CN109247397A - A kind of Sn-2 Structure grease and preparation method thereof rich in docosahexaenoic acid - Google Patents

A kind of Sn-2 Structure grease and preparation method thereof rich in docosahexaenoic acid Download PDF

Info

Publication number
CN109247397A
CN109247397A CN201811087168.5A CN201811087168A CN109247397A CN 109247397 A CN109247397 A CN 109247397A CN 201811087168 A CN201811087168 A CN 201811087168A CN 109247397 A CN109247397 A CN 109247397A
Authority
CN
China
Prior art keywords
docosahexaenoic acid
acid
rich
preparation
docosahexaenoic
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Pending
Application number
CN201811087168.5A
Other languages
Chinese (zh)
Inventor
闵征桥
胡锐
蔡双山
夏木阳
夏德才
孙东立
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
HUBEI FUXING BIOLOGICAL TECHNOLOGY Co Ltd
Original Assignee
HUBEI FUXING BIOLOGICAL TECHNOLOGY Co Ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by HUBEI FUXING BIOLOGICAL TECHNOLOGY Co Ltd filed Critical HUBEI FUXING BIOLOGICAL TECHNOLOGY Co Ltd
Priority to CN201811087168.5A priority Critical patent/CN109247397A/en
Publication of CN109247397A publication Critical patent/CN109247397A/en
Pending legal-status Critical Current

Links

Classifications

    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23DEDIBLE OILS OR FATS, e.g. MARGARINES, SHORTENINGS, COOKING OILS
    • A23D9/00Other edible oils or fats, e.g. shortenings, cooking oils
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23DEDIBLE OILS OR FATS, e.g. MARGARINES, SHORTENINGS, COOKING OILS
    • A23D9/00Other edible oils or fats, e.g. shortenings, cooking oils
    • A23D9/02Other edible oils or fats, e.g. shortenings, cooking oils characterised by the production or working-up
    • CCHEMISTRY; METALLURGY
    • C12BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12PFERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P7/00Preparation of oxygen-containing organic compounds
    • C12P7/64Fats; 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
    • C12P7/6436Fatty acid esters
    • C12P7/6445Glycerides
    • C12P7/6472Glycerides containing polyunsaturated fatty acid [PUFA] residues, i.e. having two or more double bonds in their backbone
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02PCLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00Technologies relating to chemical industry
    • Y02P20/50Improvements relating to the production of bulk chemicals
    • Y02P20/54Improvements relating to the production of bulk chemicals using solvents, e.g. supercritical solvents or ionic liquids

Abstract

The present invention provides the Structure greases and preparation method thereof that a kind of Sn-2 is rich in docosahexaenoic acid, belong to edible oil and fat technical field.The docosahexaenoic acid of 25% or more opposed configuration grease total fatty acid content, Sn-1,3 upper connection fatty acid are connected on the position glycerol backbone Sn-2 of Structure grease of the invention.Docosahexaenoic acid is enriched in glycerol backbone Sn-2 by the present invention, docosahexaenoic acid is set to have higher bioavailability, the physiological function that human body can more make full use of docosahexaenoic acid excellent, keep the oxidation stability of Structure grease more preferable simultaneously, fundamentally improves the unstable oxidizable problem of polyunsaturated fatty acid.

Description

A kind of Sn-2 Structure grease and preparation method thereof rich in docosahexaenoic acid
Technical field
The present invention relates to edible oil and fat technical field, the especially a kind of Sn-2 structure oil rich in docosahexaenoic acid Rouge and preparation method thereof.
Background technique
Grease is the general designation of oil & fat, and main component is the glycerol of a molecule glycerol and the Esterification formation of three molecular fats Three esters, wherein the fatty acid for being located at glycerol backbone middle position is known as Sn-2 fatty acid, the fatty acid positioned at end positions claims For Sn-1,3 fatty acid.
Structure grease refers to grease on location with special fatty acid.In broad terms, it refers to any process The grease of artificial modification, also known as Structured Lipids, structured lipids, type is extensive, triglycerides including a variety of special constructions, sweet Oily diester, monoglyceride and non-glycerol base aliphatic ester etc..But usually said Structure grease is primarily referred to as structured triglyceride, knot Fatty acyl group on the glycerol backbone of structure triglycerides by one it is scheduled form and distribution, thus there is special nutritive value And physiological function.Structure grease is usually to be not present in nature, needs artificial recombination or synthesis.
Docosahexaenoic acid, i.e. DHA belong to n-3 series long-chain polyunsaturated fatty acid, in the product often with 22 carbon The form of acid triglycerides exists, and human body itself cannot synthesize, it is necessary to obtain from food, be a kind of fat needed by human Acid.DHA is played a very important role during fetus and infant's brain and development of vision system, to fetal growth, baby Infant intelligence development and immune function all have significant effect.Meanwhile DHA also has anticoagulation, inhibits platelet aggregation, thrombus It formed, inhibit cancer, effect that is anti-inflammatory and improving immunity.
DHA is a kind of long-chain highly unsaturated fatty acid, and intramolecular contains 6 unsaturated double-bonds, thus to oxygen, light and Hot extreme sensitivity, easily aoxidizes, and not only reduces its Biofunctional, also will form the substance being harmful to the human body.Current DHA is It is distributed across the Sn-1 of glycerol backbone end positions, on 3, the prior art (CN103725721B) provides a kind of rich in 22 The Structure grease and preparation method thereof of carbon acid is that docosahexaenoic acid is distributed in Sn-1,3, palmitinic acid is distributed At Sn-2, docosahexaenoic acid is supplemented while Sn-2 palmitinic acids are provided, is easy to be digested.But it will DHA is distributed across the Sn-1 of glycerol backbone end positions, and on 3, the oxidation stability of DHA is bad, oxidizable, makes DHA's Bioavailability is low, the physiological function that human body cannot be adequately excellent using DHA.
Summary of the invention
The object of the present invention is to provide a kind of Sn-2 be rich in docosahexaenoic acid Structure grease and preparation method thereof, Solve the Sn-1 that existing DHA is distributed across glycerol backbone end positions, on 3, the oxidation stability of DHA is bad, easy oxygen The technical issues of change, keeps the bioavailability of DHA low, and human body cannot adequately utilize DHA excellent physiological function.
In order to achieve the above object, the invention provides the following technical scheme:
A kind of Sn-2 Structure grease rich in docosahexaenoic acid, the glycerol backbone of Structure grease Sn-2 The docosahexaenoic acid of upper 25% or more opposed configuration grease total fatty acid content of connection, Sn-1,3 upper connection fatty acid.
Since edible oil and fat are mostly taken in the form of triglycerides by human body.Triglycerides in human body metabolism, due to The height Sn-1 of pancreatic lipase, 3 location specifics, Sn-1,3 fatty glycerides are after pancreatic lipase hydrolyzes, with fat The form of acid is absorbed by intestinal epithelial cell, then enters portal vein via capillary, is finally quickly transferred to liver and is carried out generation It thanks and releases energy.After Sn-2 fatty glycerides enter cell in the form of Sn-2 fatty acid monoglyceride, in the cell again Three ester of synthetic glycerine, it is further that the combination such as newly synthesized triglycerides and phosphatide, lipoprotein and carrier protein forms chylomicron It is metabolized, in the required physiological activator of synthesized human or participation physiological activator synthesis process.Therefore, DHA is enriched in sweet Oily skeleton Sn-2, DHA has higher bioavailability, the physiological function that human body can more make full use of DHA excellent.
Meanwhile DHA being distributed on the position glycerol backbone Sn-2 and is distributed in Sn-1 than it, 3 upper oxidation stabilities are good, this is Because of the protective effect of steric hindrance, it is located at glycerol backbone Sn-1, the partition effect of 3 other fatty acid molecules, for example satisfy And fatty acid molecule, for intramolecular without unsaturated double-bond, stability is good, reduce DHA touch opportunity on oxygen molecule and the position Sn-2, this Fundamentally improve the oxidation stability of DHA.Meanwhile according to Different Nutrition function needs, middle Long carbon chain fat can choose Acid, such as palmitinic acid, octanoic acid, capric acid, are connected to glycerol backbone Sn-1, on 3, due to middle Long carbon chain fatty acid energy supply low in calories Fast feature is conducive to human body and quickly energizes and the reducing blood lipid of fat reducing fat.
A kind of preparation method of the Sn-2 Structure grease rich in docosahexaenoic acid, comprising the following steps:
Docosahexaenoic acid algae oil is hydrolyzed preparation mixing docosahexaenoic acid by step S101;
Step S102 is enriched with the mixing docosahexaenoic acid to obtain the mixing rouge of docosahexaenoic acid high-content Fat acid;
Step S103, by the fatty acid mixed of docosahexaenoic acid high-content and glycerine in lipase-catalyzed lower progress Enzyme process esterification, then lipase is removed, obtain pure docosahexaenoic acid triglycerides;
Step S104, by the pure docosahexaenoic acid triglycerides and fatty acid donors under the catalysis of lipase into Row acidolysis reaction, then lipase is removed, obtain the thick Sn-2 Structure grease for being rich in docosahexaenoic acid;
The described thick Sn-2 Structure grease rich in docosahexaenoic acid is purified, obtains Sn-2 by step S105 Position is rich in the Structure grease of docosahexaenoic acid.
In a preferred embodiment, in the step S101, the hydrolysis preparation of docosahexaenoic acid algae oil is mixed The preparation method of docosahexaenoic acid is closed using appointing in enzymatic hydrolysis, alkali process hydrolysis, Acid hydrolysis, high temperature and high pressure method hydrolysis Meaning one or more combine.
In a preferred embodiment, it in the step S102, is enriched with mixing docosahexaenoic acid to obtain two The method of the fatty acid mixed of dodecahexaene acid high-content is using any one in molecularly distilled, enzyme process, urea adduct method Kind or a variety of combine;And the absolute content of docosahexaenoic acid is 60% or more in obtained fatty acid mixed.
In a preferred embodiment, in the step S103, the mixing-in fat of docosahexaenoic acid high-content The mass ratio of acid and glycerine is 5-20:1;The additive amount of lipase is the fatty acid mixed of docosahexaenoic acid high-content With the 1-6% of glycerine total weight, reaction temperature is 40-80 DEG C, reaction time 4-24h.
In a preferred embodiment, in the step S103, the mixing-in fat of docosahexaenoic acid high-content The mass ratio of acid and glycerine is 10:1;The additive amount of lipase be docosahexaenoic acid high-content fatty acid mixed with The 4% of glycerine total weight, reaction temperature are 60 DEG C, reaction time 10h.
In a preferred embodiment, in the step S104, pure docosahexaenoic acid triglycerides and fat The mass ratio of acid donors is 1-10:1;The additive amount of lipase is pure docosahexaenoic acid triglycerides and fatty acid donors The 1-6% of total weight, reaction temperature are 40-80 DEG C, reaction time 4-24h.
In step S104, fatty acid donors can be arbitrary fatty acid and its derivative, such as palmitinic acid, n-nonanoic acid or capric acid Deng.
In a preferred embodiment, in the step S105, purification process uses molecularly distilled, solvent extraction Method, miscella depickling method, in supercritical extraction any one or a variety of combine.
In a preferred embodiment, further include step S106 after the step S105, described Sn-2 is rich in The quality and physical and chemical index of the Structure grease of docosahexaenoic acid are detected;If quality or physical and chemical index are unqualified, Decoloration and deodorization processing are carried out to the described Sn-2 Structure grease rich in docosahexaenoic acid.
In a preferred embodiment, it in the step S103 and step S104, is all made of centrifugation or filters out excessively Lipase is removed, and the lipase is recycled, is recycled.
Compared with prior art, the present invention the beneficial effect is that, in Structure grease of the invention, by two dodecahexaenes Acid is enriched on the position glycerol backbone Sn-2, keeps the oxidation stability of Structure grease more preferable, fundamentally improves how unsaturated rouge The unstable oxidizable problem of fat acid.Meanwhile glycerol backbone Sn-2 are rich in docosahexaenoic acid, 22 carbon of the position Sn-2 Acid can preferably carry out metabolism, and substance necessary to synthesized human growth and development greatly improves 22 carbon The bioavailability of acid, physiological activity is stronger, can give full play to docosahexaenoic acid educate brain intelligence development, educate the strong view of view, Prevent and treat cardiovascular disease, anticancer, anti-inflammatory and the relevant physiological function of preventing and treating artery sclerosis.In addition, with preparation of the invention The content of the Structure grease that method obtains, the docosahexaenoic acid on the position Sn-2 can reach 25% or more, more meet Human body needs, utilization rate are higher.
Meanwhile according to the demand of Different Nutrition and physiological function, different types of fatty acid is selected to be connected to glycerol backbone Sn-1,3, such as selection is sad or capric acid, this kind of middle long chain fatty acids have the characteristics that the fast heat of energy supply is low, are conducive to human body Quickly energy supply and the reducing blood lipid of fat reducing fat were suitable for fat constitution crowd and energy supply impaired patients.
Specific embodiment
Technical solution of the present invention is clearly and completely described below, it is clear that described embodiment is only this Invention a part of the embodiment, instead of all the embodiments.Based on the embodiments of the present invention, those of ordinary skill in the art exist Every other embodiment obtained under the premise of creative work is not made, shall fall within the protection scope of the present invention.
Embodiment 1
The synthetic method of Structure grease in the present embodiment the following steps are included:
Step S101: by docosahexaenoic acid algae oil using method preparation two dodecahexaenes of mixing of alkali process hydrolysis Acid;
Wherein, ethyl alcohol is added in oil according to the ratio that w/v is 1:1, opens stirring and be condensed back, opens Heating system is simultaneously passed through nitrogen, is warming up to 60 ± 5 DEG C.After oil and ethyl alcohol are in uniform state, the hydroxide that oil weighs 50% is added Sodium solution, concentration of sodium hydroxide solution 7mol/L, hydrolysis time 2 hours;
After the completion of hydrolysis, cooling system is opened, gained hydrolysate is cooled to room temperature, the pH of above-mentioned hydrolysate is adjusted For 1-2, hydrolysate is washed, dehydration obtains mixing docosahexaenoic acid.
Step S102: means of the docosahexaenoic acid by molecular distillation will be mixed, enables docosahexaenoic acid Enrichment, obtains the fatty acid mixed of docosahexaenoic acid high-content;
Step S103: by the fatty acid mixed of docosahexaenoic acid high-content and glycerine in lipase-catalyzed lower progress Enzyme process esterification;Lipase is removed by centrifugation again, obtains pure docosahexaenoic acid triglycerides;And lipase is returned It receives, recycles.
Wherein, the weight adding proportion of the fatty acid mixed of docosahexaenoic acid high-content and glycerine is 10:1;Rouge The additive amount of fat enzyme is the fatty acid mixed and the 4% of glycerine total weight of docosahexaenoic acid high-content, and reaction temperature is 60 DEG C, reaction time 10h;
In addition, opening stirring in enzyme process esterification reaction process, makes reaction system in uniform state, increase enzyme and reactant Touch opportunity.And nitrogen should be passed through in reaction vessel, it plays a protective role.
Step S104: pure docosahexaenoic acid triglycerides and fatty acid donors are subjected to acid under the catalysis of lipase Solution reaction;Lipase is removed by centrifugation again, obtains the thick Sn-2 Structure grease for being rich in docosahexaenoic acid;And by rouge The recycling of fat enzyme, recycles.
The present embodiment chooses palmitinic acid as fatty acid donors, the weight of pure docosahexaenoic acid triglycerides and palmitinic acid Measuring adding proportion is 1.5:1;The additive amount of lipase is pure docosahexaenoic acid triglycerides and palmitinic acid total weight 4%, reaction temperature is 60 DEG C, reaction time 20h;
In addition, opening stirring during enzymatic acidolysis reaction, make reaction system in uniform state, increase enzyme with react The touch opportunity of object.And nitrogen should be passed through in reaction vessel, it plays a protective role.
Step S105: by the thick Sn-2 Structure grease rich in docosahexaenoic acid take the method for miscella depickling into Row purifying removes the by-product that Structure grease synthesis process generates, and obtains the Sn-2 structure oil rich in docosahexaenoic acid Rouge;
Step S106: the quality and physical and chemical index of Structure grease obtained in step S105 are detected;It is taken off again Color and deodorization processing, obtain better Sn-2 of the quality Structure grease for being rich in docosahexaenoic acid.
The Structure grease that the present embodiment 1 synthesizes, on the position glycerol backbone Sn-2, the content of docosahexaenoic acid reaches 42%;On glycerol backbone Sn-1,3, it is rich in palmitinic acid, this Structure grease has better oxidation stability, has higher Bioavailability.
Embodiment 2
The synthetic method of Structure grease in the present embodiment the following steps are included:
Step S101: by docosahexaenoic acid algae oil using method preparation two dodecahexaenes of mixing of enzymatic hydrolysis Acid;
Wherein, purified water is added to docosahexaenoic acid algae oil, grease weight ratio 5:1 opens stirring, opens heating system It unites and is passed through nitrogen, be warming up to 60 ± 5 DEG C, be added the lipase that oil weighs 1 ‰, hydrolysis time 12 hours;Hydrolysis is completed Afterwards, hydrolysate is washed, dehydration obtains mixing docosahexaenoic acid.
Step S102: means of the docosahexaenoic acid by molecular distillation will be mixed, enables docosahexaenoic acid Enrichment, obtains the fatty acid mixed of docosahexaenoic acid high-content;
Step S103: the fatty acid mixed and glycerine for making docosahexaenoic acid high-content are in lipase-catalyzed lower progress Enzyme process esterification;Lipase is removed by centrifugation again, obtains pure docosahexaenoic acid triglycerides;And lipase is returned It receives, recycles.
Wherein, the weight adding proportion of the fatty acid mixed of docosahexaenoic acid high-content and glycerine is 10:1;Rouge The additive amount of fat enzyme is the fatty acid mixed and the 3% of glycerine total weight of docosahexaenoic acid high-content, and reaction temperature is 60 DEG C, reaction time 15h;
In addition, opening stirring in lipase-catalyzed esterification reaction process, make reaction system in uniform state, increase enzyme with react The touch opportunity of object.And nitrogen should be passed through in reaction vessel, it plays a protective role.
Step S104: pure docosahexaenoic acid triglycerides and fatty acid donors are subjected to acid under the catalysis of lipase Solution reaction;Lipase is removed by centrifugation again, obtains the thick Sn-2 Structure grease for being rich in docosahexaenoic acid;And by rouge The recycling of fat enzyme, recycles.
The weight of the fatty acid donors of the present embodiment selection n-nonanoic acid conduct, pure docosahexaenoic acid triglycerides and n-nonanoic acid adds Adding ratio is 3:1;The additive amount of lipase is the 3% of pure docosahexaenoic acid triglycerides and n-nonanoic acid total weight, reaction temperature Degree is 60 DEG C, and the reaction time is for 24 hours;
In addition, opening stirring during enzymatic acidolysis reaction, make reaction system in uniform state, increase enzyme with react The touch opportunity of object.And nitrogen should be passed through in reaction vessel, it plays a protective role.
Step S105: by the thick Sn-2 Structure grease rich in docosahexaenoic acid take the method for miscella depickling into Row purifying removes the by-product that Structure grease synthesis process generates, and obtains the Sn-2 structure oil rich in docosahexaenoic acid Rouge;
Step S106: the quality and physical and chemical index of Structure grease obtained in step S105 are detected;It is taken off again Color and deodorization processing, obtain better Sn-2 of the quality Structure grease for being rich in docosahexaenoic acid.
The Structure grease that the present embodiment 2 synthesizes, on the position glycerol backbone Sn-2, the content of docosahexaenoic acid reaches 38%;On glycerol backbone Sn-1,3, it is rich in n-nonanoic acid.This Structure grease has higher bioavailability, Sn-1, on 3 N-nonanoic acid can be preferably human body power supply, and have the characteristics that energy is low, facilitate weight-reducing and reducing blood lipid.
Embodiment 3
The synthetic method of Structure grease in the present embodiment the following steps are included:
Step S101: by docosahexaenoic acid algae oil using enzymatic hydrolysis preparation mixing docosahexaenoic acid;
Wherein, purified water is added to docosahexaenoic acid algae oil, grease weight ratio 10:1 opens stirring, opens heating System is simultaneously passed through nitrogen, is warming up to 35 ± 5 DEG C, is added the lipase that oil weighs 1 ‰, and hydrolysis time 24 hours;Hydrolysis is completed Afterwards, hydrolysate is washed, dehydration obtains mixing docosahexaenoic acid;
Step S102: mixing docosahexaenoic acid is enable docosahexaenoic acid to be enriched with, is obtained by urea adduct method To the fatty acid mixed of docosahexaenoic acid high-content;
Step S103: by the fatty acid mixed of docosahexaenoic acid high-content and glycerine in lipase-catalyzed lower progress Enzyme process esterification;Lipase is removed by filtration again, obtains pure docosahexaenoic acid triglycerides;And lipase is returned It receives, recycles.
Wherein, the weight adding proportion of the fatty acid mixed of docosahexaenoic acid high-content and glycerine is 8:1;Rouge The additive amount of fat enzyme is the fatty acid mixed and the 6% of glycerine total weight of docosahexaenoic acid high-content, and reaction temperature is 60 DEG C, reaction time 5h;
In addition, opening stirring in enzyme process esterification reaction process, makes reaction system in uniform state, increase enzyme and reactant Touch opportunity.And nitrogen should be passed through in reaction vessel, it plays a protective role.
Step S104: pure docosahexaenoic acid triglycerides and fatty acid donors are subjected to acid under the catalysis of lipase Solution reaction;Lipase is removed by filtration again, obtains the thick Sn-2 Structure grease for being rich in docosahexaenoic acid;And by rouge The recycling of fat enzyme, recycles.
The weight of the fatty acid donors of the present embodiment selection capric acid conduct, pure docosahexaenoic acid triglycerides and capric acid adds Adding ratio is 2:1;The additive amount of lipase is the 6% of pure docosahexaenoic acid triglycerides and capric acid total weight, reaction temperature Degree is 60 DEG C, reaction time 15h;
In addition, opening stirring during enzymatic acidolysis reaction, make reaction system in uniform state, increase enzyme with react The touch opportunity of object.And nitrogen should be passed through in reaction vessel, it plays a protective role.
Step S105: the method that the thick Sn-2 Structure grease rich in docosahexaenoic acid takes molecular distillation is carried out Purifying removes the by-product that Structure grease synthesis process generates, and obtains the Sn-2 Structure greases for being rich in docosahexaenoic acid;
Step S106: the quality and physical and chemical index of Structure grease obtained in step S105 are detected;The present embodiment Structure grease quality and physical and chemical index it is up to standard, no longer carry out decoloration and deodorization processing.
The Structure grease that the present embodiment 3 synthesizes, on the position glycerol backbone Sn-2, the content of docosahexaenoic acid reaches 40%;On glycerol backbone Sn-1,3, it is rich in capric acid.This Structure grease has higher bioavailability, Sn-1, on 3 Capric acid can be preferably human body power supply, and have the characteristics that energy is low, facilitate weight-reducing and reducing blood lipid.
Case study on implementation 4
The synthetic method of Structure grease in the present embodiment the following steps are included:
Step S101: by docosahexaenoic acid algae oil using method preparation two dodecahexaenes of mixing of enzymatic hydrolysis Acid;
Wherein, purified water is added to docosahexaenoic acid algae oil, grease weight ratio 10:1 opens stirring, opens heating System is simultaneously passed through nitrogen, is warming up to 35 ± 5 DEG C, is added the lipase that oil weighs 1 ‰, and hydrolysis time 24 hours;Hydrolysis is completed Afterwards, hydrolysate is washed, dehydration obtains mixing docosahexaenoic acid;
Step S102: means of the docosahexaenoic acid by molecular distillation will be mixed, enables docosahexaenoic acid Enrichment, obtains the fatty acid mixed of docosahexaenoic acid high-content;
Step S103: the fatty acid mixed and glycerine for making docosahexaenoic acid high-content are in lipase-catalyzed lower progress Enzyme process esterification;Lipase is removed by centrifugation again, obtains pure docosahexaenoic acid triglycerides;And lipase is returned It receives, recycles.
Wherein, the weight adding proportion of the fatty acid mixed of docosahexaenoic acid high-content and glycerine is 6:1;Rouge The additive amount of fat enzyme is the fatty acid mixed and the 3% of glycerine total weight of docosahexaenoic acid high-content, and reaction temperature is 60 DEG C, reaction time 10h;
In addition, opening stirring in lipase-catalyzed esterification reaction process, make reaction system in uniform state, increase enzyme with react The touch opportunity of object.And nitrogen should be passed through in reaction vessel, it plays a protective role.
Step S104: pure docosahexaenoic acid triglycerides and fatty acid donors are subjected to acid under the catalysis of lipase Solution reaction;Lipase is removed by centrifugation again, obtains the thick Sn-2 Structure grease for being rich in docosahexaenoic acid;And by rouge The recycling of fat enzyme, recycles.
The present embodiment chooses the mixed acid of n-nonanoic acid and capric acid as fatty acid donors, pure docosahexaenoic acid triglycerides Weight adding proportion with n-nonanoic acid and capric acid mixed acid is 2:1;Wherein, in mixed acid, the ratio of n-nonanoic acid and capric acid is 2:1;It will The two is uniformly mixed and adds in reaction vessel.The additive amount of lipase be pure docosahexaenoic acid triglycerides and n-nonanoic acid and The 3% of capric acid mixed acid total weight, reaction temperature are 60 DEG C, reaction time 20h;
In addition, opening stirring during enzymatic acidolysis reaction, make reaction system in uniform state, increase enzyme with react The touch opportunity of object.And nitrogen should be passed through in reaction vessel, it plays a protective role.
Step S105: molecularly distilled is taken to carry out the thick Sn-2 Structure grease rich in docosahexaenoic acid pure Change, remove the by-product that Structure grease synthesis process generates, obtains the Sn-2 Structure greases for being rich in docosahexaenoic acid;
Step S106: the quality and physical and chemical index of Structure grease obtained in step S105 are detected;The present embodiment Structure grease quality and physical and chemical index it is up to standard, no longer carry out decoloration and deodorization processing.
The Structure grease that the present embodiment 4 synthesizes, on the position glycerol backbone Sn-2, the content of docosahexaenoic acid reaches 35%;On glycerol backbone Sn-1,3, it is rich in n-nonanoic acid and capric acid.This Structure grease have higher bioavailability, Sn-1, N-nonanoic acid and capric acid on 3 can be preferably human body power supply, and have the characteristics that energy is low, facilitate weight-reducing and reducing blood lipid.
Method for washing, dewatering, filter method, the centrifugal method, molecular distillation side of use in above-described embodiment 1-4 Existing conventional technical means can be used in method, miscella acid stripping method, decolorization, deodorization processing etc., does not make herein in detail Description.
The above description is merely a specific embodiment, but scope of protection of the present invention is not limited thereto, any Those familiar with the art in the technical scope disclosed by the present invention, can easily think of the change or the replacement, and should all contain Lid is within protection scope of the present invention.Therefore, the protection scope of the present invention shall be subject to the protection scope of the claims.

Claims (10)

1. a kind of Sn-2 is rich in the Structure grease of docosahexaenoic acid, it is characterised in that: the glycerol bone of the Structure grease The docosahexaenoic acid of 25% or more opposed configuration grease total fatty acid content, Sn-1,3 upper connections are connected on the position frame Sn-2 Fatty acid.
2. a kind of preparation method of Sn-2 Structure grease rich in docosahexaenoic acid as described in claim 1, special Sign is: the following steps are included:
Docosahexaenoic acid algae oil is hydrolyzed preparation mixing docosahexaenoic acid by step S101;
Step S102 is enriched with the mixing docosahexaenoic acid to obtain the mixing-in fat of docosahexaenoic acid high-content Acid;
Step S103, by the fatty acid mixed of docosahexaenoic acid high-content and glycerine in lipase-catalyzed lower carry out enzyme process Esterification, then lipase is removed, obtain pure docosahexaenoic acid triglycerides;
The pure docosahexaenoic acid triglycerides and fatty acid donors are carried out acid by step S104 under the catalysis of lipase Solution reaction, then lipase is removed, obtain the thick Sn-2 Structure grease for being rich in docosahexaenoic acid;
Step S105 purifies the described thick Sn-2 Structure grease rich in docosahexaenoic acid, obtains Sn-2 richnesses Structure grease containing docosahexaenoic acid.
3. according to right want 2 described in a kind of preparation method of the Sn-2 Structure grease rich in docosahexaenoic acid, it is special Sign is:
In the step S101, the preparation method that docosahexaenoic acid algae oil hydrolyzes preparation mixing docosahexaenoic acid is adopted With any one in enzymatic hydrolysis, alkali process hydrolysis, Acid hydrolysis, high temperature and high pressure method hydrolysis or a variety of combine.
4. a kind of preparation method of Sn-2 according to claim 2 Structure greases rich in docosahexaenoic acid, It is characterized in that:
In the step S102, it is enriched with mixing docosahexaenoic acid to obtain the mixing-in fat of docosahexaenoic acid high-content The method of acid using molecularly distilled, enzyme process, in urea adduct method any one or a variety of combine;And obtained mixing The absolute content of docosahexaenoic acid is 60% or more in fatty acid.
5. a kind of preparation method of Sn-2 according to claim 2 Structure greases rich in docosahexaenoic acid, It is characterized in that:
In the step S103, the fatty acid mixed of docosahexaenoic acid high-content and the mass ratio of glycerine are 5-20: 1;The additive amount of lipase is the fatty acid mixed of docosahexaenoic acid high-content and the 1-6% of glycerine total weight, reaction Temperature is 40-80 DEG C, reaction time 4-24h.
6. a kind of preparation method of Sn-2 according to claim 5 Structure greases rich in docosahexaenoic acid, It is characterized in that:
In the step S103, the fatty acid mixed of docosahexaenoic acid high-content and the mass ratio of glycerine are 10:1; The additive amount of lipase is 4% of the fatty acid mixed of docosahexaenoic acid high-content with glycerine total weight, reaction temperature It is 60 DEG C, reaction time 10h.
7. a kind of preparation method of Sn-2 according to claim 2 Structure greases rich in docosahexaenoic acid, It is characterized in that:
In the step S104, the mass ratio of pure docosahexaenoic acid triglycerides and fatty acid donors is 1-10:1;Rouge The additive amount of fat enzyme is the 1-6%, reaction temperature 40- of pure docosahexaenoic acid triglycerides and fatty acid donors total weight 80 DEG C, reaction time 4-24h.
8. a kind of preparation method of Sn-2 according to claim 2 Structure greases rich in docosahexaenoic acid, It is characterized in that:
In the step S105, purification process uses molecularly distilled, solvent extraction, miscella depickling method, supercritical extract In method any one or a variety of combine.
9. a kind of preparation method of Sn-2 according to claim 2 Structure greases rich in docosahexaenoic acid, It is characterized in that:
It further include step S106 after the step S105, to the product of the described Sn-2 Structure grease rich in docosahexaenoic acid Matter and physical and chemical index are detected;If quality or physical and chemical index are unqualified, two dodecahexaenes are rich in described Sn-2 The Structure grease of acid carries out decoloration and deodorization processing.
10. a kind of preparation method of Sn-2 according to claim 2 Structure greases rich in docosahexaenoic acid, It is characterized in that:
In the step S103 and step S104, it is all made of centrifugation or is filtered to remove lipase, and the lipase is recycled, It recycles.
CN201811087168.5A 2018-09-18 2018-09-18 A kind of Sn-2 Structure grease and preparation method thereof rich in docosahexaenoic acid Pending CN109247397A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
CN201811087168.5A CN109247397A (en) 2018-09-18 2018-09-18 A kind of Sn-2 Structure grease and preparation method thereof rich in docosahexaenoic acid

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CN201811087168.5A CN109247397A (en) 2018-09-18 2018-09-18 A kind of Sn-2 Structure grease and preparation method thereof rich in docosahexaenoic acid

Publications (1)

Publication Number Publication Date
CN109247397A true CN109247397A (en) 2019-01-22

Family

ID=65047971

Family Applications (1)

Application Number Title Priority Date Filing Date
CN201811087168.5A Pending CN109247397A (en) 2018-09-18 2018-09-18 A kind of Sn-2 Structure grease and preparation method thereof rich in docosahexaenoic acid

Country Status (1)

Country Link
CN (1) CN109247397A (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2021104165A1 (en) * 2019-11-26 2021-06-03 瞿瀚鹏 Schizochytrium and application thereof, and sn-2 dha-rich microbial oil, preparation method therefor, and application 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

Citations (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN101485364A (en) * 2009-02-11 2009-07-22 湖北友芝友生物科技有限公司 Method for producing edible lipid containing docosahexenoic acid by lipase-catalyzed ester exchange
CN102660593A (en) * 2012-04-28 2012-09-12 北京化工大学 Method for preparing glyceride rich in algal oil n-3 polyunsaturated fatty acid through enzyme process
CN103725721A (en) * 2013-12-20 2014-04-16 润科生物工程(福建)有限公司 Structural grease containing rich docosahexaenoic acid (DHA) and preparation method thereof
CN103880672A (en) * 2014-03-20 2014-06-25 江苏中邦制药有限公司 High-purity DHA algae oil ethyl ester and preparation method for transferring high-purity DHA algae oil ethyl ester into glyceride
CN104186705A (en) * 2014-08-18 2014-12-10 江苏科技大学 Enzymatic acidolysis-based method for synthesizing structured lipids from palmitic acid triglycerides
CN104651424A (en) * 2015-02-10 2015-05-27 嘉必优生物工程(武汉)有限公司 Preparation method of structure grease
CN105112464A (en) * 2015-08-19 2015-12-02 嘉必优生物工程(武汉)有限公司 Structural fat and special diet containing same
US20160177220A1 (en) * 2014-06-27 2016-06-23 Commonwealth Scientific And Industrial Research Organisation Lipid compositions comprising triacylglycerol with long-chain polyunsaturated fatty acids at the sn-2 position
CN105821088A (en) * 2016-05-26 2016-08-03 暨南大学 Method for preparing glyceride rich in EPA and DHA through enzyme catalysis

Patent Citations (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN101485364A (en) * 2009-02-11 2009-07-22 湖北友芝友生物科技有限公司 Method for producing edible lipid containing docosahexenoic acid by lipase-catalyzed ester exchange
CN102660593A (en) * 2012-04-28 2012-09-12 北京化工大学 Method for preparing glyceride rich in algal oil n-3 polyunsaturated fatty acid through enzyme process
CN103725721A (en) * 2013-12-20 2014-04-16 润科生物工程(福建)有限公司 Structural grease containing rich docosahexaenoic acid (DHA) and preparation method thereof
CN103880672A (en) * 2014-03-20 2014-06-25 江苏中邦制药有限公司 High-purity DHA algae oil ethyl ester and preparation method for transferring high-purity DHA algae oil ethyl ester into glyceride
US20160177220A1 (en) * 2014-06-27 2016-06-23 Commonwealth Scientific And Industrial Research Organisation Lipid compositions comprising triacylglycerol with long-chain polyunsaturated fatty acids at the sn-2 position
CN104186705A (en) * 2014-08-18 2014-12-10 江苏科技大学 Enzymatic acidolysis-based method for synthesizing structured lipids from palmitic acid triglycerides
CN104651424A (en) * 2015-02-10 2015-05-27 嘉必优生物工程(武汉)有限公司 Preparation method of structure grease
CN105112464A (en) * 2015-08-19 2015-12-02 嘉必优生物工程(武汉)有限公司 Structural fat and special diet containing same
CN105821088A (en) * 2016-05-26 2016-08-03 暨南大学 Method for preparing glyceride rich in EPA and DHA through enzyme catalysis

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
ALFONSO ROBLES等: "Enzymatic production of human milk fat substitutes containing palmitic and docosahexaenoic acids at sn-2 position and oleic acid at sn-1,3 positions", 《FOOD SCIENCE AND TECHNOLOGY》 *

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2021104165A1 (en) * 2019-11-26 2021-06-03 瞿瀚鹏 Schizochytrium and application thereof, and sn-2 dha-rich microbial oil, preparation method therefor, and application thereof
EP3896167A4 (en) * 2019-11-26 2022-09-14 Qu, Hanpeng Schizochytrium and application thereof, and sn-2 dha-rich microbial oil, preparation method therefor, and application 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

Similar Documents

Publication Publication Date Title
CN104988190B (en) A kind of structural type triglycerides rich in medium chain fatty acid and preparation method thereof
RU2422498C2 (en) Method of producing dioleoyl palmitoyl glyceride
EP2115107B1 (en) Process for producing a glyceride composition
CN104186705B (en) Method based on enzymatic acidolysis palmitic acid three Lipase absobed structured lipid
WO2016176988A1 (en) Preparation method combining enzymatic acid hydrolysis and physical mixing for breast milk fat substitute
CN109247397A (en) A kind of Sn-2 Structure grease and preparation method thereof rich in docosahexaenoic acid
CN112522330B (en) Medium-long carbon chain triglyceride for breast milk to replace fat and preparation method thereof
CN108770954A (en) The preparation method of long-chain fat acid lipid in a kind of high-purity
CN101940241B (en) Pangasianodon gigas lipid, application and method for preparing breast milk lipid substitutes thereof
WO2013075116A2 (en) Omega 7 rich compositions and methods of isolating omega 7 fatty acids
CN111019979B (en) Grease rich in low saturated fatty acid diglyceride and preparation method thereof
CN102326630A (en) Method for preparing low/zero trans-fatty acid plastic grease from camphor tree seed oil
CN106912622B (en) Breast milk fat substitute and preparation method thereof
CN110257446B (en) Preparation method of high-purity EPA glyceride and DHA glyceride
EP0437518B1 (en) Triglycerides and composition comprising such triglycerides
CN1208305C (en) Method for producing diglyceride
DE102005052442A1 (en) Structured lipid mixtures
CN106893747B (en) Preparation method of PLA1 type n-3 polyunsaturated fatty acid phospholipid
CN104630298B (en) A kind of enzymatic-process preparation method of phosphatide type polyunsaturated fatty acid
CN113832200B (en) Preparation method of breast milk structured fat
CN108634017A (en) A kind of preparation method of the diglyceride rich in alpha-linolenic acid
CN105132153B (en) A method of preparing squid liver oil
CN114480518A (en) Method for preparing medium-long carbon chain triglyceride by enzyme method
CN108911981B (en) Preparation method of omega-3-fatty acid triglyceride for injection
JP2023503200A (en) Microbial oil composition enriched with polyunsaturated fatty acids

Legal Events

Date Code Title Description
PB01 Publication
PB01 Publication
SE01 Entry into force of request for substantive examination
SE01 Entry into force of request for substantive examination
RJ01 Rejection of invention patent application after publication

Application publication date: 20190122

RJ01 Rejection of invention patent application after publication