JPWO2011142445A1 - Composition comprising stabilized phosphatidylserine - Google Patents

Abstract

A composition comprising stabilized phosphatidylserine comprising (a) phosphatidylserine and (b) at least one calcium compound selected from the group consisting of calcined calcium, calcium oxide, and tricalcium phosphate.

Description

  The present invention relates to a composition comprising stabilized phosphatidylserine, a stabilizer for phosphatidylserine, and a method for stabilizing phosphatidylserine.

For the purpose of stabilizing powdered lecithin, it is known to mix excipients, antioxidants and the like. For example, in Patent Document 1, by mixing lecithin and calcined calcium, the crystal particles of lecithin are covered with calcined calcium, and for several months, the lecithin is not changed into an oily and fat state, and the dry state is maintained. At the same time, it is disclosed that the smell specific to lecithin can be suppressed.
In addition, phosphatidylserine is used as a supplement and is manufactured and distributed in a powder form and a fluid form. However, phosphatidylserine is in a powder form and a fluid form, compared to other phospholipids. It is very easy to decompose, and it is easy to be colored by decomposition and to have a bad odor. The decomposition of phosphatidylserine is usually considered to be decomposition by residual enzyme (phospholipase or the like) contained therein, chemical decomposition by decarboxylation, lipid peroxide, fatty acid hydrolysis, or the like.
In order to suppress the decomposition of phosphatidylserine, attempts have been made to use it together with an antioxidant such as vitamin E or to remove phospholipase D (Patent Document 2).

JP-A-5-320180 Special table 2007-506733 gazette

  The main object of the present invention is to provide a phosphatidylserine-containing composition in which decomposition of phosphatidylserine is suppressed, a phosphatidylserine stabilizer, and a phosphatidylserine stabilization method.

  The present inventor has conducted research to solve the above problems and tried to stabilize phosphatidylserine with various excipients, antioxidants, etc., but the phosphatidylserine has strong degradability and most excipients. However, it was found that at least one calcium compound selected from the group consisting of calcined calcium, calcium oxide, and tricalcium phosphate effectively suppresses the decomposition of phosphatidylserine.

The present invention has been completed based on this finding, and provides the following stabilized phosphatidylserine-containing composition and the like.
Item 1. A composition comprising stabilized phosphatidylserine comprising (a) phosphatidylserine and (b) at least one calcium compound selected from the group consisting of calcined calcium, calcium oxide, and tricalcium phosphate.
Item 2. Item 2. The composition according to Item 1, wherein the content ratio of (a) phosphatidylserine and (b) calcium compound is (a) :( b) = 1: 0.0001 to 10 in terms of dry weight.
Item 3. Item 3. The composition according to Item 1 or 2, wherein the content of (a) phosphatidylserine is 0.1 to 80% by weight in terms of dry weight with respect to the total amount of the composition.
Item 4. (b) The composition according to any one of Items 1 to 3, wherein the calcium compound content is 0.1 to 80% by weight in terms of dry weight relative to the total amount of the composition.
Item 5. Item 5. The composition according to any one of Items 1 to 4, wherein the composition is a food composition, a pharmaceutical composition, or a cosmetic composition.
Item 6. A phosphatidylserine stabilizer comprising at least one calcium compound selected from the group consisting of calcined calcium, calcium oxide, and tricalcium phosphate.
Item 7. A method for stabilizing phosphatidylserine, comprising mixing (a) phosphatidylserine and (b) at least one calcium compound selected from the group consisting of calcined calcium, calcium oxide, and tricalcium phosphate.
Item 8. Use of at least one calcium compound selected from the group consisting of calcined calcium, calcium oxide, and tricalcium phosphate for the production of a phosphatidylserine stabilizer.
Item 9. At least one calcium compound selected from the group consisting of calcined calcium, calcium oxide, and tricalcium phosphate for use in stabilizing phosphatidylserine.

  Since the composition of the present invention contains at least one calcium compound selected from the group consisting of calcined calcium, calcium oxide, and tricalcium phosphate, decomposition of phosphatidylserine is strongly suppressed. Since phosphatidylserine is a food component, and the calcium compound is a component used as a food additive or supplement, the composition of the present invention can be safely used as a food composition, a pharmaceutical composition, or the like. In addition, the composition of the present invention can be stored for a long time because decomposition of phosphatidylserine is suppressed, and is useful for storage and distribution at room temperature in summer.

The present invention will be described in detail below.
(1) Composition comprising stabilized phosphatidylserine The composition of the present invention is at least one selected from the group consisting of (a) phosphatidylserine, and (b) calcined calcium, calcium oxide, and tricalcium phosphate. A stabilized phosphatidylserine composition comprising a calcium compound.

(a) Phosphatidylserine Phosphatidylserine is commercially available from SIGMA, BIOMOL, NOF Corporation, etc.
Moreover, since lecithin derived from plants such as palm and commercially available lecithin contain phosphatidylcholine and phosphatidylethanolamine, serine and phospholipase D (for example, manufactured by Nagase ChemteX) are allowed to act on these lecithins for base exchange. By making it, a glycerophospholipid mixture containing phosphatidylserine can be obtained. The base exchange reaction can be performed, for example, by the method described in JP-A-2007-014270. Furthermore, phosphatidylserine can be isolated from this mixture by various types of chromatography. Examples of commercially available lecithin include SLP-WHITE and SLP-PI powder (both made by Sumi Oil).

(b) Calcium compound calcined calcium is obtained by calcining a substance containing a large amount of calcium at, for example, about 500 to 1500 ° C. The raw material calcium-containing materials include sea urchin shells, shells such as oysters and scallops, egg shells, carcasses of reef corals, animal bones such as cows, fish bones, and whey. The main component of baked sea urchin shells, shells, eggshells, and reef-building corals is calcium oxide. Among them, those obtained by firing sea urchin shells, shells, eggshells, and reef-building corals are preferred, and those obtained by firing shells are more preferred.
The calcined calcium can be purchased from Nippon Shelltech.
Calcium oxide and tricalcium phosphate can be purchased from Nacalai Tesque.
As the calcium compound, calcined calcium and calcium oxide are preferable, and calcined calcium is more preferable.

In the component ratio composition, the content ratio of (a) phosphatidylserine and (b) calcium compound is not particularly limited as long as the stabilizing action of phosphatidylserine is obtained, but in terms of dry weight, (a) :( b) = about 1: 0.0001 or more is preferred, about 1: 0.0005 or more is more preferred, and about 1: 0.001 or more is even more preferred. Further, the content ratio of (b) calcium compound to (a) phosphatidylserine is not particularly limited as long as the phosphatidylserine stabilizing effect is exerted, and may be determined in consideration of use, purpose, economy, etc. It can be about 1: 1000 or less, preferably about 1: 100 or less, more preferably about 1:10 or less. If it is the said range, a phosphatidylserine will fully be stabilized and it is advantageous to suppression of the moisture absorption of a phosphatidylserine, the browning by a decomposition | disassembly of a phosphatidylserine, a strange odor, etc.

Further, the contents of (a) phosphatidylserine and (b) calcium compound in the composition are not particularly limited as long as the phosphatidylserine stabilizing effect is exhibited. For example, in the composition, when (a) phosphatidylserine is expected to exhibit its function, etc., the amount of (a) phosphatidylserine necessary for exhibiting the desired function is blended, and stable depending on this blending amount. What is necessary is just to determine the compounding quantity of (b) calcium compound of the quantity which can ensure a chemical conversion effect. Therefore, when prescribing the contents of both components in the composition, it may be determined according to the use, properties and purpose of the composition.
The content of (a) phosphatidylserine in the composition is preferably about 0.01 to 99.99% by weight, more preferably about 0.05 to 99.9% by weight, more preferably about 0.1 to the total amount of the composition in terms of dry weight. -80% by weight is even more preferred, and about 0.1-50% by weight is even more preferred. If it is the said range, phosphatidylserine is kept stable.
The content of the calcium compound (b) in the composition is preferably about 0.01 to 99.99% by weight, more preferably about 0.1 to 99.95% by weight, based on the total amount of the composition, in terms of dry weight, About 0.1 to 80% by weight is even more preferred, and about 0.1 to 50% by weight is even more preferred. If it is the said range, phosphatidylserine is kept stable.

Production Method The composition of the present invention can be produced by mixing both (a) phosphatidylserine and (b) a calcium compound. In addition, when the composition of the present invention contains other components, the order of blending (a) phosphatidylserine, (b) calcium compound and other components is particularly limited as long as a stabilizing action is obtained. is not. It can be preferably produced by a production method comprising a step of (a) mixing phosphatidylserine and (b) a calcium compound to obtain a mixture, and a step of blending the mixture and other components.
In addition , the shape of the composition of the present invention is not particularly limited, but is preferably solid or semi-solid, and more preferably solid. The powder form is particularly preferable.

Applications Phosphatidylserine is known for various physiological activities such as improvement of brain function. The composition of the present invention can be suitably used as a food composition, a pharmaceutical composition, and a cosmetic composition because degradation of phosphatidylserine is suppressed and physiological activity is sustained.

Food Composition The composition of the present invention described above can be a food composition.
This food composition can be suitably used as a health food or a nutritional supplement (including balanced nutritional foods, supplements, etc.). It is also suitable for health functional foods (including foods for specified health use (including disease risk reduction labeling, standard-standard foods), foods for condition specific health use, and foods with functional nutrition).

This food composition is blended with excipients or additives usually used in foods to form tablets, tablets, pills, granules, powders, powders, capsules, wettable powders, emulsions, etc. Can be prepared. Of these, tablets, tablets, and granules are preferred because they are easy to take and taste good.
Common excipients used in food include syrup, gum arabic, sucrose, lactose, powdered reduced maltose, cellulose sugar, mannitol, maltitol, dextran, starches, gelatin, sorbit, tragacanth, polyvinylpyrrolidone Agents; sucrose fatty acid esters, glycerin fatty acid esters, magnesium stearate, calcium stearate, talc, polyethylene glycol, etc .; disintegrants such as potato starch; wetting agents such as sodium lauryl sulfate. Examples of additives include fragrances, buffers, thickeners, colorants, stabilizers, emulsifiers, dispersants, suspending agents, preservatives, and the like.
In the case where the above-described formulated food composition is used, it is preferable that (a) phosphatidylserine and (b) a calcium compound are included in the above content ratio. In addition, the content of (a) phosphatidylserine in the food composition is preferably about 0.1 to 60% by weight, more preferably about 0.1 to 50% by weight, based on the total amount of the composition, in terms of dry weight. About 0.5 to 30% by weight is even more preferred. If it is the said range, the phosphatidylserine which only has physiological activity will be contained in the quantity of food which can be ingested reasonably.
The content of the calcium compound (b) in the food composition is preferably about 0.01 to 80% by weight, more preferably about 0.1 to 70% by weight, and more preferably about 0.1 to 70% by weight, based on the total weight of the composition, in terms of dry weight. Even more preferred is 0.1-50% by weight. If it is the said range, a phosphatidylserine will fully be stabilized and it is advantageous to suppression of the moisture absorption of a phosphatidylserine, the browning by a decomposition | disassembly of a phosphatidylserine, a strange odor, etc.
The food composition may also contain confectionery (baked confectionery such as cookies, chocolate, cereal bar, jelly, gum, gummi, candy, etc.).
The food composition is preferably solid or semi-solid. Thereby, decomposition | disassembly of phosphatidylserine is suppressed more effectively.
In addition, the content of (a) phosphatidylserine in the food composition when (a) phosphatidylserine and (b) other food materials are added to the calcium compound to obtain a general food such as confectionery Is preferably about 0.01 to 50% by weight, more preferably about 0.05 to 40% by weight, and still more preferably about 0.1 to 20% by weight, based on the total weight of the composition, in terms of dry weight. If it is the said range, the phosphatidylserine which only has physiological activity will be contained in the quantity of food which can be ingested reasonably.
The content of the calcium compound (b) in the food composition is preferably about 0.005 to 60% by weight, more preferably about 0.01 to 50% by weight, and more preferably about 0. Even more preferred is 0.1 to 40% by weight. If it is the said range, it is advantageous to suppression of the moisture absorption of a phosphatidylserine, the browning by decomposition | disassembly of a phosphatidylserine, a strange odor, etc.

Pharmaceutical Composition The composition of the present invention described above can be made into a pharmaceutical composition, particularly an oral preparation, together with excipients usually used in medicine. Examples of solid preparations include powders, granules, tablets, tablets, pills, capsules, chewable agents and the like. Among them, solid preparations are preferable in that decomposition of phosphatidylserine is more effectively suppressed, granules, tablets, tablets, capsules are more preferable, and granules are more preferable in terms of easy administration and good taste. preferable.
Solid preparations are prepared by blending active ingredients with pharmaceutically acceptable carriers and additives. For example, excipients such as sucrose, lactose, glucose, starch, mannitol; binders such as gum arabic, gelatin, crystalline cellulose, hydroxypropylcellulose, methylcellulose; disintegrants such as carmellose, starch; anhydrous citric acid Stabilizers such as sodium laurate and glycerol are blended. Further, it may be coated or encapsulated with gelatin, white sugar, gum arabic, carnauba wax or the like. These preparations may contain additives such as sweeteners, preservatives, demulcents, lubricants, diluents, buffers, flavoring agents, and coloring agents.

In the pharmaceutical composition, it is preferable that (a) phosphatidylserine and (b) calcium compound are contained in the above content ratio. Further, the content of (a) phosphatidylserine in the pharmaceutical composition is preferably about 0.1 to 60% by weight, more preferably about 0.1 to 50% by weight, based on the total amount of the composition, in terms of dry weight. About 0.5 to 30% by weight is even more preferred. If it is the said range, the phosphatidylserine which can obtain physiological activity will be contained in the medicine of the quantity which can be ingested reasonably.
The content of the calcium compound (b) in the pharmaceutical composition is preferably about 0.01 to 80% by weight, more preferably about 0.1 to 70% by weight, more preferably about 0.1 to 70% by weight, based on the total weight of the composition, in terms of dry weight. Even more preferred is 0.1-50% by weight. If it is the said range, a phosphatidylserine will fully be stabilized and it is advantageous to suppression of the moisture absorption of a phosphatidylserine, the browning by a decomposition | disassembly of a phosphatidylserine, a strange odor, etc.

Cosmetic Composition The composition of the present invention described above can be made into various cosmetic compositions together with components usually used in cosmetics. The cosmetic composition is preferably solid or semi-solid, and more preferably solid.
The form of the cosmetic composition is not particularly limited. For example, basic cosmetics such as creams, sunscreen cosmetics, packs, hand creams, body creams; cleansing cosmetics such as facial cleansers, makeup removers, and treatments And decorative cosmetics such as foundations, lip balms, lip colors and lip glosses.
In addition, the cosmetic composition is a known additive that is added to the cosmetic, for example, a surfactant, a thickener, a preservative, a pH adjuster, a chelating agent, a stable agent, as long as the effects of the present invention are not impaired. An agent, an irritation reducing agent, a preservative, a colorant, a dispersant, a fragrance, a pearl luster imparting agent, and the like can be added. An additive can be used individually by 1 type or in combination of 2 or more types.

The content of (a) phosphatidylserine in the cosmetic composition is preferably about 0.001 to 20% by weight, more preferably about 0.005 to 20% by weight, and more preferably about 0.005 to 20% by weight, based on the total amount of the composition in terms of dry weight. Even more preferred is 0.01 to 10% by weight. If it is the said range, the effect | action of a phosphatidylserine will fully be acquired.
The content of the calcium compound (b) in the cosmetic composition is preferably about 0.001 to 30% by weight, more preferably about 0.005 to 20% by weight, and more preferably about 0.005 to 20% by weight with respect to the total amount of the composition in terms of dry weight. Even more preferred is 0.01 to 10% by weight. If it is the said range, phosphatidylserine will fully be stabilized and it is advantageous to suppression of the browning by a decomposition | disassembly of phosphatidylserine, a strange odor, etc.

(2) Phosphatidylserine stabilizer / stabilization method At least one calcium compound selected from the group consisting of calcined calcium, calcium oxide, and tricalcium phosphate is phosphatidylserine in a composition containing phosphatidylserine or phosphatidylserine. It can be used as a serine stabilizer or a decomposition inhibitor.
Moreover, this invention includes the following each invention.
(i) A method for stabilizing or decomposing phosphatidylserine, comprising mixing (a) phosphatidylserine and (b) at least one calcium compound selected from the group consisting of calcined calcium, calcium oxide, and tricalcium phosphate. Suppression method.
(ii) Use of at least one calcium compound selected from the group consisting of calcined calcium, calcium oxide, and tricalcium phosphate for the production of a phosphatidylserine stabilizer or a decomposition inhibitor.
(iii) At least one calcium compound selected from the group consisting of calcined calcium, calcium oxide, and tricalcium phosphate for use in stabilizing or inhibiting decomposition of phosphatidylserine.
In the present invention, a phosphatidylserine stabilizer or degradation inhibitor, a stabilization method or degradation inhibition method, a use for the production of a stabilizer or degradation inhibitor, and a calcium compound, the type of calcium compound, calcium compound and phosphatidyl The use amount of serine, the use ratio of the calcium compound and phosphatidylserine, and the like are as described for the composition of the present invention.

Hereinafter, the present invention will be described more specifically with reference to examples. However, the present invention is not limited to these examples.
(1) Preparation of phosphatidylserine-containing substance
(1-1) High concentration phosphatidylserine (H-PS)
7 g of soy lecithin (LIPOID S100 (LIPOID); phosphatidylcholine = 95 wt%) was mixed with 70 mL of a heptane / acetone mixed solution (heptane: acetone = 4: 1) and dissolved to obtain a lecithin solution. Separately, an enzyme-containing serine solution containing 20 g of serine and 500 U of phospholipase D (manufactured by Nagase ChemteX) in 67 mL of 1 M acetate buffer (pH 4.5) was prepared.
The enzyme-containing serine solution was added to the lecithin solution and stirred at 30 ° C. for 5 hours. Next, 75 mL of the above heptane / acetone mixture and 20 g of sodium chloride were added to this mixture, and the mixture was stirred for 1 hour and allowed to stand to separate the aqueous phase and the organic solvent phase, and then the organic phase was recovered. A phosphatidylserine-containing organic solvent solution was obtained. This organic solvent solution contained 7 g of solids. The composition of the solid content was analyzed by HPLC under the following conditions in accordance with Agric. Biol. Chem. 50 (10) 2643-2645, 1986. The phosphatidylserine content was 91% by weight.
The phospholipid content in the following examples was also measured in the same manner as in this example.

<HPLC conditions>
Column used: GL Sciences Unisil Q NH2 (4.6mm ID x 250mm)
Mobile phase: acetonitrile / methanol / 10 mM ammonium dihydrogen phosphate = 1856/874/270
Flow rate: 1.3mL / min Detection: UV 205nm

(1-2) Phospholipid mixture (PIPS)
Soybean lecithin (UltralecP (ADM); phosphatidylcholine = 24% by weight, phosphatidylethanolamine = 17% by weight, phosphatidylinositol = 14% by weight) 7g mixed with 70mL of heptane / acetone mixture (heptane: acetone = 4: 1) And dissolved to obtain a lecithin solution. Separately, an enzyme-containing serine solution containing 20 g of serine and 500 U of phospholipase D (manufactured by Nagase ChemteX) in 67 mL of 1 M acetate buffer (pH 4.5) was prepared.
An enzyme-containing serine solution was added to the lecithin solution, and the mixture was stirred at 30 ° C. for 5 hours to obtain a phosphatidylserine and phosphatidylinositol-containing organic solvent solution in the same manner as in (1-1). This organic solvent solution contained 7 g of solids. The phosphatidylserine content and phosphatidylinositol content in the solids were 32% by weight and 21% by weight, respectively.
This phospholipid mixture is commercially available from Nagase ChemteX Corporation under the trade name PIPS Nagase.

(1-3) Sunflower phosphatidylserine Sunflower-derived lecithin (GIRALEC (ASENOR); phosphatidylcholine = 14% by weight), 70 g is mixed with 700 mL of heptane / acetone mixed solution (heptane: acetone = 4: 1), dissolved, and lecithin A solution was obtained. Separately, an enzyme-containing serine solution containing 200 g of serine and 500 U of phospholipase D (manufactured by Nagase ChemteX) in 670 mL of 1 M acetate buffer (pH 4.5) was prepared.
The enzyme-containing serine solution was added to the lecithin solution and stirred at 30 ° C. for 5 hours. Next, 750 mL of the above heptane / acetone mixture and 200 g of sodium chloride were added to this mixture, stirred for 1 hour, and allowed to stand to separate the aqueous phase and the organic solvent phase, and then the organic phase was recovered. A phosphatidylserine-containing organic solvent solution was obtained. This organic solvent solution contained 22.4 g of solids. The phosphatidylserine content of the solid content was 33% by weight.

(1-4) Krill phosphatidylserine Krill-derived lecithin (SUPERBA (Aker); phosphatidylcholine = 30 wt%) 70g is mixed with 700 mL of heptane / acetone mixed solution (heptane: acetone = 4: 1), dissolved, and lecithin solution Got. Separately from this, an enzyme-containing serine solution containing 200 g of serine and 5000 U of phospholipase D (manufactured by Nagase ChemteX) in 670 mL of 1 M acetate buffer (pH 4.5) was prepared.
The enzyme-containing serine solution was added to the lecithin solution and stirred at 30 ° C. for 5 hours to obtain a phosphatidylserine-containing organic solvent solution in the same manner as (1-3). This organic solvent solution contained 11 g of solids. The phosphatidylserine content of the solid content was 75% by weight.

(1-5) Accra phosphatidylserine Lecithin derived from salmon roe (Sunomega PC-DHA (Nippon Yushi Co., Ltd.); phosphatidylcholine = 30 wt%) is mixed with 70 mL of a heptane / acetone mixture (heptane: acetone = 4: 1) To obtain a lecithin solution. Separately from this, an enzyme-containing serine solution containing 200 g of serine and 5000 U of phospholipase D (manufactured by Nagase ChemteX) in 670 mL of 1 M acetate buffer (pH 4.5) was prepared.
The enzyme-containing serine solution was added to the lecithin solution and stirred at 30 ° C. for 5 hours to obtain a phosphatidylserine-containing organic solvent solution in the same manner as (1-3). This organic solvent solution contained 4.5 g solids. The phosphatidylserine content of the solid content was 78% by weight.

(2) Examination of stabilizing substances for phosphatidylserine
(2-1) Examination of various test substances A powdery phosphatidylserine-containing substance 3g and predetermined amounts of various test substances were mixed with a mill mixer to obtain a powdery mixture. The mixture was stored at 50 ° C. or 60 ° C. for 1, 2, or 4 weeks for an accelerated test (sealed, shielded from light. The following accelerated test was also sealed and shielded from light). Before and after storage, the mixture was extracted with a mixture of chloroform, methanol, and water (chloroform: methanol: water = 50: 25: 3 (volume ratio)), and Agric. Biol. Chem. 50 (10) 2643-2645, According to 1986, the content of phosphatidylserine was measured under the above HPLC conditions, and the residual ratio of phosphatidylserine was calculated.

<Result>
The results are shown in Tables 1 to 7 below.
Oyster shell calcined calcium HS in the table is manufactured by ABC Techno, and scallop shell calcined calcium is manufactured by Nippon Shelltech.

As is clear from Tables 1 to 4, phosphatidylserine remained in 90% or more of calcium oxide, calcined calcium, and tricalcium phosphate after storage at 60 ° C. for 1 week. In these calcium compounds, 90% or more of phosphatidylserine remained even after storage at 60 ° C. for 2 weeks. Among them, calcined shell calcium had 95% or more of phosphatidylserine remaining after storage at 50 ° C. for 4 weeks, and the stabilization effect of phosphatidylserine was extremely high.
Further, other calcium compounds, organic and inorganic excipients had a relatively low residual rate of phosphatidylserine.

As is clear from Table 5, calcined calcium exhibited a stabilizing effect of phosphatidylserine even in an extremely small amount. Further, as apparent from Table 6, the stabilizing effect was confirmed even when stored at 50 ° C. for 4 weeks.
As is clear from Table 7, phosphatidylserine was greatly stabilized by calcium oxide regardless of its origin. In particular, phosphatidylserine derived from marine products such as krill and salmon has a high ratio of unsaturated fatty acids (EPA, DPA, etc.) as side chain fatty acids, and is less stable than that of saturated fatty acids. A stabilizing effect was also obtained for these phosphatidylserine.

(2-2) Combination of antioxidants Mill mixer with 0.03% by weight vitamin C (ascorbic acid) and 0.3% by weight vitamin E-containing antioxidant added to phosphatidylserine-containing phospholipid mixture (PIPS) To obtain a mixture. This mixture is subjected to an accelerated test for storage for 1 or 2 weeks at a temperature of 60 ° C., and the mixture is extracted with a mixture of chloroform and methanol (chloroform: methanol = 2: 1 (volume ratio)) before and after storage. Then, the content of phosphatidylserine was measured by HPLC under the above conditions. In addition, it was subjected to accelerated tests and measurements in the same manner without adding an antioxidant to PIPS.
As Vitamin E, Emix D (Eisai Food Chemical Co.) and Cobiox (Cogmis Co.) were used.
The results are shown in Table 8 and Table 9 below.

In general, antioxidants such as vitamin E and vitamin C are widely used as stabilizers for unstable substances, but from Tables 8 and 9, the degradation of phosphatidylserine cannot be suppressed even when an antioxidant is added. I understand that.

(2-3) Comparison of phospholipid stability An accelerated test was conducted in which test substances having the same weight were stored at a temperature of 60 ° C. for 1 week, and the appearance after storage was compared with the presence or absence of a bad odor. In addition, the mixture (weight mixing ratio 1: 0.5) of H-PS and scallop shell calcined calcium was prepared by the same method as the above “(2-1) Examination of various test substances”. Note that the test substance before the acceleration test is generally white. The results are shown in Table 10 below.

As is clear from Table 10, phosphatidylserine was less heat stable than lecithin. In addition, calcined calcium was able to suppress browning and off-flavor of phosphatidylserine.

  In the composition of the present invention, the decomposition of phosphatidylserine is strongly suppressed. Therefore, it can be stored for a long time, and can be stored and distributed at room temperature in the summer.

Claims (9)

  A composition comprising stabilized phosphatidylserine comprising (a) phosphatidylserine and (b) at least one calcium compound selected from the group consisting of calcined calcium, calcium oxide, and tricalcium phosphate.   The composition according to claim 1, wherein the content ratio of (a) phosphatidylserine and (b) calcium compound is (a) :( b) = 1: 0.0001 to 10 in terms of dry weight.   The composition according to claim 1 or 2, wherein the content of (a) phosphatidylserine is 0.1 to 80% by weight in terms of dry weight relative to the total amount of the composition.   (b) The composition according to any one of claims 1 to 3, wherein the content of the calcium compound is 0.1 to 80% by weight in terms of dry weight with respect to the total amount of the composition.   The composition according to any one of claims 1 to 4, wherein the composition is a food composition, a pharmaceutical composition, or a cosmetic composition.   A phosphatidylserine stabilizer comprising at least one calcium compound selected from the group consisting of calcined calcium, calcium oxide, and tricalcium phosphate.   A method for stabilizing phosphatidylserine, comprising mixing (a) phosphatidylserine and (b) at least one calcium compound selected from the group consisting of calcined calcium, calcium oxide, and tricalcium phosphate.   Use of at least one calcium compound selected from the group consisting of calcined calcium, calcium oxide, and tricalcium phosphate for the production of a phosphatidylserine stabilizer.   At least one calcium compound selected from the group consisting of calcined calcium, calcium oxide, and tricalcium phosphate for use in stabilizing phosphatidylserine.