CN106106853A - Structure grease and preparation method containing 1,3-bis-unsaturated fatty acid-2-Palmic acid - Google Patents
Structure grease and preparation method containing 1,3-bis-unsaturated fatty acid-2-Palmic acid Download PDFInfo
- Publication number
- CN106106853A CN106106853A CN201610291598.3A CN201610291598A CN106106853A CN 106106853 A CN106106853 A CN 106106853A CN 201610291598 A CN201610291598 A CN 201610291598A CN 106106853 A CN106106853 A CN 106106853A
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- Prior art keywords
- acid
- bis
- unsaturated fatty
- palmic
- fatty acid
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Classifications
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- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11C—FATTY ACIDS FROM FATS, OILS OR WAXES; CANDLES; FATS, OILS OR FATTY ACIDS BY CHEMICAL MODIFICATION OF FATS, OILS, OR FATTY ACIDS OBTAINED THEREFROM
- C11C3/00—Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom
- C11C3/04—Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom by esterification of fats or fatty oils
- C11C3/10—Ester interchange
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23D—EDIBLE OILS OR FATS, e.g. MARGARINES, SHORTENINGS, COOKING OILS
- A23D9/00—Other edible oils or fats, e.g. shortenings, cooking oils
- A23D9/02—Other edible oils or fats, e.g. shortenings, cooking oils characterised by the production or working-up
- A23D9/04—Working-up
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P7/00—Preparation of oxygen-containing organic compounds
- C12P7/64—Fats; Fatty oils; Ester-type waxes; Higher fatty acids, i.e. having at least seven carbon atoms in an unbroken chain bound to a carboxyl group; Oxidised oils or fats
- C12P7/6436—Fatty acid esters
- C12P7/6445—Glycerides
- C12P7/6472—Glycerides containing polyunsaturated fatty acid [PUFA] residues, i.e. having two or more double bonds in their backbone
Abstract
The present invention provides a kind of Structure grease containing 1,3 two unsaturated fatty acid 2 Palmic acids, and in described Structure grease, the content of triglyceride is not less than 90%, 3 chlorine 1,2 propylene glycol are not higher than 0.5mg/kg with the total content of (+)-2,3-Epoxy-1-propanol, and the content of 3 chlorine 1,2 propylene glycol is not higher than 0.4mg/kg.The present invention containing 1, the Structure grease of 3 two unsaturated fatty acid 2 Palmic acids, the content of its 3 chlorine 1,2 propylene glycol is relatively low, and 3 chlorine 1,2 propylene glycol are in relatively low with the total content of (+)-2,3-Epoxy-1-propanol, and therefore edible safety is high.
Description
Technical field
The present invention relates to a kind of Structure grease, especially a kind of containing 1, the structure of 3-bis-unsaturated fatty acid-2-Palmic acid
Oils and fats.The present invention further relates to the preparation side of the above-mentioned Structure grease containing 1,3-bis-unsaturated fatty acid-2-Palmic acid
Method.
Background technology
Triglyceride is the main oils and fats composition of human consumption, and modern nutriology it turned out, and human body is at devils brew three
During ester, meeting selective hydrolysis Sn-1, the fatty acid on 3, form Sn-2 monoglyceride and substantial amounts of free fatty.These
Free fatty there will be two kinds of reactions in vivo: 1, by own absorption；2 are discharged after other substance reactions internal.With trip
Comparing from unsaturated fatty acid, free satisfied fatty acid absorption rate is slow, it is easier to reacts with calcium, forms insoluble soap
Calcium, and then be excreted.Accordingly, with respect to the triglyceride of the free satisfied fatty acid of generation, produce free unsaturated fatty acids
The triglyceride of acid is more conducive to the absorption of human body.In breast milk, the fat of about 98% is presented in triglyceride, wherein brown
The content of palmitic acid acid (C16:0, satisfied fatty acid) accounts for 20-25%, and oleic acid (C18:1, unsaturated fatty acid) content accounts for 30-
38%.Most Palmic acid is distributed in the Sn-2 position of triglyceride, and oleic acid is then mainly distributed on Sn-1 and Sn-3 position.Mesh
Before, the component content of the baby formula milk powder on market and breast milk relatively, but, substantial amounts of human trial and animal are real
Testing and have confirmed that, the absorption of human milk fat is better than baby formula milk powder, and one of them major reason is that in breast milk this
Unique triglyceride structure.For some gastrointestinal function weakling group, the triglyceride of this uniqueness in breast milk can be simulated
Structure, makes special diet and alleviates its intestines and stomach burden, ensure enough nutrition simultaneously.
By the inspiring of triglyceride structure of uniqueness this in breast milk, part manufacturer has been had to utilize natural oil
The modification of fat produces the Structure grease of simulation breast milk, and is added in baby milk powder and special diet, and this not only may be used
To improve human body to fat and the absorption efficiency of calcium, moreover it is possible to reduce the hardness of feces, reduce constipation and ileac probability of happening.
The feature of this Structure grease is: the fatty acid on Sn-2 position is mainly Palmic acid, and the fatty acid on 1,3 is mainly insatiable hunger
With fatty acid (unsaturated fatty acid, UFA).
(+)-2,3-Epoxy-1-propanol (ester), chloropropyl alcohol (ester) are the first kinds of pollution matter begun to focus on the most in the world, wherein chloropropyl alcohol
(ester) can be converted by (+)-2,3-Epoxy-1-propanol (ester).Both pollutant have genetoxic and Toxicity of Kidney, are possible carcinogens.
Within 2009, Japanese Kao company stops the sale of Econa Series Oil fat prod, it is simply that because (+)-2,3-Epoxy-1-propanol (ester) and chloropropyl alcohol
The too high levels problem of (ester).
1-chloro-1,2-propylene glycol has been identified as the accessory constituent of the processing induction in the fat that refines completely and oil.
They are mainly formation in deodorising step.At least demonstrate two kinds of isomers of formation, i.e. 2-chlorine-1,2-propylene glycol and 3-
Chlorine-1,2-propylene glycol, and the latter is main isomer.All completely refined fat and oil all contain the chloro-1,2-of 3-the third two
Alcohol.Although being not entirely understood its definite forming process, but the processing of the processing temperature of having been observed that, particularly steam deodorization
Tool has a significant impact: temperature is the highest, and the amount of the 3-chlorine-1,2-propylene glycol found in vegetable oil is the highest.
Summary of the invention
The main object of the present invention be to provide a kind of edible safety high containing 1,3-bis-unsaturated fatty acid-2-Palmic acid
Structure grease.
It is a further object of the present invention to provide a kind of step simple, and adapt to above-mentioned the containing of large-scale industrial production requirement
The preparation method of the Structure grease of 1,3-bis-unsaturated fatty acid-2-Palmic acid.
For realizing above-mentioned main purpose, the present invention provides a kind of containing 1, the structure of 3-bis-unsaturated fatty acid-2-Palmic acid
Oils and fats, in described Structure grease, the content of triglyceride is not less than 90%, 3-chlorine-1,2-propylene glycol and the total content of (+)-2,3-Epoxy-1-propanol
Not higher than 0.5mg/kg, and the content of 3-chlorine-1,2-propylene glycol is not higher than 0.4mg/kg.
The present invention containing 1, the Structure grease of 3-bis-unsaturated fatty acid-2-Palmic acid, containing of its 3-chlorine-1,2-propylene glycol
Measuring relatively low, and 3-chlorine-1,2-propylene glycol is in relatively low with the total content of (+)-2,3-Epoxy-1-propanol, therefore edible safety is high.
For realizing another object of the present invention, the present invention provides one to prepare containing 1,3-bis-unsaturated fatty acid-2-Petiolus Trachycarpi
The method of the Structure grease of acid, including: the glyceride containing palmitic acid residues is provided；By the glyceride containing palmitic acid residues with
Palmitate or palmitic non-glyceride esters mixing carry out ester exchange, obtain fat A；Fat A and unsaturated fatty acid are carried out Sn-
1,3 enzymatic directed inter-esterification, obtains miscella B；Miscella B is refined, prepares containing 1,3-bis-unsaturated fatty acid-2-palm fibre
The Structure grease of palmitic acid acid；Or
The present invention provides one to prepare containing 1, the method for the Structure grease of 3-bis-unsaturated fatty acid-2-Palmic acid, including: provide
The vegetable oil crude oil containing palmitic acid residues without deodorize；By the vegetable oil crude oil containing palmitic acid residues and unsaturated lipid
Fat acid or its nonglyceride carry out Sn-1,3 enzymatic directed inter-esterification, obtain miscella；Miscella is refined, prepares containing 1,3-
The Structure grease of two unsaturated fatty acid-2-Palmic acids.
Above two preparation method, the raw material used is readily available, and whole step is simple, therefore adapts to advise greatly
The needs of the industrialized production of mould.
Detailed description of the invention
The content that the present invention is protected is further illustrated below in conjunction with specific embodiment.
Embodiment 1
(1) providing a kind of Petiolus Trachycarpi oil, it is 21.7% that its Palmic acid accounts for total fatty acids ratio, and 2 palmitic acid contents are 15.6%.Its
In, " 2 palmitic acid contents " refers to that 2 upper Palmic acids account for the content of 2 upper all fatty acids, and its detection method is with reference to GB/
T24894, lower same.
(2) reaction substrate Petiolus Trachycarpi oil 25g, Palmic acid 1g and potassium hydroxide 0.5g being placed in flask, stirring is warming up to
170 DEG C and keep constant, after sustained response 10 hours (ester exchange, lower with), add after hexane 50ml fully dissolves and be centrifuged off fat
Fat acid potassium, obtains fat A.
(3) fat A 20g being mixed with oleic acid 20g, be placed in four-hole boiling flask, stirring is warming up to 68 DEG C and keeps constant,
Add sn-1,3 specific lipase 2.4g, back flow reaction 8 hours (directed inter-esterification, lower same), it is thus achieved that miscella B.
(4) by miscella B purification, the step of purification includes but not limited to: be filtered to remove lipase, and dry fractionation removes
Free fatty, containing 1 after deodorize, the Structure grease of 3-bis-oleic acid-2-Palmic acid.By detection, its 1,3-bis-oleic acid-2-Petiolus Trachycarpi
The content of acid is 15.4wt%, 3-chlorine-1,2-propylene glycol and the total content of (+)-2,3-Epoxy-1-propanol is 1.64mg/kg, wherein 3-chloro-1,2-
The content of propylene glycol is 1.03mg/kg..
Embodiment 2
(1) providing a kind of Petiolus Trachycarpi oil, it is 22.8% that its Palmic acid accounts for total fatty acids ratio, and 2 palmitic acid contents are 16.4%.
(2) adding in flask by Petiolus Trachycarpi oil 50g, methyl hexadecanoate 1g and lipase 0.5g, stirring is warming up to 76 DEG C and protects
Hold constant, sustained response 8 hours.After reaction terminates, remove fatty acid methyl ester by dry fractionation, obtain fat A.
(3) fat A 40g being mixed with linoleic acid 20g, be placed in four-hole boiling flask, stirring is warming up to 70 DEG C and keeps permanent
Fixed, add 200ml hexamethylene, add sn-1,3 specific lipase 2.4g, back flow reaction 7 hours, obtain miscella B.
(4) by miscella B purification, the step of purification includes but not limited to: be filtered to remove lipase, and dry fractionation removes
Free fatty, i.e. obtains after deodorize containing 1, the Structure grease of 3-dilinoleic acid-2-Palmic acid.By detection, its 1,3-bis-is sub-
The content of oleic acid-2-Palmic acid is 10.9wt%, 3-chlorine-1,2-propylene glycol and the total content of (+)-2,3-Epoxy-1-propanol is 1.01mg/kg, its
The content of middle 3-chloro-1,2-propylene glycol is 0.68mg/kg.
Embodiment 3
(1) providing a kind of shortening, it is 23.0% that its Palmic acid accounts for total fatty acids ratio, and 2 palmitic acid contents are 16.9%.
(2) reaction substrate shortening 200g, ethyl palmitate 200g, lipase 20g and deionized water 1g are placed in container
In, stirring is warming up to 60 DEG C and keeps constant, sustained response 8 hours.After reaction terminates, remove fatty acid second by molecular distillation
Ester, obtains fat A.
(3) fat A 300g being mixed with arachidonic acid 600g, be placed in container, stirring is warming up to 60 DEG C and keeps
Constant, add 700mL octane, add sn-1,3 specific lipase 37g, maintain reaction 8 hours, obtain miscella B.
(4) by miscella B purification, the step of purification includes but not limited to: is filtered to remove lipase, then is divided by dry method
Evaporate removing free fatty, i.e. obtain containing 1 after deodorize, the Structure grease of 3-bis-arachidonic acid-2-Palmic acid.By detection,
Its 1, the total content that content is 27.9wt%, 3-chlorine-1,2-propylene glycol and (+)-2,3-Epoxy-1-propanol of 3-bis-arachidonic acid-2-Palmic acid
For 1.11mg/kg, wherein the content of 3-chlorine-1,2-propylene glycol is 0.74mg/kg.
Embodiment 4
(1) providing a kind of shortening, it is 42.4% that its Palmic acid accounts for total fatty acids ratio, and 2 palmitic acid contents are 31.5%.
(2) reaction substrate shortening 240g, sodium palmitate 24g and deionized water 12g being placed in flask, nitrogen is protected
Under be heated to 190 DEG C and keep constant, sustained response 10 hours.After reaction terminates, add centrifugal after acetone 600mL fully dissolves removing
Remove sodium soap, obtain fat A.
(3) fat A 200g being mixed with eicosapentaenoic acid 600g, be placed in four-hole boiling flask, stirring is warming up to 45 DEG C
And keep constant, add 700ml isobutyltrimethylmethane., add sn-1,3 specific lipase 40g, condensing reflux pipe is installed, maintain reaction 8
Hour, obtain miscella B.
(4) by miscella B purification, the step of purification includes but not limited to: is filtered to remove lipase, then is steamed by molecule
Evaporating removing free fatty, i.e. obtain containing 1 after deodorize, the Structure grease of 3-bis-eicosapentaenoic acid-2-Palmic acid, by inspection
Survey, its 1, what the content of 3-bis-eicosapentaenoic acid-2-Palmic acid was 24.9wt%, 3-chlorine-1,2-propylene glycol with (+)-2,3-Epoxy-1-propanol is total
Content is 1.55mg/kg, and wherein the content of 3-chlorine-1,2-propylene glycol is 1.01mg/kg.
Embodiment 5
(1) providing a kind of palm oil stearin, it is 43.7% that its Palmic acid accounts for total fatty acids ratio, and 2 palmitic acid contents are
31.8%。
(2) reaction substrate palm oil stearin 2500g, potassium palmitate 500g and deionized water 12.5g are placed in flask
In, adding nitrogen protection, stirring is warming up to 160 DEG C and keeps constant, sustained response 30 hours.After reaction terminates, centrifugal filtration
Remove soap (content of soap is less than 10ppm), obtain fat A.
(3) fat A 2500g being mixed with docosahexenoic acid 5000g, be placed in container, stirring is warming up to 65 DEG C
And keep constant, add 700ml hexane, add sn-1,3 specific lipase 375g, condensing reflux pipe is installed, maintain reaction 5
Hour, obtain miscella B.
(4) by miscella B purification, the step of purification includes but not limited to: is filtered to remove lipase, then is steamed by molecule
Evaporating removing free fatty, i.e. obtain containing 1 after deodorize, the Structure grease of 3-bis-docosahexenoic acid-2-Palmic acid, by inspection
Survey, its 1, the content of 3-bis-docosahexenoic acid-2-Palmic acid is 28.6wt%, 3-chlorine-1,2-propylene glycol and (+)-2,3-Epoxy-1-propanol
Total content is 1.69mg/kg, and wherein the content of 3-chlorine-1,2-propylene glycol is 1.15mg/kg.
Embodiment 6
(1) providing a kind of palm oil stearin, it is 64.0% that its Palmic acid accounts for total fatty acids ratio, and 2 palmitic acid contents are
45.5%。
(2) reaction substrate palm oil stearin 5000g, potassium palmitate 150g and deionized water 12g are placed in container,
Stirring is warming up to 220 DEG C and keeps constant, sustained response 8 hours.After reaction terminates, add acetone 16L and fully dissolve, centrifugal filtration
Remove soap (content of soap is less than 10ppm), obtain fat A.
(3) fat A 3000g being mixed with linolenic acid 6000g, be placed in container, stirring is warming up to 60 DEG C and keeps permanent
Fixed, add 7000ml hexane, add sn-1,3 specific lipase 400g, condensing reflux pipe is installed, maintain reaction 4 hours,
To miscella B.
(4) by miscella B purification, the step of purification includes but not limited to: is filtered to remove lipase, then is steamed by molecule
Evaporate removing free fatty, i.e. obtain containing 1 after deodorize, the Structure grease of 3-bis-linolenic acid-2-Palmic acid, by detection, its 1,
The content of 3-bis-linolenic acid-2-Palmic acid is 34.4wt%, 3-chlorine-1,2-propylene glycol and the total content of (+)-2,3-Epoxy-1-propanol is 1.76mg/
Kg, wherein the content of 3-chlorine-1,2-propylene glycol is 1.10mg/kg.
Embodiment 7
(1) providing a kind of Petiolus Trachycarpi crude oil without deodorize, it is 22.1% that its Palmic acid accounts for total fatty acids ratio, and 2 Palmic acids contain
Amount is 14.6%.
(2) being mixed with linoleic acid 25g by reaction substrate Petiolus Trachycarpi crude oil 25g, be placed in container, stirring is warming up to 60 DEG C also
Keep constant, add sn-1,3 specific lipase 3g, condensing reflux pipe is installed, maintain reaction 8 hours, obtain miscella.
(3) by miscella purification, the step of purification includes but not limited to: be filtered to remove lipase, and dry fractionation removes trip
I.e. obtain after fatty acid, deodorize containing 1, the Structure grease of 3-dilinoleic acid-2-Palmic acid, by detection, its 1, the sub-oil of 3-bis-
The content of acid-2-Palmic acid is 6.8wt%, 3-chlorine-1,2-propylene glycol and the total content of (+)-2,3-Epoxy-1-propanol is 0.28mg/kg, wherein 3-
The content of chloro-1,2-propylene glycol is 0.18mg/kg.
Embodiment 8
(1) providing a kind of Petiolus Trachycarpi crude oil without deodorize, it is 23.7% that its Palmic acid accounts for total fatty acids ratio, and 2 Palmic acids contain
Amount is 14.9%.
(2) reaction substrate Petiolus Trachycarpi crude oil 200g, ethyl palmitate 200g, lipase 10g and deionized water 1g are placed in appearance
In device, stirring is warming up to 60 DEG C and keeps constant, sustained response 8 hours.After reaction terminates, remove fatty acid by molecular distillation
Ethyl ester, obtains fat A.This step is the step that crude oil carries out random ester exchange, its objective is to increase by 2 of intermediate product
Palmitic acid content, final 2 palmitic acid contents increasing end-product.
(3) fat A 300g being mixed with arachidonic acid 600g, be placed in container, stirring is warming up to 60 DEG C and keeps
Constant, add 700mL octane, add sn-1,3 specific lipase 37g, maintain reaction 8 hours, obtain miscella B.
(4) by miscella B purification, the step of purification includes but not limited to: is filtered to remove lipase, then is divided by dry method
Evaporate removing free fatty, i.e. obtain containing 1 after deodorize, the Structure grease of 3-bis-arachidonic acid-2-Palmic acid.By detection,
Its 1, the total content that content is 13.7wt%, 3-chlorine-1,2-propylene glycol and (+)-2,3-Epoxy-1-propanol of 3-bis-arachidonic acid-2-Palmic acid
For 0.24mg/kg, wherein the content of 3-chlorine-1,2-propylene glycol is 0.16mg/kg.
Embodiment 9
(1) providing a kind of Petiolus Trachycarpi crude oil without deodorize, it is 40.4% that its Palmic acid accounts for total fatty acids ratio, and 2 Palmic acids contain
Amount is 29.5%.
(2) reaction substrate Petiolus Trachycarpi crude oil 240g, sodium palmitate 240g and deionized water 12g being placed in container, stirring rises
Temperature is to 190 DEG C and keeps constant, sustained response 10 hours.After reaction terminates, adding acetone 600mL and fully dissolve, centrifugal filtration removes
Remove soap (content of soap is less than 10ppm), obtain fat A.
(3) fat A 250g being mixed with eicosapentaenoic acid 750g, be placed in container, stirring is warming up to 45 DEG C and protects
Hold constant, add 700ml isobutyltrimethylmethane., add sn-1,3 specific lipase 50g, condensing reflux pipe is installed, maintain reaction 8 little
Time, obtain miscella B.
(4) by miscella B purification, the step of purification includes but not limited to: be filtered to remove lipase, and dry fractionation removes
Free fatty, i.e. obtains after deodorize containing 1, the Structure grease of 3-bis-eicosapentaenoic acid-2-Palmic acid, by detection, its 1,
The content of 3-bis-eicosapentaenoic acid-2-Palmic acid is 23.8wt%, 3-chlorine-1,2-propylene glycol and the total content of (+)-2,3-Epoxy-1-propanol is
0.49mg/kg, wherein the content of 3-chlorine-1,2-propylene glycol is 0.35mg/kg.
Embodiment 10
(1) providing a kind of Petiolus Trachycarpi crude oil without deodorize, it is 45.7% that its Palmic acid accounts for total fatty acids ratio, and 2 Palmic acids contain
Amount is 33.8%.
(2) reaction substrate Petiolus Trachycarpi crude oil 2500g, potassium palmitate 5000g and deionized water 12.5g are placed in container, stir
Mix and be warming up to 160 DEG C and keep constant, sustained response 30 hours.After reaction terminates, centrifugal filtration removes soap, and (content of soap is less than
10ppm), fat A is obtained.
(3) fat A 2500g being mixed with docosahexenoic acid 5000g, be placed in container, stirring is warming up to 65 DEG C
And keep constant, add 7000ml hexane, add sn-1,3 specific lipase 375g, condensing reflux pipe is installed, maintain reaction 5
Hour, obtain miscella B.
(4) by miscella B purification, the step of purification includes but not limited to: be filtered to remove lipase, and molecular distillation removes
Free fatty, i.e. obtains after deodorize containing 1, the Structure grease of 3-bis-docosahexenoic acid-2-Palmic acid, by detection, its
The content of 1,3-bis-docosahexenoic acid-2-Palmic acid is 29.7wt%, 3-chlorine-1,2-propylene glycol and always the containing of (+)-2,3-Epoxy-1-propanol
Amount is 0.4mg/kg, and wherein the content of 3-chlorine-1,2-propylene glycol is 0.29mg/kg.
Embodiment 11
(1) providing a kind of Petiolus Trachycarpi crude oil without deodorize, it is 75.7% that its Palmic acid accounts for total fatty acids ratio, and 2 Palmic acids contain
Amount is 60.3%.
(2) reaction substrate Petiolus Trachycarpi crude oil 200g, potassium palmitate 600g and deionized water 1.25g are placed in container, stirring
It is warming up to 190 DEG C and keeps constant, sustained response 10 hours.After reaction terminates, centrifugal filtration removes soap, and (content of soap is less than
10ppm), fat A is obtained.
(3) fat A 200g being mixed with linolenic acid 700g, be placed in container, stirring is warming up to 50 DEG C and keeps constant,
Add 700ml hexane, add sn-1,3 specific lipase 50g, condensing reflux pipe is installed, maintain reaction 8 hours, mixed
Oil B.
(4) by miscella B purification, the step of purification includes but not limited to: be filtered to remove lipase, and molecular distillation removes
Free fatty, i.e. obtains after deodorize containing 1, the Structure grease of 3-bis-linolenic acid-2-Palmic acid, by detection, its 1,3-bis-is sub-
The total content that content is 61.5wt%, 3-chlorine-1,2-propylene glycol and (+)-2,3-Epoxy-1-propanol of fiber crops acid-2-Palmic acid is 0.44mg/kg, its
The content of middle 3-chloro-1,2-propylene glycol is 0.32mg/kg.
Embodiment 12
(1) providing a kind of Petiolus Trachycarpi crude oil without deodorize, it is 62.9% that its Palmic acid accounts for total fatty acids ratio, and 2 Palmic acids contain
Amount is 44.9%.
(2) being mixed with oleic acid 7500g by reaction substrate Petiolus Trachycarpi crude oil 2500g, be placed in container, stirring is warming up to 50 DEG C
And keep constant, add sn-1,3 specific lipase 500g, condensing reflux pipe is installed, maintain reaction 8 hours, mixed
Oil.
(3) by miscella purification, the step of purification includes but not limited to: be filtered to remove lipase, and molecular distillation removes trip
I.e. obtain after fatty acid, deodorize containing 1, the Structure grease of 3-bis-oleic acid-2-Palmic acid, by detection, its 1,3-bis-oleic acid-2-
The content of Palmic acid is 32.3wt%, 3-chlorine-1,2-propylene glycol and the total content of (+)-2,3-Epoxy-1-propanol is 0.15mg/kg, and wherein 3-is chloro-
The content of 1,2-propylene glycol is 0.10mg/kg.
Present invention preparation is containing 1, and the method for the Structure grease of 3-bis-unsaturated fatty acid-2-Palmic acid, step is simple, has really
Real feasibility reliably, adapts to the needs of large-scale industrial production.Further, by obtained by the inventive method
Structure grease, 3-chlorine-1,2-propylene glycol is the lowest with the content of (+)-2,3-Epoxy-1-propanol, therefore eats safer.
Prepare special diet
The above-mentioned prepared Structure grease containing 1,3-bis-unsaturated fatty acid-2-Palmic acid can be used for babies ' formula milk powder, baby children
The fields such as the nutritious food of youngster's formula rice flour, milk for children, acidophilus milk for child and digestive function exception patient, the most only to digest merit
Can as a example by the nutritious food of abnormal patient, be discussed in detail the present invention containing 1, the structure of 3-bis-unsaturated fatty acid-2-Palmic acid
The application of oils and fats.
Use that any of the above-described embodiment prepares containing 1, the Structure grease of 3-bis-unsaturated fatty acid-2-Palmic acid, by such as
Lower formula carries out proportioning:
| Title | Ratio (%) in the product |
| Structure grease | 10 |
| Selected rice | 85.9 |
| White sugar | 3 |
| Vitamin premix | 0.1 |
| Mineral substance premix | 1 |
First rice is pulverized, obtain the rice flour of about 100-120 mesh.According to above-mentioned formula, prepare the slip of 45% solid content,
After 5000rpm rotating speed cutting 25min, under 20MPa, carry out homogenizing, obtain the slip after homogenizing.It is subsequently adding the starch of 0.8%
Enzyme hydrolysis 4hr, then gelatinizing 45min at 85 DEG C.The slip that gelatinizing is good carries out steam roller tube according to following parameter and is dried:
| Steam pressure | Drum rotation speed | Film thickness |
| 0.45MPa | 4rpm | 2.5mm |
Moisture about 3%, nutritious food rice flour containing Structure grease may finally be obtained by above operation.
Claims (5)
1., containing 1, the Structure grease of 3-bis-unsaturated fatty acid-2-Palmic acid, in described Structure grease, the content of triglyceride is not
Less than 90%, it is characterised in that: in described Structure grease, 3-chlorine-1,2-propylene glycol is not higher than with the total content of (+)-2,3-Epoxy-1-propanol
0.5mg/kg, and the content of 3-chlorine-1,2-propylene glycol is not higher than 0.4mg/kg.
The most according to claim 1 contain 1, the Structure grease of 3-bis-unsaturated fatty acid-2-Palmic acid, it is characterised in that:
Described unsaturated fatty acid includes oleic acid, linoleic acid, linolenic acid, arachidonic acid, docosahexenoic acid and eicosapentaenoic
Acid.
3. preparation claim 1 described in containing 1, the method for the Structure grease of 3-bis-unsaturated fatty acid-2-Palmic acid, including:
(1) the vegetable oil crude oil containing palmitic acid residues without deodorize is provided；
(2) the vegetable oil crude oil containing palmitic acid residues is carried out Sn-1,3 position enzymatic with unsaturated fatty acid or its nonglyceride
Directed inter-esterification, obtains miscella；
(3) miscella is refined, prepare containing 1, the Structure grease of 3-bis-unsaturated fatty acid-2-Palmic acid.
Preparation the most according to claim 3 contain 1, the method for the Structure grease of 3-bis-unsaturated fatty acid-2-Palmic acid, its
It is characterised by: between step (1) and step (2), increases the technique that crude oil is carried out random ester exchange.
Preparation the most according to claim 4 contain 1, the method for the Structure grease of 3-bis-unsaturated fatty acid-2-Palmic acid, its
It is characterised by: during crude oil carries out random ester exchange, adds palmitate, and the addition of palmitate is less than planting
4 times of thing oil crude oil weight.
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Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104996576A (en) * | 2015-08-28 | 2015-10-28 | 海普诺凯营养品有限公司 | Goat milk powder for infant and preparation method thereof |
| CN108796000A (en) * | 2018-07-04 | 2018-11-13 | 嘉必优生物技术（武汉）股份有限公司 | Three saturated fatty acid glycerides of one kind and USU type triglycerides |
| CN108823255B (en) * | 2018-07-04 | 2021-01-05 | 嘉必优生物技术（武汉）股份有限公司 | Preparation method of tri-saturated fatty acid glyceride |
| CN109337939B (en) * | 2018-09-30 | 2021-07-27 | 河北康睿达脂质有限公司 | Preparation method of polyunsaturated fatty acid structure lipid |
| CN110150666B (en) * | 2019-06-14 | 2023-04-11 | 广东省农业科学院蚕业与农产品加工研究所 | Grease composition and preparation method thereof |
| 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 |
| 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 |
| CN113593654B (en) * | 2021-07-30 | 2022-07-19 | 江南大学 | Preparation method of triglyceride rich in 1, 3-di-unsaturated fatty acid-2-palmitic acid and product thereof |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102827885A (en) * | 2011-06-17 | 2012-12-19 | 丰益(上海)生物技术研发中心有限公司 | Composition containing 1,3-di-unsaturated fatty acyl-2-saturated fatty acyl glyceryl ester as well as preparation method and application thereof |
| CN104046662A (en) * | 2014-06-24 | 2014-09-17 | 东北农业大学 | Transesterification preparation method for 1,3-dioleic acid-2-triglyceride palmitate |
| CN104087626A (en) * | 2014-07-07 | 2014-10-08 | 嘉必优生物工程（武汉）有限公司 | Method for preparing composition containing 2-palmitin |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| TWI414245B (en) * | 2003-12-19 | 2013-11-11 | Kao Corp | Edible fat and oil composition |
| JP2008538915A (en) * | 2005-04-27 | 2008-11-13 | エンジィモテック リミテッド | Human milk fat substitute |
| JP2011144343A (en) * | 2009-12-15 | 2011-07-28 | Kao Corp | Manufacturing method of refined oil and fat |
-
2015
- 2015-05-05 CN CN201610291597.9A patent/CN106108023B/en active Active
- 2015-05-05 CN CN201610291598.3A patent/CN106106853B/en active Active
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Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102827885A (en) * | 2011-06-17 | 2012-12-19 | 丰益(上海)生物技术研发中心有限公司 | Composition containing 1,3-di-unsaturated fatty acyl-2-saturated fatty acyl glyceryl ester as well as preparation method and application thereof |
| CN104046662A (en) * | 2014-06-24 | 2014-09-17 | 东北农业大学 | Transesterification preparation method for 1,3-dioleic acid-2-triglyceride palmitate |
| CN104087626A (en) * | 2014-07-07 | 2014-10-08 | 嘉必优生物工程（武汉）有限公司 | Method for preparing composition containing 2-palmitin |
Non-Patent Citations (1)
| Title |
|---|
| 王维曼等: "油脂中氯丙醇形成机制及控制研究进展", 《食品安全质量检测学报》 * |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109984211A (en) * | 2017-12-29 | 2019-07-09 | 中粮营养健康研究院有限公司 | A kind of fat or oil composition and preparation method thereof |
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| CN106106853B (en) | 2020-02-21 |
| CN104830545A (en) | 2015-08-12 |
| CN106108023A (en) | 2016-11-16 |
| CN104830545B (en) | 2018-05-25 |
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