JP3650168B2 - Lysated phospholipid composition and process for producing the same - Google Patents
Lysated phospholipid composition and process for producing the same Download PDFInfo
- Publication number
- JP3650168B2 JP3650168B2 JP17558295A JP17558295A JP3650168B2 JP 3650168 B2 JP3650168 B2 JP 3650168B2 JP 17558295 A JP17558295 A JP 17558295A JP 17558295 A JP17558295 A JP 17558295A JP 3650168 B2 JP3650168 B2 JP 3650168B2
- Authority
- JP
- Japan
- Prior art keywords
- phospholipid
- lyso
- phospholipid composition
- acidic
- composition
- 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 - Fee Related
Links
Description
【０００１】
【産業上の利用分野】
本発明は例えば乳化剤として用いることのできるリゾレシチン系のリゾ化リン脂質組成物に関するものであり、更に詳しくは酸性リン脂質が濃縮されたリゾレシチン系のリゾ化リン脂質組成物及び製造法に関するものである。従って、広く食品や化粧品、医薬品分野で利用できるものである。
【０００２】
【従来の技術】
大豆や卵黄等の天然物から得られたリン脂質は、「レシチン（粗レシチン）」として市販され、主にホスファチジルコリン（以下、「ＰＣ」と記す），ホスファチジルエタノールアミン（以下、「ＰＥ」と記す），ホスファチジルイノシトール（以下、「ＰＩ」と記す），及び，ホスファチジン酸（以下、「ＰＡ」と記す）等の混合物である。各々のリン脂質は次の化１〜化４に示す化学構造式を有する。尚、「レシチン」はホスファチジルコリン（ＰＣ）の別称とする場合があるが、ここで付言する「レシチン（粗レシチン）」とは、主にＰＣ，ＰＥ，ＰＩ，ＰＡ等のリン脂質の混合物である。
【０００３】
【化１】
主に大豆や卵黄から得られるレシチン及びレシチン分画物やそれらの誘導体は、乳化特性，生理機能，界面活性作用，抗菌活性等に優れた天然物として、広く食品，化粧品，医薬品，工業製品に利用されている。また、レシチンをホスホリパーゼＡ2 （以下、「ＰＬＡ2 」と記す）やリパーゼ等で一部加水分解して得られるリゾレシチンは、カルシウムイオンの存在下によっても乳化特性が劣化しない等の更に優れた特性を有しており、種々のものが市販されている。
【０００５】
レシチン及びレシチン分画物やそれらの誘導体は、乳化特性、生理機能、界面活性作用、抗菌活性等に優れた天然物として、広く食品、化粧品、医薬品、工業製品に利用されている。レシチンを酵素分解して親水性の高い酵素分解レシチンを製造することは、それら諸機能を更に高め、より高度に利用するためには有用な技術であると言える。
【０００６】
【発明が解決しようとする課題】
しかし、従来のリゾレシチンはリン脂質中の両極性リン脂質（ＰＥ，ＰＣ）を主として含むものを原料に使用しているので、リゾホスファチジルエタノールアミン（以下、「ＬＰＥ」と記す），リゾホスファチジルコリン（以下、「ＬＰＣ」と記す）が主成分となり、また比較的リゾ化されにくいＰＩ，ＰＡの大部分がそのまま残っていた。一方、食品等の製造分野では種々の乳化剤が提供されているが、特に蛋白含有飲料での乳化特性に優れているものが求められていた。
【０００７】
本発明は、従来のリゾレシチンより優れた特性を有するリン脂質組成物及び製造法を得ることを目的とし、界面活性剤や抗菌剤、医薬用原料等として広く食品や化粧品、医薬分野での利用が期待されるリン脂質組成物及び製造法を得ることを目的とする。
【０００８】
【課題を解決するための手段】
本請求項１に記載された発明に係るリゾ化リン脂質組成物では、ＰＩを含む酸性リン脂質の含有割合が４５重量％以上であるリン脂質組成物を酵素でリゾ化処理して得られたものである。
【０００９】
本請求項２に記載された発明に係るリゾ化リン脂質組成物では、ＰＩを含む酸性リン脂質の含有割合が４５重量％以上であるリン脂質組成物を酵素でリゾ化処理して得られたリゾ化リン脂質組成物であって、
ＰＩのリゾ化率が３５重量％より高いものである。
【００１０】
本請求項３に記載された発明に係るリゾ化リン脂質組成物の製造法では、ＰＩを含む酸性リン脂質の含有割合が４５重量％以上であるリン脂質組成物をＰＩのリゾ化率を指標にし、該リゾ化率が予め定められた値を超えるように酵素でリゾ化処理するものである。
【００１１】
本請求項４に記載された発明に係るリゾ化リン脂質組成物の製造法では、ＰＩを含む酸性リン脂質の含有割合が４５重量％以上であるリン脂質組成物をＰＩのリゾ化率が３５重量％を超えるように酵素でリゾ化処理するものである。
【００１２】
【作用】
本発明においては、ＰＩを含む酸性リン脂質の割合が４５重量％以上のリン脂質組成物を、ＰＩのリゾ化率が３５重量％を超えるように酵素でリゾ化処理したリゾ化リン脂質組成物であるため、従来のリゾレシチンを初めとした種々の乳化剤より優れた特性を有する。
【００１３】
本発明で用いられるＰＩを含む酸性リン脂質の割合が４５重量％以上のリン脂質組成物は、酸性リン脂質が４５重量％以上含まれるものであれば良いが、通常の大豆や菜種、綿実、サフラワー等の植物由来のレシチンでは、酸性リン脂質は４５重量％以上は含まれない。そこで、好ましくは、大豆や菜種、綿実、サフラワー等の植物由来のレシチンをエタノールで処理して両極性リン脂質であるＰＣやＰＥをエタノール可溶性成分として除去して得られるＰＡ及びＰＩ等を主成分とするエタノール不溶性画分を用いる。従って、本発明における酸性リン脂質としては、ＰＩ及びＰＡが上げられる。
【００１４】
また、好ましくは、本発明における酸性リン脂質組成物としては、リン脂質中の両極性リン脂質であるＰＣとＰＥの合計モル比が５０％未満で、且つ前記酸性リン脂質の割合が４５％以上であるものが、酸性リン脂質の特性に応じたリゾ化リン脂質の特性の向上が顕著に現われる。更に好ましくは、発明における酸性リン脂質組成物が、リン脂質中の両極性リン脂質であるＰＣとＰＥの合計モル比が５０％未満で、且つ前記酸性リン脂質の割合が５０％以上の組成物であるものが、更に酸性リン脂質の特性に応じたリゾ化リン脂質の特性の向上が更に顕著に現われる。
【００１５】
このようなＰＩを含む酸性リン脂質の割合が濃縮されたリン脂質組成物を用いてリゾ化処理が行われるが、リゾ化反応に使用できる酵素は、通常レシチンのリゾ化に用いられるものであれば特に制限はなく、例えばホスホリパーゼＡ2 （以下、「ＰＬＡ2 」と記す）が上げられる。
【００１６】
このＰＬＡ2 等の酵素によってリゾ化処理が行われるが、好ましくは、リン脂質混合物をＰＬＡ2 でリゾ化処理し、ＰＩの加水分解率が３５％を超える程度のリゾ化したものでは、商業的な乳化力を発揮する乳化能を有することが判った。また、好ましくは４０％を超えるものでは市販の乳化剤と同等或いはそれ以上の乳化能を有し、更に好ましくは６０％を超えるものでは、非常に優れた乳化能を有することが判った。
【００１７】
従って、本発明のリゾ化リン脂質組成物では、乳化剤として用いる場合には、好ましくは少なくとも酸性リン脂質のうちＰＩの３５％以上がリゾ化されている。これには前述のように、酸性リン脂質、特にＰＩはリゾ化反応を受けにくいので、これを一つの指標として、従来法より酵素の量を増やしたり、反応時間を長くしたりすることで目的を達成することができる。
【００１８】
こうして得られたリゾ化リン脂質組成物は、そのまま乳化剤として使用しても良いが、常法、例えば有機溶媒による処理により渋味や収斂味等の官能的に好ましくない味を与える遊離の脂肪酸を除去する。従って、好ましくは得られたリゾ化リン脂質組成物中の残存遊離脂肪酸が１５％以下、更に好ましくは８％以下まで除去されたものは、より優れた官能的品質特性を示す。
【００１９】
以上に示した本発明に係るリゾ化リン脂質組成物は、カルシウムイオン等の塩の存在下の乳化特性に優れており、また特にタンパク質成分含有物における乳化特性に優れたものであり、優れた乳化力を有する乳化剤として、界面活性剤や抗菌剤、医薬用原料等として広く食品や化粧品、医薬分野での利用が期待されるものである。
【００２０】
【実施例】
実施例１．リン脂質の分画（不溶性画分を得る）
大豆粗レシチンをエタノール（60℃）に分散させ、25℃に冷却して生じた可溶性画分を除き、不溶性の沈殿画分を蒸溜濃縮釜で残存するエタノールを除いて酸性リン脂質に富んだ画分（ＰＩ画分）を得た。得られたＰＩ画分をホスホリパーゼＡ2 （Novo Nordisk社のレシターゼ１０ＬTM）の基質として種々の程度に加水分解し、加水分解度の異なる酵素分解レシチン６種類（ＭＳ−０〜５）を調製した。
【００２１】
得られた６種類の酵素分解レシチンの個々のＰＩ分解率は次の表１に示す通りである。尚、リン脂質の定性・定量分析は、薄層クロマトグラフィーで行い、検出はディットマー・レスター試薬でリン脂質を発色させ、画像解析装置（ゲル博士；三谷商事（株））で定量した。
【００２２】
【表１】
実施例２．乳化試験
得られた６種類の酵素分解レシチンについて、個々の乳化力を調べた。比較対象として加水分解率が９０％以上あり、主成分がＬＰＣであり、市販の酵素分解レシチンとしては最も乳化能が強いとされているもの（太陽化学（株）；サンレシチン）を選んだ。具体的な乳化試験は、０．５ｇの酵素分解レシチン試料を２００ｍｌのビーカに測りとり、これに各種水溶液（水，１．０％ 食塩水，５０ｍＭ 塩化カルシウム溶液）を３０ｍｌ加えて攪拌溶解し（６３℃）、ＴＫホモジナイザーにて３，０００ｒｐｍで２分間攪拌した。
【００２４】
これに７０ｍｌの無添加菜種油（ズダンII 0.0001 ％添加で、オレンジ色に着色）を６０℃以上に保温しながらＴＫホモジナイザー５，０００ｒｐｍで滴下混合した。油を添加後８，０００ｒｐｍで５分間乳化を続け、得られた乳化物を１００ｍｌの目盛り付き試験管に注加して、室温で３日間静置保存して乳化状態を観察した。結果を次の表２に示す。
【００２５】
【表２】
表２に示す通り、乳化力は、
ＭＳ−２＞ＭＳ−０＞ＭＳ−１＞ＭＳ−３＝市販酵素分解レシチン
となった。
【００２７】
商業的な乳化力を発揮するためには最も分解されにくいＰＩの分解率が約３５％を超えること（ＭＳ−３）、ＬＰＣを中心とする市販の酵素分解レシチン以上の乳化力を意図する場合には、ＰＩの分解率は４０％以上が必要であること（ＭＳ−１）が判った。
【００２８】
ＰＩの乳化力は他のリン脂質より良いとの報告（小野善正，フードケミカル，１２月号，ｐ２３−３１，１９８５）もあるものの、酵素分解レシチンに要求される強力な乳化能を達成するためには、ＰＬＡ2 作用を受け難いＰＩの分解率を上げることが必要であることが判った。この試験結果から、酸性リン脂質に富んだ画分を出発材料とした酵素分解レシチンは、ＰＩの分解率を上げれば従来の両極性リン脂質を主成分とする粗レシチンや分画レシチンを基質として調製したものとは、その性質，乳化能も異なることが明らかである。
【００２９】
実施例３．リゾ化反応及び後処理
渋味や収斂味等の官能的に好ましくない味を与える遊離の脂肪酸を除去する後処理を実施した。大豆粗レシチンをエタノール（60℃）に分散させ25℃に冷却して生じた可溶性画分を除き、一方、不溶性の沈殿画分を蒸溜濃縮釜で残存するエタノールを除いて酸性リン脂質に富んだ画分（ＰＩ画分）４０ｋｇを得て、リゾ化反応の基質として用いた。
【００３０】
これに３０ｋｇの酢酸エチルを加え、更に６００万ＩＵ（Novo Nordisk社のレシターゼ１０ＬTMに水を加え３ｋｇとしたもの）のホスホリパーゼＡ2 を５０℃で一晩静置反応させ、生じた上清を捨て、重液画分は酢酸エチル１５０ｋｇを加えて５℃に冷却しリゾ化反応で精製した遊離脂肪酸を可溶化させて捨て、沈殿を酵素分解レシチン画分として採取した。さらに残存する酢酸エチルと水を濃縮釜で留去し、酵素分解レシチンの粉末１８ｋｇを得た。
【００３１】
薄層クロマトグラフィー（展開溶媒の組成はクロロホルム：メタノール：酢酸＝１３：５：２で、リン脂質はDittmer-Lester試薬で発色させた）の分析の結果、この粉末はリゾ化率（もとのＰＩに対しリゾ化したＰＩ百分率）が９５％以上で、遊離脂肪酸含量は０．７％であり、優れた官能的品質特性を示すものであった。また、リゾ化反応も遊離脂肪酸除去も充分行われていた。
【００３２】
【発明の効果】
本発明は以上説明したとおり、ＰＩを含む酸性リン脂質の割合が４５重量％以上のリン脂質組成物を、ＰＩのリゾ化率が３５重量％を超えるように酵素でリゾ化処理したリゾ化リン脂質組成物であるため、従来のリゾレシチンを初めとした種々の乳化剤より優れた特性が有し、界面活性剤や抗菌剤、医薬用原料等として広く食品や化粧品、医薬分野での利用ができるという効果がある。[0001]
[Industrial application fields]
The present invention relates to a lysolecithin lysozyme phospholipid composition that can be used as, for example, an emulsifier, and more particularly to a lysolecithin lysozyme phospholipid composition enriched with acidic phospholipids and a production method thereof. . Therefore, it can be widely used in the food, cosmetics and pharmaceutical fields.
[0002]
[Prior art]
Phospholipids obtained from natural products such as soybeans and egg yolk are commercially available as “lecithin (crude lecithin)”, mainly phosphatidylcholine (hereinafter referred to as “PC”), phosphatidylethanolamine (hereinafter referred to as “PE”). ), Phosphatidylinositol (hereinafter referred to as “PI”), and phosphatidic acid (hereinafter referred to as “PA”). Each phospholipid has a chemical structural formula shown in the following chemical formulas 1 to 4. In addition, “lecithin” may be another name for phosphatidylcholine (PC), but “lecithin (crude lecithin)” added here is mainly a mixture of phospholipids such as PC, PE, PI, and PA. .
[0003]
[Chemical 1]
Lecithins and lecithin fractions and their derivatives obtained mainly from soybeans and egg yolk are widely used in foods, cosmetics, pharmaceuticals, and industrial products as natural products with excellent emulsifying properties, physiological functions, surface activity, antibacterial activity, etc. It's being used. In addition, lysolecithin obtained by partially hydrolyzing lecithin with phospholipase A 2 (hereinafter referred to as “PLA 2 ”), lipase or the like has further excellent characteristics such as that the emulsification characteristics do not deteriorate even in the presence of calcium ions. Various products are commercially available.
[0005]
Lecithin and lecithin fractions and derivatives thereof are widely used in foods, cosmetics, pharmaceuticals, and industrial products as natural products having excellent emulsifying properties, physiological functions, surface activity, antibacterial activity, and the like. Enzymatic degradation of lecithin to produce highly hydrolyzed enzymatic lecithin can be said to be a useful technique for further enhancing these functions and utilizing them to a higher degree.
[0006]
[Problems to be solved by the invention]
However, since conventional lysolecithin is mainly composed of phospholipids containing ambipolar phospholipids (PE, PC), lysophosphatidylethanolamine (hereinafter referred to as “LPE”), lysophosphatidylcholine (hereinafter referred to as “LPE”) , (Hereinafter referred to as “LPC”), and most of PI and PA, which are relatively difficult to be lysed, remained as they were. On the other hand, various emulsifiers are provided in the field of production of foods and the like, and those having excellent emulsification characteristics particularly in protein-containing beverages have been demanded.
[0007]
The present invention aims to obtain a phospholipid composition and production method having properties superior to those of conventional lysolecithin, and is widely used as a surfactant, antibacterial agent, pharmaceutical raw material, etc. in the food, cosmetics and pharmaceutical fields. An object is to obtain an expected phospholipid composition and production method.
[0008]
[Means for Solving the Problems]
In the lysed phospholipid composition according to the invention described in claim 1, the phospholipid composition containing 45% by weight or more of the acidic phospholipid containing PI was obtained by lysing with an enzyme. Is.
[0009]
In the lysylated phospholipid composition according to the invention described in claim 2, the phospholipid composition containing 45% by weight or more of the acidic phospholipid containing PI was obtained by lysing with an enzyme. A lysated phospholipid composition comprising:
The lysification rate of PI is higher than 35% by weight.
[0010]
The preparation of lyso phospholipid composition according to the invention described in the claims 3, phospholipid composition index lyso ratio of the PI content of acidic phospholipids is 45 wt% or more including PI The lysation treatment is performed with an enzyme so that the lysation rate exceeds a predetermined value.
[0011]
The preparation of lyso phospholipid composition according to the invention described in the claim 4, the phospholipid composition content of the acidic phospholipid containing PI is 45 wt% or more lyso ratio of PI 35 The enzyme is lysed so as to exceed the weight%.
[0012]
[Action]
In the present invention, a lysed phospholipid composition obtained by lysing a phospholipid composition containing 45% by weight or more of an acidic phospholipid containing PI with an enzyme such that the lysolysis rate of PI exceeds 35% by weight Therefore, it has properties superior to various emulsifiers including conventional lysolecithin.
[0013]
The phospholipid composition containing 45% by weight or more of the acidic phospholipid containing PI used in the present invention may be any composition containing 45% by weight or more of acidic phospholipid. In the case of lecithin derived from plants such as safflower, acidic phospholipids do not contain 45% by weight or more. Therefore, preferably, PA, PI, etc. obtained by treating lecithin derived from plants such as soybean, rapeseed, cottonseed, safflower, etc. with ethanol and removing PC or PE as bipolar phospholipids as ethanol-soluble components Use the ethanol-insoluble fraction as the main component. Therefore, PI and PA are raised as the acidic phospholipid in the present invention.
[0014]
Preferably, the acidic phospholipid composition of the present invention has a total molar ratio of PC and PE, which are bipolar phospholipids in the phospholipid, of less than 50%, and the ratio of the acidic phospholipid is 45% or more. However, the improvement of the characteristics of the lysylated phospholipid in accordance with the characteristics of the acidic phospholipid appears remarkably. More preferably, the acidic phospholipid composition in the invention is a composition in which the total molar ratio of PC and PE, which are bipolar phospholipids in the phospholipid, is less than 50%, and the ratio of the acidic phospholipid is 50% or more. However, the improvement of the characteristics of the lysylated phospholipid according to the characteristics of the acidic phospholipid appears more remarkably.
[0015]
The lysolysis treatment is carried out using such a phospholipid composition enriched in the proportion of acidic phospholipids containing PI, and the enzyme that can be used for the lysolysis reaction is usually one that is used for lysine lecithin. For example, phospholipase A 2 (hereinafter referred to as “PLA 2 ”) can be mentioned.
[0016]
The lysolysis treatment is performed by an enzyme such as PLA 2. Preferably, a phospholipid mixture is lysotreated with PLA 2 to obtain a lysosome having a PI hydrolysis rate exceeding 35%. It has been found that it has an emulsifying ability that exhibits a good emulsifying power. Further, it was found that when the amount exceeds 40%, the emulsifying ability is equal to or higher than that of a commercially available emulsifier, and more preferably when the amount exceeds 60%, the emulsifying ability is extremely excellent.
[0017]
Therefore, in the lysed phospholipid composition of the present invention, when used as an emulsifier, at least 35% or more of PI among acidic phospholipids is lysed. As described above, since acidic phospholipids, especially PI, are not easily subjected to lysolysis reaction as described above, this is used as an index to increase the amount of enzyme or increase the reaction time compared to the conventional method. Can be achieved.
[0018]
The lysed phospholipid composition thus obtained may be used as an emulsifier as it is, but free fatty acids that give a sensory unfavorable taste such as astringency and astringency by treatment with an organic solvent, for example, are used. Remove. Accordingly, those in which the residual free fatty acid in the obtained lysylated phospholipid composition is preferably removed to 15% or less, more preferably 8% or less, exhibit better sensory quality characteristics.
[0019]
The lysated phospholipid composition according to the present invention described above is excellent in emulsification characteristics in the presence of a salt such as calcium ion, and is particularly excellent in emulsification characteristics in a protein component-containing material. As an emulsifier having emulsifying power, it is expected to be widely used as a surfactant, an antibacterial agent, a pharmaceutical raw material, etc. in the food, cosmetics and pharmaceutical fields.
[0020]
【Example】
Example 1. Fractionation of phospholipid (to obtain insoluble fraction)
Dissolve soy crude lecithin in ethanol (60 ° C) and cool to 25 ° C to remove the soluble fraction, and remove the insoluble precipitate fraction from the ethanol remaining in the distillation concentration kettle. Minute (PI fraction) was obtained. The obtained PI fraction was hydrolyzed to various extents as a substrate for phospholipase A 2 (Novo Nordisk Lecitase 10L ™ ) to prepare 6 types of enzymatically degraded lecithins (MS-0 to 5) having different degrees of hydrolysis. .
[0021]
The individual PI degradation rates of the obtained 6 kinds of enzymatically degraded lecithin are as shown in Table 1 below. In addition, qualitative and quantitative analysis of phospholipid was performed by thin layer chromatography, and detection was performed by coloring the phospholipid with Dittmer-Lester reagent and quantifying with an image analyzer (Dr. Gel; Mitani Corp.).
[0022]
[Table 1]
Example 2 Emulsification test Each of the six types of enzymatically degraded lecithin obtained was examined for emulsification power. As a comparison object, a hydrolysis rate of 90% or more, LPC as a main component, and a commercially available enzymatically decomposed lecithin having the strongest emulsifying ability (Taiyo Kagaku Co., Ltd .; sun lecithin) were selected. In a specific emulsification test, 0.5 g of an enzyme-degraded lecithin sample was measured in a 200 ml beaker, and 30 ml of various aqueous solutions (water, 1.0% saline, 50 mM calcium chloride solution) were added thereto and dissolved by stirring ( 63 ° C.), and stirred for 2 minutes at 3,000 rpm with a TK homogenizer.
[0024]
70 ml of non-added rapeseed oil (colored orange with 0.0001% Zudan II added) was added dropwise thereto at 5,000 rpm with a TK homogenizer while keeping the temperature at 60 ° C. or higher. After the oil was added, emulsification was continued at 8,000 rpm for 5 minutes, and the obtained emulsion was poured into a 100 ml graduated test tube and stored at room temperature for 3 days to observe the emulsified state. The results are shown in Table 2 below.
[0025]
[Table 2]
As shown in Table 2, the emulsifying power is
MS-2>MS-0>MS-1> MS-3 = commercially enzymatically degraded lecithin.
[0027]
In order to exhibit commercial emulsifying power, the decomposition rate of PI, which is the most difficult to decompose, exceeds about 35% (MS-3), and when the emulsifying power is more than that of commercially available enzymatically decomposed lecithin centered on LPC It was found that the decomposition rate of PI should be 40% or more (MS-1).
[0028]
Although it has been reported that PI has better emulsifying power than other phospholipids (Yoshimasa Ono, Food Chemical, December, p23-31, 1985), to achieve the powerful emulsifying ability required for enzymatically degraded lecithin It was found that it is necessary to increase the decomposition rate of PI that is difficult to receive PLA 2 action. From this test result, enzyme-degraded lecithin starting from a fraction rich in acidic phospholipids can be obtained using crude lecithin or fractionated lecithin mainly composed of conventional bipolar phospholipids as a substrate if the degradation rate of PI is increased. It is apparent that the properties and emulsifying ability are different from those prepared.
[0029]
Example 3 FIG. A post-treatment was carried out to remove free fatty acids that give a sensory unfavorable taste such as lysolysis reaction and post-treatment astringency and astringency. The soluble fraction produced by dispersing soybean crude lecithin in ethanol (60 ° C) and cooling to 25 ° C was removed. On the other hand, the insoluble precipitate fraction was rich in acidic phospholipids by removing ethanol remaining in the distillation concentration kettle. 40 kg of the fraction (PI fraction) was obtained and used as a substrate for the lysolysis reaction.
[0030]
To this was added 30 kg of ethyl acetate, and phospholipase A 2 of 6 million IU (3 kg added to Novo Nordisk Lecitase 10L TM ) was allowed to stand at 50 ° C. overnight, and the resulting supernatant was recovered. The heavy liquid fraction was added with 150 kg of ethyl acetate, cooled to 5 ° C., solubilized the free fatty acid purified by the lysolysis reaction, discarded, and the precipitate was collected as an enzymatically decomposed lecithin fraction. Further, the remaining ethyl acetate and water were distilled off in a concentration kettle to obtain 18 kg of enzymatically decomposed lecithin powder.
[0031]
As a result of analysis by thin layer chromatography (the composition of the developing solvent was chloroform: methanol: acetic acid = 13: 5: 2 and the phospholipid was colored with Dittmer-Lester reagent) The percentage of PI lysed with respect to PI was 95% or more and the free fatty acid content was 0.7%, indicating excellent sensory quality characteristics. In addition, the lysation reaction and free fatty acid removal were sufficiently performed.
[0032]
【The invention's effect】
As described above, the present invention provides a lysed phospholipid obtained by lysing a phospholipid composition containing 45% by weight or more of an acidic phospholipid containing PI with an enzyme so that the lysolysis rate of PI exceeds 35% by weight. Because it is a lipid composition, it has properties superior to various emulsifiers such as conventional lysolecithin, and can be widely used in the food, cosmetics, and pharmaceutical fields as a surfactant, antibacterial agent, pharmaceutical raw material, etc. There is an effect.
Claims (4)
ホスファチジルイノシトールのリゾ化率が３５重量％より高いことを特徴とするリゾ化リン脂質組成物。 The phospholipid composition content of the acidic phospholipid is 45 wt% or more, including the phosphatidyl Ji inositol a lyso phospholipid composition obtained by treating lyso of an enzyme,
Lyso phospholipids composition lyso ratio of phosphatidyl Chi inositol may be higher than 35 wt%.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP17558295A JP3650168B2 (en) | 1995-06-20 | 1995-06-20 | Lysated phospholipid composition and process for producing the same |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP17558295A JP3650168B2 (en) | 1995-06-20 | 1995-06-20 | Lysated phospholipid composition and process for producing the same |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH093078A JPH093078A (en) | 1997-01-07 |
| JP3650168B2 true JP3650168B2 (en) | 2005-05-18 |
Family
ID=15998613
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP17558295A Expired - Fee Related JP3650168B2 (en) | 1995-06-20 | 1995-06-20 | Lysated phospholipid composition and process for producing the same |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JP3650168B2 (en) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR100331932B1 (en) * | 1999-11-30 | 2002-04-09 | 최승철 | A method for preparing lysophosphatidylethanolamine |
-
1995
- 1995-06-20 JP JP17558295A patent/JP3650168B2/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| JPH093078A (en) | 1997-01-07 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| Hauser et al. | Rabbit small intestinal brush border membrane. Preparation and lipid composition | |
| DE2552663C3 (en) | METHOD FOR PRODUCING WATER AND OIL EMULSIONS | |
| JP3853464B2 (en) | Production method of plant lysolecithin | |
| DE69011408T2 (en) | A method of modifying the properties of the egg yolk. | |
| JPH0249593A (en) | Production of lysolecithin | |
| US5152928A (en) | Surfactant and method for producing the same | |
| DE69825733T2 (en) | SPECIFIC INHIBITORS OF PANCREATIC LIPASE AND ITS APPLICATIONS | |
| JP3650168B2 (en) | Lysated phospholipid composition and process for producing the same | |
| JPH0211234B2 (en) | ||
| EP0885896B1 (en) | Phospholipid composition | |
| JPH0517918B2 (en) | ||
| JPS63279753A (en) | Production of enzyme-modified lecithin | |
| Little et al. | Effect of Co2+-substitution on the substrate specificity of phospholipase C from Bacillus cereus during attack on two membrane systems | |
| JPH0657715B2 (en) | Method for producing lysophospholipid containing almost no lysophospholipid other than LPC | |
| EP0384976B1 (en) | Glycerophospholipid composition having enhanced surface-active properties | |
| JPS6336792A (en) | Production of phospholipid by enzyme | |
| JP3791058B2 (en) | Method for producing lysolecithin | |
| JP5041790B2 (en) | Process for producing phosphatidylserine having polyunsaturated fatty acid as a constituent | |
| JPS6354926A (en) | Surfactant composition | |
| JPH0761273B2 (en) | Phospholipid modification method | |
| JP2002218991A (en) | Method for producing phosphatidyl serine | |
| EP2502928A1 (en) | Process for production of purified egg-yolk phospholipid composition, and pharmaceutical composition, cosmetic composition or food composition comprising purified egg-yolk phospholipid composition produced by the process | |
| JPH0662648B2 (en) | Method for producing high-purity lecithin | |
| JP2503567B2 (en) | Lecithin purification method | |
| JPS63119841A (en) | Surfactant composition |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| A977 | Report on retrieval |
Free format text: JAPANESE INTERMEDIATE CODE: A971007 Effective date: 20040513 |
|
| A131 | Notification of reasons for refusal |
Free format text: JAPANESE INTERMEDIATE CODE: A131 Effective date: 20040525 |
|
| A521 | Written amendment |
Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20040715 |
|
| TRDD | Decision of grant or rejection written | ||
| A01 | Written decision to grant a patent or to grant a registration (utility model) |
Free format text: JAPANESE INTERMEDIATE CODE: A01 Effective date: 20050201 |
|
| A61 | First payment of annual fees (during grant procedure) |
Free format text: JAPANESE INTERMEDIATE CODE: A61 Effective date: 20050217 |
|
| FPAY | Renewal fee payment (event date is renewal date of database) |
Free format text: PAYMENT UNTIL: 20080225 Year of fee payment: 3 |
|
| FPAY | Renewal fee payment (event date is renewal date of database) |
Free format text: PAYMENT UNTIL: 20090225 Year of fee payment: 4 |
|
| FPAY | Renewal fee payment (event date is renewal date of database) |
Free format text: PAYMENT UNTIL: 20090225 Year of fee payment: 4 |
|
| FPAY | Renewal fee payment (event date is renewal date of database) |
Free format text: PAYMENT UNTIL: 20100225 Year of fee payment: 5 |
|
| LAPS | Cancellation because of no payment of annual fees |