JPH01309690A - Separation of fermentation product from fermented liquid - Google Patents
Separation of fermentation product from fermented liquidInfo
- Publication number
- JPH01309690A JPH01309690A JP14137388A JP14137388A JPH01309690A JP H01309690 A JPH01309690 A JP H01309690A JP 14137388 A JP14137388 A JP 14137388A JP 14137388 A JP14137388 A JP 14137388A JP H01309690 A JPH01309690 A JP H01309690A
- Authority
- JP
- Japan
- Prior art keywords
- liquid
- fermentation
- activated carbon
- treated
- fermentation product
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- 238000000855 fermentation Methods 0.000 title claims abstract description 36
- 230000004151 fermentation Effects 0.000 title claims abstract description 36
- 239000007788 liquid Substances 0.000 title claims abstract description 31
- 238000000926 separation method Methods 0.000 title description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims abstract description 42
- 150000001413 amino acids Chemical class 0.000 claims abstract description 7
- 238000000034 method Methods 0.000 claims description 11
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 abstract description 6
- 239000007858 starting material Substances 0.000 abstract 1
- 239000000243 solution Substances 0.000 description 14
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 9
- 239000004475 Arginine Substances 0.000 description 7
- ODKSFYDXXFIFQN-UHFFFAOYSA-N arginine Natural products OC(=O)C(N)CCCNC(N)=N ODKSFYDXXFIFQN-UHFFFAOYSA-N 0.000 description 7
- 235000009697 arginine Nutrition 0.000 description 7
- 239000013078 crystal Substances 0.000 description 7
- 238000002834 transmittance Methods 0.000 description 7
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 6
- 235000001014 amino acid Nutrition 0.000 description 5
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 4
- 238000004042 decolorization Methods 0.000 description 4
- 238000002425 crystallisation Methods 0.000 description 3
- 230000008025 crystallization Effects 0.000 description 3
- 238000001035 drying Methods 0.000 description 3
- 238000001914 filtration Methods 0.000 description 3
- NWUYHJFMYQTDRP-UHFFFAOYSA-N 1,2-bis(ethenyl)benzene;1-ethenyl-2-ethylbenzene;styrene Chemical compound C=CC1=CC=CC=C1.CCC1=CC=CC=C1C=C.C=CC1=CC=CC=C1C=C NWUYHJFMYQTDRP-UHFFFAOYSA-N 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 239000003513 alkali Substances 0.000 description 2
- 239000006103 coloring component Substances 0.000 description 2
- 238000007796 conventional method Methods 0.000 description 2
- 239000003456 ion exchange resin Substances 0.000 description 2
- 229920003303 ion-exchange polymer Polymers 0.000 description 2
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 2
- 230000003287 optical effect Effects 0.000 description 2
- 239000011347 resin Substances 0.000 description 2
- 229920005989 resin Polymers 0.000 description 2
- 239000011550 stock solution Substances 0.000 description 2
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 1
- AHLPHDHHMVZTML-BYPYZUCNSA-N L-Ornithine Chemical compound NCCC[C@H](N)C(O)=O AHLPHDHHMVZTML-BYPYZUCNSA-N 0.000 description 1
- ODKSFYDXXFIFQN-BYPYZUCNSA-N L-arginine Chemical compound OC(=O)[C@@H](N)CCCN=C(N)N ODKSFYDXXFIFQN-BYPYZUCNSA-N 0.000 description 1
- 229930064664 L-arginine Natural products 0.000 description 1
- 235000014852 L-arginine Nutrition 0.000 description 1
- ODKSFYDXXFIFQN-BYPYZUCNSA-P L-argininium(2+) Chemical compound NC(=[NH2+])NCCC[C@H]([NH3+])C(O)=O ODKSFYDXXFIFQN-BYPYZUCNSA-P 0.000 description 1
- HNDVDQJCIGZPNO-YFKPBYRVSA-N L-histidine Chemical compound OC(=O)[C@@H](N)CC1=CN=CN1 HNDVDQJCIGZPNO-YFKPBYRVSA-N 0.000 description 1
- KDXKERNSBIXSRK-YFKPBYRVSA-N L-lysine Chemical compound NCCCC[C@H](N)C(O)=O KDXKERNSBIXSRK-YFKPBYRVSA-N 0.000 description 1
- KDXKERNSBIXSRK-UHFFFAOYSA-N Lysine Natural products NCCCCC(N)C(O)=O KDXKERNSBIXSRK-UHFFFAOYSA-N 0.000 description 1
- 239000004472 Lysine Substances 0.000 description 1
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 description 1
- AHLPHDHHMVZTML-UHFFFAOYSA-N Orn-delta-NH2 Natural products NCCCC(N)C(O)=O AHLPHDHHMVZTML-UHFFFAOYSA-N 0.000 description 1
- UTJLXEIPEHZYQJ-UHFFFAOYSA-N Ornithine Natural products OC(=O)C(C)CCCN UTJLXEIPEHZYQJ-UHFFFAOYSA-N 0.000 description 1
- 238000002835 absorbance Methods 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 230000001580 bacterial effect Effects 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 230000003750 conditioning effect Effects 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000002158 endotoxin Substances 0.000 description 1
- 235000019253 formic acid Nutrition 0.000 description 1
- HNDVDQJCIGZPNO-UHFFFAOYSA-N histidine Natural products OC(=O)C(N)CC1=CN=CN1 HNDVDQJCIGZPNO-UHFFFAOYSA-N 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 238000000691 measurement method Methods 0.000 description 1
- 150000007522 mineralic acids Chemical class 0.000 description 1
- 239000012452 mother liquor Substances 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 229910017604 nitric acid Inorganic materials 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 229960003104 ornithine Drugs 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 239000002510 pyrogen Substances 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 230000008929 regeneration Effects 0.000 description 1
- 238000011069 regeneration method Methods 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000004448 titration Methods 0.000 description 1
- 238000009423 ventilation Methods 0.000 description 1
Landscapes
- Preparation Of Compounds By Using Micro-Organisms (AREA)
Abstract
Description
【発明の詳細な説明】
（産業上の利用分野）
本発明は、醗酵液からの醗酵生産物、特に塩基性アミノ
酸の分離精製法に関するものである。DETAILED DESCRIPTION OF THE INVENTION (Industrial Field of Application) The present invention relates to a method for separating and purifying fermentation products, particularly basic amino acids, from a fermentation liquor.
（従来技術）
従来、アミノ酸等の醗酵生産物の分離精製は、醗酵液か
ら常法により得られた処理液を、活性炭処理、或いは、
活性炭処理とイオン交換樹脂処理を組み合わせる方法等
により脱色した後、再結晶する方法等が用いられている
。(Prior art) Conventionally, the separation and purification of fermentation products such as amino acids has been carried out by treating a treated liquid obtained from a fermentation liquid by a conventional method with activated carbon treatment or
A method is used in which decolorization is performed by a combination of activated carbon treatment and ion exchange resin treatment, followed by recrystallization.
（発明が解決しようとする課題）
しかし、目的の醗酵生産物が塩基性アミノ酸の場合、醗
酵液やその処理液はアルカリ性であるなめ、活性炭処理
での脱色効率が悪く、多量の活性炭を必要とする。しか
も、活性炭処理を繰り返し行なっても完全に脱色するこ
とは困難である。(Problem to be solved by the invention) However, when the target fermentation product is a basic amino acid, the fermentation liquid and its treatment liquid are alkaline, so the decolorization efficiency in activated carbon treatment is poor and a large amount of activated carbon is required. do. Moreover, even if activated carbon treatment is repeated, it is difficult to completely decolorize.
また、活性炭処理とイオン交換樹脂処理とを組み合わせ
ることにより脱色効率は向上するが、樹脂塔等の設備と
、樹脂のコンディショニング、再生などの操作が必要と
なり、工程が複雑になるという問題点がある。Furthermore, although the decolorization efficiency can be improved by combining activated carbon treatment and ion exchange resin treatment, it requires equipment such as a resin tower and operations such as resin conditioning and regeneration, making the process complicated. .
（課題を解決するための手段）
本発明咎らは、経済性に優れ、且つ、簡単で効率良く塩
基性アミノ酸を分離ｆ１１Ｊ製する方法を確立すること
を目的に鋭意研究した結果、醗酵液またはその処理液の
ρＦ（を６〜８にした後活性炭処理を行なうと、非常に
脱色効率が良いことを見出だし本発明に至った。(Means for Solving the Problems) The inventors of the present invention have conducted extensive research aimed at establishing a simple and efficient method of separating basic amino acids to produce f11J, which is excellent in economic efficiency. It has been discovered that when activated carbon treatment is performed after adjusting the ρF of the treatment solution to 6 to 8, the decolorization efficiency is very high, leading to the present invention.
すなわち、本発明は、醗酵液から醗酵生産物を分離する
に際し、醗＃液またはその処理液のＰＨを６〜８にし、
活性炭処理を行なった後、原液のｐＨをアリカリ性にす
ることを特徴とする醗酵液から醗酵生産物を分離する方
法である。That is, in the present invention, when separating a fermentation product from a fermentation liquid, the pH of the fermentation liquid or its treatment liquid is set to 6 to 8,
This is a method for separating fermentation products from a fermentation liquid, which is characterized by making the pH of the stock solution alkaline after treatment with activated carbon.
また、驚くべきことに、本発明の方法により得られた醗
酵生産物は、発熱性物質までもが除去されていた。つま
り本発明の方法によって、非常に簡単に着色成分と発熱
性物質（パイロジエン）とを同時に除去することが可能
になった。Moreover, surprisingly, even pyrogens were removed from the fermentation product obtained by the method of the present invention. In other words, by the method of the present invention, it has become possible to remove coloring components and exothermic substances (pyrogienes) at the same time very easily.
本発明の醗酵液またはその処理液とは、菌体を含む醗酵
液、除菌した醗酵液、醗酵生産物の粗結晶溶解液、また
は晶析母液などを示す。The fermentation liquid or its treated liquid of the present invention refers to a fermentation liquid containing bacterial cells, a sterilized fermentation liquid, a solution of crude crystals of a fermentation product, a crystallization mother liquor, and the like.
また、醗酵生産物としては、特に塩基性アミノ酸、例え
ばアルギニン、リジン、オルニチン、ヒスチジン等が挙
げられる。Fermentation products include in particular basic amino acids such as arginine, lysine, ornithine, histidine, and the like.
この醗酵液またはその処理液に、塩酸、硫酸、硝酸等の
無機酸、或いは、酢酸、ギ酸等の有機酸を添加すること
によって原液をｐＨ６〜８付近に調整する。The pH of the stock solution is adjusted to about 6 to 8 by adding an inorganic acid such as hydrochloric acid, sulfuric acid, or nitric acid, or an organic acid such as acetic acid or formic acid to this fermentation solution or its treated solution.
次にこの中性溶液に活性炭を添加すると脱色、脱パイロ
ジェンされる。この際便用される活性炭は、通常の脱色
用活性炭であれば特に制限はない。Next, activated carbon is added to this neutral solution to decolorize and depyrogenize it. The activated carbon used at this time is not particularly limited as long as it is a normal decolorizing activated carbon.
その使用量は溶液中に含まれる醗酵生産物量に対して通
常１〜１０％程度で十分であるが、不十分である時はこ
の活性炭処理を繰り返せばよい。The amount used is usually about 1 to 10% based on the amount of fermentation product contained in the solution, but if it is insufficient, this activated carbon treatment may be repeated.
続いて活性炭を濾過等により除去し、得られた活性炭処
理液に水酸化ナトリウム、水酸化カリウム、アンモニア
等のアルカリを添加してｐ Ｈを１１付近に調整する。Subsequently, the activated carbon is removed by filtration or the like, and an alkali such as sodium hydroxide, potassium hydroxide, or ammonia is added to the obtained activated carbon-treated liquid to adjust the pH to around 11.
ここで用いるアルカリと先の工程で用いる酸は、それら
から生成する塩の晶析溶媒に対する溶解度が目的の醗酵
生産物のそれと比較して高いような組み合わせであれば
いかなるものでもよい。The alkali used here and the acid used in the previous step may be any combination as long as the solubility of the salt produced therefrom in the crystallization solvent is higher than that of the target fermentation product.
このようにして得られた精製溶液を常法により濃縮、晶
析する。この時晶析収率を高くするために、メタノール
、エタノール等の有機溶媒を加えることもできる。The purified solution thus obtained is concentrated and crystallized by a conventional method. At this time, in order to increase the crystallization yield, an organic solvent such as methanol or ethanol may be added.
次に晶析した結晶を枦取して乾燥すると目的物を得るこ
とができる。Next, the crystallized crystals are collected and dried to obtain the desired product.
以下、実施例を以て本発明を説明するが、本発明はこれ
に限定されるものではない。The present invention will be explained below with reference to Examples, but the present invention is not limited thereto.
（実施例）
実施例
アルギニンを含む醗酵液処理液（し−アルギニン１５％
、溶液の着色度は４３０ ｎｍにおける透過率で２６．
８％、ＰＨ１１，２）１００ｇに酢酸を添加し、ｐＨ７
，０に調整した。(Example) Example Fermentation liquid treatment solution containing arginine (arginine 15%
, the degree of coloration of the solution was 26.2% in transmittance at 430 nm.
8%, pH 11,2), add acetic acid to 100 g, pH 7
, adjusted to 0.
次に、この溶液に活性炭（太閤Ａ；二村化学製）１．１
２５ｇ（アルギニンに対して７．５％）を添加し、７０
″Ｃで３０分間処理した後、活性炭を濾過により除去し
た。この処理液の着色度は４３０ｎｍにおける透過率で
９８．８％に達した。Next, add 1.1% of activated carbon (Taiko A; manufactured by Futamura Chemical Co., Ltd.) to this solution.
Add 25g (7.5% relative to arginine) and
After treatment with "C" for 30 minutes, the activated carbon was removed by filtration.The degree of coloration of this treated solution reached 98.8% in transmittance at 430 nm.
続いて、この処理液に１０％水酸化カリウム水溶液を添
加して、ｐＨを１１．０に調整した。Subsequently, a 10% aqueous potassium hydroxide solution was added to this treatment liquid to adjust the pH to 11.0.
得られた溶液をロータリーエバポレーターでアルギニン
濃度が４５％になるまで減圧濃縮した。The resulting solution was concentrated under reduced pressure using a rotary evaporator until the arginine concentration was 45%.
′ これにメタノールを４２ｇ加えて約４℃で一夜放置
した。' 42 g of methanol was added to this and left overnight at about 4°C.
晶析した結晶を沢取し、メタノールで洗浄したｆ＆６０
℃で一夜通風乾燥することにより、Ｌ−アルギニンの白
色粒状結晶１１．８ｇ（収率７８゜７％）を得た。得ら
れた結晶の着色度を表わす透過率、その他の分析値を以
下に示す。f&60 which collected a lot of crystallized crystals and washed with methanol
By drying with ventilation overnight at .degree. C., 11.8 g of white granular crystals of L-arginine (yield 78.7%) were obtained. The transmittance indicating the degree of coloration of the obtained crystals and other analytical values are shown below.
透過率：９９．５％
（５％水溶液の４３０ｎｍにおける吸光度より算出）
含 量：９９．７％（非水滴定法により測定）比旋
光度：α” ＝２７．４゜
（乾燥後、 ２ ｇ、 ６Ｎ−Ｈｅ ｌ 、 ２５ｍｌ
、 １００ ｒａｍ）パイロジエンニー
（比色法エンドトキシン定旦試薬（パイロデイック；生
化学工業製）により測定）
比絞例
実施例と同じアルギニンを含む醗酵液処理液１００ｇに
活性炭０．７５ｇ （アルギニンに対して５％）を添加
し、７０℃で３０分間処理した後、活性炭を濾過により
除去した。この操作を４回繰り返した。この処理液の着
色度は４３０ ｎｍにおける透過率で９４．７％であっ
た。Transmittance: 99.5% (calculated from absorbance at 430 nm of 5% aqueous solution) Content: 99.7% (measured by non-aqueous titration method) Specific optical rotation: α” = 27.4° (after drying, 2 g, 6N-HeI, 25ml
, 100 ram) Pyrogeny (measured by colorimetric endotoxin constant reagent (Pyrodic; manufactured by Seikagaku Corporation)) Specific Squeezing Example 0.75 g of activated carbon was added to 100 g of the fermentation liquid treatment solution containing arginine, which is the same as in the example. After treatment at 70° C. for 30 minutes, activated carbon was removed by filtration. This operation was repeated four times. The degree of coloration of this treatment liquid was 94.7% in terms of transmittance at 430 nm.
得られた溶流を実施例と同様に減圧濃縮、晶析、Ｐ取、
乾燥することにより、し−アルギニンの結晶９．３２ｇ
（収率６２．１％）を得た。得られた結晶の着色度を表
わす透過率、その他の分析値を以下に示す６なお、測定
法、測定条件は実施例と同様である。The obtained solution was concentrated under reduced pressure, crystallized, P removed, and
By drying, 9.32 g of arginine crystals were obtained.
(yield: 62.1%). The transmittance indicating the degree of coloration of the obtained crystals and other analytical values are shown below.6 The measurement method and measurement conditions are the same as in the examples.
透過率＋９８．１ｑ≦ 片 量：９８．０％ 比旋光度：αせ＝２７． Ｏ。Transmittance +98.1q≦ Piece amount: 98.0% Specific optical rotation: α = 27. O.
パイロジエン：十＋
（効果）
本発明の方法は、経済性に優れ、且つ、簡単で効率良く
醗酵生産物を分離精製する方法であり、着色成分とパイ
ロジエンとを同時に除去することを可能にした。Pyrodiene: 10+ (Effects) The method of the present invention is an economical, simple and efficient method for separating and purifying fermentation products, and makes it possible to simultaneously remove coloring components and pyrodiene.
Claims (2)
またはその処理液のｐＨを６〜８にし、活性炭処理を行
なった後、該液のｐＨをアリカリ性にすることを特徴と
する醗酵液から醗酵生産物を分離する方法(1) Fermentation characterized in that when separating the fermentation product from the fermentation liquid, the pH of the fermentation liquid or its treated liquid is adjusted to 6 to 8, and after being treated with activated carbon, the pH of the liquid is made alkaline. Method of separating fermentation products from liquid
）に記載の方法(2) Claim (1) wherein the fermentation product is a basic amino acid.
) method described in
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP14137388A JPH01309690A (en) | 1988-06-08 | 1988-06-08 | Separation of fermentation product from fermented liquid |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP14137388A JPH01309690A (en) | 1988-06-08 | 1988-06-08 | Separation of fermentation product from fermented liquid |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPH01309690A true JPH01309690A (en) | 1989-12-14 |
Family
ID=15290485
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP14137388A Pending JPH01309690A (en) | 1988-06-08 | 1988-06-08 | Separation of fermentation product from fermented liquid |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH01309690A (en) |
-
1988
- 1988-06-08 JP JP14137388A patent/JPH01309690A/en active Pending
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