CN114680332B - Water-in-oil type high internal phase emulsion for carrying bitter substances and preparation method thereof - Google Patents

Water-in-oil type high internal phase emulsion for carrying bitter substances and preparation method thereof Download PDF

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CN114680332B
CN114680332B CN202210242175.8A CN202210242175A CN114680332B CN 114680332 B CN114680332 B CN 114680332B CN 202210242175 A CN202210242175 A CN 202210242175A CN 114680332 B CN114680332 B CN 114680332B
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oil
phase
water
emulsion
bitter
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CN114680332A (en
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邹立强
高艺
刘伟
刘奕祺
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Hangzhou Baibeiyou Biotechnology Co ltd
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Hangzhou Baibeiyou Biotechnology Co ltd
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    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23LFOODS, 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
    • A23L33/00Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof
    • A23L33/10Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof using additives
    • A23L33/105Plant extracts, their artificial duplicates or their derivatives
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23LFOODS, 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
    • A23L27/00Spices; Flavouring agents or condiments; Artificial sweetening agents; Table salts; Dietetic salt substitutes; Preparation or treatment thereof
    • A23L27/70Fixation, conservation, or encapsulation of flavouring agents
    • A23L27/72Encapsulation
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23LFOODS, 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
    • A23L27/00Spices; Flavouring agents or condiments; Artificial sweetening agents; Table salts; Dietetic salt substitutes; Preparation or treatment thereof
    • A23L27/86Addition of bitterness inhibitors
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23LFOODS, 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
    • A23L33/00Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof
    • A23L33/10Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof using additives
    • A23L33/17Amino acids, peptides or proteins
    • A23L33/18Peptides; Protein hydrolysates
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23VINDEXING SCHEME RELATING TO FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES AND LACTIC OR PROPIONIC ACID BACTERIA USED IN FOODSTUFFS OR FOOD PREPARATION
    • A23V2002/00Food compositions, function of food ingredients or processes for food or foodstuffs
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02ATECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE
    • Y02A50/00TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE in human health protection, e.g. against extreme weather
    • Y02A50/30Against vector-borne diseases, e.g. mosquito-borne, fly-borne, tick-borne or waterborne diseases whose impact is exacerbated by climate change

Abstract

The application provides a water-in-oil type high internal phase emulsion for carrying bitter substances and a preparation method thereof, and relates to the field of nutrient embedding and carrying. The water-in-oil type high internal phase emulsion for carrying bitter substances comprises a raw material including an aqueous phase and an oil phase, wherein the aqueous phase comprises bitter substances and a solvent; the oil phase comprises liquid oil, solid oil and polyglycerol ricinoleate. The bitter substance solution formed by the bitter substance and the solvent is used as an inner water phase, and the lipid network structure is constructed in a mode of combining liquid oil and solid oil to be used as an outer oil phase, so that high-internal-phase emulsion with good stability is formed, the encapsulation rate of the bitter substance and the bitter substance content in the emulsion are improved, the bad flavor of the bitter substance is covered, and the gastrointestinal digestion stability of the bitter substance is improved.

Description

Water-in-oil type high internal phase emulsion for carrying bitter substances and preparation method thereof
Technical Field
The application relates to the field of embedding and carrying of nutrients, in particular to a water-in-oil type high internal phase emulsion for carrying bitter substances and a preparation method thereof.
Background
There are flavors in many foods that affect consumer acceptance, such as astringency, bitterness, etc., and bitter substances such as protein hydrolysates, peptides, herbal extracts, etc., have limited their use in the food industry due to the presence of undesirable flavors. For example, proteins are hydrolyzed by acid-base enzymes, and polypeptides produced during hydrolysis are mostly biologically active, however, many animal and plant proteins exhibit bitter taste by exposure to hydrophobic amino acids during enzymatic hydrolysis to form polypeptides, thereby greatly reducing consumer acceptance (Valorisation of protein hydrolysates from animal by-products: perspectives on bitter taste and debittering methods: arev. International Journal of Food Science & Technology,2018,54 (4), 978-986.). Such polypeptides that cause the protein hydrolysate to produce bitter taste are commonly referred to as bitter peptides. Bitter peptides have been attracting attention as a nutrient substance having physiological activities such as antibacterial, antihypertensive, antioxidant and immunoregulatory activities.
Since polypeptides are sensitive to the digestive environment of the gastrointestinal tract, degradation may occur when exposed to the acidic environment of the stomach and digestive enzymes to lose the original structural loss of physiological activity (Controlled release of casein-derived peptides in the gastrointestinal environment by encapsulation in water-in-oil-in-water double enzymes.Lwt-Food Science and Technology,2016,69,225-232.). The polypeptide powders obtained after spray drying treatment in the current food industry are mostly strongly hygroscopic rendering storage difficult. The bitter taste profile, gastrointestinal sensitivity and strong hygroscopicity of polypeptides have hampered their use in the food industry.
In order to obtain consumer acceptable products, food practitioners have taken a series of measures to clear and mask the bitter taste and improve its poor mouthfeel. The methods commonly used at present for masking bitterness include additive methods, separation methods, enzyme treatment methods, maillard reaction methods, protein-like reaction methods and encapsulation methods. The additive method is limited by the limitation of the additive, the separation method often causes the loss of polypeptide, the enzyme treatment debittering method has the defects of complex operation, high cost, strict experimental conditions and the like, and the encapsulation can avoid the bitter substance from being directly exposed to a bitter acceptor to cause the bitter substance not to show bitter, can improve the gastrointestinal tract digestion sensitivity of the bitter substance, improves the bioavailability of the bitter substance, and can reduce the hygroscopicity of the bitter substance to improve the storage stability of the bitter substance.
Carriers for encapsulating water-soluble substances have been disclosed, which mainly employ carrier matrices of polysaccharides, proteins and lipids, and types of carriers include liposome, microcapsule, emulsion and other carrier systems (Encapsulation of food protein hydrolysates and peptides: a review [ J ]. RSC Advances,2015,5 (97): 79270-79278.). Some application problems of bitter substances such as peptides and protein hydrolysates may be addressed by encapsulation, including prevention of aggregation, controlled delivery and increased biostability. The liposome encapsulated polypeptide has the challenges of low encapsulation quantity, thermodynamic instability, high cholesterol content and the like, and the problem that the wall material and the core material undergo Maillard reaction in the high-temperature spraying process to change the structure of the polypeptide exists in the microcapsule encapsulated polypeptide, so that the emulsion has wider application prospect in the aspect of encapsulating and protecting bioactive substances as a carrier for encapsulating and carrying peptide nutrient substances.
The technology of encapsulating bitter substances by emulsion is concentrated on double emulsion, for example, chinese non-patent literature 'soybean oligopeptide depressurization function, structural analysis and double emulsion bitter masking technical research' discloses a method for masking soybean oligopeptide bitter by preparing double emulsion: w (W) 1 /O/W 2 The emulsion is prepared by adopting a two-step homogenization method, and the first step of preparation adopts W stabilized by PGPR 1 Dissolving soybean oligopeptide in water to obtain inner water phase, dissolving PGPR in MCT oil to obtain oil phase, adding water phase into oil phase, dispersing, homogenizing to obtain W 1 an/O emulsion; in the second step, OSA starch and maltodextrin are mixed and dissolved until the starch is completely gelatinized, and the solution is used as an external water phase (W 2 ). Will W 1 Slowly adding W into O emulsion 2 Phase, high speed shearing to obtain final W 1 /O/W 2 An emulsion. However, double emulsion encapsulation of the bittering peptides has the following limitations: the double emulsion has the problems of low encapsulation efficiency caused by migration of internal phase substances to external phase, encapsulation efficiency of about 80%, and poor storage stability; double emulsions typically have less than 10% of the total emulsion of encapsulated peptide due to the small internal aqueous phase volume fraction; the preparation method of the double emulsion is complicated and has high process requirements.
Disclosure of Invention
Therefore, the technical problem to be solved by the application is to overcome the defects of low encapsulation rate, poor storage stability, low content of bitter substances, complex preparation process and the like of double emulsion for encapsulating and carrying bitter substances in the prior art, thereby providing the water-in-oil type high internal phase emulsion for carrying the bitter substances and the preparation method thereof.
In order to achieve the above purpose, the present application provides the following technical solutions:
in a first aspect, the present application provides a water-in-oil high internal phase emulsion carrying a bitter substance, the starting materials of which comprise an aqueous phase and an oil phase,
the aqueous phase comprising a bitter substance and a solvent;
the oil phase comprises liquid grease, solid grease and polyglycerol ricinoleate.
Further, the mass concentration of the bitter substance in the aqueous phase is 0.1 to 50%, preferably 5 to 50%.
Further, the mass concentration of the polyglycerol ricinoleate in the oil phase is 2-10%, preferably 4-6%; the mass ratio of the liquid grease to the solid grease is 0.5-10: 1, preferably 0.7 to 2.9:1.
further, the oil phase mass fraction is 10-90%, preferably 12-25%.
Further, the bitter substance comprises at least one of wheat peptide, collagen peptide, soybean peptide, casein peptide, rice protein peptide, protein hydrolysate, chinese medicinal decoction and Chinese medicinal extract.
Further, the solvent comprises at least one of distilled water, PBS buffer with a concentration of 5-500 mM, and citrate buffer with a concentration of 5-500 mM, preferably PBS buffer with a concentration of 5 mM.
Further, the liquid oil comprises at least one of camellia oil, corn oil, olive oil, medium chain triglyceride, linseed oil, castor oil, walnut oil, algae oil, peony seed oil, peanut oil, rapeseed oil, soybean oil, perilla seed oil and sunflower seed oil.
Further, the solid grease comprises at least one of palm oil, coconut oil, shortening, butter, and animal oil.
In a second aspect, the present application provides a process for preparing the bitter material-carrying water-in-oil high internal phase emulsion comprising the steps of:
(1) Dissolving bitter substances in solvent to obtain water phase;
(2) Heating and mixing liquid grease, solid grease and polyglycerol ricinoleate to obtain an oil phase;
(3) And adding the water phase into the heated oil phase for homogenizing and dispersing to obtain the water-in-oil type high internal phase emulsion carrying the bitter substances.
Further, in step (3), the homogeneously dispersing includes: in the process of adding the water phase into the oil phase, the rotating speed is gradually increased from 6000rpm to 8000rpm to 10000rpm to 14000rpm at the speed of 500rpm to 1000rpm, and the water phase is continuously dispersed for 1 min to 3min under 10000rpm to 14000rpm after being completely added, so as to obtain the water-in-oil type high internal phase emulsion carrying bitter substances.
Further, in the step (2), the mixture is heated and mixed at 35 to 85 ℃.
The technical scheme of the application has the following advantages:
1. according to the water-in-oil type high internal phase emulsion for carrying the bitter substances, the bitter substance solution formed by the bitter substances and the solvent is used as an internal water phase, a lipid network structure is constructed in a mode of combining liquid oil and solid oil to be used as an external oil phase, the gel condition of the lipid phase can be improved by mixing the liquid oil and the solid oil, the viscosity of the external oil phase is regulated, the high internal phase emulsion with good stability is formed, and the encapsulation rate of the bitter substances and the bitter substance content in the emulsion are improved. Meanwhile, the inner water phase bitter substance solution presents a tightly packed structure due to higher inner phase volume fraction, and the lipid network structure of the outer oil phase and the tightly packed inner phase structure limit the movement of inner liquid drops, so that the stability of emulsion is further ensured.
2. The water-in-oil type high internal phase emulsion for carrying the bitter substances provided by the application has the advantages that the external lipid layer provides a physical barrier, the combination of the molecules of the internal bitter substances and bitter receptors in the oral cavity is blocked, the bad flavor of the bitter substances is effectively masked, the consumer acceptability is improved, and meanwhile, the application of the hydrophilic nutrient substances in oil-based foods can be expanded.
3. The water-in-oil type high internal phase emulsion for carrying the bitter substances, provided by the application, has the advantages that the external lipid layer prevents the distribution of the bitter substances in the stomach from being exposed, the activity of the bitter substances is protected, and the bitter substances are ensured to have higher physiological activity before reaching the absorption site of the small intestine. During the digestion of the small intestine, the outer lipid layer gradually breaks down with the action of lipase and pancreatin, and the inner bitter substances are slowly released.
4. The water-in-oil type high internal phase emulsion for carrying the bitter substances can effectively slow down the lipid oxidation process in the emulsion when the internal bitter substances are bitter peptides, and prolong the shelf life of products.
5. The preparation method of the water-in-oil type high internal phase emulsion carrying bitter substances provided by the application can prepare the water-in-oil type high internal phase emulsion carrying bitter substances with high content of encapsulation, no bitter taste and stable gastric digestion activity by a one-step method, and is simple and easy to operate. The method is mainly used in the field of food materials with strong pungent flavor, and can effectively improve the sensory attribute of the food materials and improve the consumer acceptance.
6. According to the preparation method of the water-in-oil type high internal phase emulsion carrying bitter substances, the oil phase is heated, then the internal water phase is slowly added into the system, the system temperature is gradually reduced to enable a lipid phase network structure to be formed, the migration rate of liquid drops is reduced, the dispersion rotating speed is gradually increased in the process, stable emulsion is formed, and after the internal water phase is completely involved, continuous dispersion is realized, and the complete emulsification is ensured.
Drawings
In order to more clearly illustrate the embodiments of the present application or the technical solutions in the prior art, the drawings that are needed in the description of the embodiments or the prior art will be briefly described, and it is obvious that the drawings in the description below are some embodiments of the present application, and other drawings can be obtained according to the drawings without inventive effort for a person skilled in the art.
FIG. 1 is a diagram showing the appearance of freshly prepared emulsions according to examples 1 to 3 of the present application after 3 weeks of storage at room temperature;
FIG. 2 is an apparent view of freshly prepared emulsion, and inverted emulsion after preparation, in example 4 of the application;
FIG. 3 is an apparent view of freshly prepared emulsion and tilted emulsion after preparation in example 5 of the application;
FIG. 4 is an apparent view of freshly prepared emulsion, and inverted emulsion after preparation, in example 6 of the application;
FIG. 5 is an apparent image of freshly prepared emulsion, inverted and stored at room temperature for 1 week in example 1 of the present application;
FIG. 6 is an apparent image of freshly prepared emulsion, inverted and prepared for 10min according to comparative example 1 of the present application;
FIG. 7 is an apparent view of freshly prepared emulsion and inverted emulsion according to comparative example 2 of the present application;
FIG. 8 is a graph showing evaluation of the effect of masking bitterness of bitter substances of the high internal phase emulsions obtained in examples 1 to 6 of the present application;
FIG. 9 is a graph showing evaluation of lipid oxidation effects during storage of the high internal phase emulsions obtained in examples 1 to 3 of the present application;
FIG. 10 is a physical diagram of the high internal phase emulsion obtained in example 3 of the present application in a simulated in vitro digestion process and a microstructure of the emulsion at the end of each digestion stage under a confocal laser microscope.
Detailed Description
The following examples are provided for a better understanding of the present application and are not limited to the preferred embodiments described herein, but are not intended to limit the scope of the application, any product which is the same or similar to the present application, whether in light of the present teachings or in combination with other prior art features, falls within the scope of the present application.
The preparation raw materials in examples and comparative examples are as follows:
tea oil (green sea tea oil, south China, jiangxi), palm oil (food grade, guangzhou Lang Feng), polyglycerol ricinoleate (Daghe food, zheng Zhou, henan), wheat peptide (Jiangzhong, jiangxi nan Chang, molecular weight below 1000 Da), coconut oil (sunlight coconut oil, guangdong), linseed oil (Linseed oil, inner Mongolia, china), olive oil (Betts, spain), shortening (American flag, shanghai, all organisms of collagen peptide, jiangsu nan Beijing), coptis extract (Feng St Nort, shanxi chicken), traditional Chinese medicine liquid (Jiangxi Miao, jiangxi nan Chang).
The concentration of PBS buffer in examples and comparative examples was 5mM, pH7.0, and the preparation method was as follows:
preparation of 5mM Na 2 HPO 4 Solution and 5mM NaH 2 PO 4 Solution, 610mL Na 2 HPO 4 Solution and 390mL NaH 2 PO 4 After mixing the solutions, the pH was adjusted to 7.0 to prepare 5mM PBS buffer.
The specific experimental procedures or conditions are not noted in the examples and may be followed by the operations or conditions of conventional experimental procedures described in the literature in this field. The materials or instruments used are all conventional products commercially available, including but not limited to those used in the examples of the present application.
Example 1
The embodiment provides a wheat peptide-carrying water-in-oil type high internal phase emulsion, which is prepared by the following steps:
(1) 20g of wheat peptide powder was dissolved in 380g of PBS buffer to give 400g of aqueous phase (wheat peptide mass concentration 5%);
(2) Heating and uniformly mixing 47.5g of camellia oil, 47.5g of food-grade palm oil and 5g of polyglycerol ricinoleate at 70 ℃ to obtain 100g of oil phase;
(3) Transferring the heated oil phase obtained in the step (2) into a beaker, and placing the beaker in a high-speed dispersing machine, wherein the rotating speed is gradually increased from 8000rpm to 11000rpm at the speed of 1000rpm per minute in the process of adding the water phase into the oil phase, and continuously dispersing the water phase at 11000rpm for 2min after the water phase is completely added, so as to obtain the wheat peptide-carrying water-in-oil type high internal phase emulsion.
Example 2
The embodiment provides a wheat peptide-carrying water-in-oil type high internal phase emulsion, which is prepared by the following steps:
(1) 60g of wheat peptide powder was dissolved in 340g of PBS buffer to give 400g of aqueous phase (wheat peptide mass concentration 15%);
(2) Heating and uniformly mixing 47.5g of camellia oil, 47.5g of food-grade palm oil and 5g of polyglycerol ricinoleate at 70 ℃ to obtain 100g of oil phase;
(3) Transferring the heated oil phase obtained in the step (2) into a beaker, and placing the beaker in a high-speed dispersing machine, wherein the rotating speed is gradually increased from 8000rpm to 11000rpm at the speed of 1000rpm per minute in the process of adding the water phase into the oil phase, and continuously dispersing the water phase at 11000rpm for 2min after the water phase is completely added, so as to obtain the wheat peptide-carrying water-in-oil type high internal phase emulsion.
Example 3
The embodiment provides a wheat peptide-carrying water-in-oil type high internal phase emulsion, which is prepared by the following steps:
(1) 120g of wheat peptide powder was dissolved in 280g of PBS buffer to give 400g of aqueous phase (wheat peptide mass concentration 30%);
(2) Heating and uniformly mixing 47.5g of camellia oil, 47.5g of food-grade palm oil and 5g of polyglycerol ricinoleate at 70 ℃ to obtain 100g of oil phase;
(3) Transferring the heated oil phase obtained in the step (2) into a beaker, and placing the beaker in a high-speed dispersing machine, wherein the rotating speed is gradually increased from 8000rpm to 11000rpm at the speed of 1000rpm per minute in the process of adding the water phase into the oil phase, and continuously dispersing the water phase at 11000rpm for 2min after the water phase is completely added, so as to obtain the wheat peptide-carrying water-in-oil type high internal phase emulsion.
Example 4
The present example provides a collagen peptide-carrying water-in-oil high internal phase emulsion, which is prepared by the following method:
(1) 225g of collagen peptide powder was dissolved in 225g of PBS buffer to give 440g of aqueous phase (collagen peptide mass concentration 50%);
(2) Heating 34.4g of soybean oil, 22g of coconut oil and 3.6g of polyglycerol ricinoleate at 65 ℃ and uniformly mixing to obtain 60g of oil phase;
(3) Transferring the heated oil phase obtained in the step (2) into a beaker, and placing the beaker in a high-speed dispersing machine, wherein the rotating speed is gradually increased from 7000rpm to 12000rpm at a speed of 800rpm per minute in the process of adding the water phase into the oil phase, and continuously dispersing the water phase at 12000rpm for 2min after the water phase is completely added, so as to obtain the collagen peptide-carrying water-in-oil type high internal phase emulsion.
Example 5
The embodiment provides a water-in-oil type high internal phase emulsion for carrying traditional Chinese medicine decoction, which is prepared by the following steps:
(1) Dissolving 150g of the traditional Chinese medicine decoction in 275g of PBS buffer solution to obtain 425g of water phase (the mass concentration of the traditional Chinese medicine decoction is 35%);
(2) Heating and uniformly mixing 52.5g of linseed oil, 18g of coconut oil and 4.5g of polyglycerol ricinoleate at 60 ℃ to obtain 75g of oil phase;
(3) Transferring the heated oil phase obtained in the step (2) into a beaker, and placing the beaker in a high-speed dispersing machine, wherein the rotating speed is gradually increased from 6000rpm to 10000rpm at the speed of 500rpm per minute in the process of adding the water phase into the oil phase, and continuously dispersing the water phase at 10000rpm for 2min after the water phase is completely added, so as to obtain the water-in-oil type high internal phase emulsion for carrying the traditional Chinese medicine decoction.
Example 6
The embodiment provides a water-in-oil type high internal phase emulsion carrying water-soluble coptis chinensis extract, which is prepared by the following steps:
(1) 45g of coptis extract powder is dissolved in 330g of PBS buffer to obtain 375g of water phase (the mass concentration of coptis extract is 12%);
(2) Heating and uniformly mixing 50g of olive oil, 70g of shortening and 5g of polyglycerol ricinoleate at 70 ℃ to obtain 125g of oil phase;
(3) Transferring the heated oil phase obtained in the step (2) into a beaker, and placing in a high-speed dispersing machine, wherein the rotating speed is gradually increased from 7500rpm to 10500rpm at a speed of 1000rpm per minute in the process of adding the water phase into the oil phase, and continuously dispersing for 2min at 10500rpm after the water phase is completely added, so as to obtain the water-in-oil type high internal phase emulsion carrying the coptis chinensis extract.
Comparative example 1
The comparative example provides a wheat peptide-carrying water-in-oil emulsion, which is prepared as follows:
(1) 20g of wheat peptide powder was dissolved in 380g of PBS buffer to give 400g of aqueous phase (wheat peptide mass concentration 5%);
(2) Heating and uniformly mixing 95g of camellia oil and 5g of polyglycerol ricinoleate at 65 ℃ to obtain 100g of oil phase;
(3) Transferring the heated oil phase obtained in the step (2) into a beaker, and placing the beaker in a high-speed dispersing machine, wherein the rotating speed is gradually increased from 8000rpm to 11000rpm at the speed of 1000rpm per minute in the process of adding the water phase into the oil phase, and continuously dispersing the water phase at 11000rpm for 2min after the water phase is completely added, so as to obtain the wheat peptide-carrying water-in-oil emulsion.
Comparative example 2
The comparative example provides a wheat peptide-carrying water-in-oil emulsion, which is prepared as follows:
(1) 20g of wheat peptide powder was dissolved in 380g of PBS buffer to give 400g of aqueous phase (wheat peptide mass concentration 5%);
(2) Heating and uniformly mixing 95g of food-grade palm oil and 5g of polyglycerol ricinoleate at 65 ℃ to obtain 100g of oil phase;
(3) Transferring the heated oil phase obtained in the step (2) into a beaker, and placing the beaker in a high-speed dispersing machine, wherein the rotating speed is gradually increased from 8000rpm to 11000rpm at the speed of 1000rpm per minute in the process of adding the water phase into the oil phase, and continuously dispersing the water phase at 11000rpm for 2min after the water phase is completely added, so as to obtain the wheat peptide-carrying water-in-oil emulsion.
Experimental example 1 evaluation of emulsion stability
(1) Evaluation of storage stability of emulsions obtained in examples 1 to 3
After the preparation of the emulsions of examples 1 to 3, the emulsions were stored at room temperature for 3 weeks, and appearance patterns of the emulsions were photographed.
Analysis of results:
the aqueous phase of the emulsion prepared in example 1 carries wheat peptide at a mass concentration of 5%, as shown in fig. 1, the freshly prepared emulsion has a semi-solid state inherent to the high internal phase emulsion and is not flowable after inversion, which is also due to the compact arrangement of the droplets within the high internal phase emulsion and the extrusion deformation into a polyhedron, which gives the emulsion a more viscous appearance. Phase separation occurred after 3 weeks of storage at room temperature.
The aqueous phase of the emulsion prepared in example 2 carries 15% wheat peptide by mass, and as shown in fig. 1, the freshly prepared emulsion also exhibits the inherent structural characteristics of a high internal phase emulsion, and the emulsion viscosity is relatively high. After 3 weeks of storage at room temperature, the emulsion changed in texture and was flowable after inversion.
The aqueous phase of the emulsion prepared in example 3 carries 30% wheat peptide by mass, as shown in fig. 1, and the freshly prepared emulsion has a relatively high viscosity and is not flowable after inversion. After 3 weeks of storage at room temperature, the structure of the emulsion is not changed, the emulsion shows higher viscosity, the migration among liquid drops is limited, the emulsion still shows an inverted and non-flowable state, and the emulsion with the concentration of the wheat peptide has better storage stability.
(2) Evaluation of stability of emulsions obtained in examples 4 to 6
After the preparation of the emulsions of examples 4 to 6, the emulsions were inverted or tilted and the appearance of the emulsions was photographed.
Analysis of results:
the aqueous phase of the emulsion prepared in example 4 carries collagen peptide with a mass concentration of 50%, and as shown in fig. 2, the freshly prepared emulsion also has a larger system viscosity and shows a non-flowable phenomenon after inversion. The water phase mass fraction in this example is already as high as 88% and the fat content is low. After storage, the emulsion still keeps original viscosity and has no unstable phenomena such as phase separation, which indicates that high internal phase emulsion with good stability can be still formed by increasing the mass fraction of the water phase and changing the liquid grease composition of the solid grease.
The emulsion prepared in example 5 has an aqueous phase carrying a Chinese medicinal decoction with a mass concentration of 35%, and as shown in fig. 3, the freshly prepared emulsion is in a viscous state, has a certain viscosity, and slowly flows after being inclined, but the emulsion is still stable after being stored, and has no unstable phenomena such as phase separation, phase inversion and the like. In this example, the oil phase mass fraction was only 15%, and a stable high internal phase emulsion was formed although the oil phase composition was relatively small in solid fat.
The aqueous phase of the emulsion prepared in example 6 carries 12% of coptis chinensis extract by mass concentration, and as shown in fig. 4, the freshly prepared emulsion has higher viscosity and shows an inverted non-flowable phenomenon. In the embodiment, the mass fraction of the water phase is 75%, the solid grease in the oil phase composition is larger, the viscosity of the oil phase is higher, the migration movement of liquid drops is limited, the emulsion also has good stability after storage, the emulsion still keeps a viscous appearance, and unstable phenomena such as phase separation and the like do not occur.
(3) Evaluation of stability of emulsions obtained in example 1 and comparative examples 1 to 2
After the emulsions of example 1 and comparative examples 1 to 2 were prepared, they were left to stand at room temperature for storage, and the apparent change was recorded by photographing.
Analysis of results:
the oil phase of example 1 contains a part of solid oil palm oil, which improves the viscosity of the external oil phase and limits the migration movement of liquid drops, as shown in fig. 5, the freshly prepared emulsion presents an inverted non-flowable phenomenon, has the general appearance characteristic of high internal phase emulsion, is preserved for 1 week at room temperature, and has better stability without unstable phenomena such as phase separation, phase inversion and the like.
The oil phase of comparative example 1 does not contain solid grease, the overall viscosity is low, the liquid drops are easy to migrate and move, as shown in fig. 6, the freshly prepared emulsion presents an inverted flowable phenomenon, the unstable phenomenon of oil-water two-phase separation occurs after the emulsion stands for 10min, and the emulsion stability is poor.
The oil phase composition of comparative example 2 is mainly solid oil palm oil, and the oil phase gradually decreases with the addition of the aqueous phase, the oil phase starts to solidify, and the viscosity increases, but because the volume fraction of the inner aqueous phase is too large, part of the inner aqueous phase is not added into the system in the process of outer phase solidification, so that part of the inner aqueous phase remains outside, and a high inner phase emulsion with the volume fraction of the inner aqueous phase of more than 74% cannot be formed, as shown in fig. 7, and the emulsion formed in comparative example 2 is a common water-in-oil emulsion with certain plasticity and viscosity.
Experimental example 2 evaluation of emulsion encapsulation efficiency
The residual bitter peptides on the surface of the emulsion are removed by a water washing method, and the content of the bitter peptides is characterized by measuring the protein content by a biuret method.
Encapsulation efficiency= (1-content of bitter peptides removed by water washing/total bitter peptide addition in inner water phase) ×100% results analysis:
the encapsulation ratios of the emulsions of examples 1 to 4 were calculated as shown in Table 1.
TABLE 1 encapsulation efficiency of the emulsions of examples 1-4
Sample of Example 1 Example 2 Example 3 Example 4
Encapsulation efficiency 98.85% 98.82% 95.76% 95.32%
The emulsions obtained in examples 1-4 all have high encapsulation efficiency (> 95%) of bitter peptides, which indicates that the water-in-oil high internal phase emulsion provided by the application can encapsulate bitter peptides efficiently. The bitter peptides are encapsulated as hydrophilic nutrients within the water-in-oil high internal phase emulsion, and the presence of an external hydrophobic oil phase also limits leakage of the internal bitter peptides.
Experimental example 3 evaluation of bitterness intensity of emulsion
Determination of bitterness intensity was performed using a scale of sensory analysis, reference ISO 8589-2007. 9 sensory evaluation members ranging in age from 20 to 28 years were screened for bitterness value evaluation. The wheat peptide solutions with different mass concentrations are prepared to be used as bitter standards, the bitter strengths of pure water, 10% wheat peptide aqueous solution, 20% wheat peptide aqueous solution and 30% wheat peptide aqueous solution are respectively set to be 0, 5, 10 and 15, and the standards are scored by the training evaluation members, so that the evaluation members can distinguish samples with different bitter strengths after training and the evaluation standards are relatively consistent. The sensory evaluation member rinsed with distilled water before evaluating, and 1.0g of the evaluation sample was contained in the oral cavity for 10s, and after spitting, rinsed with distilled water and scored. The mouth between every two samples is rinsed with distilled water and the rest time is 15min, so that the oral cavity is kept clean, and the influence among the samples is reduced. Each sample was evaluated 3 times in duplicate.
Analysis of results:
as shown in fig. 8, the concentration of the wheat peptide carried in the aqueous phase in the emulsion of example 1 is 5%, and the evaluation result of the sensory evaluation group shows that the aqueous solution of the wheat peptide with the concentration of 5% has obvious bitter taste perception, the bitter taste intensity evaluation value is close to 3, while the bitter taste intensity evaluation value of the high internal phase emulsion provided in example 1 is very low, and bitter taste is not detected, which also shows that the lipid layer outside the emulsion plays a role in preventing the combination of the wheat peptide molecules and the oral bitter taste receptor, and the perception of bitter taste is avoided.
The aqueous phase carried wheat peptide concentration in the emulsion of example 2 was increased to 15%, and the evaluation results of the sensory panel showed that the 15% aqueous wheat peptide solution had a strong bitter taste intensity and a high bitter taste score. However, the high internal phase emulsion provided in example 2 did not exhibit significant bitterness, with a bitterness intensity rating of approximately 1, effectively masking the bitterness of wheat peptides.
The concentration of the wheat peptide carried by the aqueous phase in the emulsion of example 3 is increased to 30%, and the evaluation result of the sensory evaluation group obviously shows that the wheat peptide aqueous solution with the concentration of 30% has very strong bitter taste intensity and obvious bitter taste. However, the high internal phase emulsion provided in example 3 exhibited effective bitterness masking, with a bitterness intensity rating of slightly greater than 2 and less than 5% aqueous wheat peptide, significantly masking the bitterness of the wheat peptide solution and improving consumer acceptance.
Example 4 the aqueous phase carried collagen peptide concentration in the emulsion was 50% and the aqueous collagen peptide solution at this concentration had a bitterness intensity score of 15, showing an extremely pronounced bitterness, whereas the encapsulated high internal phase emulsion showed a bitterness intensity score of approximately 3 and a pronounced reduction in bitterness intensity.
The concentration of the medicine decoction in the internal water phase in the embodiment 5 is 35.3%, the bitterness intensity of the medicine decoction aqueous solution with the concentration is about 3 after being evaluated by a sensory evaluation group, and meanwhile, the average bitterness intensity score of the encapsulated high internal phase emulsion is lower than 1, so that the bitterness of the medicine decoction is obviously reduced, and the bad flavor is covered.
In example 6, the inner water phase is a coptis extract solution, the bitterness intensity of 12% coptis extract aqueous solution is close to 6, while the bitterness intensity of the water-in-oil high inner phase emulsion encapsulating the coptis extract with the concentration is only close to 1, the bitterness intensity is obviously reduced, and the masking effect of the poor flavor of the coptis extract of the water-in-oil high inner phase emulsion is also shown.
Experimental example 4 evaluation of lipid oxidation of emulsion
The emulsions prepared in examples 1 to 3 were each placed in an oven at 40℃to accelerate lipid oxidation. The extent of lipid oxidation was characterized by measuring Peroxide (POV), a major reaction product of lipid oxidation. 0.3g of the emulsion was placed in a small centrifuge tube, 15mL of a mixture of isooctane and isopropanol (the volume ratio of isooctane to isopropanol was 3:1), shaking was performed thoroughly (10 s,3 times), centrifugation was performed (1000 g,2 min), 200. Mu.L of an organic layer (supernatant) was taken, and added to 2.8mL of a mixture of methanol and butanol (the volume ratio of methanol to butanol was 2:1), then 15. Mu.L of ammonium thiocyanate (3.94M) and 15. Mu.L of a ferrous ion solution (0.132M barium chloride and 0.144M ferrous sulfate were mixed in a volume ratio of 1:1, and a 0.22 μm filter membrane was added thereto), and after 20min of reaction, the absorbance was measured at a wavelength of 510nm, and the peroxide concentration in the sample was calculated by a cumene hydroperoxide standard curve. The blank uses a water-in-oil high internal phase emulsion with an internal aqueous phase of PBS buffer. The assay was repeated 3 times for each sample.
Analysis of results:
as can be seen from fig. 9, in the case of the internal phase-deleted wheat peptide, the peroxide value of the emulsion gradually increased with the increase of the storage time, which also indicates the occurrence of lipid oxidation phenomenon in the emulsion.
The inner aqueous phase of the emulsions obtained in examples 1 to 3 encapsulate wheat peptide solutions with mass concentrations of 5%, 15% and 30%, respectively, as can be seen from fig. 9, examples 1 to 3 significantly reduce the peroxide concentration in the emulsions. Meanwhile, as the concentration of wheat peptide increases, the peroxide value in the emulsion decreases, indicating that the concentration of wheat peptide affects the lipid oxidation reaction in the emulsion.
Experimental example 5 evaluation of digestion protection effect of wheat peptide
The protective ability of the emulsion obtained in example 3 against gastric digestion of wheat peptides was determined by simulating gastrointestinal digestion.
The preparation of the experimental samples is described in example 3, in which the inner aqueous phase is dyed with FITC and the oil phase with nile red. And after the sample preparation, performing in-vitro simulated digestion experiments, and respectively transferring the emulsion sample after oral cavity digestion, the emulsion sample after gastric digestion and the digestive juice sample after small intestine digestion into a confocal dish to observe the microstructure of the sample.
The digests used for in vitro simulated digestion were configured according to the following method:
1.594mg/ml sodium chloride, 0.328mg/ml ammonium nitrate, 0.636mg/ml monopotassium phosphate, 0.202mg/ml potassium chloride, 0.308mg/ml potassium citrate, 0.021mg/ml sodium dihydrogen urate, 0.198mg/ml urea and 0.146mg/ml sodium lactate salt are dissolved in distilled water to prepare the simulated oral cavity digestive juice. Oral mucosa proteins (3 mg/ml) were dissolved therein in advance to prepare a simulated oral working fluid (SSF).
Simulated Gastric Fluid (SGF) consisted of 2mg/ml sodium chloride and hydrochloric acid (pH of the system was adjusted to 1.2) and pepsin was dissolved therein at 3.2 mg/ml.
Simulated Intestinal Fluid (SIF) consists of saline solution, enzyme solution and bile salt solution. The salt solution was prepared from 31.58mg/ml calcium chloride, 218.7mg/ml sodium chloride. Pancreatin 24mg/ml, lipase 24mg/ml, bile salt 189mg/ml were dissolved in phosphate buffer (5 mmol/L, pH 7.0).
The operations of each stage of in vitro simulated digestion are as follows:
oral phase: a sample of 1.0g of the high internal phase emulsion, 7.5mL SSF and 6.5mL PBS (5 mM, pH 7.0) were placed in a glass jar to adjust pH to 6.8 and digested in a 37℃shaker water bath for 10min.
Gastric stage: after oral digestion, 15mL of SGF was added to a glass bottle and pH was adjusted to 2.5 and digested in a 37 ℃ thermostatic shaker water bath for 2h.
Small intestine stage: after the gastric digestion was completed, the pH of the system was adjusted to 7.0 and 1.5mL of saline solution, 3.5mL of bile salt solution, 2.5mL of lipase solution, and 2.5mL of pancreatin solution were added. The pH of the system during the digestion of the small intestine was maintained by titration using a pH constant titrator.
Evaluation of results:
as shown in figure 10, at the end of digestion in the mouth and stomach, the emulsion still maintains the structure of the high internal phase emulsion, the external lipid layer remains intact, and the wheat peptide in the internal water phase is well protected, so that the original physiological activity of the wheat peptide is prevented from being changed due to exposure to the stomach environment. After the emulsion reaches the digestion stage of the small intestine, the outer lipid layer is gradually broken along with the action of lipase in the small intestine, and the inner wheat peptide is released so as to reach the action site of the small intestine and be further absorbed and utilized by the human body. The water-in-oil type high internal phase emulsion prepared by the application ensures that the wheat peptide still has better physiological activity and structural integrity before reaching an absorption site.
It is apparent that the above examples are given by way of illustration only and are not limiting of the embodiments. Other variations or modifications of the above teachings will be apparent to those of ordinary skill in the art. It is not necessary here nor is it exhaustive of all embodiments. While still being apparent from variations or modifications that may be made by those skilled in the art are within the scope of the application.

Claims (9)

1. A water-in-oil type high internal phase emulsion for carrying bitter substances is characterized in that the raw materials comprise an aqueous phase and an oil phase,
the aqueous phase comprising a bitter substance and a solvent;
the oil phase comprises liquid grease, solid grease and polyglycerol ricinoleate,
the mass concentration of the bitter substance in the water phase is 5-50%;
the mass concentration of the polyglycerol ricinoleate in the oil phase is 2% -10%;
the mass ratio of the liquid grease to the solid grease is 0.5-10: 1, a step of;
the mass fraction of the oil phase is 12% -25%;
the solid grease comprises at least one of palm oil, coconut oil, shortening, butter and animal oil.
2. A water-in-oil high internal phase emulsion carrying a bitter substance according to claim 1, wherein the mass concentration of polyglycerol ricinoleate in the oil phase is 4% to 6%; the mass ratio of the liquid grease to the solid grease is 0.7-2.9: 1.
3. the bitter material carrying water-in-oil high internal phase emulsion of claim 1, wherein the bitter material comprises at least one of wheat peptide, collagen peptide, soy peptide, casein peptide, rice protein peptide, protein hydrolysate, chinese medicinal decoction, and Chinese medicinal extract.
4. A water-in-oil high internal phase emulsion carrying a bitter substance according to claim 1, wherein the solvent comprises at least one of distilled water, PBS buffer at a concentration of 5 to 500mM, citrate buffer at a concentration of 5 to 500 mM.
5. A water-in-oil high internal phase emulsion carrying a bitter substance according to claim 1, wherein the solvent is PBS buffer at a concentration of 5 mM.
6. A water-in-oil high internal phase emulsion carrying a bitter substance as claimed in claim 1, wherein,
the liquid oil comprises at least one of camellia oil, corn oil, olive oil, medium chain triglyceride, linseed oil, castor oil, walnut oil, algae oil, peony seed oil, peanut oil, rapeseed oil, soybean oil, perilla seed oil and sunflower seed oil.
7. A process for the preparation of a water-in-oil high internal phase emulsion carrying a bitter substance as claimed in any one of claims 1 to 6, comprising the steps of:
(1) Dissolving bitter substances in solvent to obtain water phase;
(2) Heating and mixing liquid grease, solid grease and polyglycerol ricinoleate to obtain an oil phase;
(3) And adding the water phase into the heated oil phase for homogenizing and dispersing to obtain the water-in-oil type high internal phase emulsion carrying the bitter substances.
8. The method of preparing a bitter material-carrying water-in-oil high internal phase emulsion according to claim 7, wherein in step (3), said homogeneously dispersing comprises: in the process of adding the water phase into the oil phase, the rotating speed is gradually increased from 6000rpm to 8000rpm to 10000rpm to 14000rpm at the speed of 500rpm to 1000rpm, and the water phase is continuously dispersed for 1 min to 3min at 10000rpm to 14000rpm after being completely added, so as to obtain the water-in-oil type high internal phase emulsion carrying bitter substances.
9. The method for producing a water-in-oil high internal phase emulsion carrying a bitter substance as recited in claim 7, wherein in the step (2), the mixing is performed by heating at 35 to 85 ℃.
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Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2006282632A (en) * 2005-04-04 2006-10-19 Iwase Cosfa Kk Solid state water-in-oil type emulsion cosmetic
CN102361626A (en) * 2009-03-27 2012-02-22 株式会社资生堂 Water-in-oil emulsion composition
CN102871936A (en) * 2012-11-05 2013-01-16 上海相宜本草化妆品股份有限公司 Nano-carrier loaded with rhodiola rosea extract and preparation method and application thereof
CN104703487A (en) * 2012-10-25 2015-06-10 雀巢产品技术援助有限公司 Encapsulated bitter peptides, methods of encapsulating bitter peptides, and nutritional compositions including encapsulated bitter peptides
CN106821788A (en) * 2017-01-17 2017-06-13 上海应用技术大学 Ascorbic multiplet carrier of one kind cladding and preparation method thereof
CN107714492A (en) * 2016-08-12 2018-02-23 伽蓝(集团)股份有限公司 A kind of multiplet emulsion containing liquid crystal structure and preparation method thereof
CN111820291A (en) * 2020-07-29 2020-10-27 暨南大学 Water-in-oil type high internal phase Pickering emulsion and preparation method and application thereof

Patent Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2006282632A (en) * 2005-04-04 2006-10-19 Iwase Cosfa Kk Solid state water-in-oil type emulsion cosmetic
CN102361626A (en) * 2009-03-27 2012-02-22 株式会社资生堂 Water-in-oil emulsion composition
CN104703487A (en) * 2012-10-25 2015-06-10 雀巢产品技术援助有限公司 Encapsulated bitter peptides, methods of encapsulating bitter peptides, and nutritional compositions including encapsulated bitter peptides
CN102871936A (en) * 2012-11-05 2013-01-16 上海相宜本草化妆品股份有限公司 Nano-carrier loaded with rhodiola rosea extract and preparation method and application thereof
CN107714492A (en) * 2016-08-12 2018-02-23 伽蓝(集团)股份有限公司 A kind of multiplet emulsion containing liquid crystal structure and preparation method thereof
CN106821788A (en) * 2017-01-17 2017-06-13 上海应用技术大学 Ascorbic multiplet carrier of one kind cladding and preparation method thereof
CN111820291A (en) * 2020-07-29 2020-10-27 暨南大学 Water-in-oil type high internal phase Pickering emulsion and preparation method and application thereof

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