Method for producing lysophospholipid-containing composition, and method for producing oil-in-water emulsion composition using same

Abstract

The present invention relates to a method for producing a lysophospholipid-containing composition obtained by decomposing a phospholipid using phospholipase A. The method is characterized by comprising a mixing step, a phospholipase decomposition step, and an enzyme inactivation step, the value of the lysophospholipid-containing composition calculated from L2 value-L1 value being positive, L1 value being the brightness value of the composition, L1 value being the brightness value of the composition, L1 value being the brightness value of the composition, and L1 value being the brightness value of the composition. L2 value is the brightness value of an oil-in-water emulsion obtained by dispersing the composition in 100 times by mass of clear water, the total usage amount of the phospholipid, the fat, the polyol, the clear water, and the phospholipase A in the mixing step is 90% by mass or more with respect to the total usage amount of the starting material and the phospholipase A, the content of the polyol in the starting material is 0.4-3.0 times by mass with respect to the content of the clear water, and L2 value is the brightness value of the oil-in-water emulsion obtained by dispersing the composition in 100 times by mass of the clear water. The content of the phospholipid in the starting material is 0.07-0.5 mass times the total content of the phospholipid and the fat and oil, and the total content of the polyol and the clear water in the starting material is 0.25-4.0 mass times the total content of the phospholipid and the fat and oil.

Description

Technical Field

[0001] The present invention relates to a method for producing a lysophospholipid-containing composition and a method for producing an oil-in-water emulsion composition using the same. The method for producing a lysophospholipid-containing composition comprises decomposing phospholipids into lysophospholipids by a novel method of enzymatically decomposing phospholipids using phospholipase A without using an organic solvent that is removed in association therewith, and the obtained lysophospholipid-containing composition has self-emulsification properties and can be easily used for various purposes. Background Art

[0002] As methods for decomposing phospholipids with phospholipase A, for example, there are known methods: a method in which phospholipids are dissolved in an organic solvent, and the phospholipids are brought into contact with the phospholipase A while mixing the organic solvent phase with a dispersion of phospholipase A (Non-Patent Document 1); a method in which an oil-in-water emulsion is prepared using phospholipids as an emulsifier, and the phospholipase A dispersed in the aqueous phase is brought into contact with the phospholipids present at the interface between the oil phase and the aqueous phase (Non-Patent Document 2), etc.

[0003] Yet, in the method for non-patent literature 1, by using an organic solvent, enzyme reaction is easily carried out, but if the organic solvent is not removed, then can't be used for various purposes, such as food, medicine etc. Particularly the manufacturing conditions of the use diethyl ether of non-patent literature 1 record are not permitted in food purposes on safety. In addition, in the method for non-patent literature 2, without using an organic solvent, phospholipid can be enzymatically decomposed with the state of oil-in-water emulsion, but there is the following problem: compared with the method using an organic solvent, the enzymatic decomposition reaction speed is slow, and finally needs to be used for removing the large energy of water. Any method all has some problems, requires the new method of utilizing enzymatic decomposition to solve these problems.

[0004] Prior art literature

[0005] Non-patent literature

[0006] Non-patent literature 1: Biochemical Experimental Lecture 3, "Chemistry of Lipids", edited by the Biochemical Society of Japan, pp. 264-265, published on November 25, 1974

[0007] Non-patent document 2: D.M. Cabezas, R. Madoeery, B.W.K. Diehl, M.C. Toma's, Emulsifying Properties of Different Modified Sunflower Lecithins, J. Am. Oil Chem. Soc. (2012) 89: pp. 355-361 Summary of the invention

[0008] Problem that the invention aims to solve

[0009] The present invention aims to provide a method for producing a lysophospholipid-containing composition and a method for producing an oil-in-water emulsion composition using the same. The method for producing a lysophospholipid-containing composition comprises a novel method for decomposing phospholipids into lysophospholipids by enzymatic decomposition of phospholipids using phospholipase A without using an organic solvent to be removed, and the obtained lysophospholipid-containing composition has self-emulsification properties and can be easily used for various applications.

[0010] Solutions for solving problems

[0011] The present inventors have conducted intensive studies to achieve the above-mentioned object.

[0012] As a result, a novel enzymatic decomposition method was attempted in which phospholipids were enzymatically decomposed by phospholipase A in a mixture of a polyol matrix containing phospholipids, oils and fats, a polyol and a small amount of clean water as raw materials, and the raw material mixing ratio of the above-mentioned mixture was controlled so that the obtained composition would have self-emulsification. It was unexpectedly found that the enzymatic decomposition of phospholipids by phospholipase A proceeds even without using an organic solvent that is removed in the process, and a lysophospholipid-containing composition that has self-emulsification and is easy to use for various applications was obtained, thereby completing the present invention.

[0013] That is, the present invention is:

[0014] (1) A method for producing a composition containing lysophospholipids, characterized in that the method is a method for producing a composition containing lysophospholipids obtained by decomposing phospholipids using phospholipase A, the method comprising: a mixing step of uniformly mixing raw materials containing phospholipids, fats, polyols and water and phospholipase A to start enzymatic decomposition of phospholipids using phospholipase A;

[0015] a phospholipase decomposition step of enzymatically decomposing the phospholipids using phospholipase A so that the decomposition rate of the phospholipids in the mixture obtained in the mixing step is 20% by mass or more; and

[0016] an enzyme inactivation step of inactivating phospholipase A in the enzymatic decomposition product obtained in the phospholipase decomposition step,

[0017] The value calculated by L2 value - L1 value of the obtained lysophospholipid-containing composition is positive.

[0018] L1 value: lightness value of the composition containing lysophospholipids,

[0019] L2 value: Brightness value of an oil-in-water emulsion obtained by dispersing a lysophospholipid-containing composition in 100 times the mass of clean water,

[0020] The total amount of the phospholipid, the oil, the polyol, the clean water and the phospholipase A used in the mixing step is 90% by mass or more relative to the total amount of the raw materials and the phospholipase A used,

[0021] The content of the polyol in the raw material is 0.4 to 3.0 times by mass relative to the content of the clean water in the raw material.

[0022] The content of the phospholipid in the raw material is 0.07 to 0.5 times by mass relative to the total content of the phospholipid and the oil in the raw material.

[0023] The total content of the polyol and the clean water in the raw material is 0.25 to 4.0 times by mass the total content of the phospholipid and the oil in the raw material.

[0024] (2) The method for producing a lysophospholipid-containing composition according to (1), wherein the value calculated by subtracting the L2 value from the L1 value is +5 or more.

[0025] (3) A method for producing an oil-in-water emulsion composition, comprising a water dispersing step of dispersing the lysophospholipid-containing composition obtained by the method for producing a lysophospholipid-containing composition according to (1) or (2) in clean water.

[0026] (4) A method for producing a mixed composition, comprising a mixing step of adding one or more of a fat, a fat-soluble substance, a polyol, clean water and a water-soluble substance to the lysophospholipid-containing composition obtained by the method for producing a lysophospholipid-containing composition according to (1) or (2),

[0027] The value calculated by L2 value-L1 value of the mixed composition obtained by the above mixing step is positive, L1 value: brightness value of the mixed composition,

[0028] L2 value: Brightness value of an oil-in-water emulsion obtained by dispersing the mixed composition in 100 times by mass of clean water.

[0029] (5) A method for producing an oil-in-water emulsion composition, comprising a water dispersing step of dispersing the mixed composition obtained by the method for producing a mixed composition according to (4) in clean water.

[0030] Effects of the Invention

[0031] According to the present invention, by performing the enzymatic decomposition of phospholipids by phospholipase A without using an organic solvent that is removed, phospholipids are decomposed into lysophospholipids, and the obtained lysophospholipid-containing composition can be provided, which has self-emulsification and is easy to use for various purposes. Therefore, a lysophospholipid-containing composition in which phospholipids are decomposed to a desired decomposition rate can be provided, and the use of the composition can be expected to be expanded, and in particular, due to the characteristics of the composition, the use of the composition in oil-in-water emulsion compositions can be expected to be expanded. DETAILED DESCRIPTION

[0032] The present invention is described in detail below.

[0033] In addition, in the present invention, unless otherwise specified, "%" means "mass %", "times" means "mass times", and "parts" means "parts by mass".

[0034] <Features of the Invention>

[0035] The present invention is characterized in that it provides a method for producing a composition containing lysophospholipids, which comprises enzymatically decomposing phospholipids using phospholipase A in a mixture of a polyol base composed of phospholipids, oils and fats, a polyol and a small amount of clean water, and controlling the raw material mixing ratio of the above-mentioned mixture so that the obtained composition has self-emulsification. Therefore, even without using an organic solvent that is removed in the process, phospholipids can be enzymatically decomposed using phospholipase A, and the obtained lysophospholipid-containing composition has self-emulsification and can be easily used for various purposes.

[0036] <Method for producing a lysophospholipid-containing composition>

[0037] The method for producing a lysophospholipid-containing composition of the present invention (hereinafter, also simply described as "the production method") comprises: a mixing step of uniformly mixing raw materials containing phospholipids, oils, polyols and clean water and phospholipase A, and starting to enzymatically decompose the phospholipids using phospholipase A; a phospholipase decomposition step of enzymatically decomposing the phospholipids using phospholipase A so that the decomposition rate of phospholipids in the mixture obtained in the mixing step is 20% by mass or more; and an enzyme inactivation step of inactivating the phospholipase A in the enzymatic decomposition product obtained in the phospholipase decomposition step.

[0038] <Composition containing lysophospholipid>

[0039] The lysophospholipid-containing composition obtained by the production method of the present invention is a composition containing lysophospholipids obtained by decomposing the ester bond between the glycerol skeleton and fatty acid of phospholipids by phospholipase A as main raw materials, and has the self-emulsifying property described below. In addition, in the lysophospholipid-containing composition obtained by the production method of the present invention, in addition to the aforementioned raw materials and substances derived from the raw materials, other raw materials such as food raw materials, pharmaceutical raw materials, and cosmetic raw materials may be included as long as they have the self-emulsifying property described below. Furthermore, since the lysophospholipid-containing composition obtained by the production method of the present invention is subjected to an inactivation treatment for phospholipase A, it can be used directly or in combination with other raw materials, and the combined substance can be used for various purposes such as food, medicine, cosmetics, or additives for these purposes.

[0040] <Phospholipase A>

[0041] The phospholipase A used as the phospholipid decomposing enzyme in the production method of the present invention is an enzyme that decomposes the ester bond between the glycerol skeleton and the fatty acid of the phospholipid to form a lysophospholipid. As phospholipase A, for example, phospholipase A1 or phospholipase A2 can be cited. Phospholipase A is commercially available as phospholipase A derived from microorganisms, phospholipase A derived from animals, etc., and from the viewpoint of ease of enzyme inactivation treatment and CO2 reduction in SDGs, phospholipase A derived from microorganisms is preferred.

[0042] <Amount of Phospholipase A Used>

[0043] The amount of phospholipase A used in the production method of the present invention is not particularly limited as long as the decomposition rate of phospholipids decomposed by phospholipase A is 20% or more. Although it depends on the enzyme activity, type, origin of the enzyme, or phospholipid content of the phospholipase A used, if economic efficiency and the complexity of the inactivation process are taken into consideration, the amount of phospholipase A used is preferably 0.001% or more, 0.005% or more, or 0.01% or more, for example, relative to the total amount of the raw material and phospholipase A used in the mixing step. The upper limit is preferably 1.0% or less, 0.8% or less, or 0.5% or less.

[0044] <Phospholipids and Lysophospholipids>

[0045] The phospholipids used in the production method of the present invention refer to lipids with phosphorus having two ester bonds between a glycerol backbone and a fatty acid. Specifically, for example, phosphatidylcholine (hereinafter referred to as "PC"), phosphatidylethanolamine (hereinafter referred to as "PE"), phosphatidylinositol (hereinafter referred to as "PI"), phosphatidylserine (hereinafter referred to as "PS"), phosphatidic acid (hereinafter referred to as "PA"), etc. can be listed.

[0046] On the other hand, lysophospholipids refer to lipids with phosphorus that have one ester bond between a glycerol backbone and a fatty acid. Specifically, for example, lysophosphatidylcholine (hereinafter referred to as "LPC"), lysophosphatidylethanolamine (hereinafter referred to as "LPE"), lysophosphatidylinositol (hereinafter referred to as "LPI"), lysophosphatidylserine (hereinafter referred to as "LPS"), lysophosphatidic acid (hereinafter referred to as "LPA"), etc. can be cited.

[0047] As the phospholipid used in the production method of the present invention, one or more of the above-mentioned phospholipids can be used. In addition, in the present invention, egg yolk phospholipids derived from egg yolk, plant phospholipids derived from plants such as soybean, sunflower, rapeseed, and rice, and lecithin containing fats and oils such as triacylglycerols from various origins can also be used as raw materials.

[0048] When lecithin containing oil and fat is used, the phospholipid portion in the lecithin is the phospholipid of the present invention, and the oil and fat in the lecithin corresponds to the oil and fat described below.

[0049] <Decomposition rate of phospholipids>

[0050] In the production method of the present invention, the decomposition rate of phospholipids by phospholipase A is 20% or more, preferably 25% or more, 30% or more, 35% or more, or 40% or more. If the decomposition rate is lower than the above value, it is difficult to obtain a self-emulsifying composition which is an effect of the present invention, which is not preferred.

[0051] <Preparation of analytical sample for calculating the decomposition rate of phospholipids>

[0052] Regarding the decomposition rate of phospholipids specified in the present invention, a method for preparing an analytical sample for calculation thereof is shown below.

[0053] (1) 1.0 g of the lysophospholipid-containing composition obtained by the production method of the present invention was aliquoted into a 10 mL screw-top centrifuge tube, and 2.0 mL of ion-exchanged water was added and stirred thoroughly.

[0054] (2) 2.0 mL of methanol and 2.0 mL of chloroform were further added in sequence, with sufficient stirring each time.

[0055] (3) The mixed solution in the screw-top centrifuge tube was centrifuged at 3000 rpm for 10 minutes to separate into two layers.

[0056] (4) The lower chloroform / methanol layer separated into two layers was filtered using a membrane filter (PTFE type) with a pore size of 0.45 μm and used as a sample for high performance liquid chromatography (HPLC).

[0057] <High Performance Liquid Chromatography (HPLC) Analysis Method for Calculating the Decomposition Rate of Phospholipids>

[0058] Next, the HPLC analysis conditions for calculating the degradation rate of phospholipids are shown below. It should be noted that conditions not specified in the following analysis conditions can be set arbitrarily.

[0059] [Detector] Evaporative light scattering detector (ELSD): manufactured by Waters

[0060] [Chromatographic column] Alltima HP Silica 5μm, 250mm×4.6mm

[0061] [Mobile phase A] methanol: ion exchange water: acetic acid: triethylamine = 85:15:0.45:0.05 (volume ratio)

[0062] [Mobile phase B] Hexane: 2-propanol: mobile phase A = 20:48:32 (volume ratio)

[0063] [Table 1]

[0064] gradient

[0065]

[0066] %:capacity%

[0067] <Calculation method of phospholipid decomposition rate>

[0068] The method for calculating the decomposition rate of phospholipids specified in the present invention is to calculate by the following mathematical formula using the HPLC peak area of ​​the following components after decomposition.

[0069] [Mathematical formula 1]

[0070] Phospholipid decomposition rate (%) = [lysophospholipid peak area / (phospholipid peak area + lysophospholipid peak area)] × 100

[0071] When the raw material at the start of decomposition contains lysophospholipid as a component generated after decomposition, the value obtained by subtracting the content rate in the raw material stage from the above-mentioned decomposition rate of phospholipid is the decomposition rate of phospholipid.

[0072] When part or all of the raw material phospholipid contains PC, the decomposition rate to lysophospholipid is substantially the same as the decomposition rate to LPC, and therefore the following formula is used in the present invention.

[0073] [Mathematical formula 2]

[0074] Phospholipid degradation rate (%) = [LPC peak area / (PC peak area + LPC peak area)] × 100

[0075] It should be noted that since the peak area is proportional to the mass, the decomposition rate (%) of phospholipid calculated by the above formula is synonymous with mass %.

[0076] Next, essential raw materials other than phospholipids used in the production method of the present invention, namely, fats and oils, polyols, and clean water, and other raw materials will be described.

[0077] <Grease>

[0078] As the fats and oils used in the production method of the present invention, specifically, for example, triacylglycerols, diacylglycerols, etc., as long as the effect of the present invention is not impaired, a part of the fats and oils containing other neutral lipids such as free fatty acids, cholesterol, cholestanol, phytosterols, phytostanols, etc. can also be used. The origin of the fat is not particularly limited, and examples thereof include fats and oils derived from plants, animals, algae, and microorganisms. From the viewpoint of SDGs, fats and oils derived from plants, algae, or microorganisms other than animals are preferred, and fats and oils derived from plants are particularly preferred. In addition, as the fats and oils used in the production method of the present invention, liquid fats and oils that remain in a liquid state at room temperature (25°C) are preferred, and liquid fats and oils that remain in a liquid state even under refrigeration (4°C) are more preferred. In the present invention, as fats and oils, one or more of them can be used.

[0079] It should be noted that the oils and fats contained in the aforementioned lecithin are also included in the oils and fats of the present invention.

[0080] <Polyol>

[0081] The polyol used in the manufacturing method of the present invention is not particularly limited as long as it is an organic compound having two or more alcoholic hydroxyl groups in one molecule and used as a raw material in the fields of food, medicine or cosmetics. Specifically, examples of the polyol include reduced syrup, sorbitol, xylitol, maltitol, glycerol, 1,3-butylene glycol, etc. In the present invention, one or more of them can be used as the polyol. For the aforementioned reduced syrup, sorbitol, etc., there are circulating products containing 30% water. For such circulating products containing water, the part other than water is the polyol of the present invention, and the aforementioned water is equivalent to the clean water described later.

[0082] <Shimizu>

[0083] The clean water used in the production method of the present invention is not particularly limited as long as it is used as a raw material in the fields of food, medicine or cosmetics. Specifically, for example, purified water, ion exchange water, distilled water, distilled water for injection, tap water, etc. can be listed. In the present invention, as the clean water, one or more of these can be used.

[0084] The water contained in the aforementioned polyol is also included in the clean water of the present invention. Furthermore, the water in the aqueous raw material that can be used in the production of the present invention, such as the water in starch syrup, is also included in the clean water of the present invention.

[0085] <Other raw materials>

[0086] The raw materials used in the production method of the present invention include phospholipids, oils, polyols and water as essential raw materials. As long as the effect of the present invention is not impaired, other raw materials can be used in addition to these essential raw materials. As other raw materials, for example, pH adjusters, chelating agents, antioxidants, flavoring raw materials, thickeners, various vitamins, etc. can be listed.

[0087] Next, the phospholipids, fats and oils, polyols and clean water, which are essential raw materials used in the production method of the present invention, and the usage amounts of phospholipase A are described in detail. It should be noted that the content of these essential raw materials in the raw materials is synonymous with the usage amount.

[0088] <Total amount of essential raw materials and phospholipase A used>

[0089] The total amount of phospholipids, oils and fats, polyols, clean water, and phospholipase A used in the mixing step is 90% or more, preferably 95% or more, or 98% or more, based on the total amount of the raw materials and phospholipase A used.

[0090] If the total amount is less than the above amount, it may be difficult to homogenize the raw material and phospholipase A as a whole, and the enzymatic decomposition of phospholipids by phospholipase A may not proceed sufficiently.

[0091] <Polyol content in raw materials relative to water content in raw materials>

[0092] In the production method of the present invention, the content of the polyol in the raw material is 0.4 to 3.0 times the content of the clean water in the raw material. In addition, from the aspect of easily obtaining a high decomposition rate of phospholipids, the lower limit is preferably 0.5 times or more, and the upper limit is preferably 2.7 times or less.

[0093] When the content of the polyol relative to the content of the clean water is outside the above range, even if the whole is mixed, the whole will separate after a period of time after the mixing is stopped, making it difficult to perform enzymatic decomposition of phospholipids by phospholipase A while keeping the whole uniform.

[0094] <Lepid content in raw materials relative to the total amount of phospholipids and oils in raw materials>

[0095] In the production method of the present invention, the content of the phospholipid in the raw material is 0.07 to 0.5 times the total amount of the phospholipid and oil in the raw material. In addition, from the aspect of being able to produce in a state where the phospholipid content in the mixture obtained in the mixing step is relatively high and it is easy to obtain a high decomposition rate of the phospholipid, the above lower limit is preferably 0.08 times or more, 0.1 times or more, and the above upper limit is preferably 0.45 times or less, 0.4 times or less.

[0096] When the content of phospholipids relative to the total amount of phospholipids and oils is less than the above lower limit, even if the whole is mixed, the whole will separate after a period of time after the mixing is stopped, so it is difficult to perform enzymatic decomposition of phospholipids by phospholipase A while keeping the whole uniform. On the other hand, if it exceeds the above upper limit, enzymatic decomposition of phospholipids by phospholipase A cannot be fully performed.

[0097] <Total amount of polyol and water in raw materials relative to total amount of phospholipids and oils in raw materials>

[0098] In the production method of the present invention, the total amount of the polyol and the clean water in the raw material is 0.25 to 4.0 times the total amount of the phospholipid and the oil in the raw material. In addition, from the aspect of easily obtaining a high decomposition rate of the phospholipid, the aforementioned lower limit is preferably 0.3 times or more, 0.5 times or more, 1.0 times or more, and the aforementioned upper limit is preferably 3.5 times or less.

[0099] When the total amount of the polyol and the clean water relative to the total amount of the phospholipid and the oil is outside the above range, even if the whole is mixed, the whole will separate after a period of time after the mixing is stopped, so it is difficult to perform enzymatic decomposition of phospholipids using phospholipase A while keeping the whole uniform.

[0100] The conditions for the necessary raw materials and the amount of phospholipase A used (such as the content in the raw materials) are described above. By satisfying the above conditions, the mixture after the mixing step and at the start of the decomposition in the phospholipase decomposition step is uniform as a whole and has appropriate fluidity for easy enzymatic decomposition. Therefore, the enzymatic decomposition of phospholipids by phospholipase A is fully carried out, and since the aforementioned mixture contains an appropriate amount of phospholipids, the productivity of the obtained lysophospholipids will not deteriorate.

[0101] <Self-emulsification of lysophospholipid-containing composition>

[0102] The lysophospholipid-containing composition obtained by the production method of the present invention has the following characteristics: when the brightness value (L1 value) of the composition is compared with the brightness value (L2 value) of a water-in-oil emulsion obtained by dispersing the composition in 100 times the mass of clean water, the value calculated by L2 value - L1 value is positive, preferably greater than +5 and greater than +10.

[0103] The obtained lysophospholipid-containing composition can sufficiently decompose phospholipids by phospholipase A by controlling the blending ratio of raw materials etc. so as to have the above-mentioned characteristics, and the obtained composition has self-emulsification properties, so it can be easily used in various applications of emulsified systems.

[0104] The brightness value, which is a brightness index, of the obtained lysophospholipid-containing composition dispersed in clean water is equal to or higher than that of the composition itself, which means that the turbidity increases due to the water dispersion.

[0105] Generally, when an oil-in-water emulsion is dispersed in clean water, the proportion of the oil phase constituting the emulsion particles is relatively reduced, so that the degree of white turbidity is reduced and the brightness value is also reduced.

[0106] On the other hand, the reason why the brightness value of the substance obtained by dispersing the lysophospholipid-containing composition obtained by the production method of the present invention in clean water is equal to or higher than the brightness value of the aforementioned composition is presumably because the dispersion state of lipid components such as lysophospholipids and oils in the aforementioned composition is different from that of water-in-oil emulsions, and is in a state of being dispersed or dissolved in a substance based on a polyol, or has self-emulsification properties that can generate new fine emulsion particles in clean water simply by dispersing the aforementioned composition in clean water.

[0107] In addition, in this invention, the brightness value (L value) can be measured using the colorimetric colorimeter (trade name "ColorMeter ZE-2000": manufactured by Nippon Denshoku Industries Co., Ltd.).

[0108] Next, each step will be described.

[0109] <Mixing process>

[0110] In the production method of the present invention, in the mixing step, the raw materials including phospholipids, oils, polyols and water, and phospholipase A are uniformly mixed. The uniformly mixed state means that no undissolved or undispersed raw materials and phospholipase A are observed with the naked eye, and the mixed state is maintained for a certain period of time (about 3 minutes) even if the mixing is stopped. For example, a state in which the whole is separated after a period of time after the mixing is stopped, and undispersed phospholipids are observed cannot be said to be a uniformly mixed state.

[0111] <Phospholipase Decomposition Step>

[0112] In the phospholipase decomposition step of the present invention, phospholipids are enzymatically decomposed by phospholipase A so that the decomposition rate of phospholipids is 20% or more, preferably 25% or more, 30% or more, 35% or more, or 40% or more.

[0113] By adjusting the amounts of the necessary raw materials and phospholipase A used so as to satisfy the above conditions, enzymatic decomposition proceeds smoothly.

[0114] In addition, since enzymatic decomposition starts simultaneously with the addition of phospholipase A in the presence of phospholipids, the aforementioned mixing step and phospholipase decomposition step are performed simultaneously.

[0115] <Enzyme inactivation step>

[0116] In the present invention, after phospholipids are enzymatically decomposed to a desired decomposition rate in the phospholipase decomposition step, phospholipase A is inactivated to stop the decomposition reaction by the enzyme.

[0117] The method for inactivating phospholipase A is not particularly limited, and any method for inactivating phospholipase A in the present invention may be adopted, for example, a method of heat-treating the obtained enzymatic decomposition product at a temperature that inactivates the enzyme (e.g., 70° C. or higher), or a method of adjusting the obtained enzymatic decomposition product to pH 4.5 or lower with a pH adjuster to stop enzymatic decomposition, etc.

[0118] <Method for producing an oil-in-water emulsion composition using a lysophospholipid-containing composition>

[0119] The composition containing lysophospholipids obtained by the manufacturing method of the present invention is dispersed in clean water to obtain an oil-in-water emulsion composition. Therefore, the present invention also relates to a method for manufacturing an oil-in-water emulsion composition, which includes a water dispersion step in which the composition containing lysophospholipids obtained by the manufacturing method of the present invention is dispersed in clean water. The amount of clean water used in the water dispersion step is preferably 0.5 times or more, 0.8 times or more, 1.0 times or more, or 2.0 times or more relative to the composition containing lysophospholipids. In addition, the obtained oil-in-water emulsion composition can be used as food, medicine, cosmetics, etc. For example, when the composition containing lysophospholipids is dispersed in a mixed solution obtained by diluting soy sauce and vinegar with clean water, an emulsified liquid seasoning (oil-in-water emulsion composition) with a soy sauce flavor can be obtained. It should be noted that, taking the aforementioned mixed solution as an example, the amount of the aforementioned clean water used is the total amount of the water content of the soy sauce and vinegar and the clean water used for dilution.

[0120] <Method for producing a mixed composition using a composition containing lysophospholipid>

[0121] In the present invention, as long as the composition has self-emulsification properties, that is, the value calculated by L2 value-L1 value is positive, preferably +5 or more, +10 or more, one or more of fats, fat-soluble substances, polyols, clean water and water-soluble substances can be added to the composition containing lysophospholipids obtained by the production method of the present invention and mixed. Therefore, the present invention also relates to a method for producing a mixed composition, which comprises a mixing step of mixing one or more of fats, fat-soluble substances, polyols, clean water and water-soluble substances with the composition containing lysophospholipids obtained by the production method of the present invention, wherein the value calculated by L2 value-L1 value of the mixed composition obtained by the aforementioned mixing step is positive.

[0122] L1 value: lightness value of the mixed composition

[0123] L2 value: Brightness value of an oil-in-water emulsion obtained by dispersing the mixed composition in 100 times the mass of clean water

[0124] For example, in order to improve the ease of use of the composition containing lysophospholipids, or to improve the storage stability of the added mixed raw materials, etc., the present invention can add or mix one or more of fats, fat-soluble substances, polyols, clean water and water-soluble substances to the composition containing lysophospholipids.

[0125] The fat-soluble substances added and mixed are not particularly limited as long as they are soluble in fats and oils or have already dissolved in fats and oils, and examples thereof include various fat-soluble vitamins, spices, fat-soluble pharmaceutical raw materials, fat-soluble cosmetic raw materials, fragrances, etc. In addition, the water-soluble substances are not particularly limited as long as they are soluble in water or have already dissolved in water, and examples thereof include liquid seasonings such as soy sauce and vinegar, water-soluble vitamins, salt, sugar and other water-soluble seasonings, various preservatives, water-soluble pharmaceutical raw materials, water-soluble cosmetic raw materials, etc.

[0126] <Method for producing an oil-in-water emulsion composition using a mixed composition>

[0127] The mixed composition obtained by the method for producing the mixed composition of the present invention is the same as the above-mentioned lysophospholipid-containing composition. By dispersing the composition in clean water, an oil-in-water emulsion composition can be obtained. Therefore, the present invention also relates to a method for producing an oil-in-water emulsion composition, which includes a water dispersion step of dispersing the mixed composition obtained by the method for producing the mixed composition of the present invention in clean water. The amount of clean water used in the water dispersion step is preferably 0.5 times or more, 0.8 times or more, 1.0 times or more, or 2.0 times or more relative to the mixed composition. In addition, the obtained oil-in-water emulsion composition can be used as food, medicine, cosmetics, etc.

[0128] Example

[0129] Hereinafter, the present invention will be specifically described based on Examples, Comparative Examples and Test Examples, but it should be noted that the present invention is not limited to these.

[0130] [Test Example 1]

[0131] Test Example 1 investigated the effect of the ratio of the content of the polyol in the raw material to the content of the clean water in the raw material on the enzymatic decomposition reaction.

[0132] The raw materials and phospholipase A shown in Table 2 were prepared, and rapeseed oil and sunflower lecithin as oily raw materials, and reduced starch syrup and water as aqueous raw materials were uniformly mixed to prepare an oily mixture and an aqueous mixture. Next, the oily mixture and the aqueous mixture were uniformly mixed, heated to 50°C, and then phospholipase A was added to start the enzymatic decomposition of phospholipids (mixing step). After the enzymatic decomposition reaction of phospholipids was carried out for 24 hours (phospholipase decomposition step), in order to inactivate the enzyme, it was heated to 80°C and treated at the same temperature for 30 minutes (enzyme inactivation step).

[0133] After the enzyme inactivation step, the mixture was cooled to produce the lysophospholipid-containing composition of the present invention.

[0134] Among the raw materials in Table 2, sunflower lecithin was used under the trade name of Solec SF-10 manufactured by Dupont. Solec SF-10 contains PC, PE, PI, and PA as phospholipids, and the phospholipid content is about 60% in terms of acetone insoluble matter. Based on this, the phospholipid content in the sunflower lecithin in Table 2 was set to 60%, and the remaining 40% was calculated as oil. In addition, phospholipase A2 was used under the trade name of PLA2 Nagase10P / R manufactured by Nagase ChemteX Corporation. Other raw materials used commercially available raw materials.

[0135] It should be noted that, in Comparative Examples 1 and 2 in Table 2, the whole was separated after a period of time after the mixing process, so the production was stopped. The same is true for the subsequent test examples. In the case of the whole separation after the mixing process, the production was stopped. The subsequent test examples and embodiments used the same raw materials as in Test Example 1 and were manufactured by the same method. In addition, since a part of the sunflower lecithin used contains PC as a phospholipid, the decomposition rate of phospholipids was calculated by the above-mentioned mathematical formula 2 in the subsequent test examples and embodiments including Test Example 1.

[0136] [Table 2]

[0137]

[0138] According to Table 2, when the content of the polyol is 0.4 to 3.0 times relative to the content of the clean water, preferably the lower limit is 0.5 times or more, and the upper limit is 2.7 times or less, the value calculated by L2 value-L1 value is positive, more than +10, and the decomposition rate of phospholipids also shows a high value. On the other hand, when it is outside the aforementioned range, after a period of time after the mixing step, the whole is separated, and the enzymatic decomposition reaction cannot be carried out in a uniform state.

[0139] In addition, when the lysophospholipid-containing composition obtained in each example was dispersed in 0.5 times or more, 0.8 times or more, 1.0 times or more, or 2.0 times or more of clean water, an oil-in-water emulsion composition was obtained in any case.

[0140] [Test Example 2]

[0141] Test Example 2 investigated the effect of the ratio of the content of phospholipids in the raw material to the total content of phospholipids and oils in the raw material on the enzymatic decomposition reaction.

[0142] The results are shown in Table 3.

[0143] [Table 3]

[0144]

[0145] According to Table 3, when the content of phospholipids is 0.07 to 0.5 times relative to the total content of phospholipids and oils, and the lower limit is preferably 0.08 times or more, 0.1 times or more, and the upper limit is 0.45 times or less, and 0.4 times or less, the value calculated by L2 value-L1 value is positive, more than +10, and the decomposition rate of phospholipids also shows a high numerical value. On the other hand, when it is lower than the aforementioned range, after a period of time after the mixing process, the whole is separated, and the enzymatic decomposition reaction cannot be carried out in a uniform state. When it exceeds the aforementioned range, the decomposition rate of phospholipids is less than 20%.

[0146] In addition, when the lysophospholipid-containing composition obtained in each example was dispersed in 0.5 times or more, 0.8 times or more, 1.0 times or more, or 2.0 times or more of clean water, an oil-in-water emulsion composition was obtained in any case.

[0147] [Test Example 3]

[0148] Test Example 3 investigated the effect of the ratio of the total content of polyol and clean water in the raw material to the total content of phospholipids and oils in the raw material on the enzymatic decomposition reaction.

[0149] The results are shown in Table 4.

[0150] [Table 4]

[0151]

[0152] According to Table 4, when the total content of polyol and water is 0.25 to 4.0 times, preferably 0.3 times or more, 0.5 times or more, 1.0 times or more, and 3.5 times or less, the value calculated by L2 value-L1 value is positive, more than +10, and the decomposition rate of phospholipids also shows a high value depending on the type of polyol used. On the other hand, when it is outside the aforementioned range, after a period of time after the mixing step, the whole is separated, and the enzymatic decomposition reaction cannot be carried out in a uniform state.

[0153] In addition, when the lysophospholipid-containing composition obtained in each example was dispersed in 0.5 times or more, 0.8 times or more, 1.0 times or more, or 2.0 times or more of clean water, an oil-in-water emulsion composition was obtained in any case.

[0154] [Example 22]

[0155] 19.8 parts of reduced starch syrup was mixed with 27.2 parts of the lysophospholipid-containing composition obtained in Example 9, and rapeseed oil was gradually added and mixed uniformly to obtain 100 parts of a mixed composition. The obtained mixed composition was smoother and easier to use than the lysophospholipid-containing composition obtained in Example 9. In addition, the value calculated by L2 value - L1 value of the obtained mixed composition was positive and was +10 or more.

[0156] In addition, the obtained mixed composition was dispersed in 0.5 times or more, 0.8 times or more, 1.0 times or more, or 2.0 times or more of clean water. In any case, an oil-in-water emulsion composition was obtained.

Claims

1. A method for producing a composition containing lysophospholipids, characterized in that: The invention relates to a method for producing a composition containing lysophospholipids by decomposing phospholipids using phospholipase A, and the method comprises: In the mixing step, the raw materials containing phospholipids, oils, polyols and clean water and phospholipase A are uniformly mixed to start enzymatic decomposition of phospholipids by phospholipase A; a phospholipase decomposition step of enzymatically decomposing the phospholipids using phospholipase A so that the decomposition rate of the phospholipids in the mixture obtained in the mixing step is 20% by mass or more; and an enzyme inactivation step of inactivating phospholipase A in the enzymatic decomposition product obtained in the phospholipase decomposition step, The value calculated by L2 value - L1 value of the obtained lysophospholipid-containing composition is positive. L1 value: lightness value of the composition containing lysophospholipids, L2 value: Brightness value of an oil-in-water emulsion obtained by dispersing a lysophospholipid-containing composition in 100 times the mass of clean water, The total amount of the phospholipid, the oil, the polyol, the clean water and the phospholipase A used in the mixing step is 90% by mass or more relative to the total amount of the raw materials and the phospholipase A used, The content of the polyol in the raw material is 0.4 to 3.0 times by mass relative to the content of the clean water in the raw material. The content of the phospholipid in the raw material is 0.07 to 0.5 times by mass relative to the total content of the phospholipid and the oil in the raw material. The total content of the polyol and the clean water in the raw material is 0.25 to 4.0 times by mass the total content of the phospholipid and the oil in the raw material.

2. The method for producing a lysophospholipid-containing composition according to claim 1, characterized in that: The value calculated by subtracting the L2 value from the L1 value is +5 or more.

3. A method for producing an oil-in-water emulsion composition, characterized in that: The method comprises a water dispersion step of dispersing the lysophospholipid-containing composition obtained by the method for producing a lysophospholipid-containing composition according to claim 1 or 2 in clean water.

4. A method for producing a mixed composition, characterized in that: The method comprises the step of mixing one or more of fat, fat-soluble substance, polyol, clean water and water-soluble substance into the lysophospholipid-containing composition obtained by the method for producing the lysophospholipid-containing composition according to claim 1 or 2, The value calculated by subtracting the L2 value from the L1 value of the mixed composition obtained by the mixing step is positive. L1 value: lightness value of the mixed composition, L2 value: Brightness value of an oil-in-water emulsion obtained by dispersing the mixed composition in 100 times by mass of clean water.

5. A method for producing an oil-in-water emulsion composition, characterized in that: The method comprises a water dispersion step of dispersing the mixed composition obtained by the method for producing a mixed composition according to claim 4 in clean water.

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