CN105131068A - Method of extracting steryl ester from high-temperature deodorized substance of edible oil through combination of enzyme hydrolysis and molecular distillation - Google Patents
Method of extracting steryl ester from high-temperature deodorized substance of edible oil through combination of enzyme hydrolysis and molecular distillation Download PDFInfo
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- CN105131068A CN105131068A CN201510435746.XA CN201510435746A CN105131068A CN 105131068 A CN105131068 A CN 105131068A CN 201510435746 A CN201510435746 A CN 201510435746A CN 105131068 A CN105131068 A CN 105131068A
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Abstract
The invention discloses a method of extracting steryl ester from a high-temperature deodorized substance of edible oil through combination of enzyme hydrolysis and molecular distillation. In the method, with a high-temperature deodorized distillate from a soybean oil refining process as a raw material, high-boiling-point substances are separated through the molecular distillation and then are further separated through enzyme-catalyzed hydrolysis to obtain a steryl ester mixture, and finally, the steryl ester is purified out from the mixture through the molecular distillation, thereby obtaining a natural steryl ester product being 60-70% in purity.
Description
Technical field
The invention belongs to natural product extraction separation technology field, be specifically related to a kind of enzymic hydrolysis and be combined the method extracting sterol ester in adopt high/low temperature twice lipid acid to trap high-temperature edible oil deodorization distillate that technique obtains with molecular distillation method.
Background technology
Plant sterol ester has even more excellent physiological active functions identical with plant sterol, and its molten point is lower, and oil soluble is better, can solve the restricted problem of plant sterol in food applications.Deodorization distillate is the by product of vegetable oil and fat refining technique, and it comprises free fatty acids, natural VE, sterol, sterol ester and glyceryl ester etc.Current deodorization distillate has become the important source material extracting natural VE and plant sterol ester.
Plant sterol has multiple important physiological function, and sterol is reducing coronary heart disease, control cardiovascular and cerebrovascular diseases incidence of atherosclerosis rate, anti-inflammatory, anti-oxidant, anticancer, and the aspect that prevents and treats of prostatosis all plays an important role.But the free solvability of plant sterol in water and grease is all very low, and its bioavailability is also poor, thus greatly limit its actual use range.And the exploitation of plant sterol ester substantially increase the physiological action effect of plant sterol and fat-soluble, make it add food to or become possibility as functional foodstuff.Plant sterol ester has even more excellent physiological active functions identical with plant sterol, and its fusing point is lower, and oil soluble is better, can solve the restricted problem of plant sterol in food applications.Plant sterol ester is compared with sequestered plant sterol, and the most significantly change is the reduction of molten point.Usually, comparatively sterol ester is high for the molten point of ester that stanols is formed, and the molten point of sterol ester that the sterol ester that saturated fatty acid is formed is formed compared with unsaturated fatty acids is higher.Plant stanol ester solubleness in edible oil & fat high by 35% ~ 40% (w/w), free sterol is then only 2%.Have good oil soluble, more than 95% can be hydrolyzed to free plant sterol in vivo, therefore plant sterol ester is compared with plant sterol, has identical even more excellent physiological function simultaneously.
The preparation and application exploitation of plant sterol ester has become the focus competitively studied countries in the world, and plant sterol ester was also classified as new resource food in 2010 by the Ministry of Health of China, but the domestic research for the natural sterols ester in deodorization distillate is actually rare at present.
The method extracting sterol from deodorization distillate has developed multiple, and as solvent crystallization, complexometry, dry type saponification method, esterification-molecular distillation method, supercritical fluid extraction etc., but technology is not mature enough mostly, still urgently improves.Industrial process main is at present esterification-molecular distillation method, but the shortcoming of this method to be long flow path, operation steps many, the purity of product and yield lower.
At present, first the technological process preparing plant sterol ester from plant oil deodorizing distillate through working procedures such as esterification, distillation, crystallizations, will obtain the sterol of high-content, finally prepares corresponding sterol ester by chemical esterification or transesterify again.Its complex technical process, yield is also lower.
Research at present for sterol ester is in the laboratory lab scale stage substantially, and experiment lab scale can obtain the higher object of purity, but be used to mass production substantially cannot, and the step of process is complicated, and the process of use medicine, does not reach the requirement of green food.
Summary of the invention
The object of the invention is to overcome sterol ester industrialization in prior art difficult, yield poorly, the shortcoming that purity is low, a kind of method extracting sterol ester in edible oil high temperature deodorization thing is provided, the present invention with the high temperature deodorization distillate adopting high/low temperature twice lipid acid trapping technique in soybean oil refining process and obtain for raw material, high boiling substance is isolated through molecular distillation, enzymatic hydrolysis is utilized to carry out further being separated obtaining sterol ester mixture to high boiling substance, eventually pass molecular distillation sterol ester is purified out from mixture, obtain the natural sterols ester product of purity more than 60%.
The present invention is achieved through the following technical solutions above-mentioned purpose, and a kind of enzymic hydrolysis is combined the method extracting sterol ester in edible oil high temperature deodorization thing with molecular distillation method, comprise the following steps:
1) a molecular distillation operation: the high temperature deodorization distillate obtained to adopt high/low temperature twice lipid acid trapping technique in soybean oil refining process is for raw material, low-boiling point material and high boiling substance is separated by molecular distillation, in molecular distillation, distillation temperature is 190 DEG C-230 DEG C, vacuum tightness is 0.1Pa-20Pa, knifing rotating speed 300r/min-600r/min, flow is 2g/min-5g/min; Described low boiling point component is natural VE, free fatty acids, sterol and a sweet ester, and high boiling point composition is sweet three esters, DAG and sterol ester;
2) enzymolysis operation: collect step 1) in the high boiling component that obtains, then add water and Novi believes 435 enzymes, at 40 DEG C ~ 80 DEG C, under the rotating speed of 200r/min ~ 400r/min, stir enzymolysis 8h ~ 24h; Enzymolysis terminates rear stratification, separates oil phase, then washes oil phase at 40 DEG C ~ 80 DEG C;
3) quadratic component distillation: collect the oil phase after washing in enzymolysis operation, oil phase carries out quadratic component distillation after Rotary Evaporators dehydration is degassed, wherein distillation temperature is 200 DEG C ~ 280 DEG C, vacuum tightness is 0.1Pa-20Pa, knifing rotating speed is 400r/min ~ 600r/min, flow is 2g/min-5g/min, collects sterol ester.
According to another aspect of the present invention, in enzymolysis operation, mark meter by weight, high boiling component: water: enzyme=50 ~ 150:50 ~ 150:0.5 ~ 5, preferred high boiling component: water: enzyme=50:50:1.
According to another aspect of the present invention, total plant sterol ester purity of preparing of the present invention is at 60-70%.
Sterol ester purification principle of the present invention is as follows:
1. first high temperature deodorization distillate is separated low-boiling point material and high boiling substance by molecular distillation, low boiling point component comprises natural VE, free fatty acids, sterol and a sweet ester etc., and high boiling point composition (M.W.>600) is mainly sweet three esters, DAG and sterol ester.
2. utilize enzymatic hydrolysis to be further separated high boiling substance.Sweet three esters in component, DAG are hydrolyzed selectively by lipase, generate the mix product be made up of free fatty acids and sterol ester, and reaction system is also layered as aqueous phase and oil phase two portions, and sterol ester mixture is present in oil phase.The glycerine be mixed with in oil phase is washed, again generates sweet three esters with free-fat acid-respons to prevent glycerine.
3., after washing, sterol ester after Rotary Evaporators dehydration is degassed, then purifies out by molecular distillation by oil phase from reaction mixture.
This handicraft product sterol ester is food grade, and technological line adopts molecular distillation and enzyme process, and operational path is simple, and step is few, cost ineffective benefit, and farthest can ensure the eating quality of product.Oil phase can obtain through molecular distillation the sterol ester that purity is 60-70% after drying, and the yield of sterol ester is more than 80%.Improve deep processing and the market added value of refining byproduct, and drive the related industrieies such as food, chemical industry, health care and medicine.
Figure of description
The technical process that Fig. 1 natural sterols ester is purified
Embodiment
For making the object, technical solutions and advantages of the present invention clearly understand, below in conjunction with embodiment, the present invention is described in more detail.Should be appreciated that, these describe just exemplary, and do not really want to limit the scope of the invention.
Embodiment 1
1) a molecular distillation operation: the high temperature deodorization distillate obtained to adopt high/low temperature twice lipid acid trapping technique in soybean oil refining process is for raw material, low-boiling point material and high boiling substance is separated by molecular distillation, controlling distillation temperature in molecular distillation is 190 DEG C, vacuum tightness is 0.1Pa, knifing rotating speed 300r/min, flow is 2g/min; Described low boiling point component is natural VE, free fatty acids, sterol and a sweet ester, and high boiling point composition is sweet three esters, DAG and sterol ester;
2) enzymolysis operation: collect step 1) in the high boiling component that obtains, then add water and Novi believes 435 enzymes, mark meter by weight, wherein high boiling component: water: enzyme=50:150:0.5,40 DEG C, stir enzymolysis 8h under the rotating speed of 200r/min; Enzymolysis terminates rear stratification, separates oil phase, then washes oil phase at 40 DEG C;
3) quadratic component distillation: collect the oil phase after washing in enzymolysis operation, oil phase carries out quadratic component distillation after Rotary Evaporators dehydration is degassed, wherein distillation temperature is 200 DEG C, vacuum tightness is 0.1Pa, knifing rotating speed is 400r/min, flow is 2g/min, collect sterol ester, sterol ester yield is 82%.
Embodiment 2
1) a molecular distillation operation: the high temperature deodorization distillate obtained to adopt high/low temperature twice lipid acid trapping technique in soybean oil refining process is for raw material, low-boiling point material and high boiling substance is separated by molecular distillation, in molecular distillation, distillation temperature is 230 DEG C, vacuum tightness is 20Pa, knifing rotating speed 600r/min, flow is 5g/min; Described low boiling point component is natural VE, free fatty acids, sterol and a sweet ester, and high boiling point composition is sweet three esters, DAG and sterol ester;
2) enzymolysis operation: collect step 1) in the high boiling component that obtains, then add water and Novi believes 435 enzymes, mark meter by weight, wherein high boiling component: water: enzyme=150:50:5,80 DEG C, stir enzymolysis 24h under the rotating speed of 400r/min; Enzymolysis terminates rear stratification, separates oil phase, then washes oil phase at 80 DEG C;
3) quadratic component distillation: collect the oil phase after washing in enzymolysis operation, oil phase carries out quadratic component distillation after Rotary Evaporators dehydration is degassed, wherein distillation temperature is 280 DEG C, vacuum tightness is 20Pa, knifing rotating speed is 600r/min, flow is 5g/min, collect sterol ester, sterol ester yield is 84%.
Embodiment 3
1) a molecular distillation operation: the high temperature deodorization distillate obtained to adopt high/low temperature twice lipid acid trapping technique in soybean oil refining process is for raw material, low-boiling point material and high boiling substance is separated by molecular distillation, in molecular distillation, distillation temperature is 210 DEG C, vacuum tightness is 1Pa, knifing rotating speed 450r/min, flow is 3.7g/min; Described low boiling point component is natural VE, free fatty acids, sterol and a sweet ester, and high boiling point composition is sweet three esters, DAG and sterol ester;
2) enzymolysis operation: collect step 1) in the high boiling component that obtains, then add water and Novi believes 435 enzymes, mark meter by weight, wherein high boiling component: water: enzyme=50:50:1,60 DEG C, stir enzymolysis 16h under the rotating speed of 300r/min; Enzymolysis terminates rear stratification, separates oil phase, then washes oil phase at 60 DEG C;
3) quadratic component distillation: collect the oil phase after washing in enzymolysis operation, oil phase carries out quadratic component distillation after Rotary Evaporators dehydration is degassed, and wherein distillation temperature is 240 DEG C, vacuum tightness is 1Pa, and knifing rotating speed is 500r/min, flow is 3.7g/min, and sterol ester yield is 88%.
Test to the sterol ester that embodiment is purified, wherein the detection method of sterol ester is with reference to EN10204 method, and assay is as table 1
Table 1 sterol ester detected result
Sterol ester quality product is good, is faint yellow toughening oil pasty state, has good solubility, free from extraneous odour, possesses excellent edible and interpolation performance.
Although describe embodiments of the present invention in detail, it should be understood that when without departing from the spirit and scope of the present invention, various change, replacement and change can be made to embodiments of the present invention.
Claims (4)
1. enzymic hydrolysis is combined the method extracting sterol ester in edible oil high temperature deodorization thing with molecular distillation method, it is characterized in that: comprise the following steps:
1) a molecular distillation operation: the high temperature deodorization distillate obtained to adopt high/low temperature twice lipid acid trapping technique in soybean oil refining process is for raw material, low-boiling point material and high boiling substance is separated by molecular distillation, in molecular distillation, distillation temperature is 190 DEG C-230 DEG C, vacuum tightness is 0.1Pa-20Pa, knifing rotating speed 300r/min-600r/min, flow is 2g/min-5g/min; Described low boiling point component is natural VE, free fatty acids, sterol and a sweet ester, and high boiling point composition is sweet three esters, DAG and sterol ester;
2) enzymolysis operation: collect step 1) in the high boiling component that obtains, then add water and Novi believes 435 enzymes, at 40 DEG C ~ 80 DEG C, under the rotating speed of 200r/min ~ 400r/min, stir enzymolysis 8h ~ 24h; Enzymolysis terminates rear stratification, separates oil phase, then washes oil phase at 40 DEG C ~ 80 DEG C;
3) quadratic component distillation: collect the oil phase after washing in enzymolysis operation, oil phase carries out quadratic component distillation after Rotary Evaporators dehydration is degassed, wherein distillation temperature is 200 DEG C ~ 280 DEG C, vacuum tightness is 0.1Pa-20Pa, knifing rotating speed is 400r/min ~ 600r/min, flow is 2g/min-5g/min, collects sterol ester.
2. a kind of enzymic hydrolysis according to claim 1 is combined the method extracting sterol ester in edible oil high temperature deodorization thing with molecular distillation method, it is characterized in that: in enzymolysis operation, mark meter by weight, high boiling component: water: enzyme=50 ~ 150:50 ~ 150:0.5 ~ 5.
3. a kind of enzymic hydrolysis according to claim 2 is combined the method extracting sterol ester in edible oil high temperature deodorization thing with molecular distillation method, it is characterized in that: in enzymolysis operation, mark meter by weight, high boiling component: water: enzyme=high boiling component: water: enzyme=50:50:1.
4. be combined according to the arbitrary described a kind of enzymic hydrolysis of claim 1-3 the method extracting sterol ester in edible oil high temperature deodorization thing with molecular distillation method, it is characterized in that: the sterol ester purity of preparation is 60-70%.
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107474093A (en) * | 2017-08-23 | 2017-12-15 | 福建省格兰尼生物工程股份有限公司 | A kind of deodorization distillate continuous production VE, sterol, methyl esters, glycerine, the method for squalene and high-boiling components |
| CN112359086A (en) * | 2020-10-20 | 2021-02-12 | 华南理工大学 | Method for preparing phytosterol ester by enzyme method |
-
2015
- 2015-07-22 CN CN201510435746.XA patent/CN105131068A/en active Pending
Non-Patent Citations (1)
| Title |
|---|
| 吴益: "《大豆油脱臭馏出物中VE和甾醇酯的提纯》", 《道克巴巴网》 * |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107474093A (en) * | 2017-08-23 | 2017-12-15 | 福建省格兰尼生物工程股份有限公司 | A kind of deodorization distillate continuous production VE, sterol, methyl esters, glycerine, the method for squalene and high-boiling components |
| CN107474093B (en) * | 2017-08-23 | 2019-07-23 | 福建省格兰尼生物工程股份有限公司 | A kind of method of deodorization distillate continuous production VE, sterol, methyl esters, glycerol, squalene and high-boiling components |
| CN112359086A (en) * | 2020-10-20 | 2021-02-12 | 华南理工大学 | Method for preparing phytosterol ester by enzyme method |
| CN112359086B (en) * | 2020-10-20 | 2022-04-22 | 华南理工大学 | Method for preparing phytosterol ester by enzyme method |
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Application publication date: 20151209 |