CN114176139A - Lipid composition and application thereof - Google Patents

Lipid composition and application thereof Download PDF

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Publication number
CN114176139A
CN114176139A CN202111352806.3A CN202111352806A CN114176139A CN 114176139 A CN114176139 A CN 114176139A CN 202111352806 A CN202111352806 A CN 202111352806A CN 114176139 A CN114176139 A CN 114176139A
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linseed oil
lipid composition
antioxidant
oil based
diglyceride
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CN114176139B (en
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王永华
姚怡心
刘萱
蓝东明
杨博
罗日明
李志刚
王卫飞
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Guangdong Yueshan Special Medical Nutrition Technology Co ltd
South China University of Technology SCUT
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Guangdong Yueshan Special Medical Nutrition Technology Co ltd
South China University of Technology SCUT
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    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23DEDIBLE OILS OR FATS, e.g. MARGARINES, SHORTENINGS, COOKING OILS
    • A23D9/00Other edible oils or fats, e.g. shortenings, cooking oils
    • A23D9/007Other edible oils or fats, e.g. shortenings, cooking oils characterised by ingredients other than fatty acid triglycerides
    • A23D9/013Other fatty acid esters, e.g. phosphatides
    • AHUMAN NECESSITIES
    • A21BAKING; EDIBLE DOUGHS
    • A21DTREATMENT, e.g. PRESERVATION, OF FLOUR OR DOUGH, e.g. BY ADDITION OF MATERIALS; BAKING; BAKERY PRODUCTS; PRESERVATION THEREOF
    • A21D2/00Treatment of flour or dough by adding materials thereto before or during baking
    • A21D2/08Treatment of flour or dough by adding materials thereto before or during baking by adding organic substances
    • A21D2/14Organic oxygen compounds
    • A21D2/16Fatty acid esters
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11BPRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES
    • C11B5/00Preserving by using additives, e.g. anti-oxidants
    • C11B5/0021Preserving by using additives, e.g. anti-oxidants containing oxygen
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11BPRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES
    • C11B5/00Preserving by using additives, e.g. anti-oxidants
    • C11B5/0021Preserving by using additives, e.g. anti-oxidants containing oxygen
    • C11B5/0035Phenols; Their halogenated and aminated derivates, their salts, their esters with carboxylic acids

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  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Emergency Medicine (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Health & Medical Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Organic Chemistry (AREA)
  • Food Science & Technology (AREA)
  • Polymers & Plastics (AREA)
  • Fats And Perfumes (AREA)
  • Edible Oils And Fats (AREA)

Abstract

The invention belongs to the field of diglyceride-containing lipid compositions, and provides a lipid composition and application thereof, wherein the lipid composition comprises the following components in percentage by weight: 40-90% of linseed oil based diglyceride, 5-60% of linseed oil based triglyceride, and 0.1-1% of antioxidant. The antioxidant is a mixture of ascorbyl palmitate, vitamin E and tea polyphenol. The lipid composition is rich in alpha-linolenic acid, has higher oxidation stability and longer shelf life, improves the oxidation induction time by more than 5.78 times compared with a product without an antioxidant, and is more green and environment-friendly compared with a formula added with an artificially synthesized antioxidant; meanwhile, the content of glycidyl ester and trans-fatty acid of the lipid composition is low under high-temperature treatment, the inhibition rate of the lipid composition on the glycidyl ester is over 49.90%, the inhibition rate on the trans-fatty acid is over 39.60%, the safety is high, and the lipid composition has positive significance on human health.

Description

Lipid composition and application thereof
Technical Field
The invention belongs to the field of diglyceride-containing lipid compositions, and particularly relates to a lipid composition and application thereof.
Background
Diglyceride can be used as a functional food for treating obesity, especially 1, 3-diglyceride can inhibit body fat accumulation, reduce serum triglyceride level, is effective for postprandial hyperlipidemia, can reduce the content of postprandial hemoglobin A1c, increase postprandial lipid oxidation, and can be used for reducing weight after long-term consumption, and can be used for treating conditions such as excessive obesity, impaired glucose metabolism and dyslipidemia. The linseed oil-based diglyceride is prepared from linseed oil by a biocatalysis technology, is rich in a large amount of unsaturated fatty acids, wherein alpha-linolenic acid is a main fatty acid and is also a fatty acid necessary for a human body, and has the effects of improving memory, protecting eyesight, reducing blood fat, reducing blood pressure, inhibiting hemorrhagic stroke, preventing allergy and the like. Normal humans take on an average of about 1.5g of alpha-linolenic acid per day, however, epidemiological investigations by medical and dieticians on the basis of dietary structure have shown that the daily intake of the population is currently less than 50% of the recommended amount by the world health organization (1.25g), suggesting a general lack of alpha-linolenic acid in humans. Therefore, the linseed oil-based diglyceride rich in alpha-linolenic acid is very beneficial to the dietary balance of a human body, has good application potential and has huge market demand. In conclusion, the diglyceride serving as the main component of the daily edible oil can achieve a certain health-care function, improve the phenomena of overhigh obesity rate and the like in the current society, make a certain contribution to the development of the large health industry, and respond to the call of the state 'healthy China'. In addition, the safety of diglycerides has been recognized by many agencies and experts, who have passed the review of the food and drug administration in the united states.
The application of the linseed oil-based diglyceride is limited due to the characteristics of the linseed oil-based diglyceride, and the molecular structure of the diglyceride is simpler, the steric hindrance is smaller, and the content of unsaturated fatty acid is more than 80%, so that the linseed oil-based diglyceride is poorer in oxidation stability, shorter in shelf life and not beneficial to long-time storage. At present, in order to improve the oxidation stability of the grease, synthetic antioxidants (such as TBHQ, BHT, BHA and the like) are mostly used, and the invention patent CN 101715840B uses tert-butyl hydroquinone (TBHQ) to improve the oxidation stability of the blend oil. However, the safety of artificially synthesized antioxidants is questioned because Laguerre in its article "the paper of foods good antioxidants in lipid-based systems and the diseases and chronic diseases caused by excessive use of synthetic antioxidants is mentioned. The natural antioxidant is extracted from animals and plants, has better safety and environmental protection, and is more prone to be applied to practice at present.
In addition, the higher content of unsaturated fatty acid causes the grease to be easy to generate trans-fatty acid in the production, processing and using processes, and the intake of the trans-fatty acid by a human body has adverse effects on health, such as causing blood fat to rise and causing arteriosclerosis; initiating an inflammatory response; interfere with the metabolism of essential fatty acids, and the like. Glycidol is classified by the world health organization as a carcinogenic compound that has been shown to induce tumor growth in various organs in rodents. The glycidyl ester is a potential carcinogen, is easily hydrolyzed into the glycidol in the gastrointestinal tract, is harmful to human bodies, and mostly appears in the oil refining process. Therefore, the method has great significance for solving the problem of oxidation stability of the linseed oil-based diglyceride, prolonging the shelf life and reducing the generation of glycidyl ester and trans-fatty acid in the grease in the processing process.
Disclosure of Invention
In view of the physicochemical properties of linseed oil based diglycerides and the deficiencies of the prior art, a primary object of the present invention is to propose a lipid composition which is good in oxidation stability, long in shelf life and produces less glycidyl esters and trans fatty acids under high temperature treatment.
It is another object of the present invention to provide the use of the lipid composition.
In order to achieve the purpose, the technical scheme of the invention is as follows:
a lipid composition comprises the following components in percentage by weight: 40-90% of linseed oil based diglyceride, 5-60% of linseed oil based triglyceride, and 0.1-1% of antioxidant.
Preferably, the composition consists of the following components in percentage by weight: 45-80% of linseed oil based diglyceride, 15-55% of linseed oil based triglyceride, and 0.1-0.5% of antioxidant.
Preferably, the composition consists of the following components in percentage by weight: 60-80% of linseed oil based diglyceride, 15-40% of linseed oil based triglyceride, and 0.1-0.5% of antioxidant.
Preferably, the composition consists of the following components in percentage by weight: 70-80% of linseed oil based diglyceride, 15-30% of linseed oil based triglyceride, and 0.1-0.3% of antioxidant.
Preferably, the antioxidant is a mixture of ascorbyl palmitate, vitamin E and tea polyphenols.
Preferably, the weight percentage of the ascorbyl palmitate is 0.01-0.05%, the weight percentage of the vitamin E is 0.1-0.3%, and the weight percentage of the tea polyphenol is 0.01-0.05%.
Preferably, the weight percentage of the ascorbyl palmitate is 0.01-0.02%, the weight percentage of the vitamin E is 0.1-0.3%, and the weight percentage of the tea polyphenol is 0.01-0.04%.
Preferably, the weight percentage of the ascorbyl palmitate is 0.01-0.02%, the weight percentage of the vitamin E is 0.1-0.2%, and the weight percentage of the tea polyphenol is 0.01-0.03%.
Preferably, the vitamin E is one or more than two of alpha-tocopherol, delta-tocopherol and gamma-tocopherol.
The composition can be used for baking and frying.
The linseed oil lipid composition disclosed by the invention has the following characteristics:
(1) the linseed oil is prepared into diglyceride, the content of alpha-linolenic acid in the linseed oil is not obviously changed, but the functional property of the linseed oil is greatly improved.
(2) The linseed oil lipid composition has good oxidation stability and long shelf life, and compared with a product without an antioxidant, the oxidation induction time is improved by more than 5.78 times; compared with other antioxidant combinations, the antioxidant combination has longer oxidation induction time, which shows that the antioxidant combination is a better combination and can obviously improve the oxidation stability of the grease; compared with the artificially synthesized antioxidant, the formula is more green and environment-friendly, and is suitable for industrial production.
(3) The linseed oil lipid composition disclosed by the invention has the advantages that the content of glycidyl ester and the content of trans-fatty acid are obviously lower under high-temperature treatment, the generation of harmful substances of oil can be obviously inhibited, the inhibition rate of the composition on glycidyl ester exceeds 49.90%, the inhibition rate on the trans-fatty acid exceeds 39.60%, the composition is less harmful to human bodies, the requirements of consumers are met better, and the safety is higher.
(4) In the invention, the hydrophilic antioxidant tea polyphenol is used, and the tea polyphenol is a natural product and has better antioxidant effect; and the tea polyphenol palmitate (fat-soluble tea polyphenol) is a reacted compound, so that the tea polyphenol is more green and safer than the tea polyphenol palmitate.
Detailed Description
The technical solutions of the present invention will be described clearly and completely with reference to the following embodiments of the present invention, and it should be understood that the described embodiments are only a part of the embodiments of the present invention, and not all of the embodiments. All other embodiments, which can be derived by a person skilled in the art from the embodiments of the invention without making any creative effort, are within the protection scope of the invention.
The preparation method of the linseed oil-based diglyceride in the embodiment comprises the following steps: hydrolyzing linseed oil to generate linseed oil-based fatty acid, performing esterification reaction with glycerol, and performing molecular distillation, separation and purification to obtain diglyceride, specifically referring to CN 110777170B. As can be seen from table 1, when the linseed oil is made into diglycerides, the content of α -linolenic acid in the oil does not change significantly.
TABLE 1 alpha-linolenic acid content of different types of linseed oil
Figure BDA0003356425300000041
Example 1
The lipid composition of this example is composed of the following formulation in weight percent: 80.000% linseed oil based diglyceride, 19.875% linseed oil based triglyceride, 0.015% ascorbyl palmitate, 0.100% vitamin E, 0.010% tea polyphenols. The five substances are added into a batching tank according to the weight ratio, the temperature is maintained at 40-60 ℃, the mixture is stirred at the speed of 50r/min for 10-20 minutes, and the final product is obtained by filtration (experimental group 1). The oxidation stability of the test group 1 was measured by an oxidation stabilizer, the measurement method was ISO 6886-2016, and the results are shown in Table 2.
Example 2
The lipid composition of this example is composed of the following formulation in weight percent: 80.000% linseed oil based diglyceride, 19.770% linseed oil based triglyceride, 0.010% ascorbyl palmitate, 0.200% vitamin E, 0.020% tea polyphenols. The five substances are added into a batching tank according to the weight ratio, the temperature is maintained at 40-60 ℃, the mixture is stirred at the speed of 50r/min for 15-20 minutes, and the final product is obtained by filtration (experiment group 2). The oxidation stability of the test group 2 was measured by an oxidation stabilizer, the measurement method was ISO 6886-2016, and the results are shown in Table 2.
Example 3
The lipid composition of this example is composed of the following formulation in weight percent: 80.000% linseed oil based diglyceride, 19.805% linseed oil based triglyceride, 0.020% ascorbyl palmitate, 0.160% vitamin E, 0.015% tea polyphenols. The five substances are added into a batching tank according to the weight ratio, the temperature is maintained at 40-60 ℃, the mixture is stirred at the speed of 50r/min for 10-15 minutes, and the final product is obtained by filtration (experiment group 3). The oxidation stability of the experimental group 3 was measured by an oxidation stabilizer according to ISO 6886-2016, and the results are shown in Table 2.
Example 4
The lipid composition of this example is composed of the following formulation in weight percent: 45.000% linseed oil based diglycerides, 54.875% linseed oil based triglycerides, 0.015% ascorbyl palmitate, 0.100% vitamin E, 0.010% tea polyphenols. The five substances are added into a batching tank according to the weight ratio, the temperature is maintained at 40-60 ℃, the mixture is stirred at the speed of 50r/min for 10-20 minutes, and the final product is obtained by filtration (experiment group 4). The oxidation stability of the test group 4 was determined by an oxidation stabilizer according to ISO 6886-2016, the results of which are shown in Table 2.
Example 5
The lipid composition of this example is composed of the following formulation in weight percent: 45.000% linseed oil based diglycerides, 54.770% linseed oil based triglycerides, 0.010% ascorbyl palmitate, 0.200% vitamin E, 0.020% tea polyphenols. The five substances are added into a batching tank according to the weight ratio, the temperature is maintained at 40-60 ℃, the mixture is stirred at the speed of 50r/min for 10-15 minutes, and the final product is obtained by filtration (experimental group 5). The oxidation stability of the test group 5 was determined by an oxidation stabilizer according to ISO 6886-2016, the results of which are shown in Table 2.
Example 6
The lipid composition of this example is composed of the following formulation in weight percent: 45.000% linseed oil based diglycerides, 54.805% linseed oil based triglycerides, 0.020% ascorbyl palmitate, 0.160% vitamin E, 0.015% tea polyphenols. The five substances are added into a batching tank according to the weight ratio, the temperature is maintained at 40-60 ℃, the mixture is stirred at the speed of 50r/min for 10-15 minutes, and the final product is obtained by filtration (experimental group 6). The oxidation stability of the test group 6 was measured by an oxidation stabilizer according to ISO 6886-2016, the results of which are shown in Table 2.
Comparative example 1
The lipid composition of this example is composed of the following formulation in weight percent: 80.000% linseed oil based diglycerides, 20.000% linseed oil based triglycerides. Adding the two materials into a blending tank according to the weight ratio, maintaining the temperature at 40-60 ℃, stirring at the speed of 50r/min for 10-15 minutes, and filtering to obtain the final product (control group 1). The oxidation stability of control 1 was determined using an oxidation stabilizer according to ISO 6886-2016, the results of which are shown in Table 2.
Comparative example 2
The lipid composition of this example is composed of the following formulation in weight percent: 80.000% linseed oil based diglyceride, 19.805% linseed oil based triglyceride, 0.020% ascorbyl palmitate, 0.160% vitamin E, 0.015% rosemary extract. Adding the five materials into a batching tank according to the weight ratio, maintaining the temperature at 40-60 ℃, stirring at the speed of 50r/min for 10-15 minutes, and filtering to obtain the final product (control group 2). The oxidation stability of control 2 was determined using an oxidation stabilizer according to ISO 6886-2016, the results of which are shown in Table 2.
Comparative example 3
The lipid composition of this example is composed of the following formulation in weight percent: 45.000% linseed oil based diglycerides, 54.805% linseed oil based triglycerides, 0.020% ascorbyl palmitate, 0.160% vitamin E, 0.015% rosemary extract. Adding the five materials into a blending tank according to the weight ratio, maintaining the temperature at 40-60 ℃, stirring at the speed of 50r/min for 10-15 minutes, and filtering to obtain the final product (control group 3). The control group 3 was subjected to oxidation stability measurement using an oxidation stabilizer according to ISO 6886-2016, the results of which are shown in Table 2.
Comparative example 4
The lipid composition of this example is composed of the following formulation in weight percent: 80.000% linseed oil based diglyceride, 19.805% linseed oil based triglyceride, 0.020% tea polyphenol palmitate, 0.160% vitamin E, 0.015% rosemary extract. Adding the five materials into a batching tank according to the weight ratio, maintaining the temperature at 40-60 ℃, stirring at the speed of 50r/min for 10-15 minutes, and filtering to obtain the final product (a control group 4). The control group 4 was subjected to oxidation stability measurement using an oxidation stabilizer according to ISO 6886-2016, the results of which are shown in Table 2.
Comparative example 5
The lipid composition of this example is composed of the following formulation in weight percent: 45.000% linseed oil based diglyceride, 54.805% linseed oil based triglyceride, 0.020% tea polyphenol palmitate, 0.160% vitamin E, 0.015% rosemary extract. Adding the five materials into a blending tank according to the weight ratio, maintaining the temperature at 40-60 ℃, stirring at the speed of 50r/min for 10-15 minutes, and filtering to obtain the final product (control group 5). The control group 5 was subjected to oxidation stability measurement using an oxidation stabilizer according to ISO 6886-2016, the results of which are shown in Table 2.
Example 7
Compared with the product without antioxidant (comparative example 1), the lipid composition disclosed in the invention in the examples 1-6 has the advantages that the oxidation induction time is improved by more than 5.78 times (see table 2), the maximum oxidation induction time is improved by 7.23 times, and the oxidation stability is better. The examples 1 to 6, which have longer oxidation induction time than other antioxidant combinations (comparative examples 2 to 4), show that the lipid composition of the present invention is an excellent combination, and can significantly improve the oxidation stability of fats and oils.
TABLE 2 comparison of Oxidation Induction time between Experimental and control groups
Figure BDA0003356425300000071
Example 8 testing of lipid compositions to simulate deodorization Process Trans fatty acid and glycidyl ester content
After the lipid composition disclosed in the embodiments 1-6 of the invention is heated at 220 ℃ for 2h to simulate deodorization, the contents of trans-fatty acid (refer to the national standard GB/T17377-. The invention can obviously inhibit the generation of harmful oil pollutants while improving the oxidation stability, and has the inhibition rate of more than 49.90 percent and the highest inhibition rate of 61.78 percent on glycidyl ester, and the inhibition rate of more than 39.60 percent and the highest inhibition rate of 59.41 percent on trans-fatty acid. The lipid compositions of examples 1-6 are less harmful to humans and more adaptable to consumer needs.
TABLE 3 comparison of glycidyl ester and trans fatty acid content between experimental and control groups
Figure BDA0003356425300000081
The above embodiments are preferred embodiments of the present invention, but the present invention is not limited to the above embodiments, and any other changes, modifications, substitutions, combinations, and simplifications which do not depart from the spirit and principle of the present invention should be construed as equivalents thereof, and all such changes, modifications, substitutions, combinations, and simplifications are intended to be included in the scope of the present invention.

Claims (10)

1. The lipid composition is characterized by comprising the following components in percentage by weight: 40-90% of linseed oil based diglyceride, 5-60% of linseed oil based triglyceride, and 0.1-1% of antioxidant.
2. The composition according to claim 1, wherein the composition consists of the following components in percentage by weight: 45-80% of linseed oil based diglyceride, 15-55% of linseed oil based triglyceride, and 0.1-0.5% of antioxidant.
3. The composition according to claim 1, wherein the composition consists of the following components in percentage by weight: 60-80% of linseed oil based diglyceride, 15-40% of linseed oil based triglyceride, and 0.1-0.5% of antioxidant.
4. The composition according to claim 1, wherein the composition consists of the following components in percentage by weight: 70-80% of linseed oil based diglyceride, 15-30% of linseed oil based triglyceride, and 0.1-0.3% of antioxidant.
5. The composition of claim 1, wherein the antioxidant is a mixture of ascorbyl palmitate, vitamin E and tea polyphenols.
6. The composition of claim 5, wherein the ascorbyl palmitate is present in an amount of 0.01 to 0.05% by weight, the vitamin E is present in an amount of 0.1 to 0.3% by weight and the tea polyphenols is present in an amount of 0.01 to 0.05% by weight.
7. The composition of claim 6, wherein the ascorbyl palmitate is 0.01-0.02 wt%, the vitamin E is 0.1-0.3 wt% and the tea polyphenols are 0.01-0.04 wt%.
8. The composition of claim 7, wherein the ascorbyl palmitate is present in an amount of 0.01 to 0.02 wt%, the vitamin E is present in an amount of 0.1 to 0.2 wt% and the tea polyphenols are present in an amount of 0.01 to 0.03 wt%.
9. The composition of claim 8, wherein the vitamin E is one or more of alpha-tocopherol, delta-tocopherol, and gamma-tocopherol.
10. Use of a composition according to any one of claims 1 to 9 for baking, frying.
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CN114946965A (en) * 2022-05-27 2022-08-30 江南大学 Preparation method, product and application of margarine loaded with natural antioxidant
CN115997824A (en) * 2022-11-03 2023-04-25 中国农业科学院油料作物研究所 Stable grease based on antioxidant component interface solubilization technology and preparation method and application thereof

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Publication number Priority date Publication date Assignee Title
CN114946965A (en) * 2022-05-27 2022-08-30 江南大学 Preparation method, product and application of margarine loaded with natural antioxidant
CN115997824A (en) * 2022-11-03 2023-04-25 中国农业科学院油料作物研究所 Stable grease based on antioxidant component interface solubilization technology and preparation method and application thereof
CN115997824B (en) * 2022-11-03 2024-04-05 中国农业科学院油料作物研究所 Stable grease based on antioxidant component interface solubilization technology and preparation method and application thereof

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