JPS6390598A - Production of lipid containing docosahexaenic acid - Google Patents

Production of lipid containing docosahexaenic acid

Info

Publication number
JPS6390598A
JPS6390598A JP23451486A JP23451486A JPS6390598A JP S6390598 A JPS6390598 A JP S6390598A JP 23451486 A JP23451486 A JP 23451486A JP 23451486 A JP23451486 A JP 23451486A JP S6390598 A JPS6390598 A JP S6390598A
Authority
JP
Japan
Prior art keywords
fats
lipid
production
oils
produced
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
Application number
JP23451486A
Other languages
Japanese (ja)
Inventor
影山 治夫
和男 坂井
磯田 好弘
西澤 幸雄
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.)
Yaizu Suisan Kagaku Kogyo Co Ltd
NOF Corp
Original Assignee
Yaizu Suisan Kagaku Kogyo Co Ltd
Nippon Oil and Fats Co 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 Yaizu Suisan Kagaku Kogyo Co Ltd, Nippon Oil and Fats Co Ltd filed Critical Yaizu Suisan Kagaku Kogyo Co Ltd
Priority to JP23451486A priority Critical patent/JPS6390598A/en
Publication of JPS6390598A publication Critical patent/JPS6390598A/en
Pending legal-status Critical Current

Links

Abstract

(57)【要約】本公報は電子出願前の出願データであるた
め要約のデータは記録されません。
(57) [Abstract] This bulletin contains application data before electronic filing, so abstract data is not recorded.

Description

【発明の詳細な説明】 〈産業上の利用分野〉 本発明はドコサヘキサエン酸(以下、DHAと称す)を
含む脂質の製造法に関し、更に詳細にはドコサヘキサエ
ン酸を含む脂質を水産加工副産物から製造する方法に関
する。
[Detailed Description of the Invention] <Industrial Application Field> The present invention relates to a method for producing a lipid containing docosahexaenoic acid (hereinafter referred to as DHA), and more specifically, a method for producing a lipid containing docosahexaenoic acid from seafood processing by-products. Regarding the method.

〈従来の技術及び問題点〉 従来より、魚介類の脂質中に多量に含まれるエイコサペ
ンタエン酸(以下、EPAと称す)は血液中のコレステ
ロールおよび中性脂質レベルを顕著に低下させる作用が
あると言われ、専らEPAを多量に含有する脂質の製造
に研究が集中され。
<Prior art and problems> It has been known that eicosapentaenoic acid (hereinafter referred to as EPA), which is contained in large amounts in the lipids of seafood, has the effect of significantly lowering blood cholesterol and neutral lipid levels. Research has focused exclusively on producing lipids containing large amounts of EPA.

DHAはEPAに付随して製造されるに過ぎなかった。DHA was only produced in conjunction with EPA.

一方、EPAおよびDMAの生理活性研究が進むにつれ
て、DMAのコレステロール及び中性脂質低下活性も非
常に大きく、その重要性が認められるようになったが、
DMAの製造に関してはこれまで開発されていないのが
現況である。
On the other hand, as research on the physiological activities of EPA and DMA progresses, the cholesterol and neutral lipid lowering activity of DMA is also very large, and its importance has come to be recognized.
The current situation is that no development has been made so far regarding the production of DMA.

〈発明の目的〉 本発明によれば、経済的に高収率にて簡単な工程により
ドコサヘキサエン酸を含む脂質を製造する方法を提供す
ることにある。
<Objective of the Invention> According to the present invention, it is an object of the present invention to provide a method for economically producing a lipid containing docosahexaenoic acid in a simple process with a high yield.

〈問題点を解決するための手段〉 本発明によれば、ドコサヘキサエン酸を含む脂質の製造
にあたり、マクロ及び/又はカツオの水産加工副産物を
原料として精製処理を行なうことを特徴とする方法が提
供される。
<Means for Solving the Problems> According to the present invention, there is provided a method characterized in that, in producing a lipid containing docosahexaenoic acid, a refining process is performed using macro and/or bonito seafood processing by-products as raw materials. Ru.

以下、本発明につき更に詳細に説明する。The present invention will be explained in more detail below.

本発明者等はDHAを含有する魚類としてはまずカッオ
アマクロ類に着目した。これら魚類はイワシ、サバなど
に比べて高価であるため、DHAを多量に含有する脂質
の原料として使用するには経済上の問題があるが、水産
加工副産物を利用すれば経済的にDMAを含む脂質が得
られるのではないかと考え本発明を完成するに到った。
The present inventors first focused on cacao macros as fish containing DHA. Since these fish are more expensive than sardines, mackerel, etc., there are economical problems in using them as raw materials for lipids that contain large amounts of DHA, but it is economical to use seafood processing by-products that contain DMA. The present invention was completed based on the idea that lipids could be obtained.

本発明にて用いる水産加工副産物の例としては、魚体頭
部、魚粉(フィツシュミール)あるいはフィッシュソリ
ュブルを製造する際に副生ずる油脂、罐詰を製造する際
に副生ずる油脂、又はカツオ節及び/又はナマリ節を製
造する際に副生ずる油脂を挙げることができる。これら
水産加工副産物は単独で用いてもまた2種以上の混合物
として用いてもよいが、通常カッオアマクロを原料とし
て魚粉(フィツシュミール)あるいはフィッシュソリュ
ブルを製造する際に副生する油脂、カツオ節、ナマリ節
あるいは罐詰を製造する際に副生ずる油脂は、大気に接
触しながら熱処理行程を経るため、変性1分解および重
合反応を起こしており、良質な油脂ではないので、新鮮
な魚体頭部を原料とする場合と異なる精製処理を行なう
のが望ましい。
Examples of the seafood processing by-products used in the present invention include fish heads, fish meal (fishmeal), fats and oils produced as a by-product during the production of fish solubles, fats and oils produced as a by-product during the production of canned goods, and bonito flakes and/or Alternatively, oils and fats produced by-product during the production of Namari-bushi can be mentioned. These seafood processing by-products may be used alone or as a mixture of two or more types, but they are usually oils and fats, bonito flakes, and sea cucumber that are by-produced when producing fishmeal or fish solubles using cacao amacro as a raw material. The fats and oils that are produced as a by-product during the production of knots and canned fish go through a heat treatment process while in contact with the atmosphere, resulting in denaturation, decomposition, and polymerization reactions, and are not of high quality, so fresh fish heads are used as the raw material. It is desirable to perform a purification treatment different from that used in the case of

まず魚体頭部を用いる場合について説明する。First, the case where a fish head is used will be explained.

カッオアマクロの頭部に含有される総油脂量は約5−1
0 g / 100 gであり可食部に含まれる総油脂
量の約2g/100gと比較すると約2.5−5倍と高
い数値である上、カッオアマクロの頭部は従来の用途が
飼料、肥料に限られていることから、これらの価格は低
く、十分原料として利用できる特徴を有している。カッ
オアマクロの頭部は新鮮であることが望ましく、漁獲後
直ちに処理したものあるいは冷凍、冷蔵品、凍結乾燥品
、または真空乾燥品を使用しなければ、得られる脂質の
酸価および過酸化物価が上昇して品質低下を来たし、良
質な脂質を得ることができない、カツオ。
The total amount of oil and fat contained in the head of Kao Amacro is approximately 5-1
0g/100g, which is about 2.5-5 times higher than the total amount of oil and fat contained in the edible part, which is about 2g/100g. Since these materials are limited to , their prices are low and they have the characteristics that they can be used as raw materials. It is preferable that the head of cacao amacro is fresh; unless it is processed immediately after being caught, frozen, refrigerated, freeze-dried, or vacuum-dried, the acid and peroxide values of the resulting lipids will increase. The quality of bonito has deteriorated, and high-quality fat cannot be obtained from bonito.

マクロの頭部は生鮮品の処理時、カツオ節、ナマリ節の
製造時罐詰の製造時などにおいて多量に副生する。魚体
頭部を精製処理するには無酸素状態下に加熱するのが望
ましく、たとえば真空下、窒素若しくは二酸化炭素下に
60’C〜140℃にて10〜180分程度加熱すれば
よい、加熱処理は無溶媒でもよいが、通常はカッオアマ
クロの頭部1部に対して水1−3部を加えて加熱処理す
ることが望ましい、処理するカッオアマクロの頭部はチ
ョッパーなどでカットしても良いが、そのまま処理して
も差支えない、得られる脂質の酸化安定性を向上させる
ために、添加する水には予め抗酸化剤を添加しておくこ
とが望ましい。
Macro heads are produced in large quantities as a by-product during the processing of perishable products, during the production of bonito flakes and namari flakes, and during the production of canned goods. To purify the fish head, it is desirable to heat it under anoxic conditions, for example, heating it under vacuum, nitrogen or carbon dioxide at 60'C to 140C for about 10 to 180 minutes. Although it may be used without a solvent, it is usually preferable to add 1-3 parts of water to 1 part of the head of Kappaa Macro and heat-treat it.The head of Kava Macro to be treated may be cut with a chopper, In order to improve the oxidative stability of the obtained lipid, which can be processed as is, it is desirable to add an antioxidant to the water to be added in advance.

また、魚体頭部をIW製処理するには無酸素状態下に溶
剤抽出してもよく、たとえば真空下、窒素若しくは二酸
化炭素下に20’〜60℃、10分〜180分、アセト
ン、ヘキサンなどの溶剤にて抽出することができる。溶
剤は魚体1部に対し1〜5部添加するのが普通である。
In addition, to process the fish head using IW, solvent extraction may be carried out under anoxic conditions, for example, under vacuum, under nitrogen or carbon dioxide, at 20' to 60°C for 10 to 180 minutes, with acetone, hexane, etc. It can be extracted with a solvent. The solvent is usually added in an amount of 1 to 5 parts per part of the fish body.

いずれの場合においてもかくして得られた脂質は冷却後
または冷却しながら無酸素状態で取り出すが、カッオア
マクロの頭部100部に対して3−7部得ることができ
る。このようにして得られる脂質は酸化1以下、過酸化
物価3以下、色調ロビボンドカラー1OR+Y=30以
下である。
In either case, the lipid thus obtained is removed after cooling or while cooling in an anoxic state, and can be obtained in an amount of 3 to 7 parts per 100 parts of the head of Kappaa macro. The lipid thus obtained has an oxidation value of 1 or less, a peroxide value of 3 or less, and a color tone of Lovibond color 1OR+Y=30 or less.

上記の方法で得られた脂質の主要脂肪an成はC,,4
−6%、C1,24−26%、C1a:i5−7%、C
1,6−8%、Ci、:、11−13%、C2゜8゜5
−7%、C22,,26−33%とDHAが多量に含有
されているため、使用目的によっては直接そのまま用い
ても良く、あるいはアセトン、ヘキサンを用いる溶剤抽
出またはカラム分別によってDHA濃度を容易に高め得
る。
The main fat composition of the lipid obtained by the above method is C, 4
-6%, C1,24-26%, C1a:i5-7%, C
1,6-8%, Ci,:, 11-13%, C2゜8゜5
-7%, C22, 26-33%, DHA can be used directly depending on the purpose of use, or DHA concentration can be easily adjusted by solvent extraction using acetone or hexane or column fractionation. It can be increased.

一方、水産加工副産物として魚粉(フィツシュミール)
あるいはフィッシュソリュブルを製造する際に副生ずる
油脂、罐詰を製造する際に副生する油脂、カツオ節、ナ
マリ節を製造する際に副生ずる油脂などの副生油を用い
る場合には重合油約1%を含み着色しているので、精製
処理にあたっては、まずアルカリによる通常の脱遊離酸
処理の後、溶剤の存在下に脱色処理を行なう、すなわち
、油脂にアセトン、ヘキサン等の溶剤を0.5〜5重量
倍および活性炭、酸性白土、活性白土等の脱色剤をO,
OS〜1重量倍添加し、0〜60℃、1〜60分攪拌し
た後、脱色剤を日別し、さらに溶剤を除去するのが望ま
しい、このようにしてDHA含量20〜30%、重合油
O%の色調の良好な脂質が高収率で得られる。単に脱色
剤のみを使用しても、色調の改善度はあまり向上せず、
脱色剤に吸着される油脂の量が増加し収率が低下し、口
過時間も長くなり工業的に不利である。
On the other hand, fishmeal (Fitsschmeal) is used as a by-product of seafood processing.
Alternatively, when using by-product oils such as oils and fats produced as by-products when producing fish solubles, oils and fats produced as a by-products when producing canned goods, and oils and fats produced as a by-products when producing bonito flakes and Namari flakes, polymerized oil of about 1. % and is colored, so in the refining process, firstly, after the usual removal acid treatment with an alkali, decoloring treatment is performed in the presence of a solvent. ~5 times by weight and a decolorizing agent such as activated carbon, acid clay, activated clay, etc.
After adding OS~1 times by weight and stirring for 1 to 60 minutes at 0 to 60°C, it is desirable to separate the decolorizer and further remove the solvent.In this way, DHA content of 20 to 30%, polymerized oil 0% of lipids with good color can be obtained in high yield. Simply using a bleaching agent alone will not improve the color tone much;
The amount of fats and oils adsorbed by the decolorizing agent increases, the yield decreases, and the passing time becomes longer, which is industrially disadvantageous.

その後費用に応じて溶剤分別等により、DHA含量をさ
らに高めることもできる。たとえばアセトン、ヘキサン
を油脂に対し1〜5倍量添加し混合し、−30°〜−1
0℃に静置して固体脂を分離除去する。
Thereafter, depending on the cost, the DHA content can be further increased by solvent fractionation or the like. For example, add acetone or hexane in an amount of 1 to 5 times the amount of oil or fat, mix it, and -30° to -1
The solid fat is separated and removed by standing at 0°C.

このようにして得たDHAを含む脂質は、f11康食品
として利用できるほか、DMAエステル等の医薬品原料
としても利用できる。
The DHA-containing lipid thus obtained can be used not only as an F11 health food but also as a raw material for pharmaceuticals such as DMA ester.

〈発明の効果〉 本発明の方法によれば、カツオやマクロの水産加工副産
物から生理活性物質として有用なりHAを高濃度、高収
率で得ることができる。
<Effects of the Invention> According to the method of the present invention, HA, which is useful as a physiologically active substance, can be obtained at high concentration and yield from bonito and macro fishery processing by-products.

〈実施例〉 大l■上 新鮮なキハダマクロの頭3kgを90の水に浸し、二酸
化炭素ガスで置換したオートクレーブに入れ、130℃
で60分加熱した。溶液を冷却しながら取り出し、遠心
分離によって水と脂質を分離した。
<Example> 3 kg of fresh yellowfin macro head was soaked in 90°C water, placed in an autoclave purged with carbon dioxide gas, and heated at 130°C.
It was heated for 60 minutes. The solution was removed while cooling, and water and lipids were separated by centrifugation.

得られた脂質は120g、対原料4%であり、この脂質
中に含有されていたDHA量は30.5%、酸化1.0
、過酸化物価2.7、色調ロビボンドカラ−1OR+Y
=29であった。
The obtained lipid was 120 g, 4% based on the raw material, and the amount of DHA contained in this lipid was 30.5%, oxidation 1.0
, peroxide value 2.7, color tone Lovibond Color-1OR+Y
=29.

失盈盤l 新鮮なカツオの頭1kgを凍結乾燥して乾燥物270g
を得た。これを真空下でヘキサン810gと混合し、5
0℃で120分保持した後冷却し、固形分とP別した。
Freeze-dry 1kg of fresh bonito head to produce 270g of dried product
I got it. This was mixed with 810 g of hexane under vacuum, and
After being held at 0°C for 120 minutes, it was cooled and the solid content and P were separated.

このヘキサン−脂質混合物を30℃、ロータリーエバポ
レーターで減圧処理することにより脂質95g、対原料
9.5%を得た。
This hexane-lipid mixture was treated at 30° C. under reduced pressure using a rotary evaporator to obtain 95 g of lipid, 9.5% based on the raw material.

脂質中のDHA量は32.5%、酸価1.0、過酸化物
価2.8、色調ロビボンドカラ−1OR+Y=28であ
った。
The amount of DHA in the lipid was 32.5%, the acid value was 1.0, the peroxide value was 2.8, and the color was Lovibond Color-1OR+Y=28.

去】O(l 新鮮なビンナガマクロの頭4kgをカットして凍結乾燥
し、乾燥物1kgを得た。これを窒素ガス下アセトン3
kgと粉砕混合し、30℃で90分保持後、−20℃で
6時間保持し、アセトン−脂質液体部を炉別した。この
アセトン−脂質混合物を40℃、減圧下でロータリーエ
バポレーター処理し、アセトンを除去し、脂質100g
、対原料2.5%を得た。脂質中のDHA量は29.7
%、酸価0.9、過酸化物価2.9であった。
4 kg of fresh Albacore macro head was cut and freeze-dried to obtain 1 kg of dried product.
kg and pulverized and mixed, held at 30°C for 90 minutes, then held at -20°C for 6 hours, and the acetone-lipid liquid portion was separated in a furnace. This acetone-lipid mixture was treated with a rotary evaporator at 40°C under reduced pressure to remove acetone, and 100 g of lipid
, 2.5% of the raw material was obtained. The amount of DHA in lipids is 29.7
%, acid value 0.9, and peroxide value 2.9.

ス1五± ナマリ節を製造する際に発生した油分100gをヘキサ
ン300gに溶解し、これに10%水酸化ナトリウム水
溶液150mQを添加し、脱遊離酸後、活性白土50g
を添加し脱色した。活性白土を除去した後、減圧濃縮器
によりヘキサンを除去し、脂質40gを得た。処理は総
て窒素雰囲気下で行った。脂質中のDHA量は25.6
%、重合油O%1色調色調ロンボンドカラOR+Y=2
0であった・ 去1■L医 マクロ缶詰製造時に発生した油分200gに10%水酸
化ナトリウム300mQを添加し、十分混合後腹肪酸ナ
トリウムを含むフーツを分離し、アルカリ性を呈さなく
なるまで水洗した。水分を除去した油分にアセトン20
0g及び活性白土100gを添加し常温で攪拌し脱色し
た後、活性白土を日別した。アセトンを含んだ上記脂質
を−30℃で6時開保持し、生じた固体部を濾過分離し
た6固体部を除いたアセトン−脂質溶液を減圧蒸留処理
して脂質70gを得た。脂質中のDHA量は28.5%
、重合油0%1色調ロビボンドカラー1OR+Y=25
であった。
Step 15± 100g of oil generated during the production of Namari Bushi was dissolved in 300g of hexane, 150mQ of 10% aqueous sodium hydroxide solution was added thereto, and after removal of acid, 50g of activated clay
was added to decolorize. After removing the activated clay, hexane was removed using a vacuum concentrator to obtain 40 g of lipid. All treatments were performed under a nitrogen atmosphere. The amount of DHA in lipids is 25.6
%, polymerized oil O% 1 color tone Ronbond color OR+Y=2
300 mQ of 10% sodium hydroxide was added to 200 g of oil generated during the production of L-medicinal macro canned foods, and after thorough mixing, the food containing sodium fatty acid was separated and washed with water until it no longer exhibited alkalinity. . Add 20% acetone to the oil from which water has been removed.
After adding 0 g of activated clay and 100 g of activated clay and decolorizing it by stirring at room temperature, the activated clay was separated every day. The above lipid containing acetone was kept open at -30°C for 6 hours, and the resulting solid portion was filtered and separated.The acetone-lipid solution from which the 6 solid portions were removed was subjected to vacuum distillation to obtain 70 g of lipid. The amount of DHA in lipids is 28.5%
, Polymerized oil 0% 1 tone Lovibond color 1OR+Y=25
Met.

失直涯且 凍結したカツオ頭部1.3kgをそのまま3kgの水に
浸漬して、オートクレーブに入れ、窒素ガス雰囲気にし
た後120℃、30分加熱した。室温に冷却してから、
表面に浮遊している脂質を取り出し、水と分離した。得
られた脂質は65g、対原料5%であり、この脂質中に
含有されていたDHA量は27.2%、酸価0.5、過
酸化物価2.81色調ロビボンドカラー1OR+Y=2
5であった。
1.3 kg of the dead and frozen bonito head was immersed in 3 kg of water as it was, placed in an autoclave, placed in a nitrogen gas atmosphere, and heated at 120° C. for 30 minutes. After cooling to room temperature,
The lipids floating on the surface were extracted and separated from the water. The obtained lipid was 65 g, 5% based on the raw material, the amount of DHA contained in this lipid was 27.2%, acid value 0.5, peroxide value 2.81 Color Lovibond Color 1OR + Y = 2
It was 5.

ス1n1L カツオ、マクロを原料として魚粉を製造する際に副生し
た魚油30g (重合油含有量1.1%)に苛性ソーダ
10%溶液10mQを添加し、遊離脂肪酸を石鹸として
除去した後、アセトン80g及び活性炭Logを加え脱
色し20gの精製油を得た。活性炭を日別した後、−2
0℃で6時間冷却した。析出した固体脂を濾過分離し、
液体部(ミセラ)からアセトンを蒸留除去して重合油O
%、DMA30%、重合油O%1色調色調ロンボンドカ
ラOR+Y=20を含有した脂質Logを得ることがで
きた。
10mQ of 10% caustic soda solution was added to 30g of fish oil (polymerized oil content 1.1%), which was a by-product when producing fishmeal using bonito and macro as raw materials, and after removing free fatty acids as soap, 80g of acetone was added. Activated carbon Log was added to decolorize the mixture to obtain 20 g of refined oil. After daily separation of activated carbon, -2
Cooled at 0°C for 6 hours. Separate the precipitated solid fat by filtration,
Acetone is distilled off from the liquid part (micella) to obtain polymerized oil O.
%, DMA 30%, polymerized oil O% 1 color tone Ronbond color OR+Y=20 could be obtained.

スm久βU性 カツオのフィッシュソリュブルを製造する際に副生じた
油脂100gを用いて表−1に示す条件で精製処理した
。その結果を表−1に示す。
Using 100 g of fats and oils produced as a by-product during the production of fish soluble from short-lived βU bonito, the oil and fat were purified under the conditions shown in Table 1. The results are shown in Table-1.

表−1の結果から、本発明の方法は、短時間で収率よく
高品質の製品が得られることがわかる。
From the results in Table 1, it can be seen that the method of the present invention can produce high-quality products in a short time with good yield.

Claims (1)

【特許請求の範囲】 1)ドコサヘキサエン酸を含む脂質の製造にあたり、マ
クロ及び/又はカツオの水産加工副産物を原料として精
製処理を行なうことを特徴とする方法。 2)前記水産加工副産物が魚体頭部であることを特徴と
する特許請求の範囲第1項に記載の方法。 3)前記精製処理が無酸素状態下の加熱処理であること
を特徴とする特許請求の範囲第2項に記載の方法。 4)前記精製処理が無酸素状態下の溶剤抽出処理である
ことを特徴とする特許請求の範囲第2項に記載の方法。 5)前記水産加工副産物が魚粉(フィッシュミール)あ
るいはフィッシュソリュブルを製造する際に副生する油
脂、罐詰を製造する際に副生する油脂、及びカツオ節及
び/又はナマリ節を製造する際に副生する油脂からなる
群の1種又は2種以上から選択されることを特徴とする
特許請求の範囲第1項に記載の方法。 6)前記精製処理が溶剤存在下の脱色処理を含むことを
特徴とする特許請求の範囲第5項に記載の方法。
[Scope of Claims] 1) A method for producing a lipid containing docosahexaenoic acid, which comprises performing a purification treatment using macro and/or bonito seafood processing by-products as raw materials. 2) The method according to claim 1, wherein the fish processing by-product is a fish head. 3) The method according to claim 2, wherein the purification treatment is a heat treatment under anoxic conditions. 4) The method according to claim 2, wherein the purification treatment is a solvent extraction treatment under anoxic conditions. 5) The above-mentioned seafood processing by-products include oils and fats produced as a by-product when producing fishmeal or fish solubles, fats and oils produced as a by-product during the production of canned goods, and by-produced fats and oils produced as a by-product during the production of bonito flakes and/or namari flakes. The method according to claim 1, characterized in that the oil is selected from one or more of the group consisting of raw oils and fats. 6) The method according to claim 5, wherein the purification treatment includes decolorization treatment in the presence of a solvent.
JP23451486A 1986-10-03 1986-10-03 Production of lipid containing docosahexaenic acid Pending JPS6390598A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP23451486A JPS6390598A (en) 1986-10-03 1986-10-03 Production of lipid containing docosahexaenic acid

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP23451486A JPS6390598A (en) 1986-10-03 1986-10-03 Production of lipid containing docosahexaenic acid

Publications (1)

Publication Number Publication Date
JPS6390598A true JPS6390598A (en) 1988-04-21

Family

ID=16972218

Family Applications (1)

Application Number Title Priority Date Filing Date
JP23451486A Pending JPS6390598A (en) 1986-10-03 1986-10-03 Production of lipid containing docosahexaenic acid

Country Status (1)

Country Link
JP (1) JPS6390598A (en)

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1991011918A1 (en) 1990-02-13 1991-08-22 Martek Corporation Docosahexaenoic acid, methods for its production and compounds containing the same
JPH04306295A (en) * 1991-04-03 1992-10-29 Takeo Yoshimura Separation of docosahexaenoic acid(dha) and eicosapentaenoic acid(epa) from skin of tuna
JPH07126686A (en) * 1992-01-20 1995-05-16 Suetsuna Yoko Method for separating and purifying lipid containing docosahexaenoic acid from ophthalimic tissue of fishes
WO1998028389A1 (en) * 1996-12-20 1998-07-02 Janiftec, Inc. Substance with antiobestic and cumulative visceral fat-reducing actions and use thereof
JP2008150586A (en) * 1998-10-21 2008-07-03 Univ De Sherbrooke Method for extracting lipid from tissue of marine and aquatic animal
JP2009051959A (en) * 2007-08-28 2009-03-12 Yashima Shoji Kk Method for extracting fish oil, and food or medicine using the method
JP2010120861A (en) * 2008-11-17 2010-06-03 Yashima Shoji Kk Hypotensive substance

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS58849A (en) * 1981-06-22 1983-01-06 Nippon Oil & Fats Co Ltd Novel edible oil and oily nutrient food
JPS59109597A (en) * 1982-12-14 1984-06-25 森永製菓株式会社 Manufacture of highly unsaturated fatty acid content-increased oil and fat
JPS59207993A (en) * 1983-05-12 1984-11-26 呉羽化学工業株式会社 Purification of marine animal fat and oil

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS58849A (en) * 1981-06-22 1983-01-06 Nippon Oil & Fats Co Ltd Novel edible oil and oily nutrient food
JPS59109597A (en) * 1982-12-14 1984-06-25 森永製菓株式会社 Manufacture of highly unsaturated fatty acid content-increased oil and fat
JPS59207993A (en) * 1983-05-12 1984-11-26 呉羽化学工業株式会社 Purification of marine animal fat and oil

Cited By (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1991011918A1 (en) 1990-02-13 1991-08-22 Martek Corporation Docosahexaenoic acid, methods for its production and compounds containing the same
EP0515460A1 (en) 1990-02-13 1992-12-02 Martek Corporation Docosahexaenoic acid, methods for its production and compounds containing the same
EP0515460B2 (en) 1990-02-13 2011-12-07 Martek Biosciences Corporation Docosahexaenoic acid, methods for its production and compounds containing the same
JPH04306295A (en) * 1991-04-03 1992-10-29 Takeo Yoshimura Separation of docosahexaenoic acid(dha) and eicosapentaenoic acid(epa) from skin of tuna
JPH07126686A (en) * 1992-01-20 1995-05-16 Suetsuna Yoko Method for separating and purifying lipid containing docosahexaenoic acid from ophthalimic tissue of fishes
WO1998028389A1 (en) * 1996-12-20 1998-07-02 Janiftec, Inc. Substance with antiobestic and cumulative visceral fat-reducing actions and use thereof
JPH10231495A (en) * 1996-12-20 1998-09-02 Jiyanifu Tec:Kk Substance having function of preventing growing fat and of decreasing accumulated fan in viscera and its use
JP2008150586A (en) * 1998-10-21 2008-07-03 Univ De Sherbrooke Method for extracting lipid from tissue of marine and aquatic animal
JP2009051959A (en) * 2007-08-28 2009-03-12 Yashima Shoji Kk Method for extracting fish oil, and food or medicine using the method
JP4739297B2 (en) * 2007-08-28 2011-08-03 八洲商事株式会社 Fish oil extraction method
JP2010120861A (en) * 2008-11-17 2010-06-03 Yashima Shoji Kk Hypotensive substance

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