JPS645589B2 - - Google Patents

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Publication number
JPS645589B2
JPS645589B2 JP16994983A JP16994983A JPS645589B2 JP S645589 B2 JPS645589 B2 JP S645589B2 JP 16994983 A JP16994983 A JP 16994983A JP 16994983 A JP16994983 A JP 16994983A JP S645589 B2 JPS645589 B2 JP S645589B2
Authority
JP
Japan
Prior art keywords
taurine
electrodialysis
pretreatment
solution
broth
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.)
Expired
Application number
JP16994983A
Other languages
Japanese (ja)
Other versions
JPS6061558A (en
Inventor
Eiji Oohashi
Takao Fujita
Takuo Kawahara
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
AGC Inc
Nissui Corp
Original Assignee
Asahi Glass Co Ltd
Nippon Suisan Kaisha Ltd
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Asahi Glass Co Ltd, Nippon Suisan Kaisha Ltd filed Critical Asahi Glass Co Ltd
Priority to JP16994983A priority Critical patent/JPS6061558A/en
Publication of JPS6061558A publication Critical patent/JPS6061558A/en
Publication of JPS645589B2 publication Critical patent/JPS645589B2/ja
Granted legal-status Critical Current

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  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Description

【発明の詳細な説明】[Detailed description of the invention]

本発明は天然タウリンの製造方法、更に詳細に
は、水産煮汁液より濃縮された天然タウリンを製
造する方法に関する。 タウリンはH2N−CH2CH2−SO3H(分子量
125)の構造を有する含硫アミノ酸で、動物の生
体内組織中に広く分布しているものであり、最近
血圧降下、抗動脈硬化、コレステロール低下、中
枢神経抑制、視力保持、血糖上昇抑制作用等の薬
理作用の存在が認められている。 タウリンとしては、現在合成品が市販され、医
薬品にその使用が許可されているが、合成品であ
るという理由から食品への使用は全く許されてい
ない。 斯かる理由から、天然タウリンを建康食品とし
て利用しようとする要望が多く、これを天然物か
ら抽出せんとする試みがなされているが、現在カ
キエキスが存在するにすぎず、しかもタウリン濃
度は極めて低く、また生産量も微々たるものであ
る。 一方、タウリンは天然には牛の胆汁中に多量に
存在することが知られているが、これはコール酸
と結合してタウロコール酸として存在しているた
め、これよりタウリンを分離採取することは困難
であつた。 斯かる実情において、本発明者は、広く天然物
についてタウリンの存在を調査した結果、第1表
に示す如く、水産動物中に多量のタウリンが遊離
の状態で存在し、これは水産動物を加工する際に
得られる煮汁中に移行してくること、そしてこの
煮汁中から、高分子成分を除去する前処理と電気
透析処理を組合せれば高濃度に濃縮されて収得さ
れることを見出し、本発明を完成した。
The present invention relates to a method for producing natural taurine, and more particularly to a method for producing concentrated natural taurine from seafood broth. Taurine is H 2 N−CH 2 CH 2 −SO 3 H (molecular weight
It is a sulfur-containing amino acid with the structure 125), which is widely distributed in the living tissues of animals, and has recently been shown to have effects such as lowering blood pressure, anti-arteriosclerosis, lowering cholesterol, suppressing the central nervous system, preserving vision, and suppressing blood sugar rise. The existence of pharmacological effects has been recognized. Synthetic products of taurine are currently on the market and are permitted to be used in medicines, but because they are synthetic, their use in foods is not permitted at all. For these reasons, there are many requests to use natural taurine as a health food, and attempts have been made to extract it from natural products, but currently only oyster extract exists, and the taurine concentration is extremely low. The production volume is also very small. On the other hand, it is known that taurine naturally exists in large amounts in cow bile, but since it combines with cholic acid and exists as taurocholic acid, it is difficult to separate and collect taurine from this. It was difficult. Under these circumstances, the present inventor investigated the presence of taurine in a wide range of natural products and found that, as shown in Table 1, a large amount of taurine exists in a free state in aquatic animals. We discovered that it migrates into the broth obtained when cooking, and that it can be concentrated and obtained from this broth by combining pretreatment to remove polymeric components and electrodialysis treatment. Completed the invention.

【表】【table】

【表】 すなわち、本発明は、水産物煮汁液を、高分子
成分を除去する前処理に付し、次いで前処理液を
PH8.0以上又は4.0以下に調整して一次電気透析を
行つて濃縮液を採取するか、あるいはこの濃縮液
を更にPH4〜8に調整して二次電気透析を行つて
透析液を採取することによつてタウリンを分離濃
縮することを特徴とする天然タウリンの製造方法
である。 本発明の原料の水産物としては、タウリンを含
有するもの、例えば第1表に示すようなものは何
れも使用できるが、大量に捕獲でき、安価で、し
かもその加工過程において煮汁液が得られるもの
が好ましく、特に助宗タラステイツクウオータ
ー、イカ内臓煮汁、オキアミステイツクウオータ
ー等の煮汁液が好適である。 本発明方法を実施するには、まず上記煮汁液か
ら高分子成分を除去する前処理を行う。煮汁液中
には、例えば第2表に示す如く、タウリン等の遊
離アミノ酸の外に、蛋白、ペプタイド、脂質
(油)及びその他の高分子成分を多量に含んでい
る。
[Table] That is, in the present invention, a seafood broth is subjected to pretreatment to remove polymer components, and then the pretreatment liquid is
Adjust the pH to 8.0 or higher or 4.0 or lower and perform primary electrodialysis to collect the concentrated solution, or further adjust the pH to 4 to 8 and perform secondary electrodialysis to collect the dialysate. This is a method for producing natural taurine, which is characterized by separating and concentrating taurine. As raw material marine products for the present invention, any marine products containing taurine, such as those shown in Table 1, can be used, but those that can be caught in large quantities, are inexpensive, and from which a broth can be obtained during the processing process. are preferred, and particularly preferred are broths such as Sukemune cod quarters, squid viscera broth, and krill quarters. To carry out the method of the present invention, first, a pretreatment is performed to remove polymer components from the broth. As shown in Table 2, for example, the broth contains large amounts of proteins, peptides, lipids (oil), and other polymeric components in addition to free amino acids such as taurine.

【表】 従つて、この煮汁液をそのまま電気透析処理に
付すと、これらの高分子成分が透析膜に付着して
その細孔を塞いでしまうため、イオンの移動が妨
げられ、電気透析が不可能となる。従つて、本発
明方法においては当該前処理が必須であり、これ
は自体公知の方法、例えば、ポリアクリル酸ソー
ダ、キトサン等の凝集剤を使用する沈澱法、酸処
理法、限外過法等によつて行われる。 このようにして高分子成分を可及的に除去した
前処理液を電気透析処理に付す。本発明者の検討
によれば、タウリンはPH4を若干上まわりPH7を
若干下まわる領域において解離しないが、PH4以
下では陽イオンとして、またPH8以上では陰イオ
ンとして解離する。そこで、前処理液をPH4以下
又はPH8以上に調整し、電気透析を行うと、タウ
リンは解離されて透析膜を通過して濃縮液側に移
行し、分離濃縮される。そして当該PHで解離され
ないアミノ酸及びその他の成分は透析膜を通過す
ることなく透析液中に残るので、これらと分離す
ることができる。 本発明の電気透析処理の好ましい方法は、先ず
前処理液をPH8以上又はPH4以下に調整して一次
電気透析を行つてタウリンを濃縮液側に移行さ
せ、次いでこの濃縮液をタウリンが解離しない
PH、すなわちPH4〜8に調整して二次電気透析を
行つて、該PHで解離するアミノ酸及び不純物を濃
縮液側に移行させて除去する方法である。 電気透析処理の条件は特に限定されないが、温
度は5〜45℃、また電流密度は前処理液の組成温
度、膜、電気透析相の構造及び通液条件等にもよ
るが、3〜0.3A/dm2で行うのが好ましい。 このようにして得られたタウリン濃縮液を乾燥
すれば高純度の天然タウリンが得られる。これは
更に必要に応じて、イオンクロマト法、電気泳動
法、アルコール沈澱法等の公知の精製を行つて、
更に純度を上げることもできる。 叙上の如く、本発明は従来廃棄処理されていた
水産物煮汁液から簡単な操作で高純度の天然タウ
リンを製造することができ、しかも本発明で得ら
れるタウリンは天然物であるため合成タウリンの
ような使用規制がなく健康食品として使用できる
という利点を有する。 次に実施例を挙げて説明する。 実施例 1 北洋助宗タラすり身工船の採肉残滓を主原料と
する北洋フイツシユミール製造工程において、ク
ツカープレスより連続的に排出される煮汁液(通
称プレス液)をデイスラツジヤーにかけて粗大固
形分を除去後、更にオイルセパレーターにより固
形分、油脂が部分的に除去された遠心分離液(北
洋ステイツクウオーター)を原料とした。 この北洋ステイツクウオーター800を濃塩酸
にてPH4.5に調整後、シヤープレス(巴工業(株)製
AS−26型)で超遠心処理に付し、清澄な遠心分
離液を得た。なお、シヤープレス処理前後の北洋
ステイツクウオーターの組成は第3表に示す通り
であつた。
[Table] Therefore, if this broth is subjected to electrodialysis treatment as it is, these polymer components will adhere to the dialysis membrane and block its pores, which will impede the movement of ions and cause electrodialysis to fail. It becomes possible. Therefore, the pretreatment is essential in the method of the present invention, and this pretreatment can be carried out by methods known per se, such as precipitation methods using flocculants such as sodium polyacrylate and chitosan, acid treatment methods, ultrafiltration methods, etc. It is carried out by. The pretreated liquid from which the polymer components have been removed as much as possible is subjected to electrodialysis treatment. According to studies by the present inventors, taurine does not dissociate in a range slightly above PH4 and slightly below PH7, but dissociates as a cation at a pH of 4 or lower, and as an anion at a pH of 8 or higher. Therefore, when the pretreatment liquid is adjusted to pH 4 or below or pH 8 or above and electrodialysis is performed, taurine is dissociated, passes through the dialysis membrane, moves to the concentrate side, and is separated and concentrated. Amino acids and other components that are not dissociated at the pH do not pass through the dialysis membrane and remain in the dialysate, so they can be separated. A preferred method for the electrodialysis treatment of the present invention is to first adjust the pretreatment liquid to a pH of 8 or higher or 4 or lower and perform primary electrodialysis to transfer taurine to the concentrated liquid, and then transfer this concentrated liquid to the side where taurine does not dissociate.
This is a method in which the pH is adjusted to 4 to 8 and secondary electrodialysis is performed to remove amino acids and impurities that are dissociated at the pH by transferring them to the concentrate side. The conditions for electrodialysis treatment are not particularly limited, but the temperature is 5 to 45°C, and the current density is 3 to 0.3A, although it depends on the composition temperature of the pretreatment liquid, the structure of the membrane, the electrodialysis phase, and the flow conditions. /dm 2 is preferred. Highly pure natural taurine can be obtained by drying the taurine concentrate obtained in this way. If necessary, this is further purified by known methods such as ion chromatography, electrophoresis, and alcohol precipitation.
It is also possible to further increase the purity. As mentioned above, the present invention enables the production of highly pure natural taurine with simple operations from seafood broth, which has conventionally been disposed of.Moreover, since the taurine obtained by the present invention is a natural product, it is possible to produce highly pure natural taurine from the liquid broth of marine products, which has conventionally been disposed of. It has the advantage that there are no restrictions on its use and it can be used as a health food. Next, an example will be given and explained. Example 1 In the Hokuyo Fusushi Meal manufacturing process, which uses the meat residue of the Hokuyo Sukemune cod surimi factory as the main raw material, the boiling liquid (commonly known as the press liquid) continuously discharged from the Kutsuker press is passed through a day lubrication machine to remove coarse solids. The raw material was a centrifuged liquid (Kokuyo States Water) from which solids and fats and oils were partially removed using an oil separator. After adjusting this Hokuyo States Quarter 800 to PH4.5 with concentrated hydrochloric acid, shear press (manufactured by Tomoe Kogyo Co., Ltd.)
A clear centrifuged solution was obtained by ultracentrifugation using AS-26 model). The composition of Beiyang States Water before and after the shear press treatment was as shown in Table 3.

【表】 この前処理液を10%NaOH液でPH9.5に調整後、
陽イオン交換膜(セレミオンCMV)と陰イオン
交換膜(セレミオンAMV)の100対よりなる電
気透析装置(有効膜面積36.8m2)により、温度35
℃、初電流密度2.5A/dm2の条件下で2時間電
気透析を行つた。PH9.5で解離したタウリンを含
むアミノ酸類及び塩類は濃縮液側に移行し、脱塩
側に残つたペプチド塩基性アミノ酸等とに分離さ
れた。 この濃縮液450Kgを回収したところ、固形量4
%、タウリン含量0.38%(乾物中9.5%)であつ
た。 次に、濃縮液450を濃HClでPH5に調整後、
前述したと同様の電気透析装置により、温度35
℃、初電流密度3.0A/dm2で脱塩するとともに、
酸性アミノ酸と中性アミノ酸の一部を除去した。
得られた脱塩液440Kgは固形量0.8%、タウリン含
量0.35%であつた。 この脱塩液を濃縮缶で濃縮後、スプレイドライ
ヤーで乾燥し、タウリン含量47.2%の粉末4.2Kg
を得た。 この天然タウリン高含有アミノ酸粉末のアミノ
酸組成は第4表に示す通りであり、淡黄白色で魚
臭は少なかつた。
[Table] After adjusting this pretreatment solution to PH9.5 with 10% NaOH solution,
An electrodialysis device (effective membrane area: 36.8 m 2 ) consisting of 100 pairs of cation exchange membranes (Celemion CMV) and anion exchange membranes (Celemion AMV) provides a temperature of 35 m2.
Electrodialysis was carried out for 2 hours under the conditions of .degree. C. and an initial current density of 2.5 A/ dm.sup.2 . The taurine-containing amino acids and salts dissociated at pH 9.5 migrated to the concentrated solution side and were separated from the peptide basic amino acids, etc. remaining on the desalted side. When 450 kg of this concentrated liquid was collected, the solid amount was 4.
%, and the taurine content was 0.38% (9.5% in dry matter). Next, after adjusting the concentrated solution 450 to pH 5 with concentrated HCl,
Using an electrodialyzer similar to that described above, a temperature of 35
℃, and desalination at an initial current density of 3.0 A/dm 2 ,
Acidic amino acids and some neutral amino acids were removed.
The resulting desalted solution (440 kg) had a solid content of 0.8% and a taurine content of 0.35%. After concentrating this desalted solution in a concentrator can, it is dried in a spray dryer to produce 4.2 kg of powder with a taurine content of 47.2%.
I got it. The amino acid composition of this natural taurine-rich amino acid powder was as shown in Table 4, and it was pale yellowish white with little fishy odor.

【表】 実施例 2 実施例1で調製された天然アミノ酸粉末200g
を水に再溶解後、陽イオン交換樹脂アンバーライ
トIR−120及び陰イオン交換樹脂アンバーライト
IRA−400カラムでイオン交換処理し、溶出液を
加熱減圧下で水分を除去した後、20のエタノー
ルでエタノール可溶性成分を除き、減圧乾固さ
せ、タウリン含量99.5%の白色針状結晶粉末110
gを得た。 実施例 3 南氷洋で南極オキアミを漁獲のトロール船のデ
ラバル型ミールプラントにて、オキアミミール製
造時にデカンターより排出されたオキアミステイ
ツクウオーターを船上にて凍結し、タウリン抽出
原料とした。 このオキアミステイツクウオーターの組成は第
5表の分析値で示す通りであり、解凍後40℃に加
温しその40をアミコン社ホローフアイバー型限
外過装置DC−30(分画分子量5000の限外過膜
装着)により処理し、固形含量4.4%、タウリン
含量0.21%(固形中3.7%)の液34を回収し
た。
[Table] Example 2 200g of natural amino acid powder prepared in Example 1
After redissolving in water, cation exchange resin Amberlite IR-120 and anion exchange resin Amberlite
After ion exchange treatment using an IRA-400 column and removing water from the eluate under heating and reduced pressure, the ethanol-soluble components were removed with 20% ethanol and dried under reduced pressure.
I got g. Example 3 Krill state water discharged from a decanter during production of krill meal at a DeLaval type meal plant on a trawler fishing Antarctic krill in the Southern Ocean was frozen on board and used as a raw material for taurine extraction. The composition of this krill state quarter is as shown in the analysis values in Table 5. After thawing, it was heated to 40°C, and the 40% water was collected using an Amicon hollow-eye bar type ultrafiltration device DC-30 (with a molecular weight cut-off of 5000). Liquid 34 with a solid content of 4.4% and a taurine content of 0.21% (3.7% in solids) was recovered.

【表】 このオキアミ限外過液34を実施例1と同様
にPH9.5に調整後電気透析にかけ、その濃縮液を
PH5.0にて更に電気透析を行い脱塩液18を得た。
脱塩液を減圧下で蒸発乾固し、タウリン含量27.8
%の淡黄色の粉末180gを得た。
[Table] This krill ultrafiltrate 34 was adjusted to pH 9.5 in the same manner as in Example 1 and subjected to electrodialysis, and the concentrated solution was
Further electrodialysis was performed at pH 5.0 to obtain desalted solution 18.
The desalted solution was evaporated to dryness under reduced pressure, and the taurine content was 27.8.
% pale yellow powder was obtained.

Claims (1)

【特許請求の範囲】 1 水産物煮汁液を、高分子成分を除去する前処
理に付し、次いで前処理液をPH8.0以上又は4.0以
下に調整して電気透析を行い、濃縮液を採取する
ことを特徴とする天然タウリンの製造方法。 2 水産物煮汁液を、高分子成分を除去する前処
理に付し、次いで前処理液をPH8.0以上又は4.0以
下に調整して一次電気透析を行つて濃縮液を採取
し、更にこの濃縮液をPH4〜8に調整して二次電
気透析を行つて透析液を採取することを特徴とす
る天然タウリンの製造方法。
[Claims] 1. Subjecting the seafood broth to pretreatment to remove polymeric components, then adjusting the pretreatment solution to pH 8.0 or higher or 4.0 or lower, performing electrodialysis, and collecting a concentrated solution. A method for producing natural taurine, which is characterized by: 2. Subject the seafood broth to pretreatment to remove polymeric components, then adjust the pretreated solution to pH 8.0 or higher or 4.0 or lower, perform primary electrodialysis to collect a concentrated solution, and further collect this concentrated solution. A method for producing natural taurine, which comprises adjusting the pH of taurine to 4 to 8, performing secondary electrodialysis, and collecting a dialysate.
JP16994983A 1983-09-14 1983-09-14 Production of natural taurine Granted JPS6061558A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP16994983A JPS6061558A (en) 1983-09-14 1983-09-14 Production of natural taurine

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP16994983A JPS6061558A (en) 1983-09-14 1983-09-14 Production of natural taurine

Publications (2)

Publication Number Publication Date
JPS6061558A JPS6061558A (en) 1985-04-09
JPS645589B2 true JPS645589B2 (en) 1989-01-31

Family

ID=15895853

Family Applications (1)

Application Number Title Priority Date Filing Date
JP16994983A Granted JPS6061558A (en) 1983-09-14 1983-09-14 Production of natural taurine

Country Status (1)

Country Link
JP (1) JPS6061558A (en)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH07121960B2 (en) * 1987-05-31 1995-12-25 株式会社ニチロ Method for producing free protamine
JP5273411B2 (en) 2011-06-29 2013-08-28 トヨタ自動車株式会社 Lubrication structure of differential gear unit
CN103408473B (en) * 2013-07-22 2016-01-06 中国科学院海洋研究所 A kind of method extracting natural taurine from scallop splanchna
JP5795426B1 (en) * 2014-12-26 2015-10-14 株式会社サンアクティス Method for producing taurine

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5973561A (en) * 1982-10-20 1984-04-25 Snow Brand Milk Prod Co Ltd Preparation of natural taurine

Also Published As

Publication number Publication date
JPS6061558A (en) 1985-04-09

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