JP2001122884A - Method for producing oil-soluble composition having high content of phosphatidyl serine - Google Patents
Method for producing oil-soluble composition having high content of phosphatidyl serineInfo
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- JP2001122884A JP2001122884A JP30357799A JP30357799A JP2001122884A JP 2001122884 A JP2001122884 A JP 2001122884A JP 30357799 A JP30357799 A JP 30357799A JP 30357799 A JP30357799 A JP 30357799A JP 2001122884 A JP2001122884 A JP 2001122884A
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- phosphatidylserine
- oil
- phospholipid
- composition
- soluble composition
- Prior art date
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Abstract
Description
【０００１】[0001]
【発明の属する技術分野】本発明はホスファチジルセリ
ンを含有する油溶組成物を製造するための方法に関する
ものである。[0001] The present invention relates to a method for producing an oil-soluble composition containing phosphatidylserine.
【０００２】[0002]
【従来の技術】ホスファチジルセリンは、リン脂質の一
種であり、植物や動物に普遍的に存在している物質であ
る。近年、ホスファチジルセリンを１００〜３００mg/d
ay摂取することにより、脳機能が改善するという報告が
あり(Amaducci L. and the SMID group, Psychopharmac
ol. Bull., 24, p130-134, 1988、Cenacchi T. et.al.,
Aging Clin. Exp. Res., 5, p123-133, 1993)、単なる
栄養成分である以上に脳機能改善機能を有する食品成分
としてその働きが注目されている。2. Description of the Related Art Phosphatidylserine is a kind of phospholipid and is a substance which is universally present in plants and animals. In recent years, 100-300 mg / d of phosphatidylserine
It has been reported that brain function is improved by ay intake (Amaducci L. and the SMID group, Psychopharmac
ol. Bull., 24, p130-134, 1988, Cenacchi T. et.al.,
Aging Clin. Exp. Res., 5, p123-133, 1993) and its function as a food ingredient having a cerebral function improving function is more than just a nutritional ingredient.
【０００３】天然の成分に含まれるリン脂質中のホスフ
ァチジルセリンは、植物では数％、最も多いとされる動
物の脳でも２０％を越えることはない。そのため、生理
機能を発揮するだけのホスファチジルセリンを食事から
摂取することは困難であり、ホスファチジルセリンを含
む組成物を補助的に摂取することが現実的な方法であ
る。[0003] The phosphatidylserine in the phospholipids contained in natural components does not exceed a few percent in plants and even more than 20% in the brain of animals, which is considered to be the most common. Therefore, it is difficult to ingest phosphatidylserine from the diet that only exerts physiological functions, and it is a practical method to supplementally consume a composition containing phosphatidylserine.
【０００４】ホスファチジルセリンを高濃度に含む組成
物を得る方法としては、天然成分から抽出したリン脂質
を分画したり、或いはホスファチジル基転移反応により
製造する方法などがある。As a method of obtaining a composition containing phosphatidylserine at a high concentration, there is a method of fractionating a phospholipid extracted from a natural component, or a method of producing the composition by a phosphatidyl group transfer reaction.
【０００５】しかしながら、ホスファチジルセリンを高
濃度に含有するリン脂質組成物は油脂（例えば大豆油
等）に対する溶解性が低く、熱をかけることにより溶解
せしめたとしても温度が下がると固まってしまい食品製
造上好ましくない。そのため、油脂に希釈混合して流動
性を持たせカプセルに充填できるようにすることが重要
となってくる。[0005] However, phospholipid compositions containing phosphatidylserine at a high concentration have low solubility in fats and oils (eg, soybean oil), so that even if dissolved by applying heat, they harden when the temperature is lowered and become solidified. Not preferred. For this reason, it is important to dilute and mix oils and fats to give them fluidity so that they can be filled in capsules.
【０００６】しかしながら、溶媒である油脂の割合を高
めると、最終的な油溶組成物中のホスファチジルセリン
含量が低くなってしまう。[0006] However, when the proportion of the fat or oil as the solvent is increased, the phosphatidylserine content in the final oil-soluble composition becomes low.
【０００７】一方、リン脂質組成物の流動性を向上させ
る方法としては、広範な種類の酸を加える方法（米国特
許第2,194,842号「脂肪酸」、同特許第2,374,681号「ス
ルホン酸」、同特許第2,391,462号「水性酸」など）、
特定の量のマグネシウム、カルシウムおよびアルミニウ
ムのある種の塩を加える方法（米国特許第3,357,918
号）、さらにはトコフェロールを加える方法（特開昭６
１−１５６５０号公報）等が特許として開示されてい
る。On the other hand, as a method for improving the fluidity of a phospholipid composition, a method of adding a wide variety of acids (US Pat. No. 2,194,842 “fatty acid”, US Pat. No. 2,374,681 “sulfonic acid”, and US Pat. 2,391,462 "Aqueous acid" etc.),
A method of adding certain amounts of certain salts of magnesium, calcium and aluminum (US Pat. No. 3,357,918)
No. 1) and a method of adding tocopherol (Japanese Unexamined Patent Publication No.
No. 1-161550) is disclosed as a patent.
【０００８】[0008]
【発明が解決しようとする課題】ところが、これらの方
法はホスファチジルセリンを高濃度に含有するという天
然成分ではありえないリン脂質組成物を想定しておら
ず、実際、酸を加える方法以外ではこの油溶組成物の流
動性を向上させることはなかった。また、酸を加える方
法は有効ではあったものの、酸によると考えられる油溶
組成物中のホスファチジルセリンの分解が確認されたた
め、実用的ではないと考えられた。However, these methods do not assume a phospholipid composition containing phosphatidylserine at a high concentration, which cannot be a natural component. It did not improve the flowability of the composition. Although the method of adding an acid was effective, it was considered impractical because the decomposition of phosphatidylserine in the oil-soluble composition, which was considered to be due to the acid, was confirmed.
【０００９】本発明は、ホスファチジルセリンを高濃度
に含有することができ、しかも、得られたものは透明か
つ流動性が高い特徴を有する油溶組成物を製造すること
を目的とする。It is an object of the present invention to produce an oil-soluble composition which can contain phosphatidylserine at a high concentration, and which has a feature of being transparent and having high fluidity.
【００１０】[0010]
【課題を解決するための手段】請求項１に記載された発
明に係るホスファチジルセリン高含有油溶組成物の製造
法は、ホスファチジルセリン高含有リン脂質を、ホスフ
ァチジルエタノールアミン又はホスファチジルエタノー
ルアミン及びホスファチジルコリンと共に液状油脂に溶
解する方法である。According to the first aspect of the present invention, there is provided a method for producing a phosphatidylserine-rich oil-soluble composition according to the invention, comprising the steps of: preparing a phosphatidylserine-rich phospholipid together with phosphatidylethanolamine or phosphatidylethanolamine and phosphatidylcholine. This is a method of dissolving in a liquid oil or fat.
【００１１】請求項２に記載された発明に係るホスファ
チジルセリン高含有油溶組成物の製造法は、請求項１に
記載されたホスファチジルセリン高含有油溶組成物の製
造法において、ホスファチジルセリン高含有リン脂質と
して、ホスファチジルセリンを２０重量％以上含むリン
脂質組成物を用い、このリン脂質組成物を、最終リン脂
質組成に対するホスファチジルエタノールアミン含量が
５〜４０重量％、又はホスファチジルエタノールアミン
含量が５〜４０重量％で且つホスファチジルコリン含量
が５〜４０重量％になるように前記液状油脂に加える方
法である。The method for producing a phosphatidylserine-rich oil-soluble composition according to the present invention according to claim 2 is a method for producing a phosphatidylserine-rich oil-soluble composition according to claim 1, wherein As a phospholipid, a phospholipid composition containing phosphatidylserine in an amount of 20% by weight or more is used, and the phosphatidylethanolamine content in the final phospholipid composition is 5 to 40% by weight or the phosphatidylethanolamine content is 5 to 40% by weight. This is a method of adding to the liquid fat or oil so that the content of phosphatidylcholine is 40% by weight and the content of phosphatidylcholine is 5 to 40% by weight.
【００１２】請求項３に記載された発明に係るホスファ
チジルセリン高含有油溶組成物の製造法は、請求項２に
記載されたホスファチジルセリン高含有油溶組成物の製
造法において、前記リン脂質組成物を、最終リン脂質組
成に対するホスファチジルエタノールアミン含量が１０
〜２０重量％、又はホスファチジルエタノールアミン含
量が１０〜２０重量％で且つホスファチジルコリン含量
が１０〜２０重量％になるように前記液状油脂に加える
方法である。According to a third aspect of the present invention, there is provided a method for producing a phosphatidylserine-rich oil-soluble composition according to the second aspect of the present invention, wherein the phospholipid composition is prepared. With a phosphatidylethanolamine content of 10 based on the final phospholipid composition.
-20% by weight or a phosphatidylethanolamine content of 10-20% by weight and a phosphatidylcholine content of 10-20% by weight.
【００１３】請求項４に記載された発明に係るホスファ
チジルセリン高含有油溶組成物は、請求項１〜３に記載
された何れかの製造方法によって得られた、ホスファチ
ジルセリンを高濃度に含有する油溶組成物についてであ
る。[0013] The phosphatidylserine-rich oil-soluble composition according to the invention described in claim 4 contains phosphatidylserine in a high concentration obtained by any one of the production methods described in claims 1 to 3. It is about an oil-soluble composition.
【００１４】[0014]
【発明の実施の形態】本発明は、ホスファチジルセリン
高含有リン脂質を、ホスファチジルエタノールアミン又
はホスファチジルエタノールアミン及びホスファチジル
コリンと共に液状油脂に溶解する方法である。これによ
り、ホスファチジルセリンを高濃度に含有することがで
き、しかも、透明かつ流動性が高い特徴を有する油溶組
成物を得ることができる。DESCRIPTION OF THE PREFERRED EMBODIMENTS The present invention is a method for dissolving a phosphatidylserine-rich phospholipid in a liquid fat together with phosphatidylethanolamine or phosphatidylethanolamine and phosphatidylcholine. Thereby, phosphatidylserine can be contained at a high concentration, and an oil-soluble composition having characteristics of being transparent and having high fluidity can be obtained.
【００１５】本発明におけるホスファチジルセリン高含
有リン脂質と、ホスファチジルエタノールアミン又はホ
スファチジルエタノールアミンとホスファチジルコリン
の液状油脂への添加の順序は液状油脂にホスファチジル
エタノールアミン又はホスファチジルエタノールアミン
とホスファチジルコリンとを溶解した後にホスファチジ
ルセリン高含有リン脂質を溶解する順序が好ましく白濁
もなく溶解することが可能である。In the present invention, the order of adding the phosphatidylserine-rich phospholipid and phosphatidylethanolamine or phosphatidylethanolamine and phosphatidylcholine to the liquid fat is as follows. The order of dissolving the phospholipid containing high serine is preferable, and the phospholipid can be dissolved without clouding.
【００１６】本発明のホスファチジルセリン高含有リン
脂質は、好ましくは、ホスファチジルセリンを２０重量
％以上含むものを用いることができる。このホスファチ
ジルセリン高含有リン脂質は、天然成分から抽出したも
のを濃縮したものでも、Ｄ及びＬ−セリンとの転移反応
によって製造あるいは更にそれらを分画濃縮したもので
も、有機合成法によって製造したものでも、その製造法
に特に制限はない。The phosphatidylserine-rich phospholipid of the present invention preferably contains phosphatidylserine in an amount of 20% by weight or more. This phosphatidylserine-rich phospholipid may be obtained by concentrating an extract extracted from a natural component, or may be produced by a transfer reaction with D and L-serine, or may be further fractionated and concentrated, or may be produced by an organic synthesis method. However, the production method is not particularly limited.
【００１７】また、本発明のホスファチジルエタノール
アミン及びホスファチジルコリンもどのような方法で製
造されたものでも良く、最終リン脂質組成が望ましい範
囲に含まれるのであれば、ホスファチジルエタノールア
ミン及びホスファチジルコリンの純度も特に問題としな
い。The phosphatidylethanolamine and phosphatidylcholine of the present invention may be produced by any method, and the purity of the phosphatidylethanolamine and phosphatidylcholine is particularly problematic as long as the final phospholipid composition is within a desired range. And not.
【００１８】ホスファチジルセリン高含有リン脂質とホ
スファチジルエタノールアミン又はホスファチジルエタ
ノールアミンとホスファチジルコリンを溶解する液状油
脂は、常温で液状であればよい。例えば、大豆油、コー
ン油、ベニバナ油、オリーブ油、落花生油等の植物性の
油脂でも、魚油のような動物性油脂でも酵素エステル合
成によって製造された中鎖脂肪酸トリグリセリド等の油
脂等でもよく、各々のジグリセリド、モノグリセリドで
も構わないが、短い脂肪酸組成を有するものほど効果的
である。The liquid oil or fat which dissolves the phosphatidylserine-rich phospholipid and phosphatidylethanolamine or phosphatidylethanolamine and phosphatidylcholine may be liquid at room temperature. For example, soybean oil, corn oil, safflower oil, olive oil, even vegetable oils such as peanut oil, animal oils such as fish oil or oils such as medium chain fatty acid triglyceride produced by enzymatic ester synthesis may be used. Although diglycerides and monoglycerides may be used, those having a shorter fatty acid composition are more effective.
【００１９】油脂に対するホスファチジルセリン高含有
リン脂質の配合割合は、そのホスファチジルセリン含量
にもよるが、最終組成物に対し６０重量％以下、好まし
くは４０重量％以下である。The mixing ratio of the phosphatidylserine-rich phospholipid to the fat or oil depends on the phosphatidylserine content, but is 60% by weight or less, preferably 40% by weight or less, based on the final composition.
【００２０】本発明のホスファチジルセリン高含有油溶
組成物中に含まれるホスファチジルエタノールアミン
は、得られたホスファチジルセリン高含有油溶組成物中
の最終リン脂質組成に対して５〜４０重量％（特に１０
〜２０重量％）になるように加えるとその効果が発揮さ
れる。The amount of phosphatidylethanolamine contained in the phosphatidylserine-rich oil-soluble composition of the present invention is 5 to 40% by weight based on the final phospholipid composition in the obtained phosphatidylserine-rich oil-soluble composition (particularly, 10
-20% by weight), the effect is exhibited.
【００２１】ホスファチジルコリンは加えなくてもホス
ファチジルエタノールアミンのみを加えるだけで流動性
は向上するが、ホスファチジルコリンも得られたホスフ
ァチジルセリン高含有油溶組成物中の最終リン脂質組成
に対して５〜４０重量％（特に１０〜２０重量％）にな
るようにホスファチジルエタノールアミンと併せて加え
ると、流動性が更に高まる場合がある。The fluidity is improved by adding only phosphatidylethanolamine without adding phosphatidylcholine, but the phosphatidylcholine is also 5 to 40% by weight based on the final phospholipid composition in the obtained phosphatidylserine-rich oil-soluble composition. % (Especially 10 to 20% by weight), when added together with phosphatidylethanolamine, the fluidity may be further increased.
【００２２】一般に流通しているレシチン組成物は、ホ
スファチジルエタノールアミン、ホスファチジルコリン
の両方を含んでいるので、このような組成物を上記の条
件に当てはまるように配合しても、効果は発揮される。Since lecithin compositions which are generally distributed contain both phosphatidylethanolamine and phosphatidylcholine, the effect is exhibited even when such a composition is blended so as to satisfy the above conditions.
【００２３】このようにして製造したホスファチジルセ
リン高含有油溶組成物は、透明度、流動性が高く、安定
性にも優れているので、食品加工においてのメリットは
大きいと考えられる。The phosphatidylserine-rich oil-soluble composition thus produced has high transparency, fluidity, and excellent stability, and thus is considered to have a great advantage in food processing.
【００２４】[0024]
【実施例】以下、本発明を実施例により説明する。 実施例１［ホスファチジルセリン（ＰＳ）高含有リン脂
質（ＰＳ含量６５重量％）の液状油脂への溶解］ ＰＳ高含有リン脂質を、３０重量％になるように液状油
脂に溶解した（最終ＰＳ含量１９．５重量％）。液状油
脂は、大豆油、ドコサヘキサエン酸（ＤＨＡ）油、中鎖
脂肪酸トリグリセリド（ＭＣＴ）を用い、ホスファチジ
ルエタノールアミン（ＰＥ：ＰＥ含量８６．５重量％）
を加え、溶解性に対する影響を下記判断基準に従い目視
で観察した。結果を次の表１に示す。The present invention will be described below with reference to examples. Example 1 Dissolution of Phosphatidylserine (PS) -rich Phospholipids (PS Content 65% by Weight) in Liquid Fats and Fats The PS-rich phospholipids were dissolved in liquid fats and oils to 30% by weight (final PS content). 19.5% by weight). The liquid fat uses soybean oil, docosahexaenoic acid (DHA) oil, medium chain fatty acid triglyceride (MCT), and phosphatidylethanolamine (PE: PE content: 86.5% by weight)
And the effect on solubility was visually observed according to the following criteria. The results are shown in Table 1 below.
【００２５】（流動性） − ：極めて低い ＋ ：低い ＋＋ ：高い ＋＋＋：極めて高い （透明度） − ：白濁 ＋ ：やや白濁 ＋＋ ：透明(Fluidity)-: extremely low +: low ++: high +++: extremely high (transparency)-: cloudy +: slightly cloudy ++: transparent
【００２６】[0026]
【表１】 [Table 1]
【００２７】表１に示したようにＰＥの添加により溶解
性の向上が認められた。また、ＰＥの添加による溶解性
の向上は、ドコサヘキサエン酸（ＤＨＡ）が最も高く、
次いで大豆油、中鎖脂肪酸トリグリセリド（ＭＣＴ）の
順であったことから、油脂の脂肪酸鎖の炭素数が少ない
ほどこの効果が高いことが判った。As shown in Table 1, the addition of PE improved the solubility. In addition, the improvement in solubility by the addition of PE is highest for docosahexaenoic acid (DHA),
Next, the order of soybean oil and medium-chain fatty acid triglyceride (MCT) showed that this effect was higher as the number of carbon atoms in the fatty acid chain of the fat or oil was smaller.
【００２８】続いて、最も効果の高かったＭＣＴに関し
て詳細な検討を行なった。ホスファチジルコリン（Ｐ
Ｃ）、ＰＥ混合物（ＰＣ含量３８．３重量％、ＰＥ含量
３８．８重量％）を０〜３０重量％になるように加え、
溶解性に対する影響を観察した。結果を次の表２に示
す。尚、流動性及び透明度の評価は表１と同様に行っ
た。Subsequently, a detailed study was conducted on the MCT which had the highest effect. Phosphatidylcholine (P
C), a PE mixture (PC content 38.3% by weight, PE content 38.8% by weight) was added so as to be 0 to 30% by weight,
The effect on solubility was observed. The results are shown in Table 2 below. The evaluation of fluidity and transparency was performed in the same manner as in Table 1.
【００２９】表２に示すように、ＭＣＴに対する総リン
脂質含量が高くなっているにもかかわらず、ＰＥ及びＰ
Ｃをリン脂質組成に対して１０〜２０重量％加えること
により流動性、透明度に優れた油溶組成物が得られるこ
とが判った。As shown in Table 2, PE and P, despite the high total phospholipid content relative to MCT,
It was found that by adding 10 to 20% by weight of C to the phospholipid composition, an oil-soluble composition having excellent fluidity and transparency was obtained.
【００３０】[0030]
【表２】 [Table 2]
【００３１】実施例２［ＰＣ，ＰＥ混合物を加えて溶解
させた油溶組成物の安定性］ 実施例１の方法で溶解したＰＳ高含有リン脂質ＭＣＴ溶
解物（ＰＣ，ＰＥ混合物１６．３重量％添加）中のＰＳ
含有量を、薄層クロマトグラフィー上のスポットの濃淡
より測定し、その安定性を確認した。結果を次の表３に
示す。Example 2 [Stability of oil-soluble composition dissolved by adding a mixture of PC and PE] A PS-rich phospholipid MCT dissolved by the method of Example 1 (16.3% by weight of a mixture of PC and PE) %) In PS
The content was measured from the density of the spot on the thin layer chromatography to confirm its stability. The results are shown in Table 3 below.
【００３２】[0032]
【表３】 [Table 3]
【００３３】表３は、製造直後のＰＳ含量を１００％と
した時の値を示したものである。表３に示す通り、酸を
加えて溶解させたものと比べて、ＰＳの安定性が高いこ
とが判った。Table 3 shows the values when the PS content immediately after production was taken as 100%. As shown in Table 3, it was found that the stability of PS was higher than that obtained by dissolving by adding an acid.
【００３４】[0034]
【発明の効果】本発明は以上説明した通り、ホスファチ
ジルセリンを高濃度に含有することができ、しかも、得
られたものは透明かつ流動性が高い特徴を有する油溶組
成物を得ることができるという効果がある。As described above, the present invention can contain a high concentration of phosphatidylserine, and the resulting product can provide an oil-soluble composition having characteristics of being transparent and having high fluidity. This has the effect.
【手続補正書】[Procedure amendment]
【提出日】平成１１年１１月３０日（１９９９．１１．
３０）[Submission date] November 30, 1999 (1999.11.
30)
【手続補正１】[Procedure amendment 1]
【補正対象書類名】明細書[Document name to be amended] Statement
【補正対象項目名】００２７[Correction target item name] 0027
【補正方法】変更[Correction method] Change
【補正内容】[Correction contents]
【００２７】表１に示したようにＰＥの添加により溶解
性の向上が認められた。また、ＰＥの添加による溶解性
の向上は、中鎖脂肪酸トリグリセリド（ＭＣＴ）が最も
高く、次いで大豆油、ドコサヘキサエン酸（ＤＨＡ）の
順であったことから、油脂の脂肪酸鎖の炭素数が少ない
ほどこの効果が高いことが判った。As shown in Table 1, the addition of PE improved the solubility. In addition, the improvement in solubility due to the addition of PE was highest in medium-chain fatty acid triglyceride (MCT) , followed by soybean oil and docosahexaenoic acid (DHA). It turned out that this effect was high.
───────────────────────────────────────────────────── フロントページの続き (72)発明者 工藤 聰 東京都港区東新橋１丁目１番19号 株式会 社ヤクルト本社内 Ｆターム(参考） 4B026 DC05 DG01 DG11 DL02 DX01 4H050 AA01 AA02 AB20 BB17 ────────────────────────────────────────────────── ─── Continued on the front page (72) Inventor Satoshi Kudo 1-1-1, Higashi-Shimbashi, Minato-ku, Tokyo Yakult Honsha F-term (reference) 4B026 DC05 DG01 DG11 DL02 DX01 4H050 AA01 AA02 AB20 BB17
Claims (4)
を、ホスファチジルエタノールアミン又はホスファチジ
ルエタノールアミン及びホスファチジルコリンと共に液
状油脂に溶解することを特徴とするホスファチジルセリ
ン高含有油溶組成物の製造法。1. A method for producing a phosphatidylserine-rich oil-soluble composition, comprising dissolving a phosphatidylserine-rich phospholipid together with phosphatidylethanolamine or phosphatidylethanolamine and phosphatidylcholine in a liquid fat or oil.
リン高含有油溶組成物の製造法において、 ホスファチジルセリン高含有リン脂質として、ホスファ
チジルセリンを２０重量％以上含むリン脂質組成物を用
い、 このリン脂質組成物を、最終リン脂質組成に対するホス
ファチジルエタノールアミン含量が５〜４０重量％、又
はホスファチジルエタノールアミン含量が５〜４０重量
％で且つホスファチジルコリン含量が５〜４０重量％に
なるように前記液状油脂に加えることを特徴とするホス
ファチジルセリン高含有油溶組成物の製造法。2. The method for producing a phosphatidylserine-rich oil-soluble composition according to claim 1, wherein the phosphatidylserine-rich phospholipid is a phospholipid composition containing 20% by weight or more of phosphatidylserine. The lipid composition is added to the liquid fat or oil so that the phosphatidylethanolamine content is 5 to 40% by weight or the phosphatidylethanolamine content is 5 to 40% by weight and the phosphatidylcholine content is 5 to 40% by weight based on the final phospholipid composition. A method for producing a phosphatidylserine-rich oil-soluble composition, characterized by comprising adding.
リン高含有油溶組成物の製造法において、 前記リン脂質組成物を、最終リン脂質組成に対するホス
ファチジルエタノールアミン含量が１０〜２０重量％、
又はホスファチジルエタノールアミン含量が１０〜２０
重量％で且つホスファチジルコリン含量が１０〜２０重
量％になるように前記液状油脂に加えることを特徴とす
るホスファチジルセリン高含有油溶組成物の製造法。3. The method for producing a phosphatidylserine-rich oil-soluble composition according to claim 2, wherein the phospholipid composition has a phosphatidylethanolamine content of 10 to 20% by weight based on a final phospholipid composition.
Or the phosphatidylethanolamine content is 10-20
A method for producing a phosphatidylserine-rich oil-soluble composition, which is added to the above-mentioned liquid fats and oils so as to have a phosphatidylcholine content of 10 to 20% by weight.
方法によって得られたホスファチジルセリン高含有油溶
組成物。4. A phosphatidylserine-rich oil-soluble composition obtained by the production method according to any one of claims 1 to 3.
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|---|---|---|---|
| JP30357799A JP4306899B2 (en) | 1999-10-26 | 1999-10-26 | Method for producing phosphatidylserine-containing oil-soluble composition |
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP30357799A JP4306899B2 (en) | 1999-10-26 | 1999-10-26 | Method for producing phosphatidylserine-containing oil-soluble composition |
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| JP4306899B2 JP4306899B2 (en) | 2009-08-05 |
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| JP30357799A Expired - Fee Related JP4306899B2 (en) | 1999-10-26 | 1999-10-26 | Method for producing phosphatidylserine-containing oil-soluble composition |
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Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7078733B2 (en) | 2002-03-07 | 2006-07-18 | Sanyo Electric Co., Ltd. | Aluminum alloyed layered structure for an optical device |
| JP2007506733A (en) * | 2003-09-25 | 2007-03-22 | エンジィモテック リミテッド | A stabilized formulation of phosphatidylserine |
| JPWO2005054415A1 (en) * | 2003-12-02 | 2007-12-06 | サントリー株式会社 | Oil and fat composition containing phospholipid and long-chain highly unsaturated fatty acid supplying compound, and food using the same |
| US7968112B2 (en) | 2003-10-22 | 2011-06-28 | Enzymotec Ltd. | Lipids containing omega-3 and omega-6 fatty acids |
| US8052992B2 (en) | 2003-10-22 | 2011-11-08 | Enzymotec Ltd. | Glycerophospholipids containing omega-3 and omega-6 fatty acids and their use in the treatment and improvement of cognitive functions |
| CN103156002A (en) * | 2011-12-09 | 2013-06-19 | 周纪元 | Phospholipid-containing edible oil and preparation method thereof |
-
1999
- 1999-10-26 JP JP30357799A patent/JP4306899B2/en not_active Expired - Fee Related
Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7078733B2 (en) | 2002-03-07 | 2006-07-18 | Sanyo Electric Co., Ltd. | Aluminum alloyed layered structure for an optical device |
| JP2007506733A (en) * | 2003-09-25 | 2007-03-22 | エンジィモテック リミテッド | A stabilized formulation of phosphatidylserine |
| US8324187B2 (en) | 2003-09-25 | 2012-12-04 | Enzymotec Ltd. | Stabilized formulations of phosphatidylserine |
| US7968112B2 (en) | 2003-10-22 | 2011-06-28 | Enzymotec Ltd. | Lipids containing omega-3 and omega-6 fatty acids |
| US8052992B2 (en) | 2003-10-22 | 2011-11-08 | Enzymotec Ltd. | Glycerophospholipids containing omega-3 and omega-6 fatty acids and their use in the treatment and improvement of cognitive functions |
| JPWO2005054415A1 (en) * | 2003-12-02 | 2007-12-06 | サントリー株式会社 | Oil and fat composition containing phospholipid and long-chain highly unsaturated fatty acid supplying compound, and food using the same |
| JP4773827B2 (en) * | 2003-12-02 | 2011-09-14 | サントリーホールディングス株式会社 | Oil and fat composition containing phospholipid and long-chain highly unsaturated fatty acid supplying compound, and food using the same |
| CN103156002A (en) * | 2011-12-09 | 2013-06-19 | 周纪元 | Phospholipid-containing edible oil and preparation method thereof |
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|---|---|
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