CN110358625A - A kind of method that sesamol inhibits ethylene oxidic ester to generate during grease deodorization - Google Patents
A kind of method that sesamol inhibits ethylene oxidic ester to generate during grease deodorization Download PDFInfo
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- CN110358625A CN110358625A CN201910729355.7A CN201910729355A CN110358625A CN 110358625 A CN110358625 A CN 110358625A CN 201910729355 A CN201910729355 A CN 201910729355A CN 110358625 A CN110358625 A CN 110358625A
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- deodorization
- sesamol
- oil
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- oxidic ester
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- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11B—PRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES
- C11B3/00—Refining fats or fatty oils
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- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11B—PRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES
- C11B5/00—Preserving by using additives, e.g. anti-oxidants
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- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
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- Organic Chemistry (AREA)
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- Fats And Perfumes (AREA)
- Edible Oils And Fats (AREA)
Abstract
The present invention discloses a kind of method that sesamol inhibits ethylene oxidic ester to generate during grease deodorization, and sesamol is added before being deodorized, is then deodorized；The sesamol is by the 0.01%~0.05% of deodorization oil quality；During this method can be used in the deodorization of multiple eating oil, to the inhibiting rate of ethylene oxidic ester up to 15%~30%.The method of the present invention is easy to operate, at low cost, high-efficient, during can be widely used in grease deodorization, is of great significance for the production of edible oil and fat.
Description
Technical field
The invention belongs to field of food, and in particular to a kind of sesamol inhibits ethylene oxidic ester raw during grease deodorization
At method.
Background technique
Glycidol aliphatic ester (abbreviation ethylene oxidic ester, Glycidyl Esters, GE or GEs) be glycidol and
The esterification products of fatty acid response.As a kind of hot worked association chemical hazard object of new oil, it is mainly formed in edible oil
Rouge refining process, especially high temperature are deodorized link.BFR et al. proposes that GEs can enter with oil-containing food by toxicological experiment
Into the human body, lipid-metabolism is occurred by fatty enzyme effect in the gastrointestinal tract, hydrolysis, which generates, has gene genetic toxicity and carcinogenicity
Glycidol, glycidol is defined as " 2A " grade carcinogenic substance by international cancer research institution, and GEs is also thus by German grease
Scientific institution is defined as 2 class carcinogenic substances.In view of generality existing for GEs and potential carcinogenicity, on 2 26th, 2018, Europe
The committee, alliance issues (EU) 2018/290 regulation, and revision EU Committee's implementing regulations (EC) No 1881/2006 is, it is specified that GEs
Content in vegetable fat answers 1000 μ g/kg of < (GEs indicated with glycidol, similarly hereinafter), in baby formula milk powder
Content answer 75 μ g/kg/ < of <, 10 μ g/kg (powdery/liquid), infant spy cure food in content answer 50 μ g/kg/ < of <
0.6 μ g/kg (powdery/liquid).With the revision of limitation regulation, need to be further reduced the means of GEs generation.
Summary of the invention
Ethylene oxidic ester is inhibited to generate during grease deodorization in view of the above-mentioned problems, the object of the present invention is to provide one kind
Method.
To achieve the above object, the technical scheme adopted by the invention is as follows: sesamol inhibit during grease deodorization shrink
Application in glyceride generation.
A kind of method that sesamol inhibits ethylene oxidic ester to generate during grease deodorization, is added sesamol before being deodorized,
Then it is deodorized.
As a kind of preferred embodiment of the invention, the sesamol be by the 0.01% of deodorization oil quality~
0.05% after sesamol additive amount is greater than 0.05%, increases the inhibiting rate of deodorization grease unobvious.The factors such as overall cost,
The optimum addition of sesamol is by the 0.01%~0.05 of the quality of deodorization grease.
Sesamol is as a kind of natural antioxidant, especially suitable in the process of edible oil and fat.But it grinds
Study carefully and show that sesamol is excessively used, there are cytotoxicities to people's normal skin fibroblast, can induce cell stage retardance.It crosses
Amount uses sesamol, can cause the injury of mitochondria of human blood platelets.Therefore, while using sesamol, to consider sesamol
Cytotoxic effect that may be present.The additive amount of sesamol of the invention is lower than its content in natural sesame seed sesame oil, no
Toxic side effect can be generated to human body.
As a kind of preferred embodiment of the invention, the deodorising step are as follows: at 250 DEG C, be deodorized under conditions of 500Pa
1.5 hour.
Specifically, it is described by deodorization grease be edible oil and fat.
Preferably, the edible oil and fat include palm oil, corn oil, rice bran oil, soybean oil, rapeseed oil or ready-mixed oil.
The method of the present invention is applicable in the deodorising process of a variety of Various Edibles；Wherein, for palm oil, corn oil,
In rice bran oil process, to the inhibiting rate of ethylene oxidic ester up to 15%~30%.
The present invention is also claimed using grease made from this method.
The grease obtained after being handled using the method for the present invention, glycidol ester content are significantly reduced, and edible safety is more
It is good.
Grease deodorization method of the present invention can reduce significantly food to the inhibiting rate of ethylene oxidic ester up to 15%~30%
With the generation of ethylene oxidic ester during oil and fat preparation, the edible safety of product is further increased.The method of the present invention operation letter
It is single, it is at low cost, it is high-efficient, during can be widely used in grease deodorization, it is of great significance for the production of edible oil and fat.
Detailed description of the invention
Fig. 1 is inhibiting rate of the sesamol to ethylene oxidic ester during different grease deodorizations of Different adding amount.
Fig. 2 is influence of the sesamol of Different adding amount to glycidol ester content is generated in palm oil deodorization.
Fig. 3 is influence of the sesamol of Different adding amount to glycidol ester content is generated in corn oil deodorization.
Fig. 4 is influence of the sesamol of Different adding amount to glycidol ester content is generated in rice bran oil deodorization.
Specific embodiment
To better illustrate the object, technical solutions and advantages of the present invention, below in conjunction with the drawings and specific embodiments pair
The present invention is described further.
The sesamol of 1 Different adding amount of embodiment is to the inhibiting effect for generating ethylene oxidic ester in palm oil deodorization
Addition is equivalent to the sesame of its quality 0.01%, 0.02%, 0.03%, 0.04% and 0.05% respectively in palm oil
Numb phenol (experimental group), and be arranged and be deodorized 1.5 hours under the conditions of 500Pa without the control group for adding sesamol at 250 DEG C.To each
Ethylene oxidic ester is measured in grease after group sample deodorization:
0.500g sample is accurately weighed, is dissolved with methyl tertiary butyl ether(MTBE)/ethyl acetate (4:1, V/V), makes prepare liquid sample
Concentration is 250mg/mL.C18 solid-phase extraction column (1000mg) divides 3 times to be activated with 2mL methanol, and it is to be measured to draw 200 μ L with liquid-transfering gun
Sample solution loading, then divide 3 times with 3mL methanol elution samples, eluent is collected with teat glass, and 3mL is added after being dried with nitrogen
N-hexane/ethyl acetate (95:5, V/V), sufficient vortex concussion are redissolved.
3mL sample solution in teat glass is transferred to activated Silica solid-phase extraction column (1000mg) (to divide 3 times
Activated with 2mL n-hexane/ethyl acetate (95:5, V/V)) on, then divide 3 times it is clear with 3mL n-hexane/ethyl acetate (95:5, V/V)
It washes teat glass and is transferred on Silica solid-phase extraction column (1000mg), eluted.Eluent is collected with teat glass, nitrogen
0.5mL methanol is added after air-blowing is dry, sufficient vortex concussion is redissolved, and is finally transferred in liquid phase bottle measure to UPLC-MS/MS.
C16:0-GE, C18:0-GE, C18:1-GE, C18:2-GE, C18:3-GE is accurately weighed to be obtained with methanol dissolution constant volume
To mixed standard solution and with methanol dilution mixed standard solution to obtain 5,10,50,100,200,400,1000ng/mL
Titer.
Liquid phase chromatogram condition: using ACQUITY UPLC HSS T3 ultra performance liquid chromatography column (1.8 μm, 2.1mm ×
100mm)；Mobile phase A is methanol, and Mobile phase B is ultrapure water；35 DEG C of column temperature, 5 μ L of sample volume.Journey is eluted using gradient mobile phase
Sequence is shown in Table 1.
1 mobile phase elution requirement of table
Mass Spectrometry Conditions: atmospheric pressure chemical ionization ion source (APCI), cation monitoring mode, 500 DEG C of probe temperature, ion
150 DEG C of source temperature, Desolvention gas velocity 1000L/h, collision gas flow velocity 0.15mL/min, 1.5 μ A of corona current, corona voltage
3.5KV.It is quantified using multiple reaction monitoring pattern (MRM).The multiple-reaction monitoring ion pair of 5 kinds of GEs is shown in Table 2.
The multiple-reaction monitoring ion pair of 25 kinds of GEs of table
Note: * is quota ion.
The inhibiting rate calculation formula of ethylene oxidic ester:
Wherein:
C0For glycidol ester content in control group grease after deodorization；
C is glycidol ester content in experimental group grease after deodorization.
Glycidol ester content such as Fig. 2 after deodorization in palm oil, to inhibiting rate such as Fig. 1 of ethylene oxidic ester.
Can be obtained by Fig. 2, be not added with sesamol palm oil deodorization after ethylene oxidic ester content be 338.6 μ g/kg；And divide
Not Jia Ru 0.01%, 0.02%, 0.03%, 0.04% and 0.05% sesamol palm oil deodorization after, ethylene oxidic ester contains
Amount is respectively 343.9 μ g/kg, 308.2 μ g/kg, 286.4 μ g/kg, 280.3 μ g/kg and 276.0 μ g/kg, to ethylene oxidic ester
Inhibiting rate be respectively 11.5%, 20.7%, 26.3%, 27.9% and 29.0%.
The sesamol of 2 Different adding amount of embodiment is to the inhibiting effect for generating ethylene oxidic ester in corn oil deodorization
Addition is equivalent to the sesame of its quality 0.01%, 0.02%, 0.03%, 0.04% and 0.05% respectively in corn oil
Numb phenol (experimental group), and be arranged and be deodorized 1.5 hours under the conditions of 500Pa without the control group for adding sesamol at 250 DEG C.By reality
The method for applying example 1 is measured the content of the ethylene oxidic ester in corn oil after deodorization.Shrink after deodorization in corn oil is sweet
Glyceride content is as shown in figure 3, inhibiting rate such as Fig. 1 to ethylene oxidic ester.
Can be obtained by Fig. 3, be not added with sesamol corn oil deodorization after ethylene oxidic ester content be 314.8 μ g/kg；And divide
Not Jia Ru 0.01%, 0.02%, 0.03%, 0.04% and 0.05% sesamol corn oil deodorization after, ethylene oxidic ester contains
Amount is respectively 296.8 μ g/kg, 275.2 μ g/kg, 265.4 μ g/kg, 263.5 μ g/kg and 259.8 μ g/kg, to ethylene oxidic ester
Inhibiting rate be respectively 5.7%, 12.6%, 15.7%, 16.3% and 17.5%.
The sesamol of 3 Different adding amount of embodiment is to the inhibiting effect for generating ethylene oxidic ester in rice bran oil deodorization
Addition is equivalent to the sesame of its quality 0.01%, 0.02%, 0.03%, 0.04% and 0.05% respectively in rice bran oil
Numb phenol (experimental group), and be arranged and be deodorized 1.5 hours under the conditions of 500Pa without the control group for adding sesamol at 250 DEG C.By reality
The method for applying example 1 is measured the content of the ethylene oxidic ester in rice bran oil after deodorization.Shrink after deodorization in rice bran oil is sweet
Glyceride content is as shown in figure 3, inhibiting rate such as Fig. 1 to ethylene oxidic ester.
It is available from figure 4, be not added with sesamol rice bran oil deodorization after ethylene oxidic ester content be 1438.0 μ g/kg；And
After being separately added into the rice bran oil deodorization of 0.01%, 0.02%, 0.03%, 0.04% and 0.05% sesamol, ethylene oxidic ester
Content is respectively 1317.5 μ g/kg, 1226.7 μ g/kg, 1190.6 μ g/kg, 1171.3 μ g/kg and 1164.8 μ g/kg, to shrink
The inhibiting rate of glyceride is respectively 8.4%, 14.7%, 17.2%, 18.5% and 19.0%.
Finally it should be noted that the above embodiments are merely illustrative of the technical solutions of the present invention, rather than the present invention is protected
The limitation of range is protected, although explaining in detail referring to preferred embodiment to the present invention, those skilled in the art are answered
Work as understanding, it can be with modification or equivalent replacement of the technical solution of the present invention are made, without departing from the reality of technical solution of the present invention
Matter and range.
Claims (7)
1. sesamol inhibits the application in ethylene oxidic ester generation during grease deodorization.
2. a kind of method that sesamol inhibits ethylene oxidic ester to generate during grease deodorization, which is characterized in that add before deodorization
Enter sesamol, is then deodorized.
3. according to the method described in claim 2, it is characterized in that, the sesamol be by the 0.01% of deodorization oil quality~
0.05%.
4. according to the method described in claim 2, it is characterized in that, the deodorising step are as follows: at 250 DEG C, under conditions of 500Pa
Deodorization 1.5 hours.
5. according to the method described in claim 2, it is characterized in that, it is described by deodorization grease be edible oil and fat.
6. according to the method described in claim 5, it is characterized in that, the edible oil and fat include palm oil, corn oil, rice bran
Oil, soybean oil, rapeseed oil or ready-mixed oil.
7. grease made from method according to claim 2.
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| CN201910729355.7A CN110358625A (en) | 2019-08-07 | 2019-08-07 | A kind of method that sesamol inhibits ethylene oxidic ester to generate during grease deodorization |
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Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN111057617A (en) * | 2019-11-22 | 2020-04-24 | 华南理工大学 | Method for inhibiting GEs production in vegetable oil refining and deodorizing process |
| CN111480700A (en) * | 2019-11-22 | 2020-08-04 | 华南理工大学 | Method for inhibiting GEs generation in vegetable oil frying process |
| CN114921287A (en) * | 2022-05-31 | 2022-08-19 | 深圳大学 | Refined oil and fat and preparation method thereof |
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| US20040121058A1 (en) * | 2002-08-16 | 2004-06-24 | Ananthasankaran Jayalekshmy | Process for extraction of antioxidants from sesame seed/cake |
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Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN111057617A (en) * | 2019-11-22 | 2020-04-24 | 华南理工大学 | Method for inhibiting GEs production in vegetable oil refining and deodorizing process |
| CN111480700A (en) * | 2019-11-22 | 2020-08-04 | 华南理工大学 | Method for inhibiting GEs generation in vegetable oil frying process |
| CN114921287A (en) * | 2022-05-31 | 2022-08-19 | 深圳大学 | Refined oil and fat and preparation method thereof |
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