |
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