CN101940241B - Pangasianodon gigas lipid, application and method for preparing breast milk lipid substitutes thereof - Google Patents

Pangasianodon gigas lipid, application and method for preparing breast milk lipid substitutes thereof Download PDF

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CN101940241B
CN101940241B CN 201010225899 CN201010225899A CN101940241B CN 101940241 B CN101940241 B CN 101940241B CN 201010225899 CN201010225899 CN 201010225899 CN 201010225899 A CN201010225899 A CN 201010225899A CN 101940241 B CN101940241 B CN 101940241B
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oil
fat
catfish
fatty acid
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CN101940241A (en
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伍翔飞
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Shenzhen Jingyi Oil & Fat Technology Co Ltd
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Shenzhen Jingyi Oil & Fat Technology Co Ltd
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    • 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
    • C11B1/00Production of fats or fatty oils from raw materials
    • C11B1/06Production of fats or fatty oils from raw materials by pressing
    • C11B1/08Production of fats or fatty oils from raw materials by pressing by hot pressing
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11CFATTY ACIDS FROM FATS, OILS OR WAXES; CANDLES; FATS, OILS OR FATTY ACIDS BY CHEMICAL MODIFICATION OF FATS, OILS, OR FATTY ACIDS OBTAINED THEREFROM
    • C11C3/00Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom
    • C11C3/04Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom by esterification of fats or fatty oils
    • C11C3/10Ester interchange

Abstract

The invention provides pangasianodon gigas lipid, application and a method for preparing breast milk lipid substitutes thereof. The lipid from the pangasianodon gigas is catfish fat or a fractionation liquid component thereof extracted from whole fish of the pangasianodon gigas or other positions after fillets are removed. The pangasianodon gigas lipid is used for preparing the breast milk lipid substitutes. The palmitic acid content on the Sn-2 position in the breast milk lipid substitutes prepared by the pangasianodon gigas lipid is relatively high, which is accordant to that on the Sn-2 position in the breast milk lipid, namely reaches over 60 percent. Meanwhile, AA and DHA exist in the pangasianodon gigas fat or the fractionation liquid component thereof, so the breast milk lipid substitutes does not need the extra AA and DHA or only needs to add a small quantity of the AA or DHA .

Description

Employing derives from the method for the human milk fat substituted thing of oil and fat preparation of Mekong Delta catfish
Technical field
The invention belongs to the edible oil and fat fields, relate in particular to a kind of grease and application in the human milk fat substituted thing of preparation thereof that derives from the Mekong Delta catfish.
Background technology
Breast milk is the most perfect food that is fit to infants growth and development.Therefore WHO advocated after baby due breast feeding at least 6 months, to guarantee infants growth and development, to improve immunity and infection prevention disease.Contain 4~4.5% the fat of having an appointment in breast milk, wherein 98% is triglycerides.In breast milk, the kind of aliphatic acid is complicated, and saturated fatty acid comprises, medium chain, middle long-chain and chain saturated fatty acids are as laurate (5-7%), palmitic acid (20-24%), stearic acid (7.1-9%); Monounsaturated fatty acids comprises that oleic acid (31-38%), palmitoleic acid (2.5-3.8%), n-3 polyunsaturated fatty acid are except containing linoleic acid; The n-3 polyunsaturated fatty acid also contains DHA (DHA, 0.3-1.9%) except containing alpha-linolenic acid.
Fat in initial babies ' formula milk powder is mainly the cow's milk fat in whole milk powder, but no matter is that aliphatic acid forms or lipid structure in cow's milk fat, all with human milk fat, significant difference is arranged.In cow's milk fat, the saturated fatty acid of low carbon chain (C4-C10) content is higher, and polyunsaturated fatty acid is as lower in C18:2 content, and other polyunsaturated fatty acid C18:3, C20:4 and C22:6 etc. almost do not have.In addition, the saturated fatty acid in cow's milk mainly concentrates on Sn-1, and on 3, the saturated fatty acid in breast milk (being mainly C16:0) is most of on the Sn-2 position.
As previously mentioned, in human milk fat, saturated aliphatic acid (SFA) content is significantly fatty lower than cow's milk, and unrighted acid (TUFA) and polyunsaturated fatty acid (PUFA) content are significantly higher than cow's milk fat.Can eliminate these differences by adding vegetable oil in infant formula.At present, at home in babies ' formula milk powder contained oil source mainly contain: 1. use the one-level refining vegetable oil of single variety to mix with cow's milk is fatty; 2. the multiple refining vegetable oil that uses mixes with cow's milk fat; 3. all adopt vegetable fat, palmitic acid is wherein provided by palm oil.The vegetable oil kind that relates to has: high oleic sunflower oil, Canola Oil, soybean oil, palm oil, palm kernel oil, coconut oil, sunflower oil, the multiple oil plant of safflower wet goods.
Many patents have been arranged in the world, as US5,601,860 etc., be the method that directly is in harmonious proportion with vegetable oil.Main oil (as the palm wet goods) and other the oil that contains essential fatty acid (as the soybean wet goods) mediation gained with being rich in C16:0.Directly replace people's butterfat with milk, as previously mentioned, wherein sweet three ester aliphatic acid and people's butterfat have difference.As being equipped with again vegetable oil, also can make sweet three ester structures be difficult to meet the requirements.Take vegetable oil as raw material, carry out random ester exchange with chemical catalyst such as sodium methoxide, as patent EP0376628.
Mixing by the several plant grease can obtain the product that aliphatic acid forms and human milk fat is close, but (sweet three ester types are mainly the USU type because human milk fat has special lipid structure, and palmitic acid mainly is present on the Sn-2 position), aliphatic acid forms and human milk fat approaches so the mixed vegetable oil take palm oil as the palmitic acid main source can only reach, but can not reach the level that is close with the human milk fat structure.This compound lard is hydrolyzed into free fatty and monoglyceride through pancreatic lipase.And enteral free palmitic acid is easy and metal ion forms insoluble calcium soap, thereby causes the dual loss of calcium ion and energy.Recent two decades comes, some nutrition and clinic study person have contrasted the grease of this two class formation, and (palmitic acid mainly is positioned at Sn-2 position and Sn-1,3 positions) impact that infant nutrition is absorbed finds that the grease that palmitic acid mainly is positioned at the Sn-2 position is better than take the mixed plant grease of palm oil as main palmitic acid source.Namely with the similar palmitic acid status of a sovereign of human milk fat structure in the grease of Sn-2 position, be conducive to put forward high-fat absorptivity, strengthen calcium absorption, improve bone density and reduce the infant firmly just, prevent constipation.
As far back as going deep into of research that the eighties absorbs along with infant nutrition in last century, the preparation research that mainly is positioned at the structure grease of Sn-2 position about palmitic acid launches.The key for preparing human milk fat substituted thing is to locate the grease of the high palmitic acid content in Sn-2 position.The high palmitic acid content glyceride stock in high Sn-2 position of report has two classes at present: the palm oil of palmitic stearin and ester exchange.Lard is also the higher grease of a kind of Sn-2 palmitic acid content, and during aliphatic acid forms, the ratio of palmitic acid is 20-30%, and the palmitic acid content on the Sn-2 position is up to more than 60%.But there is religious taboo in lard as edible oil, can not be widely used as glyceride stock.Saturated aliphatic acid in vegetable oil (being mainly stearic acid and palmitic acid) natural distributed is on Sn-1 or Sn-3 position, and the palmitic acid content on the Sn-2 position seldom.The palmitic acid ratio was up to more than 40% during palmitic aliphatic acid formed, but most palmitic acid is distributed on Sn-1 or Sn-3 position, and the palmitic acid content on the Sn-2 position is less than 10%.
In order to obtain the vegetable fat of the high palmitic acid content in Sn-2 position, can adopt the method for oil modification: ester exchange is carried with dividing.(1) ester exchange: with palm oil under the effect of chemical catalyst (sodium methoxide or caustic alcohol), carry out random ester exchange reaction, palmitic acid is evenly distributed on Sn-1, the Sn-3 and Sn-3 position of glyceride, thus make the content of palmitic acid on the Sn-2 position reach total aliphatic acid form in the level of palmitic acid more than 40%.(2) oil fractionation: utilize at a certain temperature the fusing point difference of palmitic various sweet three esters of formation and the difference of solubility, palm oil is divided into solid, liquid two parts, make the content of the PPP (tripalmitin) in solid portion improve, thereby the palmitic acid content on the Sn-2 position is brought up to the expection level.But the palmitic acid content in these two kinds of resulting glyceride stocks of method on the Sn-2 position can not surpass 33.3%.
According to the grease of the above-mentioned high palmitic acid content in Sn-2 position and the aliphatic acid difference between breast milk, select fatty acid mixed or the aliphatic acid low-carbon-ester mixture of rational proportion, at Sn-1, carry out ester exchange reaction under the catalysis of 3 specific lipases, reactant deodorization under vacuum condition, remove fatty acid mixed or aliphatic acid low-carbon-ester mixture unnecessary and that reaction cements out, can obtain the grease that approaches with the human milk fat structure.But due to the limitation of the palmitic acid content on Sn-2 position in raw material, adopt the palmitic acid content on the Sn-2 position in the final products that this method obtains also not high.
The preparation of present human milk fat substituted thing mainly contains two kinds of methods: ester exchange reaction and grease and the fatty acid mixed ester exchange reaction lipase-catalyzed under of compound lard under lipase-catalyzed.
The ester exchange reaction preparation of compound lard under lipase-catalyzed: report in the Unilever WO1994/268551 of house journal, with a certain proportion of palm oil and palm-kernel oil 1, carry out ester exchange under 3 selected fat enzymatics, ester exchange offspring and high oleic sunflower oil, sunflower oil and coconut oil are allocated by a certain percentage, obtain saturated fatty acid and account for 30% sweet three ester admixtures, wherein the saturated fatty acid on the Sn-2 position accounts for more than 40% of total saturated fatty acid, approaches with human milk fat.
Grease and fatty acid mixed prepare in the ester exchange reaction under lipase-catalyzed:
In US Patent No. 4876107, the palm oil high-melting-point is divided and put forward component (composition is 80%PPP and 20%POP) and mix at 3: 1 with weight ratio with oleic acid, be dissolved in normal hexane, issue the rearrangement reaction of oil generation fat in the lipase effect that derives from Mucor under 40 ℃.Filter and remove enzyme, then remove normal hexane by distillation, under vacuum condition, free fatty is removed in deodorization, and product is allocated with butterfat, sunflower oil, soybean oil and coconut wet goods again, obtains human milk fat substituted thing.
In US Patent No. 5658768, palmitic stearin is mixed by weight 1: 0.75 with high oleic sunflower oil aliphatic acid, in the lipase-catalyzed lower reaction of immobilization Novo SP-392, remove unnecessary aliphatic acid by distillation again, product under two sweet ester specific lipase Amanolipase G effects with fatty acid response, reduce the content of two sweet esters in product.50% this product mixes ester exchange reaction under lipase Novo SP-392 catalysis afterwards with 30% liquid vegetable oil, 20 coconut oil, reduce the content of three saturated glyceride in grease, thereby obtain human milk fat substituted thing.
Sweet three esters with the high palmitic acid content in Sn-2 position (〉=90%) in European patent EP 0496456 mix with weight ratio with canola oil aliphatic acid at 1: 1, by the packed column reaction of immobilized lipase NovoSP-392 is housed, 70 ℃ of reaction temperatures are not added solvent.Reaction finishes, and 93% aliphatic acid is transferred in sweet three esters, has produced simultaneously 5% DAG.Unnecessary aliphatic acid is removed by distillation, and removes the free fatty of trace through neutralization.DAG passes through the unmodified packed column Adsorption.Above-mentioned product is dissolved in acetone again, and under-5 ℃ of low temperature, solvent divides and carries, and is human milk fat substituted thing after the liquid part refining that obtains.
In addition, similar with above-mentioned patent, the report that sweet three esters of high-purity three palmitic acids (PPP) and oleic acid or methyl oleate is carried out acidolysis reaction under lipase-catalyzed is also arranged.
But above-mentioned preparation method has various defectives, palmitic acid on the human milk fat substituted thing Sn-2 position of the ester exchange reaction preparation as compound lard under lipase-catalyzed accounts for total palmitic acid and can only reach 40% left and right, accounts for total palmitic acid with palmitic acid on the Sn-2 position of human milk fat reality and reaches far apart more than 67%.And adopt grease and the fatty acid mixed ester exchange reaction under lipase-catalyzed, because raw material mainly adopts palm oil, the ratio that palmitic acid in palm oil on the Sn-2 position accounts for total palmitic acid lower (not higher than 33.3%), the palmitic acid content on the Sn-2 position after the enzyme process ester exchange in end-product is not high yet.
Also have report to use China's lard raw material (sweet three esters are mainly the USU type) cheap and easy to get to carry out acidolysis reaction at the lipase-catalyzed lower and soya fatty acid of Lipozyme IM, enzyme addition 13.6%, the mol ratio of lard and aliphatic acid is 1: 2.4,61 ℃ of reaction temperatures can obtain human milk fat substituted product with low cost.But there is religious taboo in lard as edible oil, can not be widely used as glyceride stock.
Summary of the invention
The object of the invention is to the above problem for existing human milk fat substituted thing that is used for infant formula and preparation method thereof existence, provide a kind of can be used for prepare the grease that derives from the Mekong Delta catfish of the human milk fat substituted thing that approaches with the human milk fat composition and this grease is applied to prepare human milk fat substituted thing.
The grease that derives from the Mekong Delta catfish of the present invention is to extract from the full fish of Mekong Delta catfish (Pangasianodon gigas) or from removing the catfish fat that all the other later positions of fillet extracts or minute extract body component of described catfish fat.
Described Mekong Delta catfish (Pangasianodon gigas) refers to Ba Sha catfish (basa catfish) and short, bristly hair or beard catfish (tra catfish).Can adopt wherein one or both.
As preferred version, the extracting method of described catfish fat is: Mekong Delta catfish raw material is cleaned, full fish is pulverized maybe will remove raw material remaining after fillet and pulverize, then pass through continuously cooking, press filtration is used Steam Heating 20-60 minute with filtrate, then centrifugal, the crude fat that obtains dewaters, and then refining namely gets catfish fat.
As preferred version, minute extracting method of minute extract body component of described catfish fat is: Mekong Delta catfish fat is heated to 60 ℃, after stablizing 20 minutes, be cooled to 30 ℃ with the speed of 10 ℃/hour, then be cooled to 15 ℃ with the speed of 1.5-2.5 ℃/hour, thermostatical crystallization 3-5 hour, aforementioned all processes add band and stir, partly reach the 10-50% of gross weight wait the solid crystal of separating out after, begin to carry out isolated by filtration at 15 ℃ of temperature, obtain a minute extract body component after filtering.
A kind ofly adopt the method that derives from the human milk fat substituted thing of oil and fat preparation of Mekong Delta catfish of the present invention, comprise the steps:
(1) extract the fat that derives from Mekong Delta catfish (Pangasianodon gigas);
(2) the catfish fat that previous step is obtained carries out oil fractionation and obtains its minute extract body component under 10-30 ℃ of temperature conditions;
(3) grease that step (1) or step (2) is obtained carries out the enzyme process ester exchange reaction at lipase-catalyzed lower and fatty acid mixed or fatty acid mixed low-carbon-ester, or the grease that step (1) or step (2) obtain is mixed resulting compound lard carry out the enzyme process ester exchange reaction with other vegetable oil at lipase-catalyzed lower and fatty acid mixed or fatty acid mixed low-carbon-ester, the weight ratio of described grease or compound lard and fatty acid mixed or fatty acid mixed low-carbon-ester is (2: 1)-(1: 2), ester exchange reaction is isolated the resulting grease of reaction and refining by decompression distillation, namely get human milk fat substituted thing.
The extracting method in described (1) step is, Mekong Delta catfish raw material is cleaned, full fish is pulverized maybe will remove raw material remaining after fillet and pulverize, then through advancing continuously cooking, press filtration is used Steam Heating 20-60 minute with filtrate, then centrifugal, the crude fat that obtains dewaters, and then refining namely gets catfish fat.
The temperature of described (2) step oil fractionation is preferably 15-25 ℃.
Described aliphatic acid low-carbon-ester is preferably fatty-acid ethyl ester.
Fatty acid mixed in described (3) step derives from the hydrolysate of any compound lard of soybean oil, Canola Oil, sunflower oil, corn oil, coconut oil, palm-kernel oil; Described fatty acid mixed low-carbon-ester derives from the alcoholysis product of any compound lard of soybean oil, Canola Oil, sunflower oil, corn oil, coconut oil, palm-kernel oil.
Described lipase is Sn-1,3 specific lipases, preferred LIPOZYME RLIM.
In described enzyme process ester exchange reaction, directly add lipase in the reactant and carry out intermittent reaction, or reactant is undertaken by the enzyme packed reaction column.
Technique effect of the present invention is: the present invention by fatty acid mixed or fatty acid mixed low-carbon-ester under 1,3 specific lipase catalysis and Mekong Delta catfish fatty or its minute sweet three ester admixtures that obtain of extract body component reaction.Because the palmitic acid content on Mekong Delta catfish fat or its minute extract body component S n-2 position is relatively high, palmitic acid content on Sn-2 position in reacting final product is also relatively high, can reach with human milk fat on the Sn-2 position palmitic acid content consistent, namely reach more than 60%.Simultaneously, due to Mekong Delta catfish fat or its minute extract body component have AA and DHA, this human milk fat substituted thing does not need additionally to add AA and DHA or only need to add a small amount of AA or DHA.
The specific embodiment
Embodiment one:
1, extract Mekong Delta catfish fat:
Mekong Delta Ba Sha catfish (basa catfish) and short, bristly hair or beard catfish (tracatfish) are cleaned, then remove fillet, the raw material of remainder is pulverized, then through carry out continuously cooking in continuous cooking machine, Steam Heating 20-60 minute used in press filtration after slagging-off, then the crude fat that obtains is centrifugal, through the dehydration of flash distillation operation, final purification obtains Mekong Delta catfish fat finished product again.
Mature technology is adopted in refining described in the embodiment of the present invention, and concrete steps comprise: come unstuck, depickling, decolouring and deodorization.The deodorization stage wherein is by carrying out under 240 ℃ of temperature, 65 minutes time of staying, vacuum 2.3mbar condition.
2, oil fractionation:
The Mekong Delta catfish fat that above-mentioned steps is obtained is heated to 55-60 ℃, after stablizing 20 minutes, be cooled to 30 ℃ with the speed of 10 ℃/hour, be cooled to 15 ℃ with the speed of 1.5-2.5 ℃/hour again, thermostatical crystallization 3-5 hour, aforementioned all processes added band and stir, partly reach the 10-50% of gross weight wait the solid crystal of separating out after, begin to carry out isolated by filtration at 15 ℃ of temperature, initial filter pressure is 3bar, is forced into 12bar and stops.Obtain a minute extract body component after filtering.
3, preparation mixing-in fat acetoacetic ester:
Sunflower oil, perilla herb oil and coconut oil are mixed by the weight ratio of 6: 2: 2, heat to 100 ℃, stir simultaneously, kept 20 minutes, then dehydration.1% heavy catalyst KOH of oil after dehydration is joined in ethanol, and the mol ratio of ethanol and grease is 6: 1, stirring and dissolving.Treat that grease is cooled to 60 ℃, add the above-mentioned ethanolic solution that contains catalyst, begin reaction, 3 hours time.Adding concentration after reaction is the washing of 8% citric acid solution, and the mol ratio of citric acid and KOH is 1: 1, then washes for the second time.60 ℃ lower vacuum suction 1-2 hour.Get end-product mixing-in fat acetoacetic ester.
4, enzyme process ester exchange:
Be to mix at 1: 1 by weight with the Mekong Delta catfish mixing-in fat acetoacetic ester that divides extract body component and above-mentioned the 3rd step to obtain of above-mentioned the 2nd step gained, with mixture by being filled with the reaction column of lipase LIPOZYME RMIM, 55 ℃ of reaction temperatures, flow velocity be per hour by with the reactant of enzyme equivalent weight.Product is again at 120-150 ℃ of lower molecular clock, and refining obtains human milk fat substituted thing.
Lipase LIPOZYME RMIM is available from the Novozymes Company of Denmark.
Embodiment two:
1, the extraction of Mekong Delta catfish fat:
Mekong Delta Ba Sha catfish (basa catfish) and short, bristly hair or beard catfish (tracatfish) are cleaned, through continuously cooking, press filtration, use Steam Heating 20-60 minute after slagging-off, then the crude fat that obtains is centrifugal, through the dehydration of flash distillation operation, final purification obtains Mekong Delta catfish fat finished product again.
2, the preparation of fatty acid mixed:
Low erucic acid rape oil, soybean oil and coconut oil are mixed by the weight ratio of 6: 2: 2, heat to 100 ℃, stir simultaneously, keep 20min, dehydration.First add alkali lye to carry out saponification, isolate glycerine, then add hydrochloric acid to carry out acidifying, obtain fatty acid mixed.
3, enzyme process ester exchange:
Mekong Delta catfish fat is 1: 1 with the weight ratio of fatty acid mixed, and the addition of lipase LIPOZYME RMIM is 5% of grease weight, 55 ℃ of reaction temperatures, 4 hours ester exchange reaction time.After reaction finishes, again at 150-180 ℃ of lower molecular clock, refining obtains human milk fat substituted thing.
Embodiment three:
1, extract Mekong Delta catfish fat:
Concrete extraction step is seen embodiment one.
2, oil fractionation:
Put forward step and see embodiment one in concrete minute.
3, the preparation of mixing-in fat acetoacetic ester:
Corn oil, linseed oil and coconut oil are mixed by the weight ratio of 6: 2: 2, heat to 100 ℃, stir simultaneously, keep 20min, dehydration.1% heavy catalyst KOH of oil joins (mol ratio of ethanol and grease is 6: 1) in ethanol, stirring and dissolving.Treat that grease is cooled to 60 ℃, add the ethanolic solution that is added with catalyst, begin reaction, 3 hours time.Add citric acid solution (mol ratio of citric acid and KOH is 1: 1) washing.60 ℃ lower vacuum suction 1-2 hour.Get end-product mixing-in fat acetoacetic ester.
4, enzyme process ester exchange:
Minute extract body component of Mekong Delta catfish and the weight ratio of the mixing-in fat acetoacetic ester that above-mentioned steps obtains are 1: 1, and the addition of lipase LIPOZYME RMIM is 5% of grease weight, 55 ℃ of reaction temperatures, 4 hours reaction time.After ester exchange reaction finishes, again at 120-150 ℃ of lower molecular clock, refining obtains human milk fat substituted thing.
Embodiment four:
1, the extraction of Mekong Delta catfish fat:
Concrete extraction step is seen embodiment one.
2, the preparation of mixing-in fat acetoacetic ester:
Sunflower oil, linseed oil and palm-kernel oil are mixed by 6: 1: 2 weight ratios, heat to 100 ℃, stir simultaneously, keep 20min, dehydration.1% heavy catalyst KOH of oil joins (mol ratio of ethanol and grease is 6: 1) in ethanol, stirring and dissolving.Treat that grease is cooled to 60 ℃, add the ethanolic solution that is added with catalyst, begin reaction, 3 hours time.Add citric acid solution (mol ratio of citric acid and KOH is 1: 1) washing.60 ℃ lower vacuum suction 1-2 hour.Get end-product mixing-in fat acetoacetic ester.
3, enzyme process ester exchange:
Mekong Delta catfish fat is mixed with palm oil after ester exchange at random by the part by weight of 5: 5, the weight ratio of the mixing-in fat acetoacetic ester that obtains in compound lard and above-mentioned steps 2 is 1: 1, with the mixture of compound lard and miscella fat acetoacetic ester by being filled with the reaction column of lipase LIPOZYME RMIM, 55 ℃ of reaction temperatures, flow velocity be per hour by with the reactant of enzyme equivalent weight.Product is again at 120-150 ℃ of lower molecular clock, and refining obtains human milk fat substituted thing.

Claims (5)

1. an employing derives from the method for the human milk fat substituted thing of oil and fat preparation of Mekong Delta catfish, it is characterized in that the described grease that derives from the Mekong Delta catfish is to extract or from removing the catfish fat that all the other later positions of fillet extracts or minute extract body component of described catfish fat, described method comprises the steps: from the full fish of Mekong Delta catfish (Pangasianodon gigas)
(1) extract the fat that derives from Mekong Delta catfish (Pangasianodon gigas);
(2) the catfish fat that previous step is obtained carries out oil fractionation and obtains its minute extract body component under 10-30 ℃ of temperature conditions;
(3) grease that step (1) or step (2) is obtained is at Sn-1, carry out the enzyme process ester exchange reaction with fatty acid mixed or fatty acid mixed low-carbon-ester under 3 specific lipase catalysis, or the grease that step (1) or step (2) obtain is mixed resulting compound lard at Sn-1 with other vegetable oil, carry out the enzyme process ester exchange reaction with fatty acid mixed or fatty acid mixed low-carbon-ester under 3 specific lipase catalysis, the weight ratio of described grease or compound lard and fatty acid mixed or fatty acid mixed low-carbon-ester is (2: 1)-(1: 2), ester exchange reaction is isolated the resulting grease of reaction and refining by decompression distillation, namely get human milk fat substituted thing.
2. employing according to claim 1 derives from the method for the human milk fat substituted thing of oil and fat preparation of Mekong Delta catfish, it is characterized in that: the extracting method in described (1) step is, Mekong Delta catfish raw material is cleaned, full fish is pulverized maybe will remove after fillet the raw material of remainder and pulverize, then through continuously cooking, press filtration, filtrate is used Steam Heating 20-60 minute, and then centrifugal, the crude fat that obtains dewaters, then refining namely gets catfish fat.
3. employing according to claim 1 and 2 derives from the method for the human milk fat substituted thing of oil and fat preparation of Mekong Delta catfish, it is characterized in that: the temperature of described (2) step oil fractionation is preferably 15-25 ℃.
4. employing according to claim 1 and 2 derives from the method for the human milk fat substituted thing of oil and fat preparation of Mekong Delta catfish, it is characterized in that: described aliphatic acid low-carbon-ester is preferably fatty-acid ethyl ester.
5. employing according to claim 1 and 2 derives from the method for the human milk fat substituted thing of oil and fat preparation of Mekong Delta catfish, it is characterized in that: the fatty acid mixed in described (3) step derives from the hydrolysate of any compound lard of soybean oil, Canola Oil, sunflower oil, corn oil, coconut oil, palm-kernel oil; Described fatty acid mixed low-carbon-ester derives from the alcoholysis product of any compound lard of soybean oil, Canola Oil, sunflower oil, corn oil, coconut oil, palm-kernel oil.
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CN103766506A (en) * 2012-10-23 2014-05-07 丰益(上海)生物技术研发中心有限公司 Grease composition
CN103689101B (en) * 2013-12-17 2015-08-12 江苏科技大学 The preparation method of the human milk fat substituted product of synthesis in silkworm chrysalis oil source
CN105779141A (en) * 2014-12-24 2016-07-20 丰益(上海)生物技术研发中心有限公司 Grease composition and preparation method thereof
CN104862350B (en) * 2015-05-06 2018-05-01 江南大学 A kind of method for preparing bis- oleic acid -2- palmitic acids of 1,3-, three ester
CN104855542B (en) * 2015-05-06 2018-10-30 江南大学 The human milk of a kind of combination enzyme process acidolysis and physical mixed substitutes the preparation method of fat
CN105400594B (en) * 2015-10-20 2017-11-17 广州市至润油脂食品工业有限公司 Fresh water fish oil fractionation method
CN105994652A (en) * 2016-06-08 2016-10-12 华南理工大学 Formula milk powder for infants and young children
CN106359663A (en) * 2016-08-24 2017-02-01 深圳精益油脂技术有限公司 Breast milk fat substitute prepared from oil of tilapia, application and method
CN108651896A (en) * 2018-04-24 2018-10-16 大连工业大学 A kind of production method of instant Ba Sha fillet
CN108740360B (en) * 2018-08-14 2021-09-17 广州市至润油脂食品工业有限公司 Feed grease composition containing Basha fish oil and preparation method and application thereof
CN109077186B (en) * 2018-08-14 2022-03-15 广州市至润油脂食品工业有限公司 Preparation method of oil for weaned piglets and application of oil in piglet feed

Family Cites Families (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB2178752B (en) * 1985-07-12 1989-10-11 Unilever Plc Substitute milk fat
PT893064E (en) * 1997-07-22 2003-04-30 Nestle Sa LIPIDIC COMPOSITION FOR CHILD FORMULATION AND PREPARATION PROCESS
ATE306194T1 (en) * 1999-02-12 2005-10-15 Nestle Sa STABILIZED FAT MIXTURE, METHOD OF PRODUCING IT AND FOOD CONTAINING THE FAT
CN101181079B (en) * 2007-12-19 2012-08-22 湘西自治州金凤凰农业生物科技有限公司 Spot fork-tail catfish oil and preparation method thereof
CN101305752B (en) * 2008-04-07 2011-09-07 杨晓光 Production method of human milk fat substituted grease
WO2010036333A1 (en) * 2008-09-23 2010-04-01 LiveFuels, Inc. Systems and methods for producing biofuels from algae
CN101530429B (en) * 2009-01-20 2011-07-20 刘啸峰 New use of clarias lazera
CN101940241B (en) * 2010-07-12 2013-05-08 深圳精益油脂技术有限公司 Pangasianodon gigas lipid, application and method for preparing breast milk lipid substitutes thereof

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