JPS6279732A - Milk containing added triglyceride containing gamma-linolenic acid - Google Patents
Milk containing added triglyceride containing gamma-linolenic acidInfo
- Publication number
- JPS6279732A JPS6279732A JP21972185A JP21972185A JPS6279732A JP S6279732 A JPS6279732 A JP S6279732A JP 21972185 A JP21972185 A JP 21972185A JP 21972185 A JP21972185 A JP 21972185A JP S6279732 A JPS6279732 A JP S6279732A
- Authority
- JP
- Japan
- Prior art keywords
- linolenic acid
- gamma
- milk
- liquid
- triglyceride
- 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
Landscapes
- Dairy Products (AREA)
Abstract
Description
【発明の詳細な説明】
〔技術分野〕
本発明はガンマリノレン酸を構成成分として含有するト
リグリセリドを添加した粉ミルク及び液体ミルクに関す
るものである。DETAILED DESCRIPTION OF THE INVENTION [Technical Field] The present invention relates to powdered milk and liquid milk to which triglyceride containing gamma-linolenic acid as a constituent is added.
母乳中にはガンマリノレン酸が含まれており、この点で
他の動物の乳と異なる。ガンマリノレン酸は乳児には不
可欠の栄養素と考えられる。しかし、近年、母乳のみに
よる育児は減少し、粉ミルクや液体ミルクを併用あるい
は粉ミルクや液体ミルクによってのみ育児を行うケース
が増加してし）る。ところが、粉ミルクや液体ミルク中
にはガンマリノレン酸成分はほとんど含まれておらず、
この点で母乳と大きく異なる。Breast milk contains gamma-linolenic acid, which is different from the milk of other animals. Gamma-linolenic acid is considered an essential nutrient for infants. However, in recent years, the number of cases in which infants are exclusively breastfed has decreased, and the number of cases in which infants are reared using powdered milk or liquid milk in combination or only with powdered or liquid milk has increased. However, powdered milk and liquid milk contain almost no gamma-linolenic acid component.
In this respect, it is very different from breast milk.
ガンマリノレン酸（ｃｉｓ、ｃｉｓ、ｃｉｓ−６，９，
１２−ｏｃｔ、ａｄｅｃａｔ、ｒｉｅｎｉｃ ａｃｉｄ
）はカルボン酸末端から６．９゜１２番目の炭素にシス
型の不飽和結合を持つ炭素数１８の脂肪酸で、母乳、月
見草種子などにおいてその存在が認められている。生体
内においては、必頭側肪酸であるリノール酸から不飽和
化酵素（Δ−５−ｄ６ｇａｔｕｒａｓｅ）により誘導さ
れ、その後、ビスホモガンマリノレン酸となり、さらに
生体内で多様な生理活性を持つプロスタグランジン及び
ロイコトリエンへと変換される。この代謝経路において
、第１の律速因子が不飽和化酵素であり、この酵素の働
きは、糖尿病、過剰のアルコール、老化等によって更に
弱められる。そして、この酵素活性低下によりプロスタ
グランジンの生成が抑制され、健康障害が起こることが
知られているが。Gamma linolenic acid (cis, cis, cis-6,9,
12-oct, adecat, rienic acid
) is an 18-carbon fatty acid with a cis-unsaturated bond at the 12th carbon at 6.9 degrees from the carboxylic acid terminal, and its presence is recognized in breast milk, evening primrose seeds, etc. In the living body, linoleic acid, which is an essential fatty acid, is induced by a desaturase (Δ-5-d6 gaturase), and then becomes bishomogammalinolenic acid, which then becomes a prosthetic acid with various physiological activities in the living body. Converted to grandins and leukotrienes. In this metabolic pathway, the first rate-limiting factor is a desaturase, and the function of this enzyme is further weakened by diabetes, excess alcohol, aging, and the like. It is known that this decrease in enzyme activity suppresses the production of prostaglandins, causing health problems.
ガンマリノレン酸はこれら健康障害に対する治療用栄養
素として有効である。Gamma-linolenic acid is effective as a therapeutic nutrient for these health disorders.
本発明は、従来の粉ミルクや液体ミルクにおいて見られ
る前記ガンマリノレン酸成分欠如の問題による健康障害
発生の問題を解決した粉ミルク及び液体ミルクを提供す
ることを目的とする。An object of the present invention is to provide powdered milk and liquid milk that solve the problem of health problems caused by the lack of the gamma-linolenic acid component found in conventional powdered milk and liquid milk.
本発明によれば、ガンマリノレン酸を構成成分として含
有するトリグリセリドを添加した粉ミルク又は液体ミル
クが提供される。According to the present invention, powdered milk or liquid milk to which triglyceride containing gamma-linolenic acid as a constituent is added is provided.
ガンマリノレン酸は、前記したように母乳中に多く含ま
れるが、他には月見草種子油に含まれていることが知ら
れている。現在、ガンマリノレン酸は月見草種子を原料
としているが、月見草種子の生産性は低く、これに代る
ガンマリノレン酸原料の探索がなされている。糸状菌あ
るいは藻類においても、その脂質中にガンマリノレン酸
を含むものが報告されているが、脂質生産性、ガンマリ
ノレン酸含有量ともに満足するものはなかった。As mentioned above, gamma-linolenic acid is contained in large amounts in breast milk, but it is also known to be contained in evening primrose seed oil. Currently, gamma-linolenic acid is made from evening primrose seeds, but the productivity of evening primrose seeds is low, and an alternative raw material for gamma-linolenic acid is being searched for. Filamentous fungi and algae have been reported to contain gamma-linolenic acid in their lipids, but none of them have been satisfactory in both lipid productivity and gamma-linolenic acid content.
通商産業省工業技術院化学技術研究所では、動植物に代
る油脂質源の開発を目的として各種糸状菌による油脂生
産について研究が進められ、その中で、モルティエレラ
（Ｍｏｒｔ、１ｅｒｅｌｌａ）属菌が高い脂質含有を示
し、またその脂質中にガンマリノレン酸を高い割合で含
有することが見出された。At the Institute of Chemical Technology, Agency of Industrial Science and Technology, Ministry of International Trade and Industry, research has been carried out on oil production by various filamentous fungi with the aim of developing oil and lipid sources in place of animals and plants. It was found that it has a high lipid content and contains a high proportion of gamma-linolenic acid in the lipid.
更に、モルティエレラ属の一部菌株において、高濃度の
グルコース、糖蜜などの炭水化物を炭素源とした培地を
用いることにより、高脂質含有菌体をこれまでにない高
濃度で生産性良く培養することが可能となった。この様
にして生産された菌体油脂は、ガンマリノレン酸を月見
草種子油と同程度含有する。この菌体生産油脂より、食
用油と同等品質にまで精製したガンマリノレン酸を成分
として含有するトリグリセリドを生産することができる
。Furthermore, for some strains of the Mortierella genus, by using a medium with a high concentration of carbohydrates such as glucose and molasses as carbon sources, it has been possible to culture highly lipid-rich bacterial cells at unprecedentedly high concentrations and with high productivity. became possible. The bacterial cell oil produced in this manner contains gamma-linolenic acid to the same extent as evening primrose seed oil. Triglyceride containing as a component gamma-linolenic acid purified to the same quality as edible oil can be produced from this bacterial cell-produced oil and fat.
なお、前記のようにして得られるガンマリノレン酸含有
トリグリセリドの精製は、常法により行なえる。例えば
、菌体より抽出した粗製グリセリド油組成物に水を加え
、リン脂質を主成分とするガム質を水和し、これを膨潤
凝固した後遠心分離により脱ガム処理するが１通常さら
に脱ガム油をアルカリおよび酸等の薬剤を用いる化学処
理によって脱ガム、脱酸、すなわち残余のリン脂質と遊
離脂肪酸の除去を行った後、活性白土等の吸着剤と共に
真空下で加熱して１色素および微量成分を吸着除去する
。さらに、有臭成分である低級アルデヒドケトン、遊離
脂肪酸等を脱臭除去し、精製グリセリド油を得る。The gamma-linolenic acid-containing triglyceride obtained as described above can be purified by a conventional method. For example, water is added to a crude glyceride oil composition extracted from bacterial cells to hydrate a gum substance mainly composed of phospholipids, which is then swollen and coagulated, and then degummed by centrifugation. The oil is degummed and deacidified, i.e., residual phospholipids and free fatty acids are removed, by chemical treatment using agents such as alkalis and acids, and then heated under vacuum with an adsorbent such as activated clay to remove pigments and Adsorbs and removes trace components. Further, odorous components such as lower aldehyde ketones and free fatty acids are deodorized and removed to obtain purified glyceride oil.
本発明では、前記のようにして得られたガンマリノレン
酸含有精製トリグリセリドは、これをそのまま粉ミルク
やミルク液に添加しても良いが。In the present invention, the gamma-linolenic acid-containing purified triglyceride obtained as described above may be added as it is to powdered milk or milk liquid.
一般には、均一に安定した状態で混合することは難かし
い。そこで、本発明者らは、この麓点を克服するために
種々研究を重ねた結果、ガンマリノレン酸含有トリグリ
セリドをシクロデキストリンの包接化合物とした後粉ミ
ルク又は液体ミルクに添加することによってその目的を
達成し得ることを見出した。本発明で用いるシクロデキ
ストリンは、α、β、γのいずれかのタイプでも良いが
、βシクロデキストリンが好ましく用いられる。Generally, it is difficult to mix uniformly and stably. In order to overcome this problem, the inventors of the present invention have conducted various studies and found that the purpose was achieved by converting gamma-linolenic acid-containing triglyceride into a cyclodextrin inclusion compound and then adding it to powdered milk or liquid milk. I have discovered what can be achieved. The cyclodextrin used in the present invention may be of α, β, or γ type, but β-cyclodextrin is preferably used.
本発明者らの研究によれば、ガンマリノレン酸含有トリ
グリセリドは常法により、シクロデキストリンの包接化
合物となし得ることが見出された。According to the research conducted by the present inventors, it has been found that gamma-linolenic acid-containing triglyceride can be made into a cyclodextrin inclusion compound by a conventional method.
即ち、シクロデキストリンの飽和もしくは過飽和水溶液
中に一定量のガンマリノレン酸含有トリグリセリドを添
加し、数十分〜数時間攪拌することにより沈澱物として
包接物が得られる。また、シクロデキストリンに水を加
えてスラリー状にした後、必要量のガンマリノレン酸含
有トリグリセリドを添加し、混線機等を用いてよく攪拌
混合することによって目的の包接物を得ることができる
。That is, a predetermined amount of gamma-linolenic acid-containing triglyceride is added to a saturated or supersaturated aqueous solution of cyclodextrin, and the mixture is stirred for several tens of minutes to several hours to obtain the clathrate as a precipitate. Further, after adding water to cyclodextrin to form a slurry, adding the required amount of gamma-linolenic acid-containing triglyceride, and thoroughly stirring and mixing using a mixer or the like, the desired clathrate can be obtained.
本発明において、ミルク中に添加されるガンマリノレン
酸成分は、粉ミルクの場合、固形分中に０．０１〜１重
量％であり、液体ミルクの場合、０．００１〜０．１重
量％程度である。In the present invention, the gamma linolenic acid component added to milk is about 0.01 to 1% by weight in the solid content in the case of powdered milk, and about 0.001 to 0.1% by weight in the case of liquid milk. be.
本発明の粉ミルク及び液体ミルクは、従来の粉ミルク及
び液体ミルク成分に加えて、ガンマリノレン酸又はガン
マリノレン酸エステルを加えたことにより、母乳組成と
同様の高品質の製品として用いることができ、この場合
、従来製品に見られるような健康障害の問題を生じない
。The powdered milk and liquid milk of the present invention can be used as high-quality products with a composition similar to that of breast milk by adding gamma-linolenic acid or gamma-linolenic acid ester in addition to conventional powdered milk and liquid milk components. In this case, it does not cause the health problems seen with conventional products.
次に、本発明を実施例によりさらに詳細に説明する。 Next, the present invention will be explained in more detail with reference to Examples.
実施例
β−シクロデキストリン１０ｇに、水１０ｍ Ｑを加え
て攪拌後、７０％のガンマリノレン酸を含むトリグリセ
リド５ＩＩＱを添加してホモジナイザーで１５分混練し
た。次いで、エタノールで２回洗浄して沈澱を集め、室
温で減圧乾燥して、ガンマリノレン酸含有トリグリセリ
ドを約３０重量パーセント含む白色の粉末を得た。Example After adding 10 mQ of water to 10 g of β-cyclodextrin and stirring, triglyceride 5IIQ containing 70% gamma-linolenic acid was added and kneaded with a homogenizer for 15 minutes. Then, the precipitate was collected by washing twice with ethanol and dried under reduced pressure at room temperature to obtain a white powder containing about 30% by weight of gamma-linolenic acid-containing triglyceride.
このトリグリセリドを包接したシクロデキストリン粉末
を、粉ミルク中のガンマリノレン酸成分含量が０．１重
量パーセントになるよう粉ミルクに添加混入した。この
場合、そのトリグリセリドを包接したシクロデキストリ
ン粉末の粉ミルクへの添加混入は非常に容易であり、均
質な製品を得ることができた。This cyclodextrin powder containing triglyceride was added to powdered milk so that the gamma-linolenic acid component content in the powdered milk was 0.1% by weight. In this case, it was very easy to add the cyclodextrin powder containing the triglyceride to powdered milk, and a homogeneous product could be obtained.
また、液体ミルクに対して、このトリグリセリドを包接
したシクロデキストリン粉末を、液体ミルク中のガンマ
リノレン酸含有トリグリセリドが均質に分散混入した製
品を得た。In addition, a product was obtained in which the gamma-linolenic acid-containing triglyceride in the liquid milk was homogeneously dispersed and mixed with the cyclodextrin powder containing the triglyceride in the liquid milk.
指定代理人 工業技術院化学技術研究所長藤 堂
尚 之Designated agent: Do Nagafuji, Institute of Chemical Technology, Agency of Industrial Science and Technology
Naoyuki
Claims (4)
グリセリドを添加した粉ミルク又は液体ミルク。(1) Powdered milk or liquid milk to which triglyceride containing gamma-linolenic acid as a constituent is added.
重量パーセント含む特許請求の範囲第１項記載の粉ミル
ク。(2) 0.01 to 1 gamma linolenic acid component in solid content
Powdered milk according to claim 1, containing percent by weight.
．１重量パーセント含む特許請求の範囲第１項記載の液
体ミルク。(3) 0.001 to 0 gamma linolenic acid component in the liquid
．． Liquid milk according to claim 1 containing 1% by weight.
グリセリドが、シクロデキストリンで包接されている特
許請求範囲第１項記載の粉ミルク又は液体ミルク。(4) The powdered milk or liquid milk according to claim 1, wherein the triglyceride containing gamma-linolenic acid as a constituent is clathrated with cyclodextrin.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP21972185A JPS6279732A (en) | 1985-10-02 | 1985-10-02 | Milk containing added triglyceride containing gamma-linolenic acid |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP21972185A JPS6279732A (en) | 1985-10-02 | 1985-10-02 | Milk containing added triglyceride containing gamma-linolenic acid |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPS6279732A true JPS6279732A (en) | 1987-04-13 |
Family
ID=16739926
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP21972185A Pending JPS6279732A (en) | 1985-10-02 | 1985-10-02 | Milk containing added triglyceride containing gamma-linolenic acid |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS6279732A (en) |
Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS6480250A (en) * | 1987-09-21 | 1989-03-27 | Snow Brand Milk Products Co Ltd | Nursery dry milk powder formulated with polyfunctional unsaturated fatty acid |
| JPH01196255A (en) * | 1988-02-02 | 1989-08-08 | Suntory Ltd | Artificial milk added with highly unsaturated fatty acid component |
| WO1997035487A1 (en) * | 1996-03-26 | 1997-10-02 | Gist-Brocades B.V. | Pufa coated solid carrier particles for foodstuff |
| WO1997035488A1 (en) * | 1996-03-26 | 1997-10-02 | Gist-Brocades B.V. | Late addition of pufa in infant formula preparation process |
| EP0711503A3 (en) * | 1994-11-14 | 1997-11-26 | Scotia Holdings Plc | Milk fortified with GLA and/or DGLA |
| US6048557A (en) * | 1996-03-26 | 2000-04-11 | Dsm N.V. | PUFA coated solid carrier particles for foodstuff |
| EP1801226A2 (en) | 1991-01-24 | 2007-06-27 | Martek Biosciences Corporation | Arachidonic acid and methods for the production and use thereof |
| US7601523B2 (en) | 1995-01-24 | 2009-10-13 | Martek Biosciences Corporation | Method for production of arachidonic acid |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5210448A (en) * | 1975-07-15 | 1977-01-26 | Teijin Ltd | Method of producing processed oil and fat food |
| JPS602154A (en) * | 1983-06-17 | 1985-01-08 | Sanyuu Shoji Kk | Preparation of food containing polyvalent unsaturated oil or fat |
-
1985
- 1985-10-02 JP JP21972185A patent/JPS6279732A/en active Pending
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5210448A (en) * | 1975-07-15 | 1977-01-26 | Teijin Ltd | Method of producing processed oil and fat food |
| JPS602154A (en) * | 1983-06-17 | 1985-01-08 | Sanyuu Shoji Kk | Preparation of food containing polyvalent unsaturated oil or fat |
Cited By (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2525624B2 (en) * | 1987-09-21 | 1996-08-21 | 雪印乳業株式会社 | Baby milk powder containing polyunsaturated fatty acids |
| JPS6480250A (en) * | 1987-09-21 | 1989-03-27 | Snow Brand Milk Products Co Ltd | Nursery dry milk powder formulated with polyfunctional unsaturated fatty acid |
| JPH01196255A (en) * | 1988-02-02 | 1989-08-08 | Suntory Ltd | Artificial milk added with highly unsaturated fatty acid component |
| EP1801226A2 (en) | 1991-01-24 | 2007-06-27 | Martek Biosciences Corporation | Arachidonic acid and methods for the production and use thereof |
| EP0711503A3 (en) * | 1994-11-14 | 1997-11-26 | Scotia Holdings Plc | Milk fortified with GLA and/or DGLA |
| US7601523B2 (en) | 1995-01-24 | 2009-10-13 | Martek Biosciences Corporation | Method for production of arachidonic acid |
| US7736885B2 (en) | 1995-01-24 | 2010-06-15 | Martek Biosciences, Inc. | Method for production of arachidonic acid |
| US7666657B2 (en) | 1995-01-24 | 2010-02-23 | Martek Biosciences, Inc. | Method for production of arachidonic acid |
| WO1997035487A1 (en) * | 1996-03-26 | 1997-10-02 | Gist-Brocades B.V. | Pufa coated solid carrier particles for foodstuff |
| EP1645193A3 (en) * | 1996-03-26 | 2009-08-05 | DSMIP Assets B.V. | Late addition of PUFA in infant formula preparation process |
| US6048557A (en) * | 1996-03-26 | 2000-04-11 | Dsm N.V. | PUFA coated solid carrier particles for foodstuff |
| WO1997035488A1 (en) * | 1996-03-26 | 1997-10-02 | Gist-Brocades B.V. | Late addition of pufa in infant formula preparation process |
| EP2260716A3 (en) * | 1996-03-26 | 2012-04-18 | DSM IP Assets B.V. | Late addition of PUFA in infant formula preparation process |
| EP0969728B2 (en) † | 1996-03-26 | 2012-08-22 | DSM IP Assets B.V. | Late addition of pufa in infant formula preparation process |
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