KR20000013855A - Recovery method of l-threonine from fermentation broth - Google Patents
Recovery method of l-threonine from fermentation broth Download PDFInfo
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- KR20000013855A KR20000013855A KR1019980032953A KR19980032953A KR20000013855A KR 20000013855 A KR20000013855 A KR 20000013855A KR 1019980032953 A KR1019980032953 A KR 1019980032953A KR 19980032953 A KR19980032953 A KR 19980032953A KR 20000013855 A KR20000013855 A KR 20000013855A
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Abstract
Description
본 발명은 필수 아미노산인 엘-트레오닌(L-threonine) 발효액으로 부터 엘-트레오닌의 정제방법에 관한 것이다.The present invention relates to a method for purifying L-threonine from an L-threonine fermentation broth which is an essential amino acid.
미생물 발효에 의한 엘-트레오닌의 농도가 5∼20%인 발효액에서 균체를 제거한후 농축하여 엘-트레오닌을 회수하고 재결정 방법으로 정제하며, 재결정에 의한 모액을 이온교환수지를 이용하여 정제하는 방법에 관한 것이다. 본 발명은 기존의 이온교환수지를 이용한 엘-트레오닌의 정제방법에 비하여 이온교환수지 사용량과 산,알칼리의 사용량 및 폐수 발생량을 줄일 수 있는 엘-트레오닌의 정제방법에 관한것이다. 본 발명은 엘-트레오닌 발효액으로 부터의 엘-트레오닌 정제시 이온교환수지의 사용을 최대한 억제하여 산,알칼리의 사용량 및 폐수의 발생량을 극소화하는 효율적인 정제방법을 제공하는 것이다.In the fermentation broth with 5 ~ 20% concentration of L-threonine by microbial fermentation, the cells were removed and concentrated to recover L-threonine and purified by recrystallization, and the mother liquor by recrystallization was purified using ion exchange resin. It is about. The present invention relates to a method for purifying el-threonine which can reduce the amount of ion exchange resin, the amount of acid and alkali used and the amount of wastewater generated, compared to the conventional method for purifying el-threonine using ion exchange resin. The present invention provides an efficient purification method for minimizing the use of ion exchange resins to minimize the amount of acid and alkali and the amount of wastewater generated when el-threonine is purified from an el-threonine fermentation broth.
본 발명은 동물사료의 첨가물, 의약픔 등으로 널리 사용되고 있는 필수 아미노산인 엘-트레오닌의 발효액으로부터 엘-트레오닌을 효율적으로 정제하는 방법에 관한 것이다. 종래의 정제방법은 일반적으로 아미노산의 분리에 사용되는 이온교환수지법이 널리 사용되어왔다. 그 중에서도 강산성 양이온 교환수지를 사용하는 방법(일본국 공개 특허출원 제 140290/79호, 일본국 공개 특허출원 제 327487/94호)이 비교적 낮은 설비투자비와 운전비용으로 많이 이용되고 있다. 이온교환수지법을 이용한 엘-트레오닌의 일반적인 정제방법은 원심분리나 여과방법으로 발효액으로부터균체의 제거단계, 산·알칼리에 의한 pH 조절단계, 강산성 양이온 교환수지에 흡착,수세 및 용리단계, 농축 결정단계, 탈수 및 건조단계로 구성되어 있다.The present invention relates to a method for efficiently purifying el-threonine from a fermentation broth of el-threonine, an essential amino acid widely used as an additive for animal feed, medicine, and the like. Conventional purification methods have been widely used ion exchange resin method generally used for the separation of amino acids. Among them, a method of using a strongly acidic cation exchange resin (Japanese Patent Application No. 140290/79 and Japanese Patent Application No. 327487/94) is widely used for relatively low equipment investment and operating costs. The general purification method of L-threonine using ion exchange resin method is centrifugation or filtration method to remove bacteria from fermentation broth, pH adjustment by acid and alkali, adsorption to strong acid cation exchange resin, washing and elution step, concentration determination It consists of a step, dehydration and drying step.
그밖에 강산성 양이온 교환수지의 재생과정이 필요하므로 이온교환법 사용시 다량의 산, 알칼리 용액이 필요하고 폐수가 많이 발생하는 단점이 있다.In addition, since a strong acid cation exchange resin needs to be regenerated, a large amount of acid and alkaline solutions are required when using ion exchange, and waste water is generated.
엘-트레오닌 발효액에서 균체를 제거한 후 농축하여 엘-트레오닌 결정을 얻고 이를 재결정 방법으로 정제하며, 재결정에 의한 모액을 이온교환수지를 이용하여 정제하는 방법에 관한 것이다. 본 발명은 기존의 이온교환수지를 이용한 엘-트레오닌의 정제방법에 비하여 이온교환수지 사용량과 산,알칼리의 사용량 및 폐수 발생량을 줄일 수 있는 엘-트레오닌의 정제방법에 관한 것이다.The present invention relates to a method of purifying el-threonine crystals by removing the cells from the L-threonine fermentation broth and concentrating them to recrystallization, and purifying the mother liquor by recrystallization using an ion exchange resin. The present invention relates to a method for purifying el-threonine which can reduce the amount of ion exchange resins used, the amount of acid and alkali, and the amount of wastewater generated as compared to the conventional method for purifying el-threonine using ion exchange resins.
도 1은 엘-트레오닌의 전체 회수 공정도이다.1 is an overall recovery process chart of L-threonine.
본 발명은 엘-트레오닌의 농도가 5∼20%인 발효액에서 원심분리 또는 여과에 의해 균체를 제거하는 단계와, 이를 농축하여 엘-트레오닌 결정을 회수하고 재결정하는 단계와, 재결정에 의한 모액을 이온교환수지를 이용하여 정제하는 단계로 구성되어 있다.The present invention is a step of removing the cells by centrifugation or filtration in a fermentation broth with a concentration of L-threonine of 5 to 20%, concentrating it to recover and recrystallize the L-threonine crystals, and the mother liquor by recrystallization It consists of the step of purifying using exchange resin.
엘-트레오닌 발효액에 함유된 트레오닌의 농도가 5∼20%, 바람직하게는 8∼12% 함유하고 있는 발효액을 원심분리하거나 여과하여 균체를 제거한다. 여과액의 pH를 엘-트레오닌의 등전점 부근인 5.0∼6.5으로 조절하여 감압농축을 수행하여 엘-트레오닌의 결정(제1결정)을 수득한다. 결정 및 모액으로의 엘-트레오닌의 분포비가 4:1 ∼7:1이 되도록 3∼5배 농축과정을 수행한다. 얻어진 모액(제1모액)을 모아 다시 감압농축을 수행하여 엘-트레오닌의 결정(제2결정) 및 모액(제2모액)을 수득한다.The cells are removed by centrifugation or filtration of the fermentation broth containing 5 to 20%, preferably 8 to 12%, of threonine in the L-threonine fermentation broth. The pH of the filtrate was adjusted to 5.0 to 6.5, which is near the isoelectric point of L-threonine, and concentrated under reduced pressure to obtain a crystal of L-threonine (first crystal). Three to five times concentration is carried out so that the distribution ratio of L-threonine to the crystal and mother liquor is 4: 1 to 7: 1. The obtained mother liquor (first mother liquor) was collected and concentrated under reduced pressure again to obtain crystals of L-threonine (second crystal) and mother liquor (second mother liquor).
제1결정 및 제2결정은 최소한의 물에 용해하고 필요에 따라 활성탄에 의한 탈색정제과정을 거친 후 감압농축으로 재결정 과정을 거친다. 이렇게 하여 98.5% 이상의 순도를 가지는 엘-트레오닌 결정(제3결정)을 수득할 수 있다. 활성탄에 의한 탈색과정은 엘-트레오닌의 발효 공정 중 사용된 배지에 포함된 성분에 따라 필요 여부가 결정된다.The first crystals and the second crystals are dissolved in a minimum of water, subjected to decolorization purification with activated carbon as necessary, and then recrystallized by vacuum concentration. In this way, an el-threonine crystal (third crystal) having a purity of 98.5% or more can be obtained. Decolorization with activated charcoal is determined depending on the components contained in the medium used during the fermentation process of L-threonine.
이상의 과정에서 얻어진 제2모액과 제3모액은 pH를 2.0으로 조절한 후 강산성양이온 교환수지인 SK-1B에 통액하여 흡착시킨다. 이 때 사용되는 이온교환수지의 량은 두 모액에 포함된 엘-트레오닌의 량에 따라 결정되어진다. 농축결정 과정에서 결정과 모액으로의 엘-트레오닌 분포비를 5:1로 하는 경우 두 모액 중에는 전체의 약 15∼20% 정도의 엘-트레오닌이 함유되어 있어 사용되는 이온교환수지의 량도 같은 비율로 절감된다. 농축결정 과정에서 결정과 모액으로의 엘-트레오닌 분포비를 7:1로 하는 경우는 두 모액 중에 전체의 약 10∼13% 정도의 엘-트레오닌이 함유되어있어 사용되는 이온교환수지의 량도 같은 비율로 절감되며 마찬가지로 산,알칼리의 사용량 및 폐수 발생량도 감소하게 된다.After adjusting the pH to 2.0, the second mother liquid and the third mother liquid obtained in the above process are adsorbed by passing through SK-1B, a strong acid cation exchange resin. The amount of ion exchange resin used at this time is determined by the amount of L-threonine contained in the two mother liquors. When the ratio of el-threonine to crystal and mother liquor is 5: 1 during the concentration crystallization process, about 15 to 20% of the total amount of el-threonine is contained in the two mother liquors, and the amount of ion exchange resin used is the same. Is reduced. When the ratio of el-threonine to crystal and mother liquor is 7: 1 during the concentration crystallization process, about 10-13% of the total amount of el-threonine is contained in the two mother liquors, and the amount of ion exchange resin used is the same. In addition, the amount of acid and alkali and waste water generated will be reduced.
흡착된 엘-트레오닌을 암모니아수로 용리하고, 다시 감압농축하여 엘-트레오닌의 결정을 수득하면 99% 이상의 순도를 가지는 엘-트레오닌 결정(제4결정) 및 제4모액이 얻어진다. 제4모액은 경우에 따라 폐기하거나 제2모액 및 제3모액과 병행하여 다시 이온교환 수지를 거친다. 제품의 순도가 문제가 되지 않을 경우는 제4모액의 재사용이 바람직하며 고순도의 제품을 제조할 때에는 폐기하는 것이 바람직하다.The adsorbed el-threonine is eluted with ammonia water and concentrated under reduced pressure again to obtain the crystals of el-threonine, thereby obtaining an el-threonine crystal (fourth crystal) and a fourth mother liquor having a purity of 99% or more. The fourth mother liquor is optionally discarded or subjected to ion exchange resin again in parallel with the second mother liquor and the third mother liquor. If the purity of the product is not a problem, reuse of the fourth mother liquor is preferable, and when the high purity product is manufactured, it is preferable to discard it.
이상과 같은 방법으로 발효액으로 부터 엘-트레오닌을 회수하면 순도 98.5% 이상의 제품을 수득할 수 있으며 전체 회수율은 93%∼97% 정도가 가능하다.By recovering the L-threonine from the fermentation broth as described above, a product having a purity of 98.5% or more can be obtained, and the overall recovery rate is about 93% to 97%.
다음의 실시예는 본 발명을 더욱 상세히 설명하기 위한 것으로서 이들 실시예가 본 발명의 기술적범위를 한정하는 것은 아니다.The following examples are intended to illustrate the present invention in more detail, and these examples do not limit the technical scope of the present invention.
＜ 실시예 1 ＞<Example 1>
도 1의 공정과 같이 균체를 제거한 발효액(엘-트레오닌 10.3%) 5L를 염산으로 pH 5.8로 조절한 후 약 3배 정도로 감압농축하여 결정이 석출된 액을 여과하였다. 석출된 제1결정의 무게는 517g이었으며 이 중 엘-트레오닌의 함량은 410g이었다. 또한 제1모액의 부피는 1.06L였으며 엘-트레오닌의 함량은 9.4%였다.5L of the fermentation broth (L-threonine 10.3%) from which the cells were removed was adjusted to pH 5.8 with hydrochloric acid and concentrated under reduced pressure to about 3 times as in the process of FIG. 1 to filter the precipitated crystals. The weight of the precipitated first crystal was 517 g, and the content of el-threonine was 410 g. In addition, the volume of the first mother liquor was 1.06L and the content of L-threonine was 9.4%.
제1모액을 다시 같은 방법으로 감압 농축하여 제2결정 99g을 얻고 엘-트레오닌의 함량은 78g이었다. 또한 제1모액의 부피는 220ml었으며 엘-트레오닌의 함량은 9.5%였다.The first mother liquor was concentrated under reduced pressure again to obtain 99 g of the second crystal, and the content of L-threonine was 78 g. In addition, the volume of the first mother liquor was 220 ml and the content of L-threonine was 9.5%.
수득한 제1결정 멎 제2결정을 모아 75℃에서 물에 녹여 3L의 용액을 제조하였다. 상기와 같은 방법으로 농축하여 제3결정 및 제3모액을 획득하였다. 얻어진 제3결정의 무게는 535g이었으며 이 증 엘-트레오닌의 함량은 427g이었다. 건조 후 제품의 순도는 98.7%였다. 또한 제3모액의 부피는 590ml였으며 엘-트레오닌의 함량은 9.7%였다.The obtained first crystal 멎 second crystal was collected and dissolved in water at 75 ℃ to prepare a solution of 3L. Concentration was performed as described above to obtain a third crystal and a third mother liquor. The weight of the obtained third crystal was 535 g and the content of this enriched L-threonine was 427 g. The purity of the product after drying was 98.7%. In addition, the volume of the third mother liquor was 590 ml and the content of L-threonine was 9.7%.
제2모액 및 제3모액을 모아 강산성 양이온 교환수지인 SK-1B에 흡착시켰다. 수집한 모액의 pH를 황산으로 2.0으로 조절 후 700ml 부피의 SK-1B 수지를 이용하여 정제하였다. 그 결과 얻어진 용리액의 부피는 660ml이었으며 엘-트레오닌의 함량은 11.5%였다.The second and third mother liquors were collected and adsorbed onto SK-1B, a strongly acidic cation exchange resin. The pH of the collected mother liquor was adjusted to 2.0 with sulfuric acid and then purified using a 700 ml volume of SK-1B resin. The resulting eluent had a volume of 660 ml and an El-threonine content of 11.5%.
용리액으로 부터 상기와 같은 방법으로 농축하여 획득한 제4결정의 무게는 70g이었으며 이 중 엘-트레오닌의 함량은 55g이었다. 건조 후 제품의 순도는 99.0%였다. 또한 제4모액의 부피는 200ml, 엘-트레오닌의 함량은 9.9%였으며 이는 폐기하였다.The weight of the fourth crystal obtained by concentrating from the eluent as described above was 70 g, of which the content of L-threonine was 55 g. The purity of the product after drying was 99.0%. In addition, the volume of the fourth mother liquor was 200 ml, and the content of L-threonine was 9.9%, which was discarded.
이와 같은 방법으로 얻어진 엘-트레오닌 결정의 평균 순도는 98.7%이었으며 전체 회수율은 93.6%이었다.The average purity of the L-threonine crystals obtained in this manner was 98.7% and the overall recovery was 93.6%.
＜ 실시예 2 ＞<Example 2>
실시예 1과 방법은 동일하며 최종 제4모액을 이온교환수지에 다시 순환시키는 방법을 사용하여 얻은 제4결정의 무게는 89g이었으며 이 중 엘-트레오닌의 함량은 70g이었다. 건조 후 제품의 순도는 97.3%였다. 전체 과정에서 얻어진 엘-트레오닌결정의 평균 순도는 98.5%이었으며 전체 회수율은 96.5%이었다.The method was the same as in Example 1, and the weight of the fourth crystal obtained by the method of circulating the final fourth mother liquor back to the ion exchange resin was 89 g, and the content of el-threonine was 70 g. The purity of the product after drying was 97.3%. The average purity of the L-threonine crystals obtained in the whole process was 98.5% and the overall recovery was 96.5%.
＜ 실시예 3 ＞<Example 3>
균체를 제거한 발효액(엘-트레오닌 10.3%) 5L의 pH를 염산으로 5.8로 조절한-후 약 5배 정도로 감압농축하여 결정이 형성된 액을 여과하였다. 얻어진 제1결정의 무게는 559g이었으며 이 중 엘-트레오닌의 함량은 446g이었다. 또한 제1모액의 부피는 680ml였으며 엘-트레오닌의 함량은 10.2%였다.The pH of the fermentation broth (L-threonine 10.3%) from which the cells were removed was adjusted to 5.8 with hydrochloric acid, and then concentrated under reduced pressure to about 5 times to filter the liquid in which the crystals were formed. The weight of the obtained first crystal was 559 g, of which the amount of L-threonine was 446 g. In addition, the volume of the first mother liquor was 680 ml and the content of L-threonine was 10.2%.
제1모액을 다시 같은 방법으로 감압 농축하여 제2결정 및 제2모액을 얻었다. 얻어진 제2결정의 무게는 68g이었으며 이 중 엘-트레오닌의 함량은 54g이었다. 또한 제1모액의 부피는 90ml이었으며 엘-트레오닌의 함량은 10.3%였다.The first mother liquor was concentrated under reduced pressure again in the same manner to obtain a second crystal and a second mother liquor. The weight of the obtained second crystal was 68 g, of which the content of L-threonine was 54 g. In addition, the volume of the first mother liquor was 90 ml and the content of L-threonine was 10.3%.
수득한 제1결정 및 제2결정을 모아 75℃에서 물에 녹여 3L의 용액을 제조하였다. 이를 위에서와 같은 방법으로 농축하여 제3결정 및 제3모액을 획득하였다. 얻어진 제3결정의 무게는 567g이었으며 이 증 엘-트레오닌의 함량은 452g이었다. 건조후 제품의 순도는 98.5%였다. 또한 제3모액의 부피는 420ml였으며 엘-트레오닌의 함량은 10.2%였다.The obtained first and second crystals were collected and dissolved in water at 75 ° C. to prepare a 3 L solution. This was concentrated in the same manner as above to obtain a third crystal and a third mother liquor. The weight of the obtained third crystal was 567 g and the content of this thick el-threonine was 452 g. The purity of the product after drying was 98.5%. In addition, the volume of the third mother liquor was 420 ml and the content of L-threonine was 10.2%.
제2모액 및 제3모액을 모아 강산성 양이온 교환수지인 SK-1B에 흡착시켰다.The second and third mother liquors were collected and adsorbed onto SK-1B, a strongly acidic cation exchange resin.
즉, 모아진 모액의 pH를 황산으로 2.0으로 조절 후 500ml 부피의 SK-1B 수지를 이용하여 정제하였다. 그 결과 얻어진 용리액의 부피는 450ml이었으며 엘-트레오닌의 함량은 11.4%였다.That is, the pH of the collected mother liquor was adjusted to 2.0 with sulfuric acid, and then purified using a 500 ml volume of SK-1B resin. The resulting eluent had a volume of 450 ml and an El-threonine content of 11.4%.
용리액으로 부터 앞에서와 같은 방법으로 농축하여 획득한 제4결정의 무게는 54g이었으며 이 중 엘-트레오닌의 함량은 42g이었다. 건조 후 제품의 순도는 98.7%였다. 또한 제4모액의 부피는 90ml, 엘-트레오닌의 함량은 10.4%였으며 이는 폐기하였다.The weight of the fourth crystal obtained by concentrating from the eluent in the same manner as described above was 54g, of which the content of L-threonine was 42g. The purity of the product after drying was 98.7%. In addition, the volume of the fourth mother liquor was 90 ml, and the content of L-threonine was 10.4%, which was discarded.
이와 같은 방법으로 얻어진 엘-트레오닌 결정의 평균 순도는 98.5%이었으며 전체 회수율은 95.9%이었다.The average purity of the L-threonine crystals obtained in this manner was 98.5% and the overall recovery was 95.9%.
＜ 실시예 4 ＞<Example 4>
실시예 3과 방법은 동일하며 최종 제4모액을 이온교환수지에 다시 순환시키는 방법을 사용하였다. 이렇게 하여 얻은 제4결정의 무게는 61g이었으며 이 중 엘-트레오닌의 함량은 48g이었다. 건조 후 제품의 순도는 97.0%였다. 전체 과정에서 얻어진 엘-트레오닌 결정의 평균 순도는 98.4%이었으며 전체 회수율은 97.1%이었다.The method was the same as in Example 3, and the final fourth mother liquor was circulated back to the ion exchange resin. The fourth crystal thus obtained weighed 61 g, of which 48 g was el-threonine. The purity of the product after drying was 97.0%. The average purity of the L-threonine crystals obtained in the entire process was 98.4% and the overall recovery was 97.1%.
본 발명은 기존의 이온교환수지를 이용한 엘-트레오닌의 정제방법에 비하여 이온교환수지 사용량과 산,알칼리의 사용량 및 폐수 발생량을 줄일 수 있으며, 또한 이온교환수지에서 정제하는 엘-트레오닌의 량이 상대적으로 적기 때문에 이온교환수지에서 발생하는 회수손실을 줄일 수 있어 회수율도 높일 수 있다.The present invention can reduce the amount of ion exchange resin, the amount of acid and alkali, and the amount of wastewater generated, compared to the conventional method for purifying el-threonine using ion exchange resin, and the amount of el-threonine purified from the ion exchange resin is relatively low. Because of this, the recovery loss caused by the ion exchange resin can be reduced and the recovery rate can be increased.
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Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8137939B2 (en) | 2006-11-27 | 2012-03-20 | Cj Cheiljedang Corp. | Method of recovering L-threonine from L-threonine fermentation broth using nonsolvent |
| KR101286158B1 (en) * | 2011-08-24 | 2013-07-15 | 씨제이제일제당 (주) | The seperation and purification method of 1,4-diaminobutane from a fermented solution |
| CN110051634A (en) * | 2019-05-29 | 2019-07-26 | 绥化象屿金谷生化科技有限公司 | A kind of L-threonine processes for wet granulation |
| CN111410613A (en) * | 2020-03-26 | 2020-07-14 | 石家庄市冀荣药业有限公司 | Preparation process of high-purity high-transmittance L-threonine |
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1998
- 1998-08-14 KR KR1019980032953A patent/KR100285291B1/en not_active IP Right Cessation
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8137939B2 (en) | 2006-11-27 | 2012-03-20 | Cj Cheiljedang Corp. | Method of recovering L-threonine from L-threonine fermentation broth using nonsolvent |
| KR101286158B1 (en) * | 2011-08-24 | 2013-07-15 | 씨제이제일제당 (주) | The seperation and purification method of 1,4-diaminobutane from a fermented solution |
| US8927774B2 (en) | 2011-08-24 | 2015-01-06 | Cj Cheiljedang Corporation | Method for separating and purifying 1,4-diaminobutane from fermented solution |
| CN110051634A (en) * | 2019-05-29 | 2019-07-26 | 绥化象屿金谷生化科技有限公司 | A kind of L-threonine processes for wet granulation |
| CN111410613A (en) * | 2020-03-26 | 2020-07-14 | 石家庄市冀荣药业有限公司 | Preparation process of high-purity high-transmittance L-threonine |
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