CN102827915A - Production method of L-methionine - Google Patents
Production method of L-methionine Download PDFInfo
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- CN102827915A CN102827915A CN2012103576733A CN201210357673A CN102827915A CN 102827915 A CN102827915 A CN 102827915A CN 2012103576733 A CN2012103576733 A CN 2012103576733A CN 201210357673 A CN201210357673 A CN 201210357673A CN 102827915 A CN102827915 A CN 102827915A
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Abstract
The invention discloses a production method of L-methionine, belonging to the manufacturing field of amino acids. The production method takes DL-methionine as a main raw material as well as acetic anhydride, pure water, caustic soda liquid with the concentration of 20%, hydrochloric acid with the concentration of 30%, a biological enzyme catalyst and activated carbon as auxiliary materials, and comprises the steps of: firstly, preparing N-acetyl-DL-methionine, and then carrying out solid-liquid separation by a centrifugal machine; carrying out enzymolysis reaction and reduction reaction to obtain L-methionine crude product; and finally, refining the L-methionine crude product to obtain the L-methionine finished product. The method has a series of advantages of being simple in technology, convenient in material source, high in efficiency of general equipment, free from pollution waste discharge, good in product quality and the like, thus being used as pharmaceutical preparations, nutritional supplements and feed additives.
Description
Technical field:
The invention belongs to the amino acid production field, relate in particular to a kind of method of the L-of production methionine(Met).
Background technology:
Methionine(Met), molecular formula are C5H11NO2S, formal name used at school methylthio group Gamma Amino Butyric Acid, and outward appearance is crystallization of white flakes shape or powder; Be with special odor slightly, mildly bitter flavor is one of proteinic component; Also being human indispensable amino acid, is the amino acid of unique sulfur-bearing in the essential amino acid, divides levo form L-methionine(Met) and dextrorotatory form D-methionine(Met); Most amino acid dextrorotatory forms are invalid, but the methionine(Met) exception, the D-methionine(Met) can convert the L-methionine(Met) in vivo.Water-soluble and the warm Diluted Alcohol of L-methionine(Met) is insoluble to absolute ethyl alcohol, ether, sherwood oil, benzene, acetone, and its aqueous ph value of 10% is 5.6-6.1, and is unstable to strong acid to heat and air-stable, can cause demethylation.The L-methionine(Met) is the essential amino acid of sulfur-bearing; Closely related with the metabolism of various sulfocompounds in the organism; When lacking the L-methionine(Met), can cause appetite stimulator, growth slow down or do not put on weight, phenomenons such as kidney enlargement and the accumulation of liver iron, cause hepatic necrosis or fibrosis at last.Its pharmaceutical use comprises: the L-methionine(Met) can utilize its with methyl; Toxic or medicine are methylated and play the toxicide effect; Therefore; The L-methionine(Met) can be used for preventing and treating chronic or hepatic diseases such as acute hepatitis, liver cirrhosis, also can be used for alleviating the toxic reaction of objectionable impuritiess such as arsenic, trichloromethane, tetracol phenixin, benzene, pyridine and quinoline; The L-methionine(Met) is one of staple of amino acid transfusion and aminoacids complex, can be used for synthetic drug and uses VITAMINs; The L-methionine(Met) plays provide protection to the heart, brain, kidney etc., and is irritated also helpful with osteoporosis to chemistry, if lack methionine(Met) in the body, also can influence the function that human body is made urine, and cause oedema.In food-processing industry, the L-methionine(Met) is used for the processing of food and fresh-keeping article as accessory substance.On fodder industry; The L-methionine(Met) is a kind of requisite additive in the animal-feed; The animal-feed that is added with the L-methionine(Met) can help animal to grow up fast at short notice; Make it save about 40% feed, livestock and poultry lack the L-methionine(Met), can cause dysplasia, lose weight, the hypodynamia of liver kidney, amyotrophy, fur are rotten etc.The working method of L-methionine(Met) has: can produce through direct fermentation, enzyme process, extraction method and synthesis method, thereby the method for production methionine(Met) is more, these methods respectively have relative merits, can choose according to the condition of equipment and raw material.The present invention with DL-methionine as main raw material; With aceticanhydride, pure water, concentration is that 20% liquid caustic soda, concentration are that 30% hydrochloric acid, biological enzyme agent, gac are auxiliary material; Produce N-acetyl-DL-methionine earlier; Carry out solid-liquid separation through whizzer then, carry out enzyme digestion reaction again, reduction reaction obtains L-methionine(Met) bullion, can obtain L-methionine(Met) finished product after L-methionine(Met) bullion is made with extra care; This method has that technology is simple, raw material sources are convenient, use that general-purpose equipment efficient is high, pollution-free waste discharge, series of advantages such as good product quality.
Summary of the invention:
The problem that the present invention mainly solves provides a kind of working method of L-methionine(Met); This method is main raw material with the DL-methionine; With aceticanhydride, liquid caustic soda, pure water, hydrochloric acid, gac, biological enzyme agent is auxiliary material; Through producing N-acetyl-DL-methionine earlier, after solid-liquid separation, carry out enzyme digestion reaction more then, reduction reaction obtains L-methionine(Met) bullion, can obtain L-methionine(Met) finished product after L-methionine(Met) bullion is made with extra care.The weight proportion of the raw material that the present invention uses is: refining DL-methionine pulvis: aceticanhydride: concentration is liquid caustic soda=14-16:19-21:25 of 20%, and concentration is that 30% hydrochloric acid is an amount of, pure water is an amount of, gac is an amount of, the biological enzyme agent is an amount of.
The present invention can realize through following technical scheme:
A kind of working method of L-methionine(Met) is characterized in that being made up of following steps:
(1) liquid caustic soda, refining DL-methionine pulvis, pure water are added in first chemical reaction kettle successively; Stir,, after under air-proof condition, being evacuated in still aceticanhydride is added chemical reaction kettle then with still sealing; Four kinds of raw material weight ratios are: refining DL-methionine pulvis: aceticanhydride: concentration is 20% liquid caustic soda: pure water=14-16:19-21:25:40; While stirring steam is sent into the first chemical reaction kettle interlayer and make in the still and heat up, making under the condition of sealing that mixing liquid reaches little in the still boils, and at this moment reaches 2 normal atmosphere in the still; Keep this temperature-resistant; Slowly stirring reaction 11.5-12.5 hour, after reacting completely, reaction solution is sent into crystallization kettle through pump and pipeline.
(2) be that 30% hydrochloric acid adds crystallization kettle slowly with concentration while stirring; Reaction solution in the crystallization kettle neutralizes; The pH value that detects liquid in the still is to stop to add acid at 6.0 o'clock, and the circulation cool brine that at this moment crystallization kettle outside, freon refrigerator is produced is sent into the cooling of crystallization kettle interlayer, adjusting cool brine flow velocity when treating that fluid temperature is reduced to below 3 ℃ in the still; Make temperature remain between 0 ℃-3 ℃; Crystallisation by cooling is 8 hours under this temperature, after crystallization finishes all materials is sent into whizzer and carries out solid-liquid separation, first xln that obtains; The filtrating that obtains is returned concentration tank, sends into the crystallization kettle crystallisation by cooling once more 8 hours after being concentrated into half of volume, obtains second batch of xln, first is merged with second batch of xln use.
(3) will merge the post crystallization body and send into the fractionation still; The pure water that adding xln weight is 5 times adds an amount of hydrochloric acid adjusting pH value to 4.0 after being stirred to whole dissolvings; Use this feed temperature of constant temperature system control between 35 ℃-40 ℃; Add the enzymatic reaction catalyzer with the preparation of pig kidney extract that accounts for xln quantity 1%-2%, standing and reacting is 30 hours after stirring, and reaction finishes to stop temperature control after the back adds an amount of liquid caustic soda accent PH to 5.5; Let its naturally cooling and stirred crystallization, obtain L-methionine(Met) bullion.
(4) pure water that adds 10 times of its weight after sending into L-methionine(Met) bullion in second chemical reaction kettle stirs; Steam is sent into the second chemical reaction kettle interlayer make and stop when liquid is warming up to 70 ℃ in the still heating up, add L-methionine(Met) bullion weight and be 1% gac and carry out decoloring reaction, decoloring reaction finishes the back and filters through half frame and obtain the L-methionine(Met) stillness of night; To squeeze into the stillness of night refining in and still; Through in refining, feeding the circulation refrigerated brine with the interlayer of still behind the naturally cooling, when being cooled to 0-3 ℃, the xln that constant temperature keeps obtaining after 12 hours is the L-methionine(Met); Then L-methionine(Met) xln is sent into whizzer and carry out solid-liquid separation; Promptly get the wet article of L-methionine(Met), the wet article of L-methionine(Met) are sent into negative pressure oven dry in the dryer, bake out temperature is 44 ℃-50 ℃; Drying time is 5-6 hour, and the caking thing after will drying is then sent into kibbler and pulverized the back dress and wrap into the storehouse and get product.
(5) method of use of L-methionine(Met) is: use as pharmaceutical preparation, accessory substance, fodder additives.
The acetylizad reaction times of DL-methionine described in the step (1) is 12 hours.
The drying temperature and the time of drying of drying machine correspond in the step (4): when bake out temperature was 44 ℃, drying time was 6 hours; When bake out temperature was 47 ℃, drying time was 5.5 hours; When bake out temperature was 50 ℃, drying time was 5 hours.
The invention has the beneficial effects as follows: the method that a kind of L-of batch process in batches methionine(Met) is provided; Series of advantages such as this working method is used general-purpose equipment, technology is simple, reaction process is gentle, be easy to production operation, three-waste free discharge, good product quality; Can mass-produce high-quality L-methionine(Met) finished product, this product can be used as pharmaceutical preparation, accessory substance, fodder additives use.
Embodiment
Embodiment below in conjunction with concrete describes in further detail the present invention.
Embodiment 1
Liquid caustic soda, refining DL-methionine pulvis, pure water are added in first chemical reaction kettle successively, stir, then still is sealed; After under air-proof condition, being evacuated in still aceticanhydride is added chemical reaction kettle, four kinds of raw material weight ratios are: refining DL-methionine pulvis: aceticanhydride: concentration is 20% liquid caustic soda: pure water=14:21:25:40, while stirring steam is sent into the first chemical reaction kettle interlayer and makes in the still and heat up; Making the interior mixing liquid of still reach little under the condition of sealing boils; At this moment reach 2 normal atmosphere in the still, keep this temperature-resistant, slowly stirring reaction is 11.5 hours; After reacting completely, reaction solution is sent into crystallization kettle through pump and pipeline.Be that 30% hydrochloric acid adds crystallization kettle slowly with concentration while stirring; Reaction solution in the crystallization kettle neutralizes; The pH value that detects liquid in the still is to stop to add acid at 6.0 o'clock, and the circulation cool brine that at this moment crystallization kettle outside, freon refrigerator is produced is sent into the cooling of crystallization kettle interlayer, adjusting cool brine flow velocity when treating that fluid temperature is reduced to below 3 ℃ in the still; Make temperature remain between 0 ℃-3 ℃; Crystallisation by cooling is 8 hours under this temperature, after crystallization finishes all materials is sent into whizzer and carries out solid-liquid separation, first xln that obtains; The filtrating that obtains is returned concentration tank, sends into the crystallization kettle crystallisation by cooling once more 8 hours after being concentrated into half of volume, obtains second batch of xln, first is merged with second batch of xln use.To merge the post crystallization body and send into the fractionation still; The pure water that adding xln weight is 5 times adds an amount of hydrochloric acid adjusting pH value to 4.0 after being stirred to whole dissolvings, uses this feed temperature of constant temperature system control at 35 ℃, and adding accounts for the enzymatic reaction catalyzer with the preparation of pig kidney extract of xln quantity 1%-2%; The back standing and reacting that stirs 30 hours; Reaction finishes the back and adds and stop temperature control after an amount of liquid caustic soda is transferred PH to 5.5, lets its naturally cooling and stirred crystallization, obtains L-methionine(Met) bullion.The pure water that adds 10 times of its weight after sending into L-methionine(Met) bullion in second chemical reaction kettle stirs; Steam is sent into the second chemical reaction kettle interlayer make and stop when liquid is warming up to 70 ℃ in the still heating up, add L-methionine(Met) bullion weight and be 1% gac and carry out decoloring reaction, decoloring reaction finishes the back and filters through half frame and obtain the L-methionine(Met) stillness of night; To squeeze into the stillness of night refining in and still; Through in refining, feeding the circulation refrigerated brine with the interlayer of still behind the naturally cooling, when being cooled to 0-3 ℃, the xln that constant temperature keeps obtaining after 12 hours is the L-methionine(Met); Then L-methionine(Met) xln is sent into whizzer and carry out solid-liquid separation; Promptly get the wet article of L-methionine(Met), the wet article of L-methionine(Met) are sent into negative pressure oven dry in the dryer, bake out temperature is 44 ℃; Drying time is 6 hours, and the caking thing after will drying is then sent into kibbler and pulverized the back dress and wrap into the storehouse and get product.The method of use of L-methionine(Met) is: use as pharmaceutical preparation, accessory substance, fodder additives.
Embodiment 2
Liquid caustic soda, refining DL-methionine pulvis, pure water are added in first chemical reaction kettle successively, stir, then still is sealed; After under air-proof condition, being evacuated in still aceticanhydride is added chemical reaction kettle, four kinds of raw material weight ratios are: refining DL-methionine pulvis: aceticanhydride: concentration is 20% liquid caustic soda: pure water=15:20:25:40, while stirring steam is sent into the first chemical reaction kettle interlayer and makes in the still and heat up; Making the interior mixing liquid of still reach little under the condition of sealing boils; At this moment reach 2 normal atmosphere in the still, keep this temperature-resistant, slowly stirring reaction is 12 hours; After reacting completely, reaction solution is sent into crystallization kettle through pump and pipeline.Be that 30% hydrochloric acid adds crystallization kettle slowly with concentration while stirring; Reaction solution in the crystallization kettle neutralizes; The pH value that detects liquid in the still is to stop to add acid at 6.0 o'clock, and the circulation cool brine that at this moment crystallization kettle outside, freon refrigerator is produced is sent into the cooling of crystallization kettle interlayer, adjusting cool brine flow velocity when treating that fluid temperature is reduced to below 3 ℃ in the still; Make temperature remain between 0 ℃-3 ℃; Crystallisation by cooling is 8 hours under this temperature, after crystallization finishes all materials is sent into whizzer and carries out solid-liquid separation, first xln that obtains; The filtrating that obtains is returned concentration tank, sends into the crystallization kettle crystallisation by cooling once more 8 hours after being concentrated into half of volume, obtains second batch of xln, first is merged with second batch of xln use.To merge the post crystallization body and send into the fractionation still; The pure water that adding xln weight is 5 times adds an amount of hydrochloric acid adjusting pH value to 4.0 after being stirred to whole dissolvings, uses this feed temperature of constant temperature system control between 37.5 ℃, and adding accounts for the enzymatic reaction catalyzer with the preparation of pig kidney extract of xln quantity 1%-2%; The back standing and reacting that stirs 30 hours; Reaction finishes the back and adds and stop temperature control after an amount of liquid caustic soda is transferred PH to 5.5, lets its naturally cooling and stirred crystallization, obtains L-methionine(Met) bullion.The pure water that adds 10 times of its weight after sending into L-methionine(Met) bullion in second chemical reaction kettle stirs; Steam is sent into the second chemical reaction kettle interlayer make and stop when liquid is warming up to 70 ℃ in the still heating up, add L-methionine(Met) bullion weight and be 1% gac and carry out decoloring reaction, decoloring reaction finishes the back and filters through half frame and obtain the L-methionine(Met) stillness of night; To squeeze into the stillness of night refining in and still; Through in refining, feeding the circulation refrigerated brine with the interlayer of still behind the naturally cooling, when being cooled to 0-3 ℃, the xln that constant temperature keeps obtaining after 12 hours is the L-methionine(Met); Then L-methionine(Met) xln is sent into whizzer and carry out solid-liquid separation; Promptly get the wet article of L-methionine(Met), the wet article of L-methionine(Met) are sent into negative pressure oven dry in the dryer, bake out temperature is 47 ℃; Drying time is 5.5 hours, and the caking thing after will drying is then sent into kibbler and pulverized the back dress and wrap into the storehouse and get product.The method of use of L-methionine(Met) is: use as pharmaceutical preparation, accessory substance, fodder additives.
Embodiment 3
Liquid caustic soda, refining DL-methionine pulvis, pure water are added in first chemical reaction kettle successively, stir, then still is sealed; After under air-proof condition, being evacuated in still aceticanhydride is added chemical reaction kettle, four kinds of raw material weight ratios are: refining DL-methionine pulvis: aceticanhydride: concentration is 20% liquid caustic soda: pure water=16:19:25:40, while stirring steam is sent into the first chemical reaction kettle interlayer and makes in the still and heat up; Making the interior mixing liquid of still reach little under the condition of sealing boils; At this moment reach 2 normal atmosphere in the still, keep this temperature-resistant, slowly stirring reaction is 12.5 hours; After reacting completely, reaction solution is sent into crystallization kettle through pump and pipeline.Be that 30% hydrochloric acid adds crystallization kettle slowly with concentration while stirring; Reaction solution in the crystallization kettle neutralizes; The pH value that detects liquid in the still is to stop to add acid at 6.0 o'clock, and the circulation cool brine that at this moment crystallization kettle outside, freon refrigerator is produced is sent into the cooling of crystallization kettle interlayer, adjusting cool brine flow velocity when treating that fluid temperature is reduced to below 3 ℃ in the still; Make temperature remain between 0 ℃-3 ℃; Crystallisation by cooling is 8 hours under this temperature, after crystallization finishes all materials is sent into whizzer and carries out solid-liquid separation, first xln that obtains; The filtrating that obtains is returned concentration tank, sends into the crystallization kettle crystallisation by cooling once more 8 hours after being concentrated into half of volume, obtains second batch of xln, first is merged with second batch of xln use.To merge the post crystallization body and send into the fractionation still; The pure water that adding xln weight is 5 times adds an amount of hydrochloric acid adjusting pH value to 4.0 after being stirred to whole dissolvings, uses this feed temperature of constant temperature system control between 40 ℃, and adding accounts for the enzymatic reaction catalyzer with the preparation of pig kidney extract of xln quantity 1%-2%; The back standing and reacting that stirs 30 hours; Reaction finishes the back and adds and stop temperature control after an amount of liquid caustic soda is transferred PH to 5.5, lets its naturally cooling and stirred crystallization, obtains L-methionine(Met) bullion.The pure water that adds 10 times of its weight after sending into L-methionine(Met) bullion in second chemical reaction kettle stirs; Steam is sent into the second chemical reaction kettle interlayer make and stop when liquid is warming up to 70 ℃ in the still heating up, add L-methionine(Met) bullion weight and be 1% gac and carry out decoloring reaction, decoloring reaction finishes the back and filters through half frame and obtain the L-methionine(Met) stillness of night; To squeeze into the stillness of night refining in and still; Through in refining, feeding the circulation refrigerated brine with the interlayer of still behind the naturally cooling, when being cooled to 0-3 ℃, the xln that constant temperature keeps obtaining after 12 hours is the L-methionine(Met); Then L-methionine(Met) xln is sent into whizzer and carry out solid-liquid separation; Promptly get the wet article of L-methionine(Met), the wet article of L-methionine(Met) are sent into negative pressure oven dry in the dryer, bake out temperature is 50 ℃; Drying time is 5 hours, and the caking thing after will drying is then sent into kibbler and pulverized the back dress and wrap into the storehouse and get product.The method of use of L-methionine(Met) is: use as pharmaceutical preparation, accessory substance, fodder additives.
Claims (4)
1. the working method of a L-methionine(Met), the raw material weight proportioning of use is: refining DL-methionine pulvis: aceticanhydride: concentration is liquid caustic soda=14-16:19-21:25 of 20%, concentration is that 30% hydrochloric acid is an amount of, pure water is an amount of, gac is an amount of, the biological enzyme agent is an amount of; It is characterized in that: step (1) adds liquid caustic soda, refining DL-methionine pulvis, pure water in first chemical reaction kettle successively; Stir,, after under air-proof condition, being evacuated in still aceticanhydride is added chemical reaction kettle then with still sealing; Four kinds of raw material weight ratios are: refining DL-methionine pulvis: aceticanhydride: concentration is 20% liquid caustic soda: pure water=14-16:19-21:25:40; While stirring steam is sent into the first chemical reaction kettle interlayer and make in the still and heat up, making under the condition of sealing that mixing liquid reaches little in the still boils, and at this moment reaches 2 normal atmosphere in the still; Keep this temperature-resistant; Slowly stirring reaction 11.5-12.5 hour, after reacting completely, reaction solution is sent into crystallization kettle through pump and pipeline; Step (2) is that 30% hydrochloric acid adds crystallization kettle slowly with concentration while stirring; Reaction solution in the crystallization kettle neutralizes; The pH value that detects liquid in the still is to stop to add acid at 6.0 o'clock, and the circulation cool brine that at this moment crystallization kettle outside, freon refrigerator is produced is sent into the cooling of crystallization kettle interlayer, adjusting cool brine flow velocity when treating that fluid temperature is reduced to below 3 ℃ in the still; Make temperature remain between 0 ℃-3 ℃; Crystallisation by cooling is 8 hours under this temperature, after crystallization finishes all materials is sent into whizzer and carries out solid-liquid separation, first xln that obtains; The filtrating that obtains is returned concentration tank, sends into the crystallization kettle crystallisation by cooling once more 8 hours after being concentrated into half of volume, obtains second batch of xln, first is merged with second batch of xln use; Step (3) will merge the post crystallization body and send into the fractionation still; The pure water that adding xln weight is 5 times adds an amount of hydrochloric acid adjusting pH value to 4.0 after being stirred to whole dissolvings; Use this feed temperature of constant temperature system control between 35 ℃-40 ℃; Add the enzymatic reaction catalyzer with the preparation of pig kidney extract that accounts for xln quantity 1%-2%, standing and reacting is 30 hours after stirring, and reaction finishes to stop temperature control after the back adds an amount of liquid caustic soda accent PH to 5.5; Let its naturally cooling and stirred crystallization, obtain L-methionine(Met) bullion; The pure water that adds 10 times of its weight after step (4) is sent into L-methionine(Met) bullion in second chemical reaction kettle stirs; Steam is sent into the second chemical reaction kettle interlayer make and stop when liquid is warming up to 70 ℃ in the still heating up, add L-methionine(Met) bullion weight and be 1% gac and carry out decoloring reaction, decoloring reaction finishes the back and filters through half frame and obtain the L-methionine(Met) stillness of night; To squeeze into the stillness of night refining in and still; Through in refining, feeding the circulation refrigerated brine with the interlayer of still behind the naturally cooling, when being cooled to 0-3 ℃, the xln that constant temperature keeps obtaining after 12 hours is the L-methionine(Met); Then L-methionine(Met) xln is sent into whizzer and carry out solid-liquid separation; Promptly get the wet article of L-methionine(Met), the wet article of L-methionine(Met) are sent into negative pressure oven dry in the dryer, bake out temperature is 44 ℃-50 ℃; Drying time is 5-6 hour, and the caking thing after will drying is then sent into kibbler and pulverized the back dress and wrap into the storehouse and get product.
2. the working method of a kind of L-methionine(Met) according to claim 1, the characteristic of its step (1) is: the acetylizad reaction times of described DL-methionine is 12 hours.
3. the working method of a kind of L-methionine(Met) according to claim 1, the characteristic of its step (3) is: when described bake out temperature was 44 ℃, drying time was 6 hours; When bake out temperature was 47 ℃, drying time was 5.5 hours; When bake out temperature was 50 ℃, drying time was 5 hours.
4.L-the method for use of methionine(Met) is: use as pharmaceutical preparation, accessory substance, fodder additives.
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| CN2012103576733A CN102827915A (en) | 2012-09-25 | 2012-09-25 | Production method of L-methionine |
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Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103342671A (en) * | 2013-07-24 | 2013-10-09 | 重庆紫光化工股份有限公司 | Method for preparing L-methionine by using acetylated saponification solution |
| CN103408474A (en) * | 2013-08-28 | 2013-11-27 | 重庆紫光化工股份有限公司 | Efficient production method of high-purity N-acetyl-D, L-methionine |
| CN103420882A (en) * | 2013-08-28 | 2013-12-04 | 重庆紫光化工股份有限公司 | Method for preparing L-methionine |
| CN111269952A (en) * | 2020-03-17 | 2020-06-12 | 武汉轻工大学 | Preparation method of L-methionine |
-
2012
- 2012-09-25 CN CN2012103576733A patent/CN102827915A/en active Pending
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103342671A (en) * | 2013-07-24 | 2013-10-09 | 重庆紫光化工股份有限公司 | Method for preparing L-methionine by using acetylated saponification solution |
| CN103342671B (en) * | 2013-07-24 | 2015-10-21 | 重庆紫光化工股份有限公司 | A kind of method utilizing acetylizad saponification liquor to prepare L-Methionine |
| CN103408474A (en) * | 2013-08-28 | 2013-11-27 | 重庆紫光化工股份有限公司 | Efficient production method of high-purity N-acetyl-D, L-methionine |
| CN103420882A (en) * | 2013-08-28 | 2013-12-04 | 重庆紫光化工股份有限公司 | Method for preparing L-methionine |
| CN103408474B (en) * | 2013-08-28 | 2015-09-16 | 重庆紫光化工股份有限公司 | High purity N-acetyl-D, the high-efficiency method for producing of L-Methionine |
| CN103420882B (en) * | 2013-08-28 | 2016-03-30 | 重庆紫光化工股份有限公司 | A kind of preparation method of L-Methionine |
| CN111269952A (en) * | 2020-03-17 | 2020-06-12 | 武汉轻工大学 | Preparation method of L-methionine |
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Application publication date: 20121219 |