CN106108023B - Special diet - Google Patents
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- CN106108023B CN106108023B CN201610291597.9A CN201610291597A CN106108023B CN 106108023 B CN106108023 B CN 106108023B CN 201610291597 A CN201610291597 A CN 201610291597A CN 106108023 B CN106108023 B CN 106108023B
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- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11C—FATTY ACIDS FROM FATS, OILS OR WAXES; CANDLES; FATS, OILS OR FATTY ACIDS BY CHEMICAL MODIFICATION OF FATS, OILS, OR FATTY ACIDS OBTAINED THEREFROM
- C11C3/00—Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom
- C11C3/04—Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom by esterification of fats or fatty oils
- C11C3/10—Ester interchange
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- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23D—EDIBLE OILS OR FATS, e.g. MARGARINES, SHORTENINGS, COOKING OILS
- A23D9/00—Other edible oils or fats, e.g. shortenings, cooking oils
- A23D9/02—Other edible oils or fats, e.g. shortenings, cooking oils characterised by the production or working-up
- A23D9/04—Working-up
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- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P7/00—Preparation of oxygen-containing organic compounds
- C12P7/64—Fats; Fatty oils; Ester-type waxes; Higher fatty acids, i.e. having at least seven carbon atoms in an unbroken chain bound to a carboxyl group; Oxidised oils or fats
- C12P7/6436—Fatty acid esters
- C12P7/6445—Glycerides
- C12P7/6472—Glycerides containing polyunsaturated fatty acid [PUFA] residues, i.e. having two or more double bonds in their backbone
Abstract
The invention provides a special diet, which contains structural grease of 1, 3-polyunsaturated fatty acid-2-palmitic acid, wherein the total content of 3-chloro-1, 2-propanediol and glycidol in the structural grease is not higher than 1.8mg/kg, and the content of 3-chloro-1, 2-propanediol is not higher than 1.2 mg/kg. The special diet of the invention contains structural grease containing 1, 3-polyunsaturated fatty acid-2-palmitic acid, so that the special diet has high nutrient content. Furthermore, the content of the 3-chloro-1, 2-propanediol of the structured oil is low, and the total content of the 3-chloro-1, 2-propanediol and the glycidol is also low, so that the edible safety is high.
Description
Technical Field
The invention relates to a special diet, in particular to a special diet containing 1, 3-polyunsaturated fatty acid-2-palmitic acid structure grease.
Background
The triglyceride is the main oil composition taken by human beings, and modern nutrition proves that fatty acid at Sn-1 and Sn-3 positions can be preferentially hydrolyzed to form Sn-2 monoglyceride and a large amount of free fatty acid in the process of digesting triglyceride by human bodies. These free fatty acids can undergo two reactions in vivo: 1. is absorbed by the human body; 2. is discharged after reacting with other substances in the body. Compared with free unsaturated fatty acid, the free saturated fatty acid has a slow absorption rate, is more likely to react with calcium to form insoluble calcium soap, and is further discharged out of the body. Thus, triglycerides that produce free unsaturated fatty acids are more readily absorbed by the human body than triglycerides that produce free saturated fatty acids. In breast milk, about 98% of fat exists in the form of triglyceride, wherein the content of palmitic acid (C16: 0, saturated fatty acid) is about 20-25%, and the content of oleic acid (C18: 1, unsaturated fatty acid) is about 30-38%. Most of the palmitic acid is distributed at the Sn-2 position of the triglyceride and the oleic acid is distributed mainly at the Sn-1 and Sn-3 positions. At present, the components of infant formula milk powder on the market are relatively similar to those of breast milk, but a large number of human experiments and animal experiments prove that the absorption of breast milk fat is better than that of infant formula milk powder, wherein one important reason is the unique triglyceride structure in the breast milk. Aiming at certain people with weak gastrointestinal functions, the special triglyceride structure in the breast milk can be simulated, the special diet is prepared to reduce the gastrointestinal burden, and meanwhile, enough nutrition is ensured.
Inspired by the unique triglyceride structure in breast milk, at present, some manufacturers produce structural grease simulating breast milk by modifying natural grease, and add the structural grease into infant milk powder and special diet, so that the absorption efficiency of human bodies on fat and calcium can be improved, the hardness of excrement can be reduced, and the occurrence probability of constipation and intestinal obstruction is reduced. The structural grease is characterized in that: the fatty acid at the Sn-2 position is mainly palmitic acid, and the fatty acid at the 1,3 positions is mainly Unsaturated Fatty Acid (UFA).
Glycidol (ester), chloropropanol (ester) are a class of contaminants of international interest in recent years, in which chloropropanol (ester) can be converted from glycidol (ester). Both of these contaminants are genotoxic and nephrotoxic and are possible carcinogens. The japan queen company stopped the sale of Econa series oil products in 2009 because of the problem of too high content of glycidol (ester) and chloropropanol (ester).
1-chloro-1, 2-propanediol has been identified as a processing-induced minor component in fully refined fats and oils. They are mainly formed in the deodorization step. At least two isomers, 2-chloro-1, 2-propanediol and 3-chloro-1, 2-propanediol, have been shown to form, with the latter being the major isomer. All fully refined fats and oils contained 3-chloro-1, 2-propanediol. Although the exact formation thereof is not fully understood, it has been observed that the processing temperature, in particular the steam deodorization process, has a great influence: the higher the temperature, the higher the amount of 3-chloro-1, 2-propanediol found in the vegetable oil.
Disclosure of Invention
The invention aims to provide a special diet with high nutritional ingredients and high edible safety.
In order to achieve the above object, the present invention provides a special diet containing structural fat of 1, 3-di-unsaturated fatty acid-2-palmitic acid, in which the total content of 3-chloro-1, 2-propanediol and glycidol is not higher than 1.8mg/kg, and the content of 3-chloro-1, 2-propanediol is not higher than 1.2 mg/kg.
Furthermore, in the structural grease, the total content of 3-chloro-1, 2-propanediol and glycidol is not higher than 0.5mg/kg, and the content of 3-chloro-1, 2-propanediol is not higher than 0.4 mg/kg.
The special diet of the invention contains structural grease containing 1, 3-polyunsaturated fatty acid-2-palmitic acid, so that the special diet has high nutrient content. Furthermore, the content of the 3-chloro-1, 2-propanediol of the structured oil is low, and the total content of the 3-chloro-1, 2-propanediol and the glycidol is also low, so that the edible safety is high.
Detailed Description
The invention is further described with reference to the following specific examples.
Example 1
(1) A palm oil is provided, wherein the proportion of palmitic acid in the total fatty acids is 21.7%, and the content of palmitic acid in the 2-position is 15.6%. Wherein, the content of the palmitic acid at the 2-position refers to the content of all the fatty acids at the 2-position occupied by the palmitic acid at the 2-position, and the detection method is referred to GB/T24894, which is the same below.
(2) Putting 25g of reaction substrates of palm oil, 1g of palmitic acid and 0.5g of potassium hydroxide into a flask, stirring and heating to 170 ℃ and keeping constant, continuously reacting for 10 hours (ester exchange, the same below), adding 50ml of hexane to fully dissolve, and centrifuging to remove potassium fatty acid to obtain the grease A.
(3) Mixing 20g of the oil A and 20g of oleic acid, placing the mixture in a four-neck flask, stirring and heating to 68 ℃ and keeping the temperature constant, adding 2.4g of sn-1,3 specific lipase, and carrying out reflux reaction for 8 hours (directional transesterification, the same below) to obtain mixed oil B.
(4) Purifying the mixed oil B, wherein the purification steps include but are not limited to: filtering to remove lipase, dry fractionating to remove free fatty acid, deodorizing, and collecting the oil containing 1, 3-dioleate-2-palmitic acid. Through detection, the content of the 1, 3-dioleic acid-2-palmitic acid is 15.4wt%, the total content of the 3-chloro-1, 2-propanediol and the glycidol is 1.64mg/kg, and the content of the 3-chloro-1, 2-propanediol is 1.03 mg/kg. .
Example 2
(1) A palm oil is provided, wherein the proportion of palmitic acid in the total fatty acid is 22.8%, and the content of palmitic acid in the 2-position is 16.4%.
(2) 50g of palm oil, 1g of methyl palmitate and 0.5g of lipase were added to the flask, and the reaction was continued for 8 hours while stirring and raising the temperature to 76 ℃. After the reaction is finished, removing fatty acid methyl ester by dry fractionation to obtain the grease A.
(3) Mixing 40g of grease A and 20g of linoleic acid, placing the mixture in a four-neck flask, stirring and heating to 70 ℃ and keeping constant, adding 200ml of cyclohexane, adding 2.4g of sn-1,3 specific lipase, and carrying out reflux reaction for 7 hours to obtain mixed oil B.
(4) Purifying the mixed oil B, wherein the purification steps include but are not limited to: filtering to remove lipase, dry fractionating to remove free fatty acid, and deodorizing to obtain structural oil containing 1, 3-dilinoleic acid-2-palmitic acid. Through detection, the content of the 1, 3-dilinoleic acid-2-palmitic acid is 10.9wt%, the total content of the 3-chloro-1, 2-propanediol and the glycidol is 1.01mg/kg, and the content of the 3-chloro-1, 2-propanediol is 0.68 mg/kg.
Example 3
(1) The shortening is provided, wherein the proportion of palmitic acid in the total fatty acid is 23.0%, and the content of 2-position palmitic acid is 16.9%.
(2) 200g of reaction substrate shortening, 200g of ethyl palmitate, 20g of lipase and 1g of deionized water are placed in a container, stirred and heated to 60 ℃ and kept constant, and the reaction is continued for 8 hours. After the reaction, the fatty acid ethyl ester was removed by molecular distillation to obtain fat a.
(3) 300g of the oil and fat A and 600g of arachidonic acid were mixed and placed in a container, the temperature was raised to 60 ℃ while stirring and kept constant, 700mL of octane was added, 37g of sn-1,3 specific lipase was added, and the reaction was maintained for 8 hours to obtain a mixed oil B.
(4) Purifying the mixed oil B, wherein the purification steps include but are not limited to: filtering to remove lipase, removing free fatty acid by dry fractionation, and deodorizing to obtain structural oil containing 1, 3-arachidonic acid-2-palmitic acid. The content of the 1, 3-arachidonic acid-2-palmitic acid is 27.9wt%, the total content of the 3-chloro-1, 2-propanediol and the glycidol is 1.11mg/kg, and the content of the 3-chloro-1, 2-propanediol is 0.74 mg/kg.
Example 4
(1) The shortening is provided, wherein the proportion of palmitic acid in the total fatty acid is 42.4%, and the content of palmitic acid in the 2-position is 31.5%.
(2) 240g of shortening serving as a reaction substrate, 24g of sodium palmitate and 12g of deionized water are placed in a flask, and the flask is heated to 190 ℃ under the protection of nitrogen and kept constant for 10 hours. After the reaction is finished, 600mL of acetone is added to fully dissolve the mixture, and then the mixture is centrifuged to remove sodium aliphatate, so that the grease A is obtained.
(3) 200g of grease A and 600g of eicosapentaenoic acid are mixed, placed in a four-neck flask, stirred and heated to 45 ℃ and kept constant, 700ml of isooctane is added, 40g of sn-1,3 specific lipase is added, a condensation reflux pipe is arranged, and the reaction is maintained for 8 hours, so that mixed oil B is obtained.
(4) Purifying the mixed oil B, wherein the purification steps include but are not limited to: filtering to remove lipase, removing free fatty acid by molecular distillation, deodorizing to obtain the structural grease containing 1, 3-dieicosapentaenoic acid-2-palmitic acid, wherein the content of the 1, 3-dieicosapentaenoic acid-2-palmitic acid is 24.9wt%, the total content of 3-chloro-1, 2-propanediol and glycidol is 1.55mg/kg, and the content of the 3-chloro-1, 2-propanediol is 1.01 mg/kg.
Example 5
(1) Palm oil stearin is provided, wherein the proportion of palmitic acid in the total fatty acid is 43.7 percent, and the content of palmitic acid at the 2-position is 31.8 percent.
(2) Placing 2500g of palm oil stearin, 500g of potassium palmitate and 12.5g of deionized water serving as reaction substrates into a flask, adding nitrogen for protection, stirring, heating to 160 ℃, keeping constant, and continuously reacting for 30 hours. After the reaction, the soap (the soap content was less than 10 ppm) was removed by centrifugal filtration to obtain fat A.
(3) Mixing 2500g of oil A and 5000g of docosahexaenoic acid, placing the mixture in a container, stirring and heating to 65 ℃ and keeping constant, adding 700ml of hexane, adding 375g of sn-1,3 specific lipase, installing a condensing reflux pipe, and maintaining the reaction for 5 hours to obtain mixed oil B.
(4) Purifying the mixed oil B, wherein the purification steps include but are not limited to: filtering to remove lipase, removing free fatty acid by molecular distillation, deodorizing to obtain structural oil containing 1, 3-docosahexaenoic acid-2-palmitic acid, wherein the content of 1, 3-docosahexaenoic acid-2-palmitic acid is 28.6wt%, the total content of 3-chloro-1, 2-propanediol and glycidol is 1.69mg/kg, and the content of 3-chloro-1, 2-propanediol is 1.15 mg/kg.
Example 6
(1) Palm oil stearin is provided, wherein the proportion of palmitic acid in total fatty acid is 64.0%, and the content of 2-position palmitic acid is 45.5%.
(2) 5000g of palm oil stearin, 150g of potassium palmitate and 12g of deionized water serving as reaction substrates are placed in a container, stirred and heated to 220 ℃ and kept constant, and the reaction is continued for 8 hours. After the reaction, 16L of acetone was added to dissolve the resulting mixture sufficiently, and the resulting mixture was centrifuged to remove soap (the soap content was less than 10 ppm), thereby obtaining fat A.
(3) Mixing 3000g of oil A and 6000g of linolenic acid, placing the mixture in a container, stirring and heating to 60 ℃ and keeping constant, adding 7000ml of hexane, adding 400g of sn-1,3 specific lipase, installing a condensing reflux pipe, and maintaining the reaction for 4 hours to obtain mixed oil B.
(4) Purifying the mixed oil B, wherein the purification steps include but are not limited to: filtering to remove lipase, removing free fatty acid by molecular distillation, deodorizing to obtain the structural grease containing 1, 3-dillenic acid-2-palmitic acid, wherein the content of the 1, 3-dillenic acid-2-palmitic acid is 34.4wt%, the total content of 3-chloro-1, 2-propanediol and glycidol is 1.76mg/kg, and the content of the 3-chloro-1, 2-propanediol is 1.10 mg/kg.
Example 7
(1) An undeodorized palm crude oil is provided, wherein the proportion of palmitic acid in the total fatty acid is 22.1%, and the content of palmitic acid in the 2-position is 14.6%.
(2) Mixing 25g of palm crude oil and 25g of linoleic acid serving as reaction substrates, placing the mixture into a container, stirring and heating to 60 ℃ and keeping constant, adding 3g of sn-1,3 specific lipase, installing a condensing reflux pipe, and maintaining the reaction for 8 hours to obtain mixed oil.
(3) Purifying the mixed oil, wherein the purification step comprises but is not limited to: filtering to remove lipase, performing dry fractionation to remove free fatty acid, and deodorizing to obtain structural oil containing 1, 3-dilinolein-2-palmitic acid, wherein the content of 1, 3-dilinolein-2-palmitic acid is 6.8wt%, the total content of 3-chloro-1, 2-propanediol and glycidol is 0.28mg/kg, and the content of 3-chloro-1, 2-propanediol is 0.18 mg/kg.
Example 8
(1) An undeodorized palm crude oil is provided, wherein the proportion of palmitic acid in the total fatty acids is 23.7%, and the content of palmitic acid in the 2-position is 14.9%.
(2) 200g of reaction substrates, namely palm crude oil, 200g of ethyl palmitate, 10g of lipase and 1g of deionized water are placed in a container, stirred and heated to 60 ℃ and kept constant, and the reaction is continued for 8 hours. After the reaction, the fatty acid ethyl ester was removed by molecular distillation to obtain fat a. The step is a step of performing random ester exchange on the crude oil, and aims to increase the 2-position palmitic acid content of the intermediate product and finally increase the 2-position palmitic acid content of the final product.
(3) 300g of the oil and fat A and 600g of arachidonic acid were mixed and placed in a container, the temperature was raised to 60 ℃ while stirring and kept constant, 700mL of octane was added, 37g of sn-1,3 specific lipase was added, and the reaction was maintained for 8 hours to obtain a mixed oil B.
(4) Purifying the mixed oil B, wherein the purification steps include but are not limited to: filtering to remove lipase, removing free fatty acid by dry fractionation, and deodorizing to obtain structural oil containing 1, 3-arachidonic acid-2-palmitic acid. The content of the 1, 3-arachidonic acid-2-palmitic acid is 13.7wt%, the total content of the 3-chloro-1, 2-propanediol and the glycidol is 0.24mg/kg, and the content of the 3-chloro-1, 2-propanediol is 0.16 mg/kg.
Example 9
(1) An undeodorized palm crude oil is provided, wherein the proportion of palmitic acid in the total fatty acids is 40.4%, and the content of palmitic acid in the 2-position is 29.5%.
(2) Putting 240g of palm crude oil, 240g of sodium palmitate and 12g of deionized water serving as reaction substrates into a container, stirring and heating to 190 ℃ and keeping constant, and continuously reacting for 10 hours. After the reaction, 600mL of acetone was added to dissolve the resulting mixture sufficiently, and the resulting mixture was centrifuged to remove soap (the soap content was less than 10 ppm), thereby obtaining fat A.
(3) Mixing 250g of grease A and 750g of eicosapentaenoic acid, placing the mixture into a container, stirring and heating to 45 ℃ and keeping constant, adding 700ml of isooctane, adding 50g of sn-1,3 specific lipase, installing a condensing reflux pipe, and maintaining the reaction for 8 hours to obtain mixed oil B.
(4) Purifying the mixed oil B, wherein the purification steps include but are not limited to: filtering to remove lipase, performing dry fractionation to remove free fatty acid, deodorizing to obtain structural grease containing 1, 3-dieicosapentaenoic acid-2-palmitic acid, wherein the content of 1, 3-dieicosapentaenoic acid-2-palmitic acid is 23.8wt%, the total content of 3-chloro-1, 2-propanediol and glycidol is 0.49mg/kg, and the content of 3-chloro-1, 2-propanediol is 0.35 mg/kg.
Example 10
(1) An undeodorized palm crude oil is provided, wherein the proportion of palmitic acid in the total fatty acids is 45.7%, and the content of palmitic acid in the 2-position is 33.8%.
(2) 2500g of reaction substrates, namely palm crude oil, 5000g of potassium palmitate and 12.5g of deionized water are placed in a container, stirred and heated to 160 ℃ and kept constant, and the reaction is continued for 30 hours. After the reaction, the soap (the soap content was less than 10 ppm) was removed by centrifugal filtration to obtain fat A.
(3) Mixing 2500g of oil A and 5000g of docosahexaenoic acid, placing the mixture in a container, stirring and heating to 65 ℃ and keeping constant, adding 7000ml of hexane, adding 375g of sn-1,3 specific lipase, installing a condensing reflux pipe, and maintaining the reaction for 5 hours to obtain mixed oil B.
(4) Purifying the mixed oil B, wherein the purification steps include but are not limited to: filtering to remove lipase, performing molecular distillation to remove free fatty acid, deodorizing to obtain structural oil containing 1, 3-docosahexaenoic acid-2-palmitic acid, wherein the content of 1, 3-docosahexaenoic acid-2-palmitic acid is 29.7wt%, the total content of 3-chloro-1, 2-propanediol and glycidol is 0.4mg/kg, and the content of 3-chloro-1, 2-propanediol is 0.29 mg/kg.
Example 11
(1) An undeodorized palm crude oil is provided, wherein the proportion of palmitic acid in the total fatty acids is 75.7%, and the content of 2-position palmitic acid is 60.3%.
(2) 200g of palm crude oil, 600g of potassium palmitate and 1.25g of deionized water serving as reaction substrates are placed in a container, stirred and heated to 190 ℃ and kept constant, and the reaction is continued for 10 hours. After the reaction, the soap (the soap content was less than 10 ppm) was removed by centrifugal filtration to obtain fat A.
(3) 200g of oil A and 700g of linolenic acid are mixed, placed in a container, stirred and heated to 50 ℃ and kept constant, 700ml of hexane is added, 50g of sn-1,3 specific lipase is added, a condensation reflux pipe is arranged, and the reaction is maintained for 8 hours to obtain mixed oil B.
(4) Purifying the mixed oil B, wherein the purification steps include but are not limited to: filtering to remove lipase, performing molecular distillation to remove free fatty acid, deodorizing to obtain structural oil containing 1, 3-dillenic acid-2-palmitic acid, wherein the content of 1, 3-dillenic acid-2-palmitic acid is 61.5wt%, the total content of 3-chloro-1, 2-propanediol and glycidol is 0.44mg/kg, and the content of 3-chloro-1, 2-propanediol is 0.32 mg/kg.
Example 12
(1) An undeodorized palm crude oil is provided, wherein the proportion of palmitic acid in the total fatty acids is 62.9%, and the content of palmitic acid in the 2-position is 44.9%.
(2) Mixing 2500g of reaction substrate palm crude oil and 7500g of oleic acid, placing the mixture into a container, stirring and heating to 50 ℃ and keeping the temperature constant, adding 500g of sn-1,3 specific lipase, installing a condensing reflux pipe, and maintaining the reaction for 8 hours to obtain mixed oil.
(3) Purifying the mixed oil, wherein the purification step comprises but is not limited to: filtering to remove lipase, performing molecular distillation to remove free fatty acid, deodorizing to obtain the structural grease containing 1, 3-dioleate-2-palmitic acid, wherein the content of 1, 3-dioleate-2-palmitic acid is 32.3wt%, the total content of 3-chloro-1, 2-propanediol and glycidol is 0.15mg/kg, and the content of 3-chloro-1, 2-propanediol is 0.10 mg/kg.
The method for preparing the structural grease containing the 1, 3-polyunsaturated fatty acid-2-palmitic acid has simple steps and reliable feasibility, and can meet the requirement of large-scale industrial production. Furthermore, the contents of the 3-chloro-1, 2-propanediol and glycidol in the structured grease prepared by the method are very low, so that the structured grease is safer to eat.
Preparation of special diet
The prepared structural grease containing 1, 3-polyunsaturated fatty acid-2-palmitic acid can be used in the fields of infant formula milk powder, infant formula rice flour, children milk, children yoghourt, nutritional diets of patients with abnormal digestive functions and the like, and the application of the structural grease containing 1, 3-polyunsaturated fatty acid-2-palmitic acid is described in detail below by taking the nutritional diet of patients with abnormal digestive functions as an example.
The structural grease containing 1, 3-polyunsaturated fatty acid-2-palmitic acid prepared by any one of the embodiments is prepared according to the following formula:
| name (R) | Proportion in the product (%) |
| Structured grease | 10 |
| Selecting rice | 85.9 |
| White granulated sugar | 3 |
| Vitamin premix | 0.1 |
| Mineral premix | 1 |
Firstly, the rice is crushed to obtain rice flour with about 100-120 meshes. Preparing slurry with solid content of 45% according to the formula, shearing at the rotating speed of 5000rpm for 25min, and homogenizing under 20MPa to obtain homogenized slurry. Then adding 0.8% amylase for hydrolysis for 4hr, and gelatinizing at 85 deg.C for 45 min. Drying the gelatinized slurry by a steam roller according to the following parameters:
| steam pressure | Rotational speed of the drum | Thickness of film |
| 0.45MPa | 4rpm | 2.5mm |
The nutritional dietary rice flour containing the structural oil and fat and with the water content of about 3 percent can be finally obtained through the operations.
Claims (6)
1. The special diet is characterized in that the special diet is structured grease containing 1, 3-dilinoleic acid-2-palmitic acid;
the preparation method of the structural grease containing 1, 3-dilinoleic acid-2-palmitic acid comprises the following steps:
(1) providing an undeodorized palm crude oil, wherein the proportion of palmitic acid in the palm crude oil is 22.1 percent of total fatty acids, and the content of palmitic acid in the 2-position is 14.6 percent;
(2) mixing 25g of palm crude oil serving as a reaction substrate with 25g of linoleic acid, placing the mixture in a container, stirring and heating to 60 ℃ and keeping constant, adding 3g of sn-1,3 specific lipase, installing a condensing reflux pipe, and maintaining the reaction for 8 hours to obtain mixed oil;
(3) purifying the mixed oil, wherein the purification step comprises but is not limited to: filtering to remove lipase, dry fractionating to remove free fatty acid, and deodorizing to obtain structural oil containing 1, 3-dilinoleic acid-2-palmitic acid.
2. The special diet is characterized in that the special diet is structural grease containing 1, 3-arachidonic acid-2-palmitic acid;
the preparation method of the structural grease containing 1, 3-arachidonic acid-2-palmitic acid comprises the following steps:
(1) providing an undeodorized palm crude oil, wherein the proportion of palmitic acid in the palm crude oil in the total fatty acids is 23.7%, and the content of palmitic acid in the 2-position is 14.9%;
(2) putting 200g of palm crude oil, 200g of ethyl palmitate, 10g of lipase and 1g of deionized water serving as reaction substrates into a container, stirring and heating to 60 ℃, keeping constant, continuously reacting for 8 hours, and removing fatty acid ethyl ester through molecular distillation after the reaction is finished to obtain grease A;
(3) mixing 300g of grease A and 600g of arachidonic acid, placing the mixture in a container, stirring and heating the mixture to 60 ℃ and keeping the temperature constant, adding 700mL of octane, adding 37g of sn-1,3 specific lipase, and maintaining the reaction for 8 hours to obtain mixed oil B;
(4) purifying the mixed oil B, wherein the purification steps include but are not limited to: filtering to remove lipase, removing free fatty acid by dry fractionation, and deodorizing to obtain structural oil containing 1, 3-arachidonic acid-2-palmitic acid.
3. The special diet is characterized in that the special diet is structured grease containing 1, 3-dieicosapentaenoic acid-2-palmitic acid;
the preparation method of the structural grease containing 1, 3-dieicosapentaenoic acid-2-palmitic acid comprises the following steps:
(1) providing an undeodorized palm crude oil, wherein the proportion of palmitic acid in the palm crude oil is 40.4 percent of total fatty acids, and the content of palmitic acid in the 2-position is 29.5 percent;
(2) placing reaction substrates of 240g of palm crude oil, 240g of sodium palmitate and 12g of deionized water in a container, stirring and heating to 190 ℃, keeping constant, continuously reacting for 10 hours, adding 600mL of acetone to fully dissolve after the reaction is finished, and centrifugally filtering to remove soap, wherein the content of the soap is less than 10ppm, so as to obtain grease A;
(3) mixing 250g of grease A and 750g of eicosapentaenoic acid, placing the mixture in a container, stirring and heating to 45 ℃ and keeping constant, adding 700ml of isooctane, adding 50g of sn-1,3 specific lipase, installing a condensing reflux pipe, and maintaining the reaction for 8 hours to obtain mixed oil B;
(4) purifying the mixed oil B, wherein the purification steps include but are not limited to: filtering to remove lipase, performing dry fractionation to remove free fatty acid, and deodorizing to obtain the structural grease containing 1, 3-dieicosapentaenoic acid-2-palmitic acid.
4. The special diet is characterized in that the special diet is structured grease containing 1, 3-docosahexaenoic acid-2-palmitic acid;
the preparation method of the structural grease containing 1, 3-docosahexaenoic acid-2-palmitic acid comprises the following steps:
(1) providing undeodorized palm crude oil, wherein the proportion of palmitic acid in the palm crude oil in total fatty acids is 45.7%, and the content of palmitic acid in the 2-position is 33.8%;
(2) placing 2500g of reaction substrates, namely palm crude oil, 5000g of potassium palmitate and 12.5g of deionized water into a container, stirring, heating to 160 ℃, keeping constant, continuously reacting for 30 hours, and after the reaction is finished, centrifugally filtering to remove soap, wherein the content of the soap is less than 10ppm, so as to obtain grease A;
(3) mixing 2500g of grease A and 5000g of docosahexaenoic acid, placing the mixture in a container, stirring and heating to 65 ℃ and keeping constant, adding 7000ml of hexane, adding 375g of sn-1,3 specific lipase, installing a condensing reflux pipe, and maintaining the reaction for 5 hours to obtain mixed oil B;
(4) purifying the mixed oil B, wherein the purification steps include but are not limited to: filtering to remove lipase, molecular distilling to remove free fatty acid, and deodorizing to obtain structural oil containing 1, 3-docosahexaenoic acid-2-palmitic acid.
5. The special diet is characterized in that the special diet is structured grease containing 1, 3-dillenic acid-2-palmitic acid;
the preparation method of the structural grease containing 1, 3-dillenic acid-2-palmitic acid comprises the following steps:
(1) providing undeodorized palm crude oil, wherein the proportion of palmitic acid in the palm crude oil is 75.7 percent of total fatty acid, and the content of 2-position palmitic acid is 60.3 percent;
(2) putting 200g of reaction substrates, namely palm crude oil, 600g of potassium palmitate and 1.25g of deionized water into a container, stirring and heating to 190 ℃, keeping constant, and continuously reacting for 10 hours; after the reaction is finished, centrifugally filtering to remove soap, wherein the content of the soap is less than 10ppm, and obtaining grease A;
(3) mixing 200g of oil A and 700g of linolenic acid, placing the mixture in a container, stirring and heating to 50 ℃ and keeping constant, adding 700ml of hexane, adding 50g of sn-1,3 specific lipase, installing a condensing reflux pipe, and maintaining the reaction for 8 hours to obtain mixed oil B;
(4) purifying the mixed oil B, wherein the purification steps include but are not limited to: filtering to remove lipase, molecular distilling to remove free fatty acid, and deodorizing to obtain structural oil containing 1, 3-dillenic acid-2-palmitic acid.
6. The special diet is characterized in that the special diet is structured grease containing 1, 3-dioleic acid-2-palmitic acid;
the preparation method of the structural grease containing 1, 3-dioleic acid-2-palmitic acid comprises the following steps:
(1) providing an undeodorized palm crude oil having a palmitic acid content of 62.9% based on total fatty acids and a palmitic acid content of 44.9% in the 2-position;
(2) mixing 2500g of reaction substrate palm crude oil and 7500g of oleic acid, placing the mixture into a container, stirring and heating to 50 ℃ and keeping constant, adding 500g of sn-1,3 specific lipase, installing a condensing reflux pipe, and maintaining the reaction for 8 hours to obtain mixed oil;
(3) purifying the mixed oil, wherein the purification step comprises but is not limited to: filtering to remove lipase, molecular distilling to remove free fatty acid, and deodorizing to obtain the structural oil containing 1, 3-dioleate-2-palmitic acid.
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| CN201510220956.7A CN104830545B (en) | 2015-05-05 | 2015-05-05 | The Structure grease and preparation method of the bis- unrighted acid -2- palmitic acids containing 1,3- |
| CN201610291597.9A CN106108023B (en) | 2015-05-05 | 2015-05-05 | Special diet |
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| CN201610291598.3A Active CN106106853B (en) | 2015-05-05 | 2015-05-05 | Structural grease containing 1, 3-di-unsaturated fatty acid-2-palmitic acid and preparation method thereof |
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| CN201610291598.3A Active CN106106853B (en) | 2015-05-05 | 2015-05-05 | Structural grease containing 1, 3-di-unsaturated fatty acid-2-palmitic acid and preparation method thereof |
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| CN104996576A (en) * | 2015-08-28 | 2015-10-28 | 海普诺凯营养品有限公司 | Goat milk powder for infant and preparation method thereof |
| CN109984211A (en) * | 2017-12-29 | 2019-07-09 | 中粮营养健康研究院有限公司 | A kind of fat or oil composition and preparation method thereof |
| CN108796000A (en) * | 2018-07-04 | 2018-11-13 | 嘉必优生物技术（武汉）股份有限公司 | Three saturated fatty acid glycerides of one kind and USU type triglycerides |
| CN108823255B (en) * | 2018-07-04 | 2021-01-05 | 嘉必优生物技术（武汉）股份有限公司 | Preparation method of tri-saturated fatty acid glyceride |
| CN109337939B (en) * | 2018-09-30 | 2021-07-27 | 河北康睿达脂质有限公司 | Preparation method of polyunsaturated fatty acid structure lipid |
| CN110150666B (en) * | 2019-06-14 | 2023-04-11 | 广东省农业科学院蚕业与农产品加工研究所 | Grease composition and preparation method thereof |
| CN113207973A (en) * | 2021-04-26 | 2021-08-06 | 澳优乳业（中国）有限公司 | sn-2 fatty acid active structured fat composition, and preparation method and application thereof |
| CN113273613A (en) * | 2021-04-26 | 2021-08-20 | 澳优乳业（中国）有限公司 | sn-2 unsaturated fatty acid active structure lipid composition and preparation method and application thereof |
| CN113593654B (en) * | 2021-07-30 | 2022-07-19 | 江南大学 | Preparation method of triglyceride rich in 1, 3-di-unsaturated fatty acid-2-palmitic acid and product thereof |
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| CN104046662B (en) * | 2014-06-24 | 2017-02-08 | 东北农业大学 | Transesterification preparation method for 1,3-dioleic acid-2-triglyceride palmitate |
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| "油脂中氯丙醇形成机制及控制研究进展";王维曼等;《食品安全质量检测学报》;20131231;第4卷(第6期);第1778-1783页 * |
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| CN104830545B (en) | 2018-05-25 |
| CN106106853B (en) | 2020-02-21 |
| CN106106853A (en) | 2016-11-16 |
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