CN118166045A - Preparation method and application of 1,3-diunsaturated fatty acid-2-palmitoyl triglyceride - Google Patents

Abstract

The present invention provides a preparation method and application of 1,3-diunsaturated fatty acid-2-palmitoyl triglyceride, which belongs to the technical field of functional structural lipid preparation. The present invention uses refined palm oil rich in tripalmitoyl triglyceride (PPP) as raw material, catalyzed by hydrolysis-specific immobilized lipase, only organic oleic acid is added in the first half of the reaction, and organic linoleic acid is added in the second half. After the reaction is completed, free fatty acids are removed by molecular distillation to finally obtain an organic oil composition rich in OPO, OPL and LPL, and the above-mentioned functional lipids are fed to mice to explore their effects on mouse weight and serum biochemical indicators. The results show that the prepared functional structural lipids effectively reduce the weight, liver triglyceride and total cholesterol levels of mice, providing a theoretical basis for the dietary application of functional lipids.

Description

A preparation method and application of 1,3-diunsaturated fatty acid-2-palmitoyl triglyceride

Technical Field

The invention relates to the technical field of functional structure lipid preparation, and discloses a preparation method of 1,3-diunsaturated fatty acid-2-palmitoyl triglyceride and application of the same in lipid metabolism of mice.

Background technique

Breast milk fat accounts for about 3-5% of the weight of breast milk and is an important nutrient in breast milk. Its main component is triglycerides (98-99%) formed by the combination of multiple fatty acids and glycerol. It provides about 50% of the energy needed by infants, and also provides infants with essential fatty acids, functional fatty acids, fat-soluble vitamins and other nutrients, which play an important role in the development of the infant's brain and nervous system.

At present, infant formula milk powder is produced with breast milk composition as the gold standard. As far as fat is concerned, fat accounts for about 25% of formula milk powder, which is an important component of formula milk powder. Infant formula milk powder manufacturers mainly adjust the fatty acid composition to make the fat in formula milk powder consistent with breast milk, or by adding 1,3-dioleoyl-2-palmitoyl triglyceride (OPO) structural fat to formula milk powder to simulate the structure of breast milk fat. However, OPO structural fat is only one type of triglyceride in breast milk fat. OPO is the triglyceride with the highest content in breast milk in Europe and the United States, while the highest content in Chinese breast milk is 1-oleoyl-2-palmitoyl-3-linoleic acid triglyceride (OPL). Clinical trials have shown that infants fed with breast milk and lard-containing milk powder show higher fat and calcium absorption and lower stool hardness than infants fed with formula milk. In the past, only the physiological function of OPO on infants and young children was emphasized. In fact, what is beneficial to the fat absorption and stool hardness of infants and young children is the comprehensive effect of a class of 1,3-diunsaturated fatty acids-2-palmitoyl triglycerides (UPU), including OPL, LPL and other trace amounts of UPU. Therefore, it is incomplete to study only OPO.

Palmitic acid is a special fatty acid in breast milk fat, which is called sn-2 palmitic acid triglyceride abroad, and the UPU structure is the main one. UPU is a typical triglyceride in human milk fat. It not only provides energy and nutrition for infants and young children, but also the unsaturated fatty acids such as free oleic acid and linoleic acid hydrolyzed during digestion are not easy to form soap salts with calcium and magnesium ions in the intestine, which enhances the absorption of fat and calcium, does not cause constipation in infants, and affects the lipid metabolism of triglycerides in infants, thereby maintaining their intestinal patency. Typical UPUs include OPL, OPO, 1,3-dilinoleic acid-2-palmitic acid triglyceride (LPL), 1-oleic acid-2-palmitic acid-3-linolenic acid triglyceride (OPLn), 1-linoleic acid-2-palmitic acid-3-linolenic acid triglyceride (LPLn), and some triglycerides composed of sn-2 palmitic acid and sn-1,3 long-chain polyunsaturated fatty acids (such as DHA, etc.). Therefore, adding synthetic UPU structured triglycerides to formula milk can better simulate the triglyceride composition of breast milk fat.

At present, reports on UPU functional structural lipids mainly use the method of enzymatic acid hydrolysis of tripalmitin, which has the problems of complex operation, long reaction time, high temperature, inevitable acyl migration, and generally low product purity. Therefore, a simple and efficient preparation method is provided to increase the OPO content and the proportion of Sn-2 palmitic acid in organic structural lipids, reduce the formation of saponin in the infant intestine, reduce the chance of infant constipation, make the structure and proportion of fatty acids in infant formula close to breast milk, improve infant fat digestion and metabolism, and have important significance for promoting the breast milkization process of infant formula.

Summary of the invention

In order to solve the above problems, the present invention provides a method for preparing 1,3-diunsaturated fatty acid-2-palmitoyl triglyceride and its application in mouse lipid metabolism. Through efficient and specific lipase and immobilization technology (from Thermomyces lanuginosus, Merck), using the core technology of spatial structure regulation and proportion regulation of structural lipids, functional structural lipids with controllable content of OPL, OPO and LPL are prepared, wherein the total content of OPL, OPO and LPL can reach more than 81.3-88.2wt%. At the same time, the problems of acyl migration, many by-products and low yield in the acid hydrolysis reaction in the prior art for preparing OPL, OPO and LPL are avoided, and the prepared functional lipids and soybean oil are compared and added to the feed of mice for short-term feeding, and the weight changes of mice and the liver triglyceride and total cholesterol indicators are monitored, providing a theoretical basis for the dietary application of structural lipids.

In order to solve the above technical problems, the technical solution adopted by the present invention is:

A preparation method of 1,3-diunsaturated fatty acid-2-palmitoyl triglyceride and its application to lipid metabolism in mice: using refined palm oil rich in tripalmitoyl triglyceride (PPP) as raw material (from Beidahuang Jiusan Grain and Oil Industry Group Co., Ltd.), catalyzed by hydrolysis-specific immobilized lipase, only organic oleic acid is added in the first half of the reaction, and organic linoleic acid is added in the second half, and after the reaction is completed, free fatty acids are removed by molecular distillation to finally obtain an organic oil composition rich in OPO, OPL and LPL, and the above-mentioned functional lipids are fed to mice to explore their effects on mouse body weight and serum biochemical indicators. The specific steps are as follows.

1) Using refined palm oil rich in tripalmitin (PPP) as raw material, a certain amount of the raw material is put into a reactor and stirred and preheated at a certain speed.

2) In a solvent-free system, oleic acid is added into a reaction kettle according to a certain ratio and stirred evenly.

3) Add immobilized lipase Lipozyme TL IM in a certain proportion, and maintain a certain reaction temperature and magnetic stirring speed.

4) When the reaction is halfway done, add a certain proportion of linoleic acid and immobilized lipase Lipozyme TLIM and continue the reaction.

5) After the reaction is completed, the immobilized lipase is removed by centrifugation, and free fatty acids are removed by molecular distillation, so as to finally obtain an organic oil composition rich in OPO, OPL and LPL.

6) Use HPLC-MS/MS to determine the type and content of triglycerides in the final reaction product.

7) Mouse growth feed was purchased from (Beijing Keao Xieli Feed Co., Ltd.), and its main ingredients are corn, soybean meal, fish meal, flour, yeast powder, salt, multiple vitamins and mineral elements, etc. Soybean oil (from Beidahuang Jiusan Grain and Oil Industry Group Co., Ltd.), 20 6-week-old healthy mice (SPF female BALB/c mice (18±2g), purchased from Beijing Weitong Lihua Experimental Animal Technology Co., Ltd.), the experimental environment temperature is 20-25°C, the humidity is 50%-54%, and the experimental animals are free to eat and drink. The mice were gavaged once a day, and the gavage dose was 90μL/10g (volume of organic oil composition/mouse body weight) each time. In the experiment, the mice were divided into 4 groups (functional lipid groups with different OPL, OPO and LPL contents and soybean oil groups), with 5 mice in each group. The body weight was measured once a day during the feeding period, and the feeding was carried out for 7 days to observe the changes. The functional lipids and soybean oil prepared were gavaged into mice respectively, and the weight changes and liver triglyceride and total cholesterol indicators of the mice were monitored.

Specifically, a method for preparing 1,3-diunsaturated fatty acid-2-palmitoyl triglyceride comprises the following steps:

1) Using refined palm oil rich in tripalmitin triglyceride PPP as raw material, the raw material is placed in a reactor, stirred and preheated, and the preheating temperature is 40-80° C.;

2) In a solvent-free system, add oleic acid to a reaction kettle and stir evenly. The reaction time is 2h-3h and the reaction temperature is 40-80°C;

3) Add half of the immobilized lipase Lipozyme TL IM and maintain the reaction temperature and magnetic stirring speed;

4) Add linoleic acid and the remaining immobilized lipase Lipozyme TL IM and continue the reaction; the reaction time is 2h-3h and the reaction temperature is 40-80°C;

5) After the reaction is completed, the immobilized lipase is removed by centrifugation, and free fatty acids are removed by molecular distillation, so as to finally obtain an organic oil composition rich in OPO, OPL and LPL.

Preferably, the content of tripalmitin is 80 wt% to 95 wt%.

Preferably, the reaction temperature is 40-80°C.

Preferably, the molar ratio of refined palm oil to fatty acids (the total amount of oleic acid and linoleic acid) is 1:6-1:12.

Preferably, the molar ratio of oleic acid to linoleic acid is 1:1-1:5.

Preferably, the immobilized lipase is Lipozyme TL IM, the total amount of Lipozyme TL IM added is 6%-14% of the concentration of the reaction substrate, and the reaction time is 4h-6h.

Preferably, the absolute pressure of molecular distillation is less than 10 Pa, the temperature is 180° C.-220° C., and the scraper speed is 100-300 r/min.

Preferably, the magnetic stirring speed is 500-800 r/min.

The total content of OPL, OPO and LPL in the final product can reach 82.4-88.2wt%, and the content of Sn-2 palmitic acid is 85.8-90.7wt%.

Preferably, the average body weight of mice in the soybean oil group increased from 18.3g to 20.4g, liver triglycerides (0.17mmol/g protein) and total cholesterol (0.07mmol/g protein), and the average body weight of mice in the functional lipid group decreased from 18.2g to 17.5g, liver triglycerides (0.13-0.15mmol/g protein) and total cholesterol (0.04-0.05mmol/g protein).

Application of 1,3-diunsaturated fatty acid-2-palmitoyl triglyceride in the preparation of functional lipids.

Functional lipids can effectively control weight gain and reduce liver triglyceride and total cholesterol levels.

Application of 1,3-diunsaturated fatty acid-2-palmitoyl triglyceride in the preparation of infant formula milk powder.

Compared with the prior art, the present invention has the following beneficial effects:

1. The present invention provides a method for preparing 1,3-diunsaturated fatty acid-2-palmitic acid triglyceride, which has the advantages of mild reaction conditions, strong selectivity, high reaction activity, fast reaction speed, high product purity, good quality, etc. The total content of OPL, OPO and LPL in the final product can reach 82.4-88.2wt%, and the content of Sn-2 palmitic acid is 85.8-90.7wt%, which solves the problems of acyl migration caused by high temperature in traditional methods, many by-products, low purity of breast milk substitute fat caused by low yield, etc.

2. The present invention controls the addition ratio of oleic acid/linoleic acid and reaction parameters such as temperature and time to regulate the difference in esterification activity of oleic acid and linoleic acid on the glycerol backbone, thereby accurately controlling the ratio of OPL, OPO and LPL in the product, providing a reliable method for the development of breast milk fat substitutes with different compositions.

3. The present invention can realize the recycling of fatty acids through product separation and purification and fatty acid recovery, which is green and efficient without generating waste.

4. Immobilized lipase Lipozyme TL IM can be reused cyclically. After 5 times, the relative activity of the enzyme still reaches more than 80%, which effectively improves the utilization rate of the enzyme and reduces the production cost.

5. The prepared functional lipids can effectively control the weight gain of mice, reduce the levels of liver triglycerides and total cholesterol, and provide a theoretical basis for the dietary application of functional lipids.

Detailed ways

Example 1

Refined palm oil with a tripalmitoyl triglyceride (PPP) content of 80wt% was used as a raw material. The raw material was placed in a reactor, stirred and preheated to 50°C, and catalyzed by hydrolysis-specific immobilized lipase. In the first half of the reaction, only organic oleic acid was added to the reactor and stirred evenly. The reaction time of the first half of the reaction was 2h, and the reaction temperature was 50°C. After the first half of the reaction was completed, a reaction substrate was obtained, and then immobilized lipase Lipozyme TL IM was added to the reaction substrate. The addition amount of Lipozyme TL IM was 4% of the concentration of the reaction substrate. The reaction temperature of 50°C and the magnetic stirring speed (500r/min) were maintained for the second half of the reaction. Organic linoleic acid was added in the second half, the reaction temperature was 50°C, the reaction time of the second half of the reaction was 2h, the molar ratio of refined palm oil to fatty acids (oleic acid and linoleic acid) was 1:8, the molar ratio of oleic acid to linoleic acid was 1:2, and the immobilized lipase Lipozyme TL The total amount of IM added is 8% of the reaction substrate concentration. After the reaction is completed, free fatty acids are removed by molecular distillation. The absolute pressure of molecular distillation is less than 10Pa, the temperature is 180°C, and the scraper speed is 100r/min. Finally, an organic oil composition rich in OPO, OPL and LPL is obtained, wherein the total content of OPL, OPO and LPL can reach 82.4wt%, and the content of Sn-2 palmitic acid is 85.8%.

Mouse growth feed was purchased from (Beijing Keao Xieli Feed Co., Ltd.), and its main ingredients are corn, soybean meal, fish meal, flour, yeast powder, salt, multiple vitamins and mineral elements, etc. Soybean oil (from Beidahuang Jiusan Grain and Oil Industry Group Co., Ltd.), 20 6-week-old healthy mice (SPF female BALB/c mice (18±2g), purchased from Beijing Weitong Lihua Experimental Animal Technology Co., Ltd.), experimental environment temperature 20-25°C, humidity 50%-54%, experimental animals free access to food and water. Mice were gavaged once a day, each gavage dose was 90μL/10g (organic oil composition volume/mouse body weight). In the experiment, the mice were divided into 4 groups (functional lipid groups with different OPL, OPO and LPL contents and soybean oil groups), 5 mice in each group. The body weight was measured once a day during the feeding period for 7 days. The results showed that the average body weight of mice in the soybean oil group increased from 18.3g to 20.4g, liver triglycerides (0.17mmol/g protein) and total cholesterol (0.07mmol/g protein), while the average body weight of mice in the functional lipid group decreased from 18.2g to 17.9g, liver triglycerides (0.15mmol/g protein) and total cholesterol (0.05mmol/g protein).

The application of 1,3-diunsaturated fatty acid-2-palmitoyl triglyceride obtained in this example in the preparation of functional lipids.

Application of the 1,3-diunsaturated fatty acid-2-palmitoyl triglyceride obtained in this example in the preparation of infant formula milk powder.

Example 2

Refined palm oil with a tripalmitoyl triglyceride (PPP) content of 95wt% was used as a raw material. The raw material was placed in a reactor, stirred and preheated to 40°C, and catalyzed by hydrolysis-specific immobilized lipase. In the first half of the reaction, only organic oleic acid was added to the reactor and stirred evenly. The reaction time of the first half of the reaction was 3h and the reaction temperature was 40°C. After the first half of the reaction was completed, a reaction substrate was obtained, and then immobilized lipase Lipozyme TL IM was added to the reaction substrate. The addition amount of Lipozyme TL IM was 5% of the concentration of the reaction substrate. The reaction temperature of 40°C and the magnetic stirring speed (800r/min) were maintained for the second half of the reaction. Organic linoleic acid was added in the second half, the reaction temperature was 40°C, the reaction time of the second half of the reaction was 3h, the molar ratio of refined palm oil to fatty acids (oleic acid and linoleic acid) was 1:10, the molar ratio of oleic acid to linoleic acid was 1:3, and the immobilized lipase Lipozyme TL The addition amount of IM is 10% of the reaction substrate concentration, the total reaction time is 6 hours, and after the reaction is completed, free fatty acids are removed by molecular distillation, the absolute pressure of molecular distillation is less than 10Pa, the temperature is 200°C, and the scraper speed is 200r/min. Finally, an organic oil composition rich in OPO, OPL and LPL is obtained, wherein the total content of OPL, OPO and LPL can reach 88.2wt%, and the content of Sn-2 palmitic acid is 90.7%.

The functional lipid feed prepared in Example 2 was fed to mice, and the other steps were the same as in Example 1. The results showed that the average body weight of mice in the functional lipid group decreased from 18.2 g to 17.5 g, liver triglyceride (0.13 mmol/g protein) and total cholesterol (0.04 mmol/g protein).

The application of 1,3-diunsaturated fatty acid-2-palmitoyl triglyceride obtained in this example in the preparation of functional lipids.

Application of the 1,3-diunsaturated fatty acid-2-palmitoyl triglyceride obtained in this example in the preparation of infant formula milk powder.

Example 3

Refined palm oil with a tripalmitoyl triglyceride (PPP) content of 90wt% was used as a raw material. The raw material was placed in a reactor, stirred and preheated to 70°C, and catalyzed by hydrolysis-specific immobilized lipase. In the first half of the reaction, only organic oleic acid was added to the reactor and stirred evenly. The reaction time of the first half of the reaction was 3h and the reaction temperature was 70°C. After the first half of the reaction was completed, a reaction substrate was obtained, and then immobilized lipase Lipozyme TL IM was added to the reaction substrate. The addition amount of Lipozyme TL IM was 6% of the concentration of the reaction substrate. The reaction temperature of 70°C and the magnetic stirring speed (600r/min) were maintained for the second half of the reaction. Organic linoleic acid was added in the second half, and the reaction temperature was 70°C. The molar ratio of refined palm oil to fatty acids (oleic acid and linoleic acid) was 1:12, the molar ratio of oleic acid to linoleic acid was 1:4, and the immobilized lipase Lipozyme TL The addition amount of IM is 12% of the reaction substrate concentration, the reaction time is 6 hours, and after the reaction is completed, free fatty acids are removed by molecular distillation, the absolute pressure of molecular distillation is less than 10Pa, the temperature is 220°C, and the scraper speed is 300r/min. Finally, an organic oil composition rich in OPO, OPL and LPL is obtained, wherein the total content of OPL, OPO and LPL can reach 85.6wt%, and the content of Sn-2 palmitic acid is 87.5%.

The functional lipid feed prepared in Example 3 was fed to mice, and the other steps were the same as in Example 1. The results showed that the average body weight of mice in the functional lipid group decreased from 18.2 g to 17.7 g, liver triglyceride (0.14 mmol/g protein) and total cholesterol (0.045 mmol/g protein).

The application of 1,3-diunsaturated fatty acid-2-palmitoyl triglyceride obtained in this example in the preparation of functional lipids.

Application of the 1,3-diunsaturated fatty acid-2-palmitoyl triglyceride obtained in this example in the preparation of infant formula milk powder.

Example 4

The difference between this embodiment and embodiment 1 is only that:

Refined palm oil with a tripalmitoyl triglyceride (PPP) content of 92wt% was used as a raw material. The raw material was placed in a reactor, stirred and preheated to 80°C, and catalyzed by hydrolysis-specific immobilized lipase. In the first half of the reaction, only organic oleic acid was added to the reactor and stirred evenly. The reaction time of the first half of the reaction was 2h and the reaction temperature was 80°C. After the first half of the reaction was completed, a reaction substrate was obtained, and then immobilized lipase Lipozyme TL IM was added to the reaction substrate. The addition amount of Lipozyme TL IM was 3% of the reaction substrate concentration. The reaction temperature of 80°C and the magnetic stirring speed (700r/min) were maintained for the second half of the reaction. Organic linoleic acid was added in the second half, and the reaction temperature was 80°C. The molar ratio of refined palm oil to fatty acids (oleic acid and linoleic acid) was 1:6, the molar ratio of oleic acid to linoleic acid was 1:1, and the immobilized lipase Lipozyme TL The total amount of IM added is 6% of the reaction substrate concentration, the total reaction time is 4 hours, and after the reaction is completed, free fatty acids are removed by molecular distillation, the absolute pressure of molecular distillation is less than 10Pa, the temperature is 190°C, and the scraper speed is 150r/min. Finally, an organic oil composition rich in OPO, OPL and LPL is obtained, wherein the total content of OPL, OPO and LPL can reach 83.1wt%, and the content of Sn-2 palmitic acid is 85.7%.

The application of 1,3-diunsaturated fatty acid-2-palmitoyl triglyceride obtained in this example in the preparation of functional lipids.

Application of the 1,3-diunsaturated fatty acid-2-palmitoyl triglyceride obtained in this example in the preparation of infant formula milk powder.

Example 5

The difference between this embodiment and embodiment 1 is only that:

Refined palm oil with a tripalmitoyl triglyceride (PPP) content of 88wt% was used as a raw material. The raw material was placed in a reactor, stirred and preheated to 55°C, and catalyzed by hydrolysis-specific immobilized lipase. In the first half of the reaction, only organic oleic acid was added to the reactor and stirred evenly. The reaction time of the first half of the reaction was 2.5h, and the reaction temperature was 55°C. After the first half of the reaction was completed, a reaction substrate was obtained, and then immobilized lipase Lipozyme TL IM was added to the reaction substrate. The addition amount of Lipozyme TL IM was 7% of the concentration of the reaction substrate. The reaction temperature of 55°C and the magnetic stirring speed (550r/min) were maintained for the second half of the reaction. Organic linoleic acid was added in the second half, and the reaction temperature was 55°C. The molar ratio of refined palm oil to fatty acids (oleic acid and linoleic acid) was 1:7, the molar ratio of oleic acid to linoleic acid was 1:5, and the immobilized lipase Lipozyme TL The total amount of IM added is 14% of the reaction substrate concentration, the total reaction time is 5 hours, and after the reaction is completed, free fatty acids are removed by molecular distillation, the absolute pressure of molecular distillation is less than 10Pa, the temperature is 210°C, and the scraper speed is 180r/min. Finally, an organic oil composition rich in OPO, OPL and LPL is obtained, wherein the total content of OPL, OPO and LPL can reach 87.4wt%, and the content of Sn-2 palmitic acid is 88.9%.

The application of 1,3-diunsaturated fatty acid-2-palmitoyl triglyceride obtained in this example in the preparation of functional lipids.

Application of the 1,3-diunsaturated fatty acid-2-palmitoyl triglyceride obtained in this example in the preparation of infant formula milk powder.

Although the present invention has been disclosed as above in the preferred embodiment, it is not intended to limit the present invention. Anyone familiar with this technology can make various changes and modifications without departing from the spirit and scope of the present invention. Therefore, the scope of protection of the present invention should be based on the definition of the claims.

Claims (10)

1. A method for preparing 1,3-diunsaturated fatty acid-2-palmitoyl triglyceride, characterized in that it comprises the following steps: 1) Using refined palm oil rich in tripalmitin triglyceride PPP as raw material, the raw material is placed in a reactor, stirred and preheated, and the preheating temperature is 40-80° C.; 2) In a solvent-free system, add oleic acid to a reaction kettle and stir evenly. The reaction time is 2h-3h and the reaction temperature is 40-80°C; 3) Add half of the immobilized lipase Lipozyme TL IM and maintain the reaction temperature and magnetic stirring speed; 4) Add linoleic acid and the remaining immobilized lipase Lipozyme TL IM and continue the reaction; the reaction time is 2h-3h and the reaction temperature is 40-80°C; 5) After the reaction is completed, the immobilized lipase is removed by centrifugation, and free fatty acids are removed by molecular distillation, so as to finally obtain an organic oil composition rich in OPO, OPL and LPL. 2. The method according to claim 1, characterized in that, in step 1), the content of tripalmitin in the refined palm oil is 80wt% to 95wt%. 3. The method according to claim 1, characterized in that, in steps 2 and 4), the molar ratio of refined palm oil to the total amount of oleic acid and linoleic acid is 1:6-1:12, and the molar ratio of oleic acid to linoleic acid is 1:1-1:5. 4. The method according to claim 1, characterized in that in step 3), the amount of immobilized lipase added is 6wt%-14wt% of the concentration of the reaction substrate. 5. The method according to claim 1, characterized in that in step 5), the absolute pressure of molecular distillation is less than 10 Pa, the temperature is 180°C-220°C, and the scraper speed is 100-300 r/min. 6. The method according to claim 1, characterized in that in step 3), the magnetic stirring speed is 500-800 r/min. 7. 1,3-diunsaturated fatty acid-2-palmitic acid triglyceride obtained according to the method described in any one of claims 1 to 6, characterized in that in the organic oil composition rich in OPO, OPL and LPL, the total content of OPL, OPO and LPL reaches 82.4-88.2wt%, and the content of Sn-2 palmitic acid reaches 85.8-90.7wt%. 8. Use of the 1,3-diunsaturated fatty acid-2-palmitoyl triglyceride according to claim 7 in the preparation of functional lipids. 9. The use according to claim 8, characterized in that the functional lipids can effectively control weight gain and reduce liver triglyceride and total cholesterol levels. 10. Use of the 1,3-diunsaturated fatty acid-2-palmitoyl triglyceride according to claim 7 in the preparation of infant formula milk powder.