CN104193632B - A kind ofly prepare from biotechnology of enzymes the method that separates ornithine ornithine conversion fluid and form ornithine hydrochloride - Google Patents
A kind ofly prepare from biotechnology of enzymes the method that separates ornithine ornithine conversion fluid and form ornithine hydrochloride Download PDFInfo
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Abstract
The invention provides and a kind ofly prepare from biotechnology of enzymes the method that separates ornithine ornithine conversion fluid and form ornithine hydrochloride, described ornithine conversion fluid uses arginase to transform arginine and obtains, first use the NF membrane 1 that molecular cut off is 300-1000Da to process conversion fluid, obtain filtrate 1; And then use the NF membrane 2 that molecular cut off is 50-100Da to process filtrate 1, obtain the filtrate 2 of containing ornithine; After acid adding salify, use activated carbon decolorizing, obtain ornithine hydrochloride through Crystallization Separation. Method of the present invention has replaced traditional ethanol extraction method, make the extraction of L-Orn salt not need to use absolute ethyl alcohol, thereby make the manufacturing enterprise of L-Orn salt without building between hoolivan, reduced the technical threshold of production, also make the inventive method safe and reliable; In addition, using inventive method to prepare the urea liquid producing in the process of L-Orn salt can be used as chemical fertilizer and is directly used in agricultural production.
Description
Technical field
The invention belongs to biological technical field, be specifically related to a kind ofly prepare from biotechnology of enzymes the method that separates ornithine ornithine conversion fluid and form ornithine hydrochloride.
Background technology
Ornithine (0rnithine) is that outstanding expense in 1877 is found in the hydrolyzate of bird urine, therefore called after ornithine. L-Orn is a kind of nonprotein amino acid, is free state. The main urea cycle that participates in organism: ornithine is combined with a part ammonia and a part carbon dioxide and is generated citrulling, citrulling 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 diaminovaleric acid, has D type and L-type, exists mainly with L-type.
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 putrefaction effect generates, is made it to be converted into urea and is discharged and detoxify from kidney by the ornithine circulation of liver. 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 uses 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, consonance fermentation company of Japan composite ornithine newly developed has many-sided health care 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 parenteral solution.
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 growth hormone, and then promote protein to synthesize and sugared and fatty catabolism (basic metabolism), so, body fat accumulation can reduced in conjunction with the ornithine of ingesting under motion conditions, 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. synthetic method is the preparation method while studying ornithine in early days, its process complexity, and cost is higher. Maximum restriction is that ornithine prepared by synthetic method comprises D-Orn and L-Orn simultaneously, because separate D-Orn and L-Orn difficulty very, is not suitable for suitability for industrialized production, therefore be eliminated.
2. the L-Orn of microorganism fermenting and producing 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 the method, but this method is not yet universal at home.
3. preparing L-ornithine by utilizing enzyme is under the effect of arginase, is L-Orn and urea by conversion of Arginine. Because the distinctive selectivity 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 need carry out in hoolivan, because there is use absolute ethyl 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 prepare from biotechnology of enzymes the method that separates ornithine ornithine conversion fluid and form ornithine hydrochloride.
The invention provides and a kind ofly prepare from biotechnology of enzymes the method that separates ornithine ornithine conversion fluid and form ornithine hydrochloride, described ornithine conversion fluid uses arginase to transform arginine and obtains, first use the NF membrane 1 that molecular cut off is 300-1000Da to process conversion fluid, obtain filtrate 1; And then use the NF membrane 2 that molecular cut off is 50-100Da to process filtrate 1, obtain the filtrate 2 of containing ornithine; After acid adding salify, use activated carbon decolorizing, obtain ornithine hydrochloride through Crystallization Separation.
Preferably, the molecular cut off of described NF membrane 1 is 300Da. Now, can more effectively remove macromolecular albumen, pigment, thus improve the rate of recovery and purity.
Preferably, the molecular cut off of described NF 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 DEG C of the bleaching temperatures of described use activated carbon decolorizing, time 30min, the addition of active carbon 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, the urea of separation again can be recycled and prepares 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 absolute ethyl alcohol, thereby make the manufacturing enterprise of L-Orn salt without building between hoolivan, reduced the technical threshold of production, also make the inventive method safe and reliable; And the ethanolic solution with urea producing in original technique becomes dangerous waste, need specially treated.
Brief description of the drawings
Accompanying drawing is used to provide a further understanding of the present invention, and forms a part for description, 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.
Detailed description of the invention
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 conventional method. Test material used in following embodiment, if no special instructions, is and purchases available from routine biochemistry reagent shop.
Material:
Bacterial classification: colibacillus engineering E.coliBL21, expression vector is Pet21a (+)-Arg, purchased from Kai Yan, Tianjin Medical Technology Co., Ltd.;
LB fluid nutrient medium: deionized water 1L, peptone 8g, dusty yeast 6g, NaCl9g, with NaOH solution adjusting pH to 7.2,121 DEG C of sterilizing 20min.
LB solid medium is the LB fluid nutrient medium that contains 1.5% agar powder.
Embodiment 1
It is of the present invention that to prepare from biotechnology of enzymes the method step that separates ornithine ornithine conversion fluid and form ornithine hydrochloride as follows:
1, prepare arginase liquid:
(1) seed liquor is cultivated:
The colibacillus engineering E.coliBL21 that produces arginase is inoculated in the LB fluid nutrient medium of 500mL, and in 37 DEG C, 200rpm is cultured to OD600Value is 2.71, for subsequent use.
(2) fermented and cultured:
Seed liquor, according to the ratio of 1:100 (v/v), is added to the LB fluid nutrient medium of 50L in the fermentation tank of 70L, then add 0.5L seed liquor to carry out fermented and cultured. 37 DEG C of cultivation temperature, rotating speed 300rpm, initial pH7.2. Every sampling in 1 hour, work as OD600When value is 4.0 left and right, lower tank, collects thalline.
(3) lower tank zymotic fluid first shines net through 200 objects, then adopts the concentrated volume of film sky, Tianjin film MOF4b type hollow cellulose post and cleans thalline, in the time that the supernatant 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 invertase liquid, for subsequent use.
Adopt the above-mentioned method of preparing arginase, can prepare in a large number arginase liquid.
The assay method of L-arginine enzyme activity is as follows:
The foundation of a, L-Orn calibration curve
Dissolve the chromophoric solution of 1.25g ninhydrin preparation 0.25g/L with 50mL mixed acid solution (phosphoric acid of 6mol/L: acetic acid=1:3), prepare respectively 0,0.04,0.08,0.12,0.16, the L-Orn 400 μ L of 0.2mmol/L, add 1.6mL ninhydrin chromophoric solution, after boiling water bath 1h, 510nm measures absorbance, taking L-Orn concentration as abscissa, 510nm absorbance is ordinate, drawing standard curve. Through calculating, the calibration curve of L-Orn standard items concentration is: y=4.0836x-0.0065, R2=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/L2Solution 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 DEG C of water-bath 10min, adds the hydrochloric acid solution of the 2mol/L of 24 μ L, boiling water bath 5min. Get the conversion fluid of 400 μ L, add the ninhydrin solution of 1.6mL, boiling water bath 1h, be cooled to rapidly room temperature, the absorbance of measuring 510nm, according to the calibration 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 condition, in 37 DEG C, 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: 5000L; Concentration of substrate: L-arginine 100g/L; L-arginine enzyme concentration: 1000U/L, temperature: 37 DEG C, 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 500kg substrate L-arginine, add in the jacketed retort of the 7000L that 3000L water is housed, be settled to for the first time 4000L, set temperature is 37 DEG C, and rotating speed is 100rpm, and stirring and dissolving also heats substrate solution.
B, according to enzyme concentration 1000U/L, volume 5000L metering, in the time that the temperature in retort reaches 37 DEG C, 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 DEG C, 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 testing result, and through calculating, in conversion fluid, the concentration of L-Orn is: 72.22g/L, and its total content is 361.09kg, conversion ratio 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 Luna5uSCX post (250 × 4.6mm) to measure ornithine content, and this liquid-phase condition is: differential refraction detector; Taking acetonitrile-water-glacial acetic acid-triethylamine (1:3:0.8:0.6) as mobile phase, flow velocity is 1.0ml/min, sample size 10 μ L.
The accurately L-Orn titer of preparation series concentration, continuous sample introduction 5 times, each sample introduction 10 μ L, calculate peak area and average, and taking L-Orn concentration (X, mmol/L) as abscissa, peak area (Y) is ordinate drawing standard curve. Conversion reaction finishes rear L-Orn after suitably diluting, and establishing criteria curve carries out accurate quantification. According to testing result, through calculating, the calibration curve of L-Orn titer is: y=37.052x-20.484, R2=0.9995。
3, separate ornithine salify in ornithine conversion fluid
Get 10L conversion fluid, and separate by NF membrane 1, the molecular cut off of this NF membrane 1 is 500Da. Thereby obtain filtrate 1; Then filtrate 1 use NF membrane 2 is filtered, the molecular cut off of this NF membrane 2 is 100Da, obtain filtrate 2, also obtained urea liquid, 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 DEG C of bleaching temperatures, continue to stir 30min, the addition of active carbon is 20% of ornithine hydrochloride solution solid content, and decarburization obtains filtrate 3; Above-mentioned filtrate 3 is carried out to decompression distillation, until be concentrated into 1/5 of original volume, obtain ornithine condensing crystallizing liquid; Reduce ornithine salt solution crystallization liquid temp, L-Orn hydrochloride is precipitated out, obtain crystal solution; Crystal solution, after centrifuge separates, 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 qualification, the purity of L-Orn salt is 98.50%, meets the standard of Chinese food Drug Administration, and concrete detection is seen for oneself table 1.
The urea liquid of collecting is because filtered by NF membrane 1, NF membrane 2, so only contain very small amount of small molecular weight impurity in urea liquid, and in whole preparation process, do not add heavy metal substance, so the urea liquid of collecting can be used as agrochemical and directly uses.
Embodiment 2
The difference of the present embodiment and embodiment 1 is:
Step 3: separate ornithine salify in ornithine conversion fluid
Get 100L conversion fluid, and separate by NF membrane 1, the molecular cut off of this NF membrane 1 is 300Da. Thereby obtain filtrate 1; Then filtrate 1 use NF membrane 2 is filtered, the molecular cut off of this NF membrane 2 is 100Da, also obtained urea liquid 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 DEG C of bleaching temperatures, continue to stir 30min, the addition of active carbon is 20% of ornithine hydrochloride solution solid content, and decarburization obtains filtrate 3; Above-mentioned filtrate 3 is carried out to decompression distillation, until be concentrated into 1/5 of original volume, obtain ornithine condensing crystallizing liquid; Reduce ornithine salt solution crystallization liquid temp, L-Orn hydrochloride is precipitated out, obtain crystal solution; Crystal solution, after centrifuge separates, 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 qualification, the purity of L-Orn salt is 98.70%, meets the standard of Chinese food Drug Administration, and concrete detection is seen for oneself table 1.
The urea liquid of collecting is because filtered by NF membrane 1, NF membrane 2, so only contain very small amount of small molecular weight impurity in urea liquid, and in whole preparation process, do not add heavy metal substance, so the urea liquid of collecting can be used as agrochemical and directly uses.
The present embodiment remainder is all identical with embodiment 1.
Embodiment 3
The difference of the present embodiment and embodiment 1 is:
Step 3: separate ornithine salify in ornithine conversion fluid
Get 100L conversion fluid, and separate by NF membrane 1, the molecular cut off of this NF membrane 1 is 300Da. Thereby obtain filtrate 1; Then filtrate 1 use NF membrane 2 is filtered, the molecular cut off of this NF membrane 2 is 60Da, obtain filtrate 2, also obtained urea liquid, 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 DEG C of bleaching temperatures, continue to stir 30min, the addition of active carbon is 20% of ornithine hydrochloride solution solid content, and decarburization obtains filtrate 3; Above-mentioned filtrate 3 is carried out to decompression distillation, until be concentrated into 1/5 of original volume, obtain ornithine condensing crystallizing liquid; Reduce ornithine salt solution crystallization liquid temp, L-Orn hydrochloride is precipitated out, obtain crystal solution; Crystal solution, after centrifuge separates, 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 qualification, the purity of L-Orn salt is 99.31%, meets the standard of Chinese food Drug Administration.
The urea liquid of collecting is because filtered by NF membrane 1, NF membrane 2, so only contain very small amount of small molecular weight impurity in urea liquid, and in whole preparation process, do not add heavy metal substance, so the urea liquid of collecting can be used as agrochemical and directly uses.
The present embodiment remainder is all identical with embodiment 1.
Embodiment 4
The difference of the present embodiment and embodiment 1 is:
Step 3: separate ornithine salify in ornithine conversion fluid
Get 1000L conversion fluid, and separate by NF membrane 1, the molecular cut off of this NF membrane 1 is 1000Da. Thereby obtain filtrate 1; Then filtrate 1 use NF membrane 2 is filtered, the molecular cut off of this NF membrane 2 is 100Da, obtain filtrate 2, also obtained urea liquid, 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 DEG C of bleaching temperatures, continue to stir 30min, the addition of active carbon is 20% of ornithine hydrochloride solution solid content, and decarburization obtains filtrate 3; Above-mentioned filtrate 3 is carried out to decompression distillation, until be concentrated into 1/5 of original volume, obtain ornithine condensing crystallizing liquid; Reduce ornithine salt solution crystallization liquid temp, L-Orn hydrochloride is precipitated out, obtain crystal solution; Crystal solution, after centrifuge separates, 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 qualification, the purity of L-Orn salt is 98.5%, meets the standard of Chinese food Drug Administration.
The urea liquid of collecting is because filtered by NF membrane 1, NF membrane 2, so only contain very small amount of small molecular weight impurity in urea liquid, and in whole preparation process, do not add heavy metal substance, so the urea liquid of collecting can be used as agrochemical and directly uses.
The present embodiment remainder is all identical with embodiment 1.
The testing result of the L-Orn hydrochloride obtaining applied method of the present invention and separates by table 1
。
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 amendment of doing, be equal to replacement, improvement etc., within all should being included in protection scope of the present invention.
Claims (4)
1. prepare from biotechnology of enzymes the method that separates ornithine ornithine conversion fluid and form ornithine hydrochloride for one kind, described ornithine conversion fluid uses arginase to transform arginine and obtains, it is characterized in that: first use the NF membrane 1 that molecular cut off is 300-1000Da to process conversion fluid, obtain filtrate 1; And then use the NF membrane 2 that molecular cut off is 50-100Da to process filtrate 1, obtain the filtrate 2 of containing ornithine; After acid adding salify, use activated carbon decolorizing, obtain ornithine hydrochloride through Crystallization Separation.
2. method according to claim 1, is characterized in that: the molecular cut off of described NF membrane 1 is 300Da.
3. method according to claim 1, is characterized in that: the molecular cut off of described NF membrane 2 is 60Da.
4. method according to claim 1, is characterized in that: 80 DEG C of the bleaching temperatures of described use activated carbon decolorizing, and time 30min, the addition of active carbon is 20% of ornithine hydrochloride solution solid content.
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| 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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| 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 |
Non-Patent Citations (1)
| Title |
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| 纳滤在L-鸟氨酸后提取中的应用研究;万红贵等;《膜科学与技术》;20100228;第30卷(第1期);第82页第1段至第85页倒数第1段 * |
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