WO2017034014A1 - Composition containing collagen peptide and ceramide, and method for producing same - Google Patents

Composition containing collagen peptide and ceramide, and method for producing same Download PDF

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Publication number
WO2017034014A1
WO2017034014A1 PCT/JP2016/074925 JP2016074925W WO2017034014A1 WO 2017034014 A1 WO2017034014 A1 WO 2017034014A1 JP 2016074925 W JP2016074925 W JP 2016074925W WO 2017034014 A1 WO2017034014 A1 WO 2017034014A1
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Prior art keywords
cyclodextrin
ceramide
raw material
collagen peptide
composition
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PCT/JP2016/074925
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French (fr)
Japanese (ja)
Inventor
俊明 栃木
明子 ▲高▼田
田中　正浩
一政 大西
浩樹 大原
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株式会社明治
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Priority to CN201680049214.5A priority Critical patent/CN107920580A/en
Priority to SG11201800826UA priority patent/SG11201800826UA/en
Priority to JP2017536485A priority patent/JP6762302B2/en
Publication of WO2017034014A1 publication Critical patent/WO2017034014A1/en
Priority to HK18105591.2A priority patent/HK1246096A1/en

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    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
    • A23L29/00—Foods or foodstuffs containing additives; Preparation or treatment thereof
    • A23L29/20—Foods or foodstuffs containing additives; Preparation or treatment thereof containing gelling or thickening agents
    • A23L29/275—Foods or foodstuffs containing additives; Preparation or treatment thereof containing gelling or thickening agents of animal origin, e.g. chitin
    • A23L29/281—Proteins, e.g. gelatin or collagen
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
    • A23L29/00—Foods or foodstuffs containing additives; Preparation or treatment thereof
    • A23L29/30—Foods or foodstuffs containing additives; Preparation or treatment thereof containing carbohydrate syrups; containing sugars; containing sugar alcohols, e.g. xylitol; containing starch hydrolysates, e.g. dextrin
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
    • A23L33/00—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof
    • A23L33/10—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof using additives
    • A23L33/115—Fatty acids or derivatives thereof; Fats or oils
    • A23L33/12—Fatty acids or derivatives thereof
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
    • A23L33/00—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof
    • A23L33/10—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof using additives
    • A23L33/17—Amino acids, peptides or proteins

Definitions

  • the present invention relates to a composition containing a collagen peptide and ceramide in which browning that occurs during the granulation step is suppressed, and a method for producing the same.
  • Collagen peptides and ceramides are well known as ingredients for foods and drinks that are expected to have a cosmetic effect on the skin (International Publication No. 2008/059927 (Patent Document 1), International Publication No. 2010/125910 (Patents). Document 2) and Japanese Patent Application Laid-Open No. 2008-184428 (Patent Document 3)).
  • Collagen peptides used in foods are obtained from raw materials such as pig skin and fish scales.
  • the ceramide material used for a foodstuff is obtained from plant-derived raw materials, such as rice, wheat, and konjac rice, and animal-derived raw materials, such as egg yolk and milk.
  • the component composition contained in the resulting material will be different.
  • the main component of plant-derived ceramide is glycosylceramide to which glucose is bound, but animal-derived ceramide is rich in sphingomyelin and glycosphingolipids.
  • animal-derived ceramide is rich in sphingomyelin and glycosphingolipids.
  • the composition of proteins, lipids, minerals, etc. contained therein will be different.
  • the form of goods is various, for example, a powder, a tablet, a capsule, a drink, a jelly drink, a gummi etc. are mentioned.
  • a powdered beverage containing a collagen peptide is required to be easily soluble. Since the collagen peptide raw powder has poor sedimentation in water, after granulating the granules containing collagen peptide and granules with good sedimentation in water separately in advance, add an emulsifier while mixing, A method for producing a rapidly soluble granule by preparing a mixed granule coated with an emulsifier is known (International Publication No. 2006/117958 (Patent Document 4)).
  • the inventors of the present invention tried to produce a powdery or granular composition containing collagen peptide and ceramide as essential components, and further containing vitamin C, a fragrance and the like.
  • a raw material having a high content of sphingomyelin as the ceramide a phospholipid material derived from animal raw materials (phospholipid derived from milk, lipid content 85% by weight) whose lipid content in the solid content exceeds 70% by weight. Selected as ceramide raw material.
  • a composition containing a collagen peptide and ceramide is a composition in which the collagen peptide and ceramide are uniformly dispersed, and is generated during the granulation process and during storage in a high temperature zone such as summer. It is an object of the present invention to provide a composition and a method for producing the same, in which the proceeding browning change and undesirable odor are suppressed.
  • the inventors of the present invention examined the combination of ingredients that cause browning. As a result of spraying a mixed solution of raw materials other than collagen peptide on the collagen peptide and fluidized bed granulation, it was found that a particularly unpleasant odor was generated in the test section where the collagen peptide and the ceramide raw material were combined. Furthermore, as a result of repeated investigations by the present inventors, it was found that browning and a specific odor are generated even if the packaging material is filled with only the ceramide raw material before granulation and stored only in a high temperature zone.
  • the present inventors further studied a means for stabilizing the ceramide raw material.
  • a complex in which a ceramide raw material was included with cyclodextrin was very high in storage stability.
  • spraying the complex solution onto the collagen peptide and granulating not only the collagen peptide and ceramide are uniformly dispersed in the composition, but also browning during the production and storage in the high temperature zone. It has been found that both the change and the generation of an unpleasant odor are significantly suppressed.
  • the present invention is based on these findings.
  • the present invention is characterized by the following matters.
  • a composition containing collagen and ceramide characterized by comprising a step of obtaining a mixed solution containing a ceramide raw material and cyclodextrin, and then a step of spraying the mixed solution onto collagen peptide or collagen peptide-containing granules to granulate How to manufacture.
  • the collagen peptide and the ceramide are uniformly dispersed in the composition, and further, the collagen peptide and the browning of the composition generated during the granulation step and the generation of an unpleasant odor are suppressed.
  • a composition containing ceramide and a method for producing the same can be provided.
  • browning and undesired odor that occur during storage in a high temperature zone such as summer can be suppressed.
  • a composition having the above-mentioned good characteristics can be obtained.
  • FIG. 1 shows a differential scanning calorimetry (DSC) chart of samples with different weight ratios of the ceramide raw material and cyclodextrin regarding Test Example 4.
  • the horizontal axis represents temperature (° C.), and the vertical axis represents DSC (differential scanning calorie) ( ⁇ W).
  • FIG. 2 shows an NMR spectrum of samples with different weight ratios of the ceramide raw material and cyclodextrin regarding Test Example 5.
  • the horizontal axis represents chemical shift (ppm), and the vertical axis represents relative intensity.
  • FIG. 3 shows an NMR spectrum of samples having different weight ratios of the ceramide raw material and cyclodextrin with respect to Test Example 5.
  • the “composition containing a collagen peptide and ceramide” contains at least a “ceramide raw material”, “cyclodextrin”, and “collagen peptide” described later.
  • ceramide is a kind of sphingolipid, which has a structure in which sphingosine, a fatty acid and a sugar are combined, and is derived from nature. Examples include those derived from animals extracted from milk, eggs, etc., those derived from plants extracted from wheat, rice, soybeans, konjac koji, corn, etc., and those derived from microorganisms extracted from yeasts. These ceramides can be obtained by a known extraction method. Furthermore, in addition to the known extraction method described above, it can also be obtained through a processing step of coating with an emulsifier or the like. In the present invention, the “ceramide raw material” contains the aforementioned ceramide.
  • ceramide raw material in the present invention those having a lipid content in the solid content of 70% by weight or more are preferable. According to the present invention, a raw material having the lipid content in the solid content of the ceramide raw material of 80% by weight or more, further 85% by weight or more can be used.
  • the ceramide raw material preferably contains “milk-derived phospholipid”.
  • the milk-derived phospholipid is produced by extracting from milk, and contains phosphatidylcholine, phosphatidylethanolamine, and sphingomyelin as main components.
  • phospholipid derived from milk widely refers to phospholipid extracted from milk, but commercially available products can also be used.
  • the ceramide raw material preferably contains sphingomyelin.
  • a ceramide raw material containing 15% by weight or more of sphingomyelin is preferable.
  • Cyclodextrin examples of the cyclodextrin preferably used in the composition of the present invention include ⁇ -cyclodextrin, ⁇ -cyclodextrin, ⁇ -cyclodextrin and the like. More preferred is ⁇ -cyclodextrin or ⁇ -cyclodextrin, and ⁇ -cyclodextrin is particularly preferred. Cyclodextrin is a compound having a three-dimensional structure in which sugar chains are cyclic. The outer side is hydrophilic and the inner side is lipophilic.
  • the “mixed solution” refers to a solution obtained by dissolving at least the ceramide raw material and cyclodextrin in a solvent such as water.
  • a solvent used for the mixed solution water is preferable.
  • the temperature of the solvent is not particularly limited, but may be 40 ° C. or higher, and preferably 40 to 80 ° C. for easy dissolution.
  • the preferred amount of solvent varies with the type of cyclodextrin.
  • the amount of solvent in the case of using ⁇ -cyclodextrin may be 1.5 times or more the weight of the solid content of the components (cyclodextrin, ceramide raw material and optionally added components) in the mixed solution, The weight is preferably 2.5 to 5 times, more preferably about 3 to 4 times.
  • the amount of the solvent may be 5 times or more, preferably 6.5 times or more the solid content of the components in the mixed solution.
  • the amount of the solvent may be 10 times or more, preferably 20 times or more the weight of the solid content of the components in the mixed solution.
  • the weight ratio of the ceramide raw material and cyclodextrin in the mixed solution is preferably 1: 0.5 to 1: 5, more preferably 1: 1 to 1: 2, and particularly preferably 1: 1.5 to 1. : 2.
  • the one where the weight ratio of the cyclodextrin in a liquid mixture is high shows the tendency for browning and generation
  • the higher the weight ratio of cyclodextrin in the mixture the higher the fluidity of the finally obtained composition.
  • the weight ratio of cyclodextrin in the mixed solution is high, the amount of the solvent (water) necessary for spraying as a binder solution having an appropriate viscosity increases.
  • the upper limit of the weight ratio of cyclodextrin in the mixed solution is preferably in the above-described range.
  • the mixed solution may contain other components as long as the effects of the present invention are not impaired.
  • binders glycol arabic, pullulan, guar gum, starch, etc.
  • cores diextrin, starch, crystalline cellulose, carbohydrate raw materials, etc.
  • antioxidants catechins, vitamins, rosemary extract, bayberry extract, etc.
  • emulsifiers brighteners, fragrances and the like.
  • Collagen peptide is produced by extracting from skin, bones, ligaments, tendons, cartilage, etc. produced as by-products when processing livestock such as cattle and pigs and fish.
  • the “collagen peptide” is obtained by degrading the collagen or gelatin extracted as described above by an enzyme, chemical treatment or the like.
  • the origin of the collagen peptide can be selected as appropriate, but is preferably derived from fish.
  • the molecular weight of collagen contained in the collagen peptide can be appropriately selected.
  • the low molecular weight collagen component may be highly reactive, it can be contained in the composition of the present invention without browning during the granulation step.
  • a collagen peptide having an average molecular weight of 1800 to 5000 can be suitably used as the collagen peptide.
  • a collagen peptide-containing granule can be obtained by spraying the above-described collagen peptide with a binder liquid containing a separately prepared binder (preferably gum arabic) and granulating it.
  • a binder liquid containing a separately prepared binder (preferably gum arabic) and granulating it.
  • Other components can be added to the binder liquid as long as the effects of the present invention are not impaired.
  • examples of other components include carbohydrate raw materials, lactic acid bacteria powder, amino acid powder, vitamin powder, fragrance, emulsifier, crystalline cellulose, colorant, sweetener, acidulant, lubricant, and the like.
  • the granulation method include fluidized bed granulation, extrusion granulation, compression granulation, spray drying and the like, and fluidized bed granulation is particularly preferable.
  • Collagen peptide-containing granules include those obtained through a drying step or a cooling step optionally after the above-described granulation step.
  • composition of the present invention is obtained by spraying the above-described collagen peptide or collagen peptide-containing granule by spraying a mixed liquid containing a ceramide raw material and cyclodextrin.
  • the composition of the present invention is characterized in that a ceramide raw material encapsulated in cyclodextrin adheres to a collagen peptide or a collagen peptide-containing granule.
  • the ceramide raw material included in the cyclodextrin adheres to the collagen peptide or the collagen peptide-containing granule, and a coating layer is formed from the ceramide raw material included in the cyclodextrin.
  • the coating layer includes a case where the collagen peptide or the collagen peptide-containing granule is entirely or partially coated. Therefore, it can also be said that the composition by this invention has a coating layer by the ceramide raw material included by the cyclodextrin on all or one part on collagen peptide or a collagen peptide containing granule.
  • the composition of the present invention includes a step of obtaining a mixed solution containing a ceramide raw material and cyclodextrin, and then a step of spraying the mixed solution onto collagen peptide or collagen peptide-containing granules to granulate. It can be manufactured by a method.
  • the composition of the present invention is manufactured by further blending a binder (for example, gum arabic) in a mixed solution containing a ceramide raw material and cyclodextrin, and spraying and granulating the collagen peptide or collagen peptide-containing granule.
  • a binder for example, gum arabic
  • spraying and granulating the collagen peptide or collagen peptide-containing granule can do.
  • the granulation method include fluidized bed granulation, extrusion granulation, compression granulation, spray drying and the like, and fluidized bed granulation is particularly preferable.
  • the composition of the present invention includes those obtained optionally through a drying step and a cooling step after the granulation step.
  • composition of the present invention there is no particular limitation on the weight ratio of the aforementioned collagen peptide, ceramide raw material, and cyclodextrin.
  • the composition of the present invention can be applied uniformly even if the amount of ceramide is small relative to the collagen peptide, even if the amount of collagen peptide is small relative to the ceramide, and the amount of collagen peptide and ceramide is almost the same. A dispersed one is obtained.
  • binder such as gum arabic
  • carbohydrate raw material glucosamine, N-acetylglucosamine, hyaluronic acid, chondroitin sulfate, coenzyme Q10, whey fermentation product, plant extract, lactic acid bacteria powder, amino acid powder, vitamin powder, sweetener , Fragrances, emulsifiers, lubricants, brighteners and the like.
  • the above-mentioned components are appropriately selected before, during the granulation step, after the granulation step, before the step of granulating the collagen peptide or collagen peptide-containing granule by spraying a mixed solution containing a ceramide raw material and cyclodextrin. Can be added.
  • composition of the present invention can also be obtained through a tableting process or a compression process in addition to the granule mixing process described above.
  • a well-known means can be employ
  • the property of the “composition” of the present invention is a mixed granule, a mixed granule containing an added powder component, a tablet obtained by tableting the granule, or a compression obtained by compression molding the granule. It has a molded body.
  • the composition of the present invention can be used as it is as a powdered beverage, a tablet or the like because the browning change and the generation of odor during storage in a granulation step and a high temperature zone are suppressed.
  • the composition of the present invention can be used as a raw material for other forms of products such as gummi, jelly beverage, and packaged beverage.
  • the composition of the present invention has good flowability and is difficult to dust, and therefore has excellent handling properties at the time of production.
  • Comparative Example 1 Composition granulated by spraying ceramide raw material directly on collagen peptide [base powder]
  • Collagen peptide (collagen peptide made from Nitta gelatin, molecular weight about 3000): 150 parts by weight
  • Sodium ascorbate 10 parts by weight
  • Trehalose fine powder 100 parts by weight
  • Maltodextrin 40 parts by weight
  • Binder liquid 0.5 parts by weight of gum arabic and 10 parts by weight of a ceramide raw material (milk-derived phospholipid, lipid content 85% by weight, manufactured by Fontera Japan) were added to 40 parts by weight of stirred water and dissolved.
  • the base powder was put into a fluidized bed granulator and granulated by spraying the binder liquid while flowing at 85 ° C. After drying the granules obtained by granulation at 100 ° C. for 30 minutes, spraying 2.5 parts by weight of a fragrance and 2.5 parts by weight of an emulsifier while adding and mixing 80 parts by weight of maltodextrin, The composition of Comparative Example 1 was obtained. The obtained composition was granular, and ceramide and collagen peptide were uniformly dispersed.
  • Comparative Example 1 browned during granulation with a fluidized bed granulator and generated an undesirable odor. Furthermore, when the obtained composition was enclosed in an aluminum pouch and stored at 23 ° C., 37 ° C. and 60 ° C. for 1 week, browning proceeded in any storage temperature range, and the unpleasant odor became stronger. It was.
  • Test Example 1 Study on combinations of components that cause browning changes Samples of each test group described in Table 1 were prepared. The same raw material used in Comparative Example 1 was used as the raw material used in this test example. Test group 1-1 was an untreated collagen peptide. Test group 1-2 was prepared by drying 400 parts by weight of collagen peptide at 100 ° C. for 30 minutes. In the test sections 1-3 to 1-8, the base powder raw material is put in a fluidized bed granulator, granulated by spraying a binder liquid while flowing at 85 ° C., and then dried at 100 ° C. for 30 minutes. Prepared.
  • Test Example 2 Composition containing collagen peptides having different molecular weights Collagen peptides having average molecular weights of about 5,000, about 3,000, about 2,000, and about 1,800 (all made by Nitta Gelatin), respectively, as raw materials
  • a composition was prepared as While the base powder (280 parts by weight of the collagen peptide) was added to the fluidized bed granulator and allowed to flow, the binder liquid (30 parts by weight of water and 17 parts by weight of the same ceramide raw material as in Comparative Example 1) was sprayed at 85 ° C. After granulation, it was dried at 100 ° C. for 30 minutes. Each obtained composition was sealed in an aluminum pouch bag and stored at 23 ° C., 40 ° C., and 60 ° C. for 1 week. The scent and color difference were evaluated for each composition after storage. The evaluation results of the color difference are shown in Table 2.
  • Test Example 3 Preservation Test of Ceramide Raw Material
  • a ceramide raw material (milk-derived phospholipid, lipid content 85% by weight, manufactured by Fontera Japan) was enclosed in an aluminum pouch bag and stored at 40 ° C. for 1 week and 60 ° C. for 4 days. Each ceramide raw material after storage was browned and had an unpleasant odor (odor like fishing bait).
  • Example 1 [Base powder] Maltodextrin: 300 parts by weight Collagen peptide (collagen peptide made by Nitta Gelatin, molecular weight about 3000): 370 parts by weight Carbohydrate raw material (trehalose fine powder): 175 parts by weight [binder liquid] 2.0 parts by weight of gum arabic was added to 100 parts by weight of water being stirred and dissolved.
  • the binder liquid was sprayed while the base powder was fluidized at 85 ° C. in a fluidized bed granulator. Subsequently, each of the mixed solutions of Examples 1-1 to 1-5 shown in Table 3 was sprayed, dried at about 100 ° C. for about 10 minutes, and then cooled, whereby each of compositions 1-1 to 1 was cooled. -5 was obtained.
  • the time required for spraying was about 20 minutes for Examples 1-1 to 1-3, about 180 minutes for Example 1-4, and about 70 minutes for Example 1-5.
  • the powdered additional component (sodium ascorbate: 2.4 parts by weight) was mixed with 94.5 parts by weight of each of the obtained compositions 1-1 to 1-3. Subsequently, 1.0 part by weight of a fragrance and 0.6 part by weight of an emulsifier were sprayed onto the mixture to obtain compositions 1-1a to 1-3a.
  • compositions 1-1 to 1-3 were mixed with the following powdery additional components.
  • Maltodextrin 30 parts by weight
  • Sodium ascorbate 1.5 parts by weight
  • 0.8 parts by weight of a fragrance and 0.6 parts by weight of an emulsifier are sprayed onto the mixture to thereby obtain compositions 1-1b to 1- 3b was obtained.
  • compositions described above were those in which ceramide and collagen peptide were uniformly dispersed. In addition, any of the compositions did not cause browning during the production process, and could be produced without producing an undesirable odor.
  • compositions using ⁇ -cyclodextrin 1-1 to 1-3, 1-1a to 1-3a, 1-1b to 1-3b
  • all of the compositions have good dispersibility and sedimentation. Had sex. All of the prepared beverages were cloudy and had a good quality with a faint milky aroma.
  • compositions 1-1a to 1-3a and the compositions 1-1b to 1-3b were sealed in aluminum pouches and stored at 60 ° C. for 4 days and at 40 ° C. or 23 ° C. for 2 months.
  • Compositions 1-4 to 1-5 were similarly stored at 60 ° C. for 4 days and at 40 ° C. or 23 ° C. for 2 weeks. None of the compositions after storage was browned and no undesirable odor was generated.
  • Test Example 4 Analysis of inclusion effect of ceramide raw material with cyclodextrin (1) DSC The thermal behavior of the sample obtained by changing the weight ratio of the ceramide raw material and cyclodextrin was evaluated by differential scanning calorimetry (DSC).
  • ceramide raw materials milk-derived phospholipid, lipid content 85% by weight, manufactured by Fontera Japan
  • ⁇ -CD ⁇ -cyclodextrin
  • a measurement sample having a weight ratio was prepared according to the following procedure.
  • Samples (1) and (10) the raw materials were used for measurement as they were.
  • Samples (2) to (9) were obtained by weighing each raw material so as to have a specific weight ratio, stirring for 10 minutes with a stirrer in addition to about 70 ° C. warm water having a weight of 4 times the solid content.
  • the mixed liquid was spray-dried at a blowing temperature of 100 ° C. with a fluidized bed granulator to obtain each sample.
  • EXSTAR6000 manufactured by Seiko Instruments Inc. was used as a DSC measuring instrument.
  • the measurement weight was 5.0 mg
  • the measurement atmosphere was Air
  • the heating rate was 2 ° C./min.
  • the inclusion ratio of the ceramide raw material (milk-derived phospholipid, lipid content 85% by weight) by cyclodextrin ( ⁇ -CD) indicates that the weight ratio of the ceramide raw material to cyclodextrin is at least 2: 1 (1: 0). .5) to 1: 2 was confirmed. Further, it was considered that all the ceramide raw materials used in the sample were included in the cyclodextrin when the weight ratio of the ceramide raw material to the cyclodextrin was about 1: 1. Furthermore, it was considered that all the ceramide raw materials used for the samples were included in the cyclodextrin when the weight ratio of the ceramide raw material to the cyclodextrin was in the range of 1.03125: 1 to 1: 2.
  • Test Example 5 Analysis of inclusion action of ceramide raw material with cyclodextrin (2) NMR
  • the liquid mixture prepared by changing the weight ratio of the ceramide raw material and cyclodextrin and its dry powder were evaluated by nuclear magnetic resonance analysis.
  • the raw material ceramide raw material milk-derived phospholipid, lipid content 85% by weight, manufactured by Fontera Japan
  • cyclodextrin ⁇ -CD; trade name: CAVAMAX® W8 Food, manufactured by Cyclochem
  • the raw ceramide raw material (same as above) and cyclodextrin (same as above) are mixed with water at a weight ratio of 1: 2 and 0: 1 ( ⁇ -CD single product), respectively, and heated to 70 ° C.
  • the mixture obtained by stirring was freeze-dried and then pulverized to obtain a dry powder.
  • the obtained dry powder was dissolved in heavy water, respectively, and used as each measurement sample in the same manner as described above.
  • the obtained measurement sample was subjected to 1H-NMR nuclear magnetic resonance analysis.
  • the analysis was performed at 25 ° C. using an Avance 500 nuclear magnetic resonance spectrum measuring apparatus (1H resonance frequency 500 MHz) manufactured by Bruker BioSpin Co., Ltd. as an apparatus.
  • the chemical shifts of H3 and H5 in samples having different ratios of milk-derived phospholipid and ⁇ -cyclodextrin were almost the same. This was considered to mean that milk-derived phospholipid was not included in ⁇ -cyclodextrin in the measured mixed solution. That is, the composition containing collagen and ceramide of the present invention forms an inclusion body in the production process of obtaining a mixed solution containing a ceramide raw material (milk-derived phospholipid) and cyclodextrin ( ⁇ -cyclodextrin). Not suggested.
  • a mixed solution containing ⁇ -cyclodextrin and milk-derived phospholipid and a mixed solution containing ⁇ -cyclodextrin and milk-derived phospholipid were also prepared, and in each case, milk-derived phospholipid and cyclodextrin were mixed.
  • the inclusion ability in the solution was actually confirmed. As a result, it was found that the inclusion ability in these cases was extremely weak. From these results, it was considered that the situation regarding the presence or absence of inclusions in the solution was the same for ⁇ -cyclodextrin and ⁇ -cyclodextrin as for ⁇ -cyclodextrin. .

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Abstract

The present invention relates to a composition having such a configuration that a ceramide raw material included in cyclodextrin is adhered onto a collagen peptide or granules each containing the collagen peptide. The composition can be produced by spraying a solution mixture containing a ceramide raw material and cyclodextrin onto a collagen peptide or granules each containing the collagen peptide and then granulating the resultant product. According to the present invention, collagen and ceramide are dispersed uniformly in the composition, the occurrence of brownish discoloration during the granulation process or the storage under a high-temperature condition can be prevented, and the formation of an unpleasant odor can also be prevented.

Description

コラーゲンペプチド及びセラミドを含有する組成物とその製造方法Composition containing collagen peptide and ceramide and method for producing the same 関連出願の参照Reference to related applications
　本願は、先行する日本国特許出願である特願２０１５－１６６７０７号（出願日：２０１５年８月２６日）に基づくものであって、その優先権の利益を主張するものであり、その開示内容全体は参照することによりここに組み込まれる。 This application is based on Japanese Patent Application No. 2015-166707 (filing date: August 26, 2015), which is a prior Japanese patent application, and claims the benefit of its priority. The entirety is hereby incorporated by reference.
　本発明は、造粒する工程中に発生する褐変化が抑制された、コラーゲンペプチド及びセラミドを含有する組成物とその製造方法に関する。 The present invention relates to a composition containing a collagen peptide and ceramide in which browning that occurs during the granulation step is suppressed, and a method for producing the same.
　コラーゲンペプチドやセラミドは、皮膚に対する美容効果が期待される飲食品用の成分としてよく知られている（国際公開第２００８／０５９９２７号パンフレット（特許文献１）、国際公開第２０１０／１２５９１０号パンフレット（特許文献２）および特開２００８－１８４４２８号公報（特許文献３））。食品に使用されるコラーゲンペプチドは、豚皮や魚の鱗等の原料から得られるものである。また、食品に使用されるセラミド素材は、米・小麦・こんにゃく芋等の植物由来の原料や、卵黄や乳等の動物由来の原料から得られるものである。 Collagen peptides and ceramides are well known as ingredients for foods and drinks that are expected to have a cosmetic effect on the skin (International Publication No. 2008/059927 (Patent Document 1), International Publication No. 2010/125910 (Patents). Document 2) and Japanese Patent Application Laid-Open No. 2008-184428 (Patent Document 3)). Collagen peptides used in foods are obtained from raw materials such as pig skin and fish scales. Moreover, the ceramide material used for a foodstuff is obtained from plant-derived raw materials, such as rice, wheat, and konjac rice, and animal-derived raw materials, such as egg yolk and milk.
　原料の由来や製造方法が異なれば、得られる素材に含まれる成分構成は異なるものとなる。例えば、植物由来のセラミドの主要な成分はグルコースが結合したグリコシルセラミドであるが、動物由来のセラミドにはスフィンゴミエリンやスフィンゴ糖脂質が多く含まれている。また、たとえ同じ牛乳から調製されたセラミド原料であっても、異なる精製工程を経て得られた場合は、含まれているタンパク質、脂質、ミネラル等の組成はそれぞれ異なるものとなる。 If the origin of the raw material and the manufacturing method are different, the component composition contained in the resulting material will be different. For example, the main component of plant-derived ceramide is glycosylceramide to which glucose is bound, but animal-derived ceramide is rich in sphingomyelin and glycosphingolipids. Moreover, even if it is a ceramide raw material prepared from the same milk, when it is obtained through different purification steps, the composition of proteins, lipids, minerals, etc. contained therein will be different.
　近年、皮膚に対する美容効果が期待される飲食品を手軽に摂取するニーズが高まっているため、市場には多くの商品がみられる。商品の形態は多様であり、例えば、粉末、タブレット、カプセル、ドリンク、ゼリー飲料、グミ等が挙げられる。 In recent years, there has been a growing need for easily ingesting foods and drinks that are expected to have a cosmetic effect on the skin, so there are many products on the market. The form of goods is various, for example, a powder, a tablet, a capsule, a drink, a jelly drink, a gummi etc. are mentioned.
　コラーゲンペプチドを含有する粉末飲料において、溶けやすい性質が求められている。コラーゲンペプチドの原料粉末は水への沈降性が悪いことから、コラーゲンペプチドを含む顆粒と水への沈降性がよい顆粒とを、あらかじめ別々に造粒した後、混合しながら乳化剤を添加して、乳化剤でコーティングされた混合顆粒とすることによって、即溶性顆粒を製造する方法が知られている（国際公開第２００６／１１７９５８号パンフレット（特許文献４））。 A powdered beverage containing a collagen peptide is required to be easily soluble. Since the collagen peptide raw powder has poor sedimentation in water, after granulating the granules containing collagen peptide and granules with good sedimentation in water separately in advance, add an emulsifier while mixing, A method for producing a rapidly soluble granule by preparing a mixed granule coated with an emulsifier is known (International Publication No. 2006/117958 (Patent Document 4)).
国際公開第２００８／０５９９２７号パンフレットInternational Publication No. 2008/059927 Pamphlet 国際公開第２０１０／１２５９１０号パンフレットInternational Publication No. 2010/125910 Pamphlet 特開２００８－１８４４２８号公報JP 2008-184428 A 国際公開第２００６／１１７９５８号パンフレットInternational Publication No. 2006/117958 Pamphlet
　本発明者らは、コラーゲンペプチドとセラミドを必須成分として含有し、さらにビタミンＣ、香料等を含有する粉末状又は顆粒状の組成物の製造を試みた。前記セラミドとして、スフィンゴミエリンの含有率が高い原料を探索した結果、固形分中の脂質含量が７０重量％を超える動物原料由来のリン脂質素材（牛乳由来のリン脂質、脂質含量８５重量％）をセラミド原料として選択した。 The inventors of the present invention tried to produce a powdery or granular composition containing collagen peptide and ceramide as essential components, and further containing vitamin C, a fragrance and the like. As a result of searching for a raw material having a high content of sphingomyelin as the ceramide, a phospholipid material derived from animal raw materials (phospholipid derived from milk, lipid content 85% by weight) whose lipid content in the solid content exceeds 70% by weight. Selected as ceramide raw material.
　脂質含量が非常に高いセラミド原料を粉末状又は顆粒状の組成物に直接混合すると、セラミド原料がべたつきをもっているため偏析が起こる。そのため、前記組成物を粉末飲料として好適に用いることができない。そこで、前記セラミド原料を温水に溶解させた溶液を調製して、コラーゲンペプチドに対して噴霧して造粒した。その結果、セラミドとコラーゲンペプチドが均一に分散されて含まれる顆粒状の組成物を得ることができた。しかしながら、前記組成物は、造粒する工程において褐変化した上に好ましくない臭気が発生した。さらに、前記組成物を３０℃後半以上の高温度帯で保存すると、褐変化は進行し、臭気の強いものとなった。 When a ceramide raw material having a very high lipid content is directly mixed with a powdery or granular composition, segregation occurs because the ceramide raw material is sticky. Therefore, the composition cannot be suitably used as a powdered beverage. Then, the solution which melt | dissolved the said ceramide raw material in warm water was prepared, and it sprayed and granulated with respect to the collagen peptide. As a result, it was possible to obtain a granular composition containing ceramide and collagen peptide dispersed uniformly. However, the composition changed its brown color in the granulating step and an unpleasant odor was generated. Furthermore, when the composition was stored in a high temperature zone of the latter half of 30 ° C. or more, the browning proceeded and the odor became strong.
　そこで、本発明では、コラーゲンペプチド及びセラミドを含有する組成物において、コラーゲンペプチドとセラミドが均一に分散されている組成物であって、造粒工程中及び夏季等の高温度帯で保存中に発生し、進行する、褐変化、及び好ましくない臭気が抑制された、組成物とその製造方法を提供することを目的とする。 Therefore, in the present invention, a composition containing a collagen peptide and ceramide is a composition in which the collagen peptide and ceramide are uniformly dispersed, and is generated during the granulation process and during storage in a high temperature zone such as summer. It is an object of the present invention to provide a composition and a method for producing the same, in which the proceeding browning change and undesirable odor are suppressed.
　本発明者らは、褐変化の原因となる成分の組合せに着目して検討した。コラーゲンペプチドに対して、コラーゲンペプチド以外の原料の混合液を噴き付けて流動層造粒した結果、コラーゲンペプチドとセラミド原料を組合せた試験区において特に好ましくない臭気が発生することを突き止めた。さらに本発明者らが検討を重ねたところ、造粒する前のセラミド原料のみを包材に充填した後、高温度帯で保存しただけでも褐変化と特有の臭気が発生することを突き止めた。 The inventors of the present invention examined the combination of ingredients that cause browning. As a result of spraying a mixed solution of raw materials other than collagen peptide on the collagen peptide and fluidized bed granulation, it was found that a particularly unpleasant odor was generated in the test section where the collagen peptide and the ceramide raw material were combined. Furthermore, as a result of repeated investigations by the present inventors, it was found that browning and a specific odor are generated even if the packaging material is filled with only the ceramide raw material before granulation and stored only in a high temperature zone.
　そこで、本発明者らは、セラミド原料を安定化する手段についてさらに検討した。その結果、セラミド原料をシクロデキストリンで包接させた複合体は、非常に保存安定性が高いことを見出した。さらに、前記複合体溶液をコラーゲンペプチドに噴き付けて造粒することによって、組成物中にコラーゲンペプチドとセラミドが均一に分散されるだけでなく、製造時点及び高温度帯での保存中における、褐変化と、好ましくない臭気の発生とがいずれも著しく抑制されることを見出した。
　本発明はこれらの知見に基づくものある。 Therefore, the present inventors further studied a means for stabilizing the ceramide raw material. As a result, it was found that a complex in which a ceramide raw material was included with cyclodextrin was very high in storage stability. Further, by spraying the complex solution onto the collagen peptide and granulating, not only the collagen peptide and ceramide are uniformly dispersed in the composition, but also browning during the production and storage in the high temperature zone. It has been found that both the change and the generation of an unpleasant odor are significantly suppressed.
The present invention is based on these findings.
　本発明は、以下に記載の事項をその特徴とする。 The present invention is characterized by the following matters.
　（１）　コラーゲンペプチド又はコラーゲンペプチド含有顆粒に対して、シクロデキストリンに包接されたセラミド原料が付着してなることを特徴とする、コラーゲン及びセラミドを含有する組成物。
　（２）　セラミド原料が、固形分中の脂質含量が７０重量％以上である、前記（１）の組成物。
　（３）　セラミド原料が、牛乳由来のリン脂質を含有する、前記（１）又は（２）の組成物。
　（４）　シクロデキストリンがγ－シクロデキストリン、β－シクロデキストリン、又はα－シクロデキストリンである、前記（１）～（３）のいずれか一つに記載の組成物。
　（５）　シクロデキストリンがγ－シクロデキストリンである、前記（１）～（４）のいずれかの組成物。
　（６）　セラミド原料とシクロデキストリンとの重量比率が１：０．５～１：５である、前記（１）～（５）のいずれかの組成物。
　（７）　セラミド原料及びシクロデキストリンを含有する混合液を得る工程、次いで前記混合液をコラーゲンペプチド又はコラーゲンペプチド含有顆粒に噴き付けて造粒する工程を特徴とする、コラーゲン及びセラミドを含有する組成物を製造する方法。 (1) A composition containing collagen and ceramide, wherein a ceramide raw material encapsulated in cyclodextrin is attached to a collagen peptide or a collagen peptide-containing granule.
(2) The composition according to (1) above, wherein the ceramide raw material has a lipid content in the solid content of 70% by weight or more.
(3) The composition according to (1) or (2), wherein the ceramide raw material contains phospholipid derived from milk.
(4) The composition according to any one of (1) to (3), wherein the cyclodextrin is γ-cyclodextrin, β-cyclodextrin, or α-cyclodextrin.
(5) The composition according to any one of (1) to (4), wherein the cyclodextrin is γ-cyclodextrin.
(6) The composition according to any one of (1) to (5), wherein the weight ratio of the ceramide raw material to cyclodextrin is 1: 0.5 to 1: 5.
(7) A composition containing collagen and ceramide, characterized by comprising a step of obtaining a mixed solution containing a ceramide raw material and cyclodextrin, and then a step of spraying the mixed solution onto collagen peptide or collagen peptide-containing granules to granulate How to manufacture.
　本発明によれば、組成物中にコラーゲンペプチド及びセラミドが均一に分散されている上に、造粒工程中に発生する組成物の褐変化及び好ましくない臭気の発生が抑制された、コラーゲンペプチド及びセラミドを含有する組成物とその製造方法を提供することができる。さらに、本発明の組成物によれば、夏季等の高温度帯で保存中に発生する褐変化及び好ましくない臭気の発生も抑制できる。本発明においては、前記セラミドが固形分中７０重量％以上の高い脂質含量を有する場合でも、前記した良好な特性を有する組成物を得ることができる。 According to the present invention, the collagen peptide and the ceramide are uniformly dispersed in the composition, and further, the collagen peptide and the browning of the composition generated during the granulation step and the generation of an unpleasant odor are suppressed. A composition containing ceramide and a method for producing the same can be provided. Furthermore, according to the composition of the present invention, browning and undesired odor that occur during storage in a high temperature zone such as summer can be suppressed. In the present invention, even when the ceramide has a high lipid content of 70% by weight or more in the solid content, a composition having the above-mentioned good characteristics can be obtained.
図１は、試験例４に関する、セラミド原料とシクロデキストリンの重量比率が異なる試料の示差走査熱量測定（ＤＳＣ）チャートを示す。図中、横軸は温度（Temperature）（℃）を表し、縦軸はＤＳＣ（示差走査熱量）（μＷ）を表す。FIG. 1 shows a differential scanning calorimetry (DSC) chart of samples with different weight ratios of the ceramide raw material and cyclodextrin regarding Test Example 4. In the figure, the horizontal axis represents temperature (° C.), and the vertical axis represents DSC (differential scanning calorie) (μW). 図２は、試験例５に関する、セラミド原料とシクロデキストリンの重量比率が異なる試料のＮＭＲスペクトルを示す。図中、横軸は化学シフト（ｐｐｍ）を表し、縦軸は相対強度を示す。FIG. 2 shows an NMR spectrum of samples with different weight ratios of the ceramide raw material and cyclodextrin regarding Test Example 5. In the figure, the horizontal axis represents chemical shift (ppm), and the vertical axis represents relative intensity. 図３は、試験例５に関する、セラミド原料とシクロデキストリンの重量比率が異なる試料のＮＭＲスペクトルを示す。FIG. 3 shows an NMR spectrum of samples having different weight ratios of the ceramide raw material and cyclodextrin with respect to Test Example 5.
　本発明において「コラーゲンペプチド及びセラミドを含有する組成物」とは、少なくとも後述する「セラミド原料」、「シクロデキストリン」、及び「コラーゲンペプチド」を含有するものである。 In the present invention, the “composition containing a collagen peptide and ceramide” contains at least a “ceramide raw material”, “cyclodextrin”, and “collagen peptide” described later.
［セラミド原料］
　本発明において「セラミド」（ceramide）とは、スフィンゴ脂質の一種であり、スフィンゴシンと脂肪酸および糖が結合した構造を有し、かつ天然に由来するものをいう。例えば、牛乳、卵等より抽出した動物由来のもの、小麦、米、大豆、こんにゃく芋、トウモロコシ等より抽出した植物由来のもの、酵母等より抽出した微生物由来のもの等が挙げられる。これらのセラミドは、公知の抽出方法により得ることができる。さらに、前記した公知の抽出方法に加えて、乳化剤等をコーティングする加工工程を経て得ることもできる。本発明において「セラミド原料」とは、前記したセラミドを含有するものである。 [Ceramide raw material]
In the present invention, “ceramide” is a kind of sphingolipid, which has a structure in which sphingosine, a fatty acid and a sugar are combined, and is derived from nature. Examples include those derived from animals extracted from milk, eggs, etc., those derived from plants extracted from wheat, rice, soybeans, konjac koji, corn, etc., and those derived from microorganisms extracted from yeasts. These ceramides can be obtained by a known extraction method. Furthermore, in addition to the known extraction method described above, it can also be obtained through a processing step of coating with an emulsifier or the like. In the present invention, the “ceramide raw material” contains the aforementioned ceramide.
　本発明におけるセラミド原料として、固形分中の脂質含量が７０重量％以上であるものが好ましい。本発明によれば、セラミド原料の固形分中における前記脂質含量が８０重量％以上、さらには８５重量％以上の原料も用いることができる。 As the ceramide raw material in the present invention, those having a lipid content in the solid content of 70% by weight or more are preferable. According to the present invention, a raw material having the lipid content in the solid content of the ceramide raw material of 80% by weight or more, further 85% by weight or more can be used.
　本発明において、セラミド原料は「牛乳由来のリン脂質」を含有することが好ましい。前記牛乳由来のリン脂質とは、牛乳から抽出して製造されるものであって、主な成分としてフォスファチジルコリン、フォスファチジルエタノールアミン、及びスフィンゴミエリンを含有しているものをいう。本発明において、牛乳由来のリン脂質は、牛乳から抽出されたリン脂質を広く指すものであるが、市販品も用いることができる。 In the present invention, the ceramide raw material preferably contains “milk-derived phospholipid”. The milk-derived phospholipid is produced by extracting from milk, and contains phosphatidylcholine, phosphatidylethanolamine, and sphingomyelin as main components. In the present invention, phospholipid derived from milk widely refers to phospholipid extracted from milk, but commercially available products can also be used.
本発明において、セラミド原料はスフィンゴミエリンを含有することが好ましい。特に、スフィンゴミエリンを１５重量％以上含有するセラミド原料が好ましい。 In the present invention, the ceramide raw material preferably contains sphingomyelin. In particular, a ceramide raw material containing 15% by weight or more of sphingomyelin is preferable.
［シクロデキストリン］
　本発明の組成物において好ましく用いられるシクロデキストリンとして、γ－シクロデキストリン、β－シクロデキストリン、α－シクロデキストリン等が挙げられる。より好ましくは、γ－シクロデキストリン又はα－シクロデキストリンであり、γ－シクロデキストリンが特に好ましい。シクロデキストリンは、糖鎖が環状になった立体的構造を有する化合物であり、外側が親水性、内側が親油性を示す。 [Cyclodextrin]
Examples of the cyclodextrin preferably used in the composition of the present invention include γ-cyclodextrin, β-cyclodextrin, α-cyclodextrin and the like. More preferred is γ-cyclodextrin or α-cyclodextrin, and γ-cyclodextrin is particularly preferred. Cyclodextrin is a compound having a three-dimensional structure in which sugar chains are cyclic. The outer side is hydrophilic and the inner side is lipophilic.
［混合液］
　本発明の製造方法において、「混合液」とは、少なくとも前記したセラミド原料及びシクロデキストリンを水等の溶媒に溶解させたものをいう。混合液に用いる溶媒としては、水が好ましい。前記溶媒の温度は特に限定されないが、溶解を容易にするためには４０℃以上であればよく、４０～８０℃とすることが好ましい。好ましい溶媒の量は、シクロデキストリンの種類によって異なる。γ－シクロデキストリンを用いる場合の溶媒量は、混合液中の成分（シクロデキストリン、セラミド原料及び任意で追加される成分）の固形分含量に対して１．５倍以上の重量であればよく、好ましくは２．５～５倍、より好ましくは３～４倍程度の重量である。α－シクロデキストリンを用いる場合の溶媒量は、混合液中の成分の固形分含量に対して５倍以上の重量であればよく、好ましくは６．５倍以上の重量である。β－シクロデキストリンを用いる場合の溶媒量は、混合液中の成分の固形分含量に対して１０倍以上の重量であればよく、好ましくは２０倍以上の重量である。 [Mixture]
In the production method of the present invention, the “mixed solution” refers to a solution obtained by dissolving at least the ceramide raw material and cyclodextrin in a solvent such as water. As a solvent used for the mixed solution, water is preferable. The temperature of the solvent is not particularly limited, but may be 40 ° C. or higher, and preferably 40 to 80 ° C. for easy dissolution. The preferred amount of solvent varies with the type of cyclodextrin. The amount of solvent in the case of using γ-cyclodextrin may be 1.5 times or more the weight of the solid content of the components (cyclodextrin, ceramide raw material and optionally added components) in the mixed solution, The weight is preferably 2.5 to 5 times, more preferably about 3 to 4 times. When α-cyclodextrin is used, the amount of the solvent may be 5 times or more, preferably 6.5 times or more the solid content of the components in the mixed solution. When β-cyclodextrin is used, the amount of the solvent may be 10 times or more, preferably 20 times or more the weight of the solid content of the components in the mixed solution.
　作用の詳細は不明であるが、セラミド原料とシクロデキストリンとが混合液中で接触して乾燥されると、シクロデキストリンの内側にセラミド原料が包接されると推測される。このようにして包接体が形成されることにより、造粒工程中にセラミド原料が関与する褐変化反応が抑制されるものと推測される。なお、これらは理論に基づく推測であって、本発明を拘束するものではない。 Although the details of the action are unknown, it is presumed that when the ceramide raw material and cyclodextrin are contacted and dried in the mixed solution, the ceramide raw material is included inside the cyclodextrin. By forming the clathrate in this way, it is presumed that the browning reaction involving the ceramide raw material during the granulation step is suppressed. Note that these are speculations based on theory and do not restrict the present invention.
　混合液中のセラミド原料とシクロデキストリンの重量比率は１：０．５～１：５であることが好ましく、より好ましくは１：１～１：２で、特に好ましくは１：１．５～１：２である。混合液中のシクロデキストリンの重量比率が高い方が、褐変化及び臭気の発生は抑制される傾向を示す。さらに、混合液中のシクロデキストリンの重量比率が高い方が、最終的に得られる組成物の流動性が高いものとなる。ただし、混合液中のシクロデキストリンの重量比率が高い場合、適切な粘度のバインダー液として噴霧するために必要な溶媒（水）の量は多くなる。混合液中の水の量が多い場合、造粒時の乾燥に必要な熱量が増加するため、製造コストが増大する。そのため、混合液中のシクロデキストリンの重量比率の上限は前記した範囲が好ましい。 The weight ratio of the ceramide raw material and cyclodextrin in the mixed solution is preferably 1: 0.5 to 1: 5, more preferably 1: 1 to 1: 2, and particularly preferably 1: 1.5 to 1. : 2. The one where the weight ratio of the cyclodextrin in a liquid mixture is high shows the tendency for browning and generation | occurrence | production of an odor to be suppressed. Furthermore, the higher the weight ratio of cyclodextrin in the mixture, the higher the fluidity of the finally obtained composition. However, when the weight ratio of cyclodextrin in the mixed solution is high, the amount of the solvent (water) necessary for spraying as a binder solution having an appropriate viscosity increases. When the amount of water in the mixed solution is large, the amount of heat necessary for drying during granulation increases, and thus the production cost increases. Therefore, the upper limit of the weight ratio of cyclodextrin in the mixed solution is preferably in the above-described range.
　混合液には、本発明の効果を損なわない範囲で、他の成分を含有させることができる。例えば、結合剤（アラビアガム、プルラン、グアーガム、デンプン等）、コア（デキストリン、デンプン、結晶セルロース、糖質原料等）、抗酸化剤（カテキン類、ビタミン類、ローズマリー抽出物、ヤマモモ抽出物等の各種植物抽出物を含む）、乳化剤、光沢剤、香料等が挙げられる。 The mixed solution may contain other components as long as the effects of the present invention are not impaired. For example, binders (gum arabic, pullulan, guar gum, starch, etc.), cores (dextrin, starch, crystalline cellulose, carbohydrate raw materials, etc.), antioxidants (catechins, vitamins, rosemary extract, bayberry extract, etc.) Of various plant extracts), emulsifiers, brighteners, fragrances and the like.
［コラーゲンペプチド］
　コラーゲンは、牛や豚等の家畜や魚を加工する際に副生する皮、骨、靭帯、腱、軟骨等から抽出して製造される。本発明において「コラーゲンペプチド」とは、前記のように抽出されたコラーゲン又はゼラチンを、酵素や化学的処理等により分解して得られたものである。コラーゲンペプチドの起源は適宜選択することができるが、魚由来が好ましい。 [Collagen peptide]
Collagen is produced by extracting from skin, bones, ligaments, tendons, cartilage, etc. produced as by-products when processing livestock such as cattle and pigs and fish. In the present invention, the “collagen peptide” is obtained by degrading the collagen or gelatin extracted as described above by an enzyme, chemical treatment or the like. The origin of the collagen peptide can be selected as appropriate, but is preferably derived from fish.
　コラーゲンペプチドに含まれるコラーゲンの分子量は適宜選択することができる。低分子化されたコラーゲン成分は反応性が高い可能性があるが、本発明の組成物において造粒工程中に褐変化することなく含有させることができる。例えば、コラーゲンペプチドとして、平均分子量が１８００～５０００であるコラーゲンペプチドを好適に用いることができる。 The molecular weight of collagen contained in the collagen peptide can be appropriately selected. Although the low molecular weight collagen component may be highly reactive, it can be contained in the composition of the present invention without browning during the granulation step. For example, a collagen peptide having an average molecular weight of 1800 to 5000 can be suitably used as the collagen peptide.
［コラーゲンペプチド含有顆粒］
　前記したコラーゲンペプチドを、別途調製した結合剤（好ましくはアラビアガム）を含有するバインダー液を噴き付けて造粒することによって、コラーゲンペプチド含有顆粒を得ることができる。前記バインダー液には、本発明の効果を損なわない範囲でその他の成分を加えることができる。その他の成分として、例えば糖質原料、乳酸菌粉末、アミノ酸粉末、ビタミン類粉末、香料、乳化剤、結晶セルロース、着色料、甘味料、酸味料、滑沢剤等が挙げられる。造粒方法としては、流動層造粒、押出造粒、圧縮造粒、スプレードライ等が挙げられるが、特に流動層造粒が好ましい。コラーゲンペプチド含有顆粒は、前記した造粒工程の後、任意で乾燥工程や冷却工程を経て得られるものも含む。 [Collagen peptide-containing granules]
A collagen peptide-containing granule can be obtained by spraying the above-described collagen peptide with a binder liquid containing a separately prepared binder (preferably gum arabic) and granulating it. Other components can be added to the binder liquid as long as the effects of the present invention are not impaired. Examples of other components include carbohydrate raw materials, lactic acid bacteria powder, amino acid powder, vitamin powder, fragrance, emulsifier, crystalline cellulose, colorant, sweetener, acidulant, lubricant, and the like. Examples of the granulation method include fluidized bed granulation, extrusion granulation, compression granulation, spray drying and the like, and fluidized bed granulation is particularly preferable. Collagen peptide-containing granules include those obtained through a drying step or a cooling step optionally after the above-described granulation step.
［組成物］
　前記したコラーゲンペプチド又はコラーゲンペプチド含有顆粒に対して、セラミド原料及びシクロデキストリンを含有する混合液を噴き付けて造粒することによって、本発明の組成物が得られる。本発明の組成物は、シクロデキストリンに包接されたセラミド原料が、コラーゲンペプチド又はコラーゲンペプチド含有顆粒に対して付着してなる構成を特徴とする。 [Composition]
The composition of the present invention is obtained by spraying the above-described collagen peptide or collagen peptide-containing granule by spraying a mixed liquid containing a ceramide raw material and cyclodextrin. The composition of the present invention is characterized in that a ceramide raw material encapsulated in cyclodextrin adheres to a collagen peptide or a collagen peptide-containing granule.
　すなわち、本発明による組成物は、コラーゲンペプチド又はコラーゲンペプチド含有顆粒上に、シクロデキストリンに包接されたセラミド原料が付着して、シクロデキストリンに包接されたセラミド原料による被覆層が形成された状態にあると言える。この場合、被覆層には、コラーゲンペプチド又はコラーゲンペプチド含有顆粒の全体または部分的に被覆する場合が包含される。よって、本発明による組成物は、コラーゲンペプチド又はコラーゲンペプチド含有顆粒上の全部または一部に、シクロデキストリンに包接されたセラミド原料による被覆層を有するものであると言うこともできる。 That is, in the composition according to the present invention, the ceramide raw material included in the cyclodextrin adheres to the collagen peptide or the collagen peptide-containing granule, and a coating layer is formed from the ceramide raw material included in the cyclodextrin. It can be said that In this case, the coating layer includes a case where the collagen peptide or the collagen peptide-containing granule is entirely or partially coated. Therefore, it can also be said that the composition by this invention has a coating layer by the ceramide raw material included by the cyclodextrin on all or one part on collagen peptide or a collagen peptide containing granule.
　すなわち、本発明の組成物は、前記したように、セラミド原料及びシクロデキストリンを含有する混合液を得る工程、次いで前記混合液をコラーゲンペプチド又はコラーゲンペプチド含有顆粒に噴き付けて造粒する工程を含む方法により製造することができる。 That is, as described above, the composition of the present invention includes a step of obtaining a mixed solution containing a ceramide raw material and cyclodextrin, and then a step of spraying the mixed solution onto collagen peptide or collagen peptide-containing granules to granulate. It can be manufactured by a method.
　本発明の組成物は、セラミド原料とシクロデキストリンを含有する混合液中にさらに結合剤（例えばアラビアガム）を配合して、コラーゲンペプチド又はコラーゲンペプチド含有顆粒に噴き付けて造粒して製造することができる。造粒方法としては、流動層造粒、押出造粒、圧縮造粒、スプレードライ等が挙げられるが、特に流動層造粒が好ましい。また、本発明の組成物には、前記した造粒工程の後、任意で乾燥工程や冷却工程を経て得られるものも含む。 The composition of the present invention is manufactured by further blending a binder (for example, gum arabic) in a mixed solution containing a ceramide raw material and cyclodextrin, and spraying and granulating the collagen peptide or collagen peptide-containing granule. Can do. Examples of the granulation method include fluidized bed granulation, extrusion granulation, compression granulation, spray drying and the like, and fluidized bed granulation is particularly preferable. In addition, the composition of the present invention includes those obtained optionally through a drying step and a cooling step after the granulation step.
　本発明の組成物において、前記したコラーゲンペプチド、セラミド原料、シクロデキストリンの重量比率について特に制限はない。本発明の組成物は、セラミドがコラーゲンペプチドに対して微量であっても、コラーゲンペプチドがセラミドに対して微量であっても、また、コラーゲンペプチドとセラミドがほぼ同量であっても、均一に分散されたものが得られる。 In the composition of the present invention, there is no particular limitation on the weight ratio of the aforementioned collagen peptide, ceramide raw material, and cyclodextrin. The composition of the present invention can be applied uniformly even if the amount of ceramide is small relative to the collagen peptide, even if the amount of collagen peptide is small relative to the ceramide, and the amount of collagen peptide and ceramide is almost the same. A dispersed one is obtained.
　本発明の組成物には、コラーゲンペプチド、セラミド原料及びシクロデキストリンに加えて、本発明の効果を損なわない範囲でその他の成分を添加することができる。例えば、結合剤（アラビアガム等）、糖質原料、グルコサミン、Ｎ－アセチルグルコサミン、ヒアルロン酸、コンドロイチン硫酸、コエンザイムＱ１０、乳清発酵物、植物エキス、乳酸菌粉末、アミノ酸粉末、ビタミン類粉末、甘味料、香料、乳化剤、滑沢剤、光沢剤等が挙げられる。前記した成分は、コラーゲンペプチド又はコラーゲンペプチド含有顆粒に対して、セラミド原料とシクロデキストリンを含有する混合液を噴き付けて造粒する工程の前、造粒工程中、造粒工程の後に適宜選択して添加することができる。 In addition to the collagen peptide, the ceramide raw material and the cyclodextrin, other components can be added to the composition of the present invention as long as the effects of the present invention are not impaired. For example, binder (such as gum arabic), carbohydrate raw material, glucosamine, N-acetylglucosamine, hyaluronic acid, chondroitin sulfate, coenzyme Q10, whey fermentation product, plant extract, lactic acid bacteria powder, amino acid powder, vitamin powder, sweetener , Fragrances, emulsifiers, lubricants, brighteners and the like. The above-mentioned components are appropriately selected before, during the granulation step, after the granulation step, before the step of granulating the collagen peptide or collagen peptide-containing granule by spraying a mixed solution containing a ceramide raw material and cyclodextrin. Can be added.
　本発明の組成物は、前記した顆粒の混合工程に加えて、打錠工程又は圧縮工程を経て得ることもできる。打錠工程及び圧縮工程は、公知の手段を採用することができる。本発明の「組成物」の性状は、混合顆粒、追加された粉末成分等を含有する混合顆粒、前記顆粒等を打錠して得られるタブレット、又は前記顆粒等を圧縮成形して得られる圧縮成形体等を有する。 The composition of the present invention can also be obtained through a tableting process or a compression process in addition to the granule mixing process described above. A well-known means can be employ | adopted for a tableting process and a compression process. The property of the “composition” of the present invention is a mixed granule, a mixed granule containing an added powder component, a tablet obtained by tableting the granule, or a compression obtained by compression molding the granule. It has a molded body.
　本発明の組成物は、造粒工程及び高温度帯での保存中における褐変化や臭気の発生が抑制されていることから、粉末飲料、タブレット等としてそのまま用いることができる。また本発明の組成物は、その他の形態の製品、例えば、グミ、ゼリー飲料、容器詰飲料等の原材料として用いることができる。前記その他の形態の製品を製造する場合において、本発明の組成物は流動性が良好で粉舞いしにくいことから、製造時における優れたハンドリング性を有している。 The composition of the present invention can be used as it is as a powdered beverage, a tablet or the like because the browning change and the generation of odor during storage in a granulation step and a high temperature zone are suppressed. In addition, the composition of the present invention can be used as a raw material for other forms of products such as gummi, jelly beverage, and packaged beverage. In the case of producing the other form of the product, the composition of the present invention has good flowability and is difficult to dust, and therefore has excellent handling properties at the time of production.
　本発明を以下の例によって詳細に説明するが、本発明はこれらに限定されるものではない。 The present invention will be described in detail by the following examples, but the present invention is not limited thereto.
比較例１：コラーゲンペプチドに直接セラミド原料を噴霧して造粒された組成物
　［ベース粉末］
　コラーゲンペプチド（新田ゼラチン製コラーゲンペプチド、分子量約３０００）：　１５０重量部
　アスコルビン酸ナトリウム：　１０重量部
　トレハロース微粉：　１００重量部
　マルトデキストリン：　４０重量部 Comparative Example 1: Composition granulated by spraying ceramide raw material directly on collagen peptide [base powder]
Collagen peptide (collagen peptide made from Nitta gelatin, molecular weight about 3000): 150 parts by weight Sodium ascorbate: 10 parts by weight Trehalose fine powder: 100 parts by weight Maltodextrin: 40 parts by weight
　［バインダー液］
　アラビアガム０．５重量部と、セラミド原料（乳由来リン脂質、脂質含量８５重量％、フォンテラジャパン製）１０重量部とを、撹拌されている水４０重量部に加えて溶解させた。 [Binder liquid]
0.5 parts by weight of gum arabic and 10 parts by weight of a ceramide raw material (milk-derived phospholipid, lipid content 85% by weight, manufactured by Fontera Japan) were added to 40 parts by weight of stirred water and dissolved.
　流動層造粒機に上記ベース粉末を入れて８５℃で流動させながら、上記バインダー液を噴霧して造粒を行った。造粒して得られた顆粒を１００℃で３０分間乾燥させた後、マルトデキストリン８０重量部を加えて混合しながら、香料２．５重量部及び乳化剤２．５重量部を噴霧することにより、比較例１の組成物を得た。
　得られた組成物は顆粒状で、セラミドとコラーゲンペプチドが均一に分散されていた。 The base powder was put into a fluidized bed granulator and granulated by spraying the binder liquid while flowing at 85 ° C. After drying the granules obtained by granulation at 100 ° C. for 30 minutes, spraying 2.5 parts by weight of a fragrance and 2.5 parts by weight of an emulsifier while adding and mixing 80 parts by weight of maltodextrin, The composition of Comparative Example 1 was obtained.
The obtained composition was granular, and ceramide and collagen peptide were uniformly dispersed.
　比較例１の組成物は、流動層造粒装置で造粒している間に褐変化し、好ましくない臭気を発生した。さらに、得られた組成物をアルミパウチに封入して２３℃、３７℃、６０℃でそれぞれ１週間保存したところ、いずれの保存温度帯においても褐変化は進行し、好ましくない臭気はさらに強くなった。 The composition of Comparative Example 1 browned during granulation with a fluidized bed granulator and generated an undesirable odor. Furthermore, when the obtained composition was enclosed in an aluminum pouch and stored at 23 ° C., 37 ° C. and 60 ° C. for 1 week, browning proceeded in any storage temperature range, and the unpleasant odor became stronger. It was.
試験例１：褐変化を発生する成分の組合せに関する検討
　表１に記載した各試験区のサンプルを調製した。本試験例で使用した原料は、比較例１に使用した原料と同じものを用いた。試験区１－１は、未処理のコラーゲンペプチドとした。試験区１－２は、コラーゲンペプチド４００重量部を１００℃で３０分間乾燥することによって調製した。試験区１－３～１－８は、流動層造粒機にベース粉末原料を入れて、８５℃で流動させながらバインダー液を噴霧して造粒した後、１００℃で３０分間乾燥させることによって調製した。 Test Example 1: Study on combinations of components that cause browning changes Samples of each test group described in Table 1 were prepared. The same raw material used in Comparative Example 1 was used as the raw material used in this test example. Test group 1-1 was an untreated collagen peptide. Test group 1-2 was prepared by drying 400 parts by weight of collagen peptide at 100 ° C. for 30 minutes. In the test sections 1-3 to 1-8, the base powder raw material is put in a fluidized bed granulator, granulated by spraying a binder liquid while flowing at 85 ° C., and then dried at 100 ° C. for 30 minutes. Prepared.
　得られた各サンプルを製造した直後に香りと色調を評価した。さらに、各サンプル約１．２ｇを１５０ｍＬの水に溶解させて得られた水溶液について、風味と色調を評価した。
　結果を表１に示した。 Immediately after each sample obtained was produced, the aroma and color were evaluated. Furthermore, about the aqueous solution obtained by dissolving about 1.2g of each sample in 150 mL water, flavor and color tone were evaluated.
The results are shown in Table 1.
Figure JPOXMLDOC01-appb-T000001
  
Figure JPOXMLDOC01-appb-T000001
  
　表１の結果から、コラーゲンペプチドとセラミド原料が水分の存在する環境下で結着した顆粒（試験区１－５、１－６）は好ましくない臭気と着色を有していた。また、試験区１－５、１－６のサンプルを溶解して調製された水溶液（飲料）は不快な風味と臭いを有していた。 From the results shown in Table 1, the granules (test sections 1-5 and 1-6) in which the collagen peptide and the ceramide raw material were bound in an environment where moisture was present had an unpleasant odor and coloring. In addition, the aqueous solutions (beverages) prepared by dissolving the samples of Test Groups 1-5 and 1-6 had an unpleasant flavor and odor.
試験例２：分子量の異なるコラーゲンペプチドを配合した組成物
　平均分子量約５，０００、約３，０００、約２，０００、約１，８００を有するコラーゲンペプチド（いずれも新田ゼラチン製）をそれぞれ原料として組成物を調製した。流動層造粒機にベース粉末（前記コラーゲンペプチド２８０重量部）を投入して流動させながら、バインダー液（水３０重量部、比較例１と同じセラミド原料１７重量部）を８５℃で噴霧して造粒した後、１００℃で３０分間乾燥させた。得られた各組成物をアルミパウチ袋に封入して、２３℃、４０℃、６０℃でそれぞれ１週間保存した。保存後の各組成物について香りと色差を評価した。
　色差の評価結果を表２に示した。 Test Example 2: Composition containing collagen peptides having different molecular weights Collagen peptides having average molecular weights of about 5,000, about 3,000, about 2,000, and about 1,800 (all made by Nitta Gelatin), respectively, as raw materials A composition was prepared as While the base powder (280 parts by weight of the collagen peptide) was added to the fluidized bed granulator and allowed to flow, the binder liquid (30 parts by weight of water and 17 parts by weight of the same ceramide raw material as in Comparative Example 1) was sprayed at 85 ° C. After granulation, it was dried at 100 ° C. for 30 minutes. Each obtained composition was sealed in an aluminum pouch bag and stored at 23 ° C., 40 ° C., and 60 ° C. for 1 week. The scent and color difference were evaluated for each composition after storage.
The evaluation results of the color difference are shown in Table 2.
Figure JPOXMLDOC01-appb-T000002
  
Figure JPOXMLDOC01-appb-T000002
  
　結果から、セラミド原料を水で溶解してコラーゲンペプチドに噴き付けて形成された顆粒は、４０℃以上の高温度帯で保存されることにより、褐変化が進行する傾向がみられた。前記した褐変化の進行は、コラーゲンペプチドの平均分子量の違いに関わらず発生した。また、保存後のサンプルはすべて好ましくない臭気（釣り餌のような臭い）を有していた。 From the results, it was observed that the granules formed by dissolving the ceramide raw material with water and spraying it on the collagen peptide tend to undergo browning when stored in a high temperature zone of 40 ° C. or higher. The progression of the browning described above occurred regardless of the difference in the average molecular weight of the collagen peptides. In addition, all the samples after storage had an unpleasant odor (smelling bait smell).
試験例３：セラミド原料の保存試験
　セラミド原料（乳由来リン脂質、脂質含量８５重量％、フォンテラジャパン製）をアルミパウチ袋に封入して、４０℃で１週間、６０℃で４日間保存した。保存後の各セラミド原料は、褐変化して好ましくない臭気（釣り餌のような臭い）を有していた。 Test Example 3: Preservation Test of Ceramide Raw Material A ceramide raw material (milk-derived phospholipid, lipid content 85% by weight, manufactured by Fontera Japan) was enclosed in an aluminum pouch bag and stored at 40 ° C. for 1 week and 60 ° C. for 4 days. Each ceramide raw material after storage was browned and had an unpleasant odor (odor like fishing bait).
実施例１
　［ベース粉末］
　マルトデキストリン：　３００重量部
　コラーゲンペプチド（新田ゼラチン製コラーゲンペプチド、分子量約３０００）：　３７０重量部
　糖質原料（トレハロース微粉）：　１７５重量部
　［バインダー液］
　アラビアガム２．０重量部を、撹拌されている水１００重量部に加えて溶解させた。 Example 1
[Base powder]
Maltodextrin: 300 parts by weight Collagen peptide (collagen peptide made by Nitta Gelatin, molecular weight about 3000): 370 parts by weight Carbohydrate raw material (trehalose fine powder): 175 parts by weight [binder liquid]
2.0 parts by weight of gum arabic was added to 100 parts by weight of water being stirred and dissolved.
　［混合液］
　表３に示した成分を混合して、混合液を調製した。表中の成分の詳細を以下に示した。
　セラミド原料：　乳由来リン脂質、脂質含量８５重量％、フォンテラジャパン製
　γ－シクロデキストリン：　商品名「ＣＡＶＡＭＡＸ（Ｒ）　Ｗ８　Ｆｏｏｄ」、シクロケム社製
　β－シクロデキストリン：　商品名「ＣＡＶＡＭＡＸ（Ｒ）　Ｗ７　Ｆｏｏｄ」、シクロケム社製
　α－シクロデキストリン：　商品名「ＣＡＶＡＭＡＸ（Ｒ）　Ｗ６　Ｆｏｏｄ」、シクロケム社製 [Mixture]
The components shown in Table 3 were mixed to prepare a mixed solution. Details of the components in the table are shown below.
Ceramide raw material: Milk-derived phospholipid, lipid content 85% by weight, γ-cyclodextrin manufactured by Fontera Japan: Trade name “CAVAMAX® W8 Food”, Cyclochem β-cyclodextrin: Product name “CAVAMAX® W7 Food” ”, Α-cyclodextrin manufactured by Cyclochem: Product name“ CAVAMAX® W6 Food ”, manufactured by Cyclochem
Figure JPOXMLDOC01-appb-T000003
  
Figure JPOXMLDOC01-appb-T000003
  
　流動層造粒機内でベース粉末を８５℃で流動させながら、バインダー液を噴霧した。続けて、表３に示した実施例１－１～１－５の各混合液を噴霧して約１００℃で約１０分間乾燥させた後、冷却することで、それぞれ組成物１－１～１－５を得た。噴霧に要した時間は、実施例１－１～１－３が約２０分間、実施例１－４が約１８０分間、実施例１－５が約７０分間であった。 The binder liquid was sprayed while the base powder was fluidized at 85 ° C. in a fluidized bed granulator. Subsequently, each of the mixed solutions of Examples 1-1 to 1-5 shown in Table 3 was sprayed, dried at about 100 ° C. for about 10 minutes, and then cooled, whereby each of compositions 1-1 to 1 was cooled. -5 was obtained. The time required for spraying was about 20 minutes for Examples 1-1 to 1-3, about 180 minutes for Example 1-4, and about 70 minutes for Example 1-5.
　得られた組成物１－１～１－３を各９４．５重量部に対して、粉末状の追加成分（アスコルビン酸ナトリウム：２．４重量部）を混合した。続けて、前記混合物に対して香料１．０重量部及び乳化剤０．６重量部を噴霧することにより、組成物１－１ａ～１－３ａを得た。 The powdered additional component (sodium ascorbate: 2.4 parts by weight) was mixed with 94.5 parts by weight of each of the obtained compositions 1-1 to 1-3. Subsequently, 1.0 part by weight of a fragrance and 0.6 part by weight of an emulsifier were sprayed onto the mixture to obtain compositions 1-1a to 1-3a.
　また、組成物１－１～１－３を各６７重量部に対して、以下の粉末状の追加成分を混合した。
　マルトデキストリン：３０重量部
　アスコルビン酸ナトリウム：１．５重量部
　続けて、前記混合物に対して香料０．８重量部及び乳化剤０．６重量部を噴霧することにより、組成物１－１ｂ～１－３ｂを得た。 Further, 67 parts by weight of each of the compositions 1-1 to 1-3 was mixed with the following powdery additional components.
Maltodextrin: 30 parts by weight Sodium ascorbate: 1.5 parts by weight Subsequently, 0.8 parts by weight of a fragrance and 0.6 parts by weight of an emulsifier are sprayed onto the mixture to thereby obtain compositions 1-1b to 1- 3b was obtained.
　上記した全ての組成物は、セラミドとコラーゲンペプチドが均一に分散されたものであった。また、いずれの組成物も、製造工程中において褐変化は発生せず、好ましくない臭気を生じることなく製造することができた。 All the compositions described above were those in which ceramide and collagen peptide were uniformly dispersed. In addition, any of the compositions did not cause browning during the production process, and could be produced without producing an undesirable odor.
　製造直後の各組成物を約３．０ｇはかりとり、１５０ｍＬの水に溶解させて飲料を調製した。
　α－シクロデキストリンを用いた組成物（１－５）はやや溶けにくい性状、β－シクロデキストリンを用いた組成物（１－４）は溶けにくい性状であった。一方、γ－シクロデキストリンを用いた組成物（１－１～１－３、１－１ａ～１－３ａ、１－１ｂ～１－３ｂ）については、いずれの組成物も良好な分散性と沈降性を有していた。調製された飲料は、いずれも白濁していて、かすかなミルク様の香りを有する良好な品質であった。 About 3.0 g of each composition immediately after production was weighed and dissolved in 150 mL of water to prepare a beverage.
The composition (1-5) using α-cyclodextrin was slightly insoluble, and the composition (1-4) using β-cyclodextrin was insoluble. On the other hand, for the compositions using γ-cyclodextrin (1-1 to 1-3, 1-1a to 1-3a, 1-1b to 1-3b), all of the compositions have good dispersibility and sedimentation. Had sex. All of the prepared beverages were cloudy and had a good quality with a faint milky aroma.
　さらに、組成物１－１ａ～１－３ａ、組成物１－１ｂ～１－３ｂをそれぞれアルミパウチに封入して、６０℃で４日間及、４０℃又は２３℃で２ヶ月間保存した。組成物１－４～１－５についても同様にして６０℃で４日間、４０℃又は２３℃で２週間保存した。保存後の組成物は、いずれも褐変化せず好ましくない臭気の発生もなかった。 Further, the compositions 1-1a to 1-3a and the compositions 1-1b to 1-3b were sealed in aluminum pouches and stored at 60 ° C. for 4 days and at 40 ° C. or 23 ° C. for 2 months. Compositions 1-4 to 1-5 were similarly stored at 60 ° C. for 4 days and at 40 ° C. or 23 ° C. for 2 weeks. None of the compositions after storage was browned and no undesirable odor was generated.
試験例４：シクロデキストリンによるセラミド原料の包接作用に関する分析（１）ＤＳＣ
　セラミド原料とシクロデキストリンの重量比率を変化させることにより得られた試料の熱挙動を、示差走査熱量測定（ＤＳＣ）により評価した。 Test Example 4: Analysis of inclusion effect of ceramide raw material with cyclodextrin (1) DSC
The thermal behavior of the sample obtained by changing the weight ratio of the ceramide raw material and cyclodextrin was evaluated by differential scanning calorimetry (DSC).
　セラミド原料（乳由来リン脂質、脂質含量８５重量％、フォンテラジャパン製）及びγ－シクロデキストリン（γ―ＣＤ；商品名：ＣＡＶＡＭＡＸ（Ｒ）　Ｗ８　Ｆｏｏｄ、シクロケム社製）を用いて、下記表に示す重量比率（Weight ratio）をもつ測定用試料を下記の手順に従って調製した。 Using ceramide raw materials (milk-derived phospholipid, lipid content 85% by weight, manufactured by Fontera Japan) and γ-cyclodextrin (γ-CD; trade name: CAVAMAX® W8 Food, manufactured by Cyclochem), the following table is shown. A measurement sample having a weight ratio was prepared according to the following procedure.
Figure JPOXMLDOC01-appb-T000004
  
Figure JPOXMLDOC01-appb-T000004
  
　試料（１）及び（１０）については、原料をそのまま測定に供した。
　試料（２）～（９）については、各原料を特定の重量比率となるように秤量し、対固形分４倍重量の約７０℃温水に加えてスターラーにて１０分間撹拌した後、得られた混合液を流動層造粒機で送風温度１００℃にて噴霧乾燥させて各試料（Sample）を得た。 For samples (1) and (10), the raw materials were used for measurement as they were.
Samples (2) to (9) were obtained by weighing each raw material so as to have a specific weight ratio, stirring for 10 minutes with a stirrer in addition to about 70 ° C. warm water having a weight of 4 times the solid content. The mixed liquid was spray-dried at a blowing temperature of 100 ° C. with a fluidized bed granulator to obtain each sample.
　ＤＳＣの測定機器にはセイコーインスツル株式会社製、ＥＸＳＴＡＲ６０００を使用した。測定重量は５．０ｍｇ、測定雰囲気はＡｉｒ、昇温レートは２℃／分とした。 EXSTAR6000 manufactured by Seiko Instruments Inc. was used as a DSC measuring instrument. The measurement weight was 5.0 mg, the measurement atmosphere was Air, and the heating rate was 2 ° C./min.
　分析結果は図１に示した通りであった。 The analysis result was as shown in FIG.
　図１に示したように、試料（１）セラミド原料単品にみられる１５０℃付近の吸熱ピークは、試料中のシクロデキストリンの重量比率が高くなるにつれて高温側にシフトしていき、約１７０℃付近（試料（６）１．０３１２５：１～試料（７）１：１）で消失した。試料（８）及び（９）についても、前記吸熱ピークはみられなかった。 As shown in FIG. 1, the endothermic peak around 150 ° C. seen in the sample (1) ceramide raw material alone shifts to the higher temperature side as the weight ratio of cyclodextrin in the sample increases, and around 170 ° C. It disappeared in (sample (6) 1.03125: 1 to sample (7) 1: 1). The endothermic peak was not observed for samples (8) and (9).
　これらの結果から、シクロデキストリン（γ－ＣＤ）によるセラミド原料（乳由来リン脂質、脂質含量８５重量％）の包接作用は、セラミド原料とシクロデキストリンの重量比率が少なくとも２：１（１：０．５）～１：２の範囲において確認された。また、セラミド原料とシクロデキストリンの重量比率が約１：１付近において、試料に用いたすべてのセラミド原料がシクロデキストリンに包接されたと考えられた。さらに、セラミド原料とシクロデキストリンの重量比率が１．０３１２５：１～１：２の範囲において、試料に用いたすべてのセラミド原料はシクロデキストリンに包接されていると考えられた。 From these results, it can be seen that the inclusion ratio of the ceramide raw material (milk-derived phospholipid, lipid content 85% by weight) by cyclodextrin (γ-CD) indicates that the weight ratio of the ceramide raw material to cyclodextrin is at least 2: 1 (1: 0). .5) to 1: 2 was confirmed. Further, it was considered that all the ceramide raw materials used in the sample were included in the cyclodextrin when the weight ratio of the ceramide raw material to the cyclodextrin was about 1: 1. Furthermore, it was considered that all the ceramide raw materials used for the samples were included in the cyclodextrin when the weight ratio of the ceramide raw material to the cyclodextrin was in the range of 1.03125: 1 to 1: 2.
　これらのことから、前記した包接作用によって、実施例１に示した本発明の組成物（組成物中のセラミド原料：シクロデキストリン＝１：１～１：２）における褐変化抑制効果及び好ましくない臭気の発生を抑制する効果が発揮されていることが確認された。 From these, the browning-inhibiting effect in the composition of the present invention shown in Example 1 (ceramide raw material: cyclodextrin = 1: 1 to 1: 2) and unfavorable due to the above-mentioned inclusion action It was confirmed that the effect of suppressing the generation of odor was exhibited.
試験例５：シクロデキストリンによるセラミド原料の包接作用に関する分析（２）ＮＭＲ
　セラミド原料とシクロデキストリンの重量比率を変化させて調製した混合液及びその乾燥粉末を、核磁気共鳴分析により評価した。 Test Example 5: Analysis of inclusion action of ceramide raw material with cyclodextrin (2) NMR
The liquid mixture prepared by changing the weight ratio of the ceramide raw material and cyclodextrin and its dry powder were evaluated by nuclear magnetic resonance analysis.
　原料のセラミド原料（乳由来リン脂質、脂質含量８５重量％、フォンテラジャパン製）とシクロデキストリン（γ―ＣＤ；商品名：ＣＡＶＡＭＡＸ（Ｒ）　Ｗ８　Ｆｏｏｄ、シクロケム社製）を、それぞれ１０：１、５：１、２：１、１：１、０．８：１、０．６：１、０．４：１、０．２：１、及び０：１（γ－ＣＤ単品）の重量比率で重水に混合し、７０℃に加温、撹拌し、混合液を得た。その後、常温に戻し、それぞれを測定試料とした。 The raw material ceramide raw material (milk-derived phospholipid, lipid content 85% by weight, manufactured by Fontera Japan) and cyclodextrin (γ-CD; trade name: CAVAMAX® W8 Food, manufactured by Cyclochem) 10: 1, 5 respectively : Heavy water at weight ratios of 1,2,1, 1: 1, 0.8: 1, 0.6: 1, 0.4: 1, 0.2: 1, and 0: 1 (γ-CD single product) And heated to 70 ° C. and stirred to obtain a mixed solution. Then, it returned to normal temperature and each was used as the measurement sample.
　また、原料のセラミド原料（上記と同じ）とシクロデキストリン（上記と同じ）を、それぞれ１：２、及び０：１（γ－ＣＤ単品）の重量比率で水に混合し、７０℃に加温、撹拌して得た混合液を、凍結乾燥した後に粉砕することによって、乾燥粉末を得た。得られた乾燥粉末を、核磁気共鳴分析を実施するために、それぞれ重水に溶解させ、上記と同様に各測定試料とした。 Also, the raw ceramide raw material (same as above) and cyclodextrin (same as above) are mixed with water at a weight ratio of 1: 2 and 0: 1 (γ-CD single product), respectively, and heated to 70 ° C. The mixture obtained by stirring was freeze-dried and then pulverized to obtain a dry powder. In order to carry out nuclear magnetic resonance analysis, the obtained dry powder was dissolved in heavy water, respectively, and used as each measurement sample in the same manner as described above.
　得られた測定試料を１Ｈ－ＮＭＲ核磁気共鳴分析に供した。
　分析にはブルカー・バイオスピン社製Ａｖａｎｃｅ５００核磁気共鳴スペクトル測定装置（１Ｈ共鳴周波数５００ＭＨｚ）を装置として用い、２５℃で測定した。 The obtained measurement sample was subjected to 1H-NMR nuclear magnetic resonance analysis.
The analysis was performed at 25 ° C. using an Avance 500 nuclear magnetic resonance spectrum measuring apparatus (1H resonance frequency 500 MHz) manufactured by Bruker BioSpin Co., Ltd. as an apparatus.
　混合液を測定試料とした場合の分析結果は、図２に示した通りであった。 The analysis results when the mixed solution was used as a measurement sample were as shown in FIG.
　事前の検討から、乳由来リン脂質がγ－シクロデキストリンに包接されると、γ－シクロデキストリンの内側に存在するＨ３及びＨ５との間で相互作用が生じ、当該シグナルの化学シフトが変化することが予想された。前記した化学シフトの変化は、γ－シクロデキストリンに対する乳由来リン脂質の比率が高いほど大きいことが予想された。 From previous studies, when milk-derived phospholipids are included in γ-cyclodextrin, an interaction occurs between H3 and H5 present inside γ-cyclodextrin, and the chemical shift of the signal changes. It was expected. The above-described change in chemical shift was expected to increase as the ratio of milk-derived phospholipid to γ-cyclodextrin increases.
　しかしながら、図２によると、乳由来リン脂質とγ－シクロデキストリンの比率が異なる試料におけるＨ３及びＨ５の化学シフトは、すべてほぼ同じであった。これは、測定した混合液においては、乳由来リン脂質がγ－シクロデキストリンに包接されていないことを意味すると考えられた。
　すなわち、本発明のコラーゲン及びセラミドを含有する組成物は、セラミド原料（乳由来リン脂質）とシクロデキストリン（γ－シクロデキストリン）を含有する混合液を得る製造工程において、包接体を形成していないことが示唆された。 However, according to FIG. 2, the chemical shifts of H3 and H5 in samples having different ratios of milk-derived phospholipid and γ-cyclodextrin were almost the same. This was considered to mean that milk-derived phospholipid was not included in γ-cyclodextrin in the measured mixed solution.
That is, the composition containing collagen and ceramide of the present invention forms an inclusion body in the production process of obtaining a mixed solution containing a ceramide raw material (milk-derived phospholipid) and cyclodextrin (γ-cyclodextrin). Not suggested.
　乾燥粉末を溶解した溶液を測定試料とした場合の分析結果は、図３に示した通りであった。 The analysis result when the solution in which the dry powder was dissolved was used as a measurement sample was as shown in FIG.
　結果から、乳由来リン脂質とγ－シクロデキストリンを含有する混合液を凍結乾燥した後に粉砕する工程により得られた包接体を本分析に供した場合も、溶液中では包接体を形成していないことが示唆された。 From the results, even when the clathrate obtained by pulverizing the mixture containing milk-derived phospholipid and γ-cyclodextrin after lyophilization was subjected to this analysis, the clathrate was formed in the solution. It was suggested that not.
　さらに、α－シクロデキストリンと乳由来リン脂質含有する混合液、及び、β－シクロデキストリンと乳由来リン脂質を含有する混合液についても調製し、それぞれの場合について、乳由来リン脂質とシクロデキストリンの溶液中における包接能を、実際に確認した。その結果、これらの場合の包接能は極めて弱いことが判明した。これらのことから、溶液中での包接体の形成の有無の関する状況は、α－シクロデキストリン及びβ－シクロデキストリンの場合についても、上記γ－シクロデキストリンの場合と同様であると考えられた。 Furthermore, a mixed solution containing α-cyclodextrin and milk-derived phospholipid and a mixed solution containing β-cyclodextrin and milk-derived phospholipid were also prepared, and in each case, milk-derived phospholipid and cyclodextrin were mixed. The inclusion ability in the solution was actually confirmed. As a result, it was found that the inclusion ability in these cases was extremely weak. From these results, it was considered that the situation regarding the presence or absence of inclusions in the solution was the same for α-cyclodextrin and β-cyclodextrin as for γ-cyclodextrin. .
　従って、図２および図３の結果から、セラミド原料とシクロデキストリンとが混合液中で、単に接触した状態では、包接体は形成されず、混合液を乾燥することではじめて、シクロデキストリンの内側にセラミド原料が包接されると考えられた。
  Therefore, from the results of FIG. 2 and FIG. 3, when the ceramide raw material and the cyclodextrin are simply in contact with each other in the mixed solution, no clathrate is formed, and the inside of the cyclodextrin is not formed until the mixed solution is dried. It was thought that the ceramide raw material was included.

Claims (7)

  1. 　コラーゲンペプチド又はコラーゲンペプチド含有顆粒に対して、シクロデキストリンに包接されたセラミド原料が付着してなることを特徴とする、コラーゲン及びセラミドを含有する組成物。 A composition containing collagen and ceramide, characterized in that a ceramide raw material included in cyclodextrin adheres to collagen peptide or collagen peptide-containing granules.
  2. 　セラミド原料が、固形分中の脂質含量が７０重量％以上である、請求項１に記載の組成物。 The composition according to claim 1, wherein the ceramide raw material has a lipid content in a solid content of 70% by weight or more.
  3. 　セラミド原料が、牛乳由来のリン脂質を含有する、請求項１又は２に記載の組成物。 The composition according to claim 1 or 2, wherein the ceramide raw material contains a phospholipid derived from milk.
  4. 　シクロデキストリンが、γ－シクロデキストリン、β－シクロデキストリン、又はα－シクロデキストリンである、請求項１～３のいずれか一項に記載の組成物。 The composition according to any one of claims 1 to 3, wherein the cyclodextrin is γ-cyclodextrin, β-cyclodextrin, or α-cyclodextrin.
  5. 　シクロデキストリンが、γ－シクロデキストリンである、請求項１～４のいずれか一項に記載の組成物。 The composition according to any one of claims 1 to 4, wherein the cyclodextrin is γ-cyclodextrin.
  6. 　セラミド原料とシクロデキストリンとの重量比率が１：０．５～１：５である、請求項１～５のいずれか一項に記載の組成物。 The composition according to any one of claims 1 to 5, wherein the weight ratio of the ceramide raw material to the cyclodextrin is 1: 0.5 to 1: 5.
  7. 　セラミド原料及びシクロデキストリンを含有する混合液を得る工程、次いで前記混合液をコラーゲンペプチド又はコラーゲンペプチド含有顆粒に噴き付けて造粒する工程を特徴とする、コラーゲン及びセラミドを含有する組成物を製造する方法。
     


          Producing a composition containing collagen and ceramide, characterized by a step of obtaining a mixed solution containing a ceramide raw material and cyclodextrin, and then spraying the mixed solution onto a collagen peptide or a collagen peptide-containing granule and granulating the mixture. Method.



PCT/JP2016/074925 2015-08-26 2016-08-26 Composition containing collagen peptide and ceramide, and method for producing same WO2017034014A1 (en)

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