CN103969373A - Method for determining sodium copper chlorophyllin in olive oil - Google Patents
Method for determining sodium copper chlorophyllin in olive oil Download PDFInfo
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- CN103969373A CN103969373A CN201410229192.3A CN201410229192A CN103969373A CN 103969373 A CN103969373 A CN 103969373A CN 201410229192 A CN201410229192 A CN 201410229192A CN 103969373 A CN103969373 A CN 103969373A
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Abstract
The invention discloses a method for determining sodium copper chlorophyllin in olive oil. A sample is extracted through an extracting solution and then is subjected to low-temperature high-speed centrifugation, and supernatant is separated through a liquid chromatography, is detected through a diode array detector, is subjected to nature determination through retention time and is quantified by an external standard method. The method comprises the following steps: step1. preparing a standard working solution, a standard using solution for standard addition and olive oil mixed with sodium copper chlorophyllin in a simulating manner; step 2. respectively carrying out liquid chromatogram determination on the three kinds of solutions of the step 1 by adopting a high performance liquid chromatography; drawing a regression curve of the standard working solution by using the concentration x of sodium copper chlorophyllin in the standard working solution as an x-coordinate and the correspondingly-measured peak area y as a y-coordinate, and calculating a slope factor a and an intercept b of the regression curve according to a linear equation (y=ax+b) obtained based on the curve; step 3. according to the standard curve equation, calculating the concentration of sodium copper chlorophyllin in olive oil. According to the method, a universal liquid chromatographic column and an ultraviolet detector are adopted to carry out high performance liquid chromatogram determination for the sodium copper chlorophyllin, and the interference of determination of other substances is eliminated. According to the method, the content of sodium copper chlorophyllin in olive oil can be accurately measured, the quantifying is accurate and reliable and the reproducibility is good.
Description
Technical field
The present invention relates to a kind of method of measuring olive oil Determination of Chlorophyll copper sodium.
Background technology
Olive oil is with its unique physical and chemical index and health care, progressively become desirable edible oil of new century, be rich in abundant monounsaturated fatty acids, be oleic acid and linoleic acid, leukotrienes, also have vitamin A, Cobastab, vitamin D, vitamin E, vitamin K and polyphenoils etc., the oil of applicable human nutrition in the grease that is considered to found so far.
The report demonstration that United States Department of Agriculture issues in September, 2013, in year September in October, 2012 to 2013, the average price of American market sunflower oil is 9000 yuan of the Renminbi that are roughly equal to per ton; Soybean oil average price per ton is to be roughly equal to 6500 yuan of Renminbi; And the price of certified products Extra Virgin is at 3.2 ten thousand-3.6 ten thousand yuans per ton.Even if the sunflower oil higher with cost calculates, the cost of edible oil per ton also only has 1/3 left and right of certified products Extra Virgin.Under huge interests temptation, some illegal businessman can add chlorophyll copper sodium and pretend to be olive oil to sell in sunflower oil and soybean wet goods oil product.Because a lot of not virgin oils of abundant refining of selling on market contain part chlorophyll, look it is all yellow green, cause people to think that yellowish green olive oil is only pure olive oil, this has also become people to select an important evidence of olive oil.Illegal businessman just utilizes this psychology of consumer, adds chlorophyll copper sodium and pretends to be olive oil at soybean oil, the cheap oil of sunflower seeds wet goods.2013, the full olive oil event of taste in Taiwan was exactly typical olive oil adulteration incident together, causes the extensive attention of society.
Chlorophyll copper sodium, is the sodium salt of a chlorophyllous analog derivative copper pheophytin, in food industry, often makees colorant and uses, and namely our usually said pigment, conventional also have copper chlorophyll potassium.Chlorophyll is the widest natural colouring matter that distributes on the earth, is mainly present in green plants.Because chlorophyll is extremely unstable, cause chlorophyll in food industry, to be difficult to be applied.Therefore the normal chlorophyll copper sodium that adopts is widely used as colorant in food industry.In addition, chlorophyll copper sodium is also applied in field of medicaments by people.In China food additives standard GB2760-2011 and GB26406-2011, chlorophyll copper sodium can be used in frozen, canned vegetables, shortening beans, processing nut, candy, baked goods, Juice and assembled alcoholic drinks food, and maximum use amount generally must not exceed 0.5 gram/kilogram.But the range of application of sodium copper chlorophyllin in food do not comprise edible oil, because can taking in a large amount of edible oils, especially edible oil every day, the mankind can disengage copper and oxidation in high-temperature cooking process, will cause human liver kidney impaired, health risk.Absorption of human body is excessive, understands impariment of the liver kidney or causes anaemia, long-term edible meeting health risk.The food additives joint specialist council (JECFA) under FAO (Food and Agriculture Organization of the United Nation) and the World Health Organization (WHO) carries out safety assessment to chlorophyll copper sodium and thinks, median lethal dose (LD) the 50>10000 mg/kg (its mouse oral) of chlorophyll copper sodium, acceptable daily intake (ADI) is 0-15 mg/kg.Therefore, whether chlorophyll copper sodium is for edible oil, no matter harmful, is all the regulation (GB2760-2011) of having violated national food safety standard.Within 2013, Taiwan olive oil adulteration incident makes chlorophyll copper sodium and the adulterated problem of olive oil become the field that the public shows great attention to.
There is no at present detection method and standard about copper chlorophyll sodium content, therefore fill up domestic and international blank in the urgent need to the standard detecting method of formulating olive oil Determination of Chlorophyll copper sodium, to strengthen the Inspection and Supervision of olive oil on market.
Summary of the invention
The assay method that the object of this invention is to provide described a kind of olive oil Determination of Chlorophyll copper sodium, is characterized in that:.Technical matters of the present invention can be solved by following steps:
1) prepare chlorophyll copper sodium standard operation solution, mark-on standard solution and simulation and mix chlorophyll copper sodium olive oil and extract chlorophyll copper sodium wherein, prepare chlorophyll copper sodium extract;
2) adopt high performance liquid chromatography to 1) in 3 kinds of solution detect, adopt qualitative, the peak area quantification of retention time;
3), according to typical curve equation, the content of olive oil Determination of Chlorophyll copper sodium is carried out to accurate quantitative analysis analysis.
Described one is carried out qualitative and quantitative analysis method with efficient liquid-phase chromatography method to olive oil Determination of Chlorophyll copper sodium, comprises the following steps:
Step 1: preparation standard working solution, mark-on mix chlorophyll copper sodium olive oil and extract chlorophyll copper sodium wherein with standard solution and simulation, prepare chlorophyll copper sodium extract; Described standard operation solution is standard operation solution and the olive oil standard operation solution being equipped by chlorophyll copper sodium; Described simulation is mixed chlorophyll copper sodium olive oil and is used liquid to obtain by blank olive oil sample interpolation mark-on chlorophyll copper sodium; Described blank olive oil sample is the olive oil that not polluted by chlorophyll copper sodium;
Step 2: adopt high performance liquid chromatography to measure respectively the solution of step 1; Taking the concentration x of standard operation solution Determination of Chlorophyll copper sodium as horizontal ordinate, taking the peak area y recording of correspondence as ordinate, drawing standard working solution regression curve, the linear equation y obtaining according to curve
1=a
1x
1+ b
1and y
2=a
2x
2+ b
2, calculate respectively slope and the intercept of regression curve;
Step 3: according to formula x=(y--b)/a, calculates the concentration of olive oil Determination of Chlorophyll copper sodium to be measured; Wherein y is chlorophyll copper sodium (a and peak area sum b) recording.
In described step 1, all two parts of the parallel preparations of chlorophyll copper sodium olive oil and blank test solution are mixed in simulation, then carry out step 2 and step 3, if the absolute difference of twice independent test result is no more than 20% of its arithmetic mean, test accurately.
In described step 1, the preparation method of standard operation solution is specially: prepare chlorophyll copper sodium standard inventory solution: the standard items 0.1g that accurately takes chlorophyll copper sodium, add the sodium bisulfite 2g that top grade is pure, after adding the dissolving of 15mL ultrapure water to mix, add respectively 50mL methyl alcohol, 20mL acetone, finally by methanol constant volume to scale.This storing solution stores 4 DEG C of lower seal lucifuges.
In described step 1, the preparation method that chlorophyll copper sodium olive oil is mixed in simulation is: (a) be added into mark-on chlorophyll copper sodium standard solution by blank olive oil and mix chlorophyll copper sodium olive oil as simulation; (b) mark-on is prepared with chlorophyll copper sodium: be insoluble to oily feature and tetrahydrofuran is not only dissolved in methyl alcohol but also be dissolved in oily feature according to chlorophyll copper sodium is soluble in water, solid standard items dissolve with the least possible methyl alcohol, use again tetrahydrofuran constant volume, be sample mark-on standard solution.(c) extract: get 2g oil sample in 15mL centrifuge tube, add mixed extract 5mL, fully mix, vortex shakes and carries 5min; At 4 DEG C, the 10000 centrifugal 5min of turn/min, get the supernatant of 1mL as test fluid, enter HPLC analytical test.
The assay method of described copper chlorophyll sodium content, its chromatographic condition is:
Chromatographic column: the suitable person of the chromatographic column that octadecylsilane chemically bonded silica is filling agent or performance;
Column temperature: 20-40 DEG C;
Detect wavelength: 400-410 nm;
Mobile phase: organic phase and acetate buffer composition;
In described mobile phase, the concentration of acetate buffer is 0.1-0.2mol/L, and pH is 7.0 ~ 8.0, and organic phase is methyl alcohol or acetone.
In described step 1; the preparation method of standard operation solution is specially: prepare chlorophyll copper sodium standard inventory solution: accurately take the standard items of chlorophyll copper sodium and utilize suitable solvent configuration standard solution; and in solution, add appropriate protective agent, lucifuge, 4 DEG C of preservations.
beneficial effect
Adopt after technique scheme, the present invention has positive effect:
Because the present invention has adopted that retention time is qualitative, the chromatographic resolution analytical technology of peak area quantification, thereby ensure the accuracy of testing result.The advantages such as novel part of the present invention has been to invent the liquid chromatography detecting method of olive oil Determination of Chlorophyll copper sodium, and maintenance detection technique is directly perceived, quick, convenient, ripe, cheap.Method of the present invention adopts common high performance liquid chromatography, and instrument cost is low, be easy to promote the use of, and simple to operate.
Method of the present invention can be widely used in the qualification of chlorophyll copper sodium composition, all has wide practical use in food safety detection field.The object of the invention is to provide the detection method of the copper chlorophyll sodium content mixing in a kind of olive oil.The mensuration of other common food Determination of Chlorophyll copper sodium contents can adopt method similarly to complete.
The chlorophyll copper sodium detection technique that this patent is applied for, as a kind of liquid-phase chromatographic analysis detection technique, has the following advantages:
Pre-treatment is simple: only mobile phase solution need to be mixed to rear extraction with testing sample, not need complicated pre-processing device, be convenient to promote;
Quick: to detect sentence read result after 15 minutes;
Sensitive: minimum detectability can reach 2ppm;
Specificity is high: owing to adopting retention time qualitative in testing process, result is accurate;
Low price: this detection method adopts common liquid chromatography instrument, expense is significantly less than liquid chromatography mass coupling instrument, is easy to testing agency and promotes.
Brief description of the drawings
The chlorophyll copper sodium standard liquid chromatogram of Fig. 1: 0.05mg/mL; (chlorophyll b copper sodium: 10.67min), chlorophyll a copper sodium: 13.47min)
Fig. 2: olive oil blank sample liquid chromatogram;
Fig. 3: the olive oil blank sample used at Fig. 2 adds the liquid chromatogram of measuring after 50ppm chlorophyll copper sodium.
Embodiment
Below in conjunction with specific embodiment, the present invention is described in further detail, but the present invention is not limited to specific embodiment.
The mensuration of certain brand olive oil Determination of Chlorophyll copper sodium amount
1, material: olive oil, chlorophyll copper sodium standard items, methyl alcohol, the pure organic solvent of acetone isochromatic spectrum, ultrapure water, disposable centrifuge tube.
2, method
2.1, prepare chlorophyll copper sodium standard operation solution, mark-on chlorophyll copper sodium uses solution:
The preparation method of standard operation solution is specially: (a) prepare chlorophyll copper sodium standard inventory solution: standard items (content >=99%) 0.1g (being accurate to 0.1mg) that accurately take chlorophyll copper sodium, be placed in the brown volumetric flask of 100 mL, add the sodium bisulfite 2g that top grade is pure, after adding the dissolving of 15mL ultrapure water to mix, add respectively 50mL methyl alcohol, 20mL acetone, finally by methanol constant volume to scale, this storing solution stores 4 DEG C of lower seal lucifuges; (b) prepare mark-on standard solution: be insoluble to oily feature and tetrahydrofuran is not only dissolved in methyl alcohol but also be dissolved in oily feature according to chlorophyll copper sodium is soluble in water, solid standard items dissolve with the least possible methyl alcohol, use again tetrahydrofuran constant volume, be sample mark-on standard solution; Dilute according to required diluent concentration size with tetrahydrofuran, then carry out sample mark-on according to the size of required mark-on concentration.
2.2, simulation is mixed the preparation of chlorophyll copper sodium olive oil and the extracting method of chlorophyll copper sodium is: (a) add the acquisition of mark-on chlorophyll copper sodium standard solution to mix chlorophyll copper sodium olive oil analogies with blank olive oil; (b) accurately take in olive oil sample or aforementioned (a) and obtain olive oil analogies 2g in 15mL centrifuge tube, be accurate to 0.01g; (c) extract: in centrifuge tube, add mixed extract 5mL, fully mix, vortex shakes and carries 5min; At 4 DEG C, the 10000 centrifugal 5min of turn/min, get the supernatant of 1mL as test fluid, enter HPLC analytical test.
2.3, liquid-phase condition:
A) chromatographic column
Middle inspection dimension health ODS C18 analytical column, 250 mm × 3.9 mm, 10 μ m.
B) mobile phase
Mobile phase A: methyl alcohol: 0.1mol/L ammonium acetate (PH=7.5): acetone=65:20:15;
Mobile phase B: methyl alcohol: acetone=60:40;
Gradient elution
Mobile phase A: 0-15min:100% → 0%;
15-18min: 0%；
18-18.5min: 0%→100%；
18.5-20min: 100%。
Sample size: 10 μ L;
Column temperature: 35 DEG C;
Flow velocity: 1.0 mL/min;
Detect wavelength: λ=404 nm;
2.4, the drafting of typical curve: pipette respectively standard inventory solution mobile phase and be mixed with concentration and be respectively 1.0 μ g/mL, 5.0 μ g/L, 10.0 μ g/L, 50.0 μ g/L, the standard operation solution of 100.0 μ g/L, gets 10 μ L and injects high performance liquid chromatograph, measure by chromatographic condition, taking the peak area of chromatographic peak as ordinate, the concentration corresponding with it is horizontal ordinate mapping, drawing standard working curve.Typical curve equation is respectively: chlorophyll a copper sodium: y
1=47.09x
1+ 9.79; Chlorophyll b copper sodium: y
2=29.17x
2+ 5.21; Related coefficient is respectively r
2=0.9999 and r
2=0.9999.
Calculate olive oil Determination of Chlorophyll copper na concn to be measured and add the olive oil Determination of Chlorophyll copper na concn of mark-on chlorophyll copper sodium standard solution according to formula.
2.5, the replica test of result of calculation and method and precision and the recovery
As calculated, in institute's test sample product olive oil, do not detect chlorophyll copper sodium.
Adopt and add absorption method, be that 2.00 μ g/L, 25.0 μ g/L, 50.0 μ g/L levels are measured to also blank test solution not being added respectively to chlorophyll copper sodium containing the olive oil of chlorophyll copper sodium, each horizontal parallel is measured 6 times, carry out the recovery and precision and calculate, the recovery and Precision test result refer to table 1.
Table 1 chlorophyll copper sodium mixes and in chlorophyll copper sodium olive oil, adds the recovery and precision in simulation
| Add concentration 1 | Add concentration 2 | Add concentration 3 | |
| Add concentration (μ g/L) | 2.00 | 25.0 | 50.0 |
| Measured value (μ g/L) | 1.98 | 24.5 | 49.0 |
| The recovery | 99.0% | 98.0% | 98.0% |
| Relative standard deviation | 2.5% | 1.7% | 1.9% |
As can be seen from Table 1, the recovery of this method and precision are good.The recovery that method is measured olive oil analogies is 98.0%～99.0%; Precision is below 10%; The absolute difference of twice independent test result is no more than 20% of its arithmetic mean; Quantitatively accurately and reliably, and reappearance is good.
Above-described specific embodiment; object of the present invention, technical scheme and beneficial effect are further described; institute is understood that; the foregoing is only specific embodiments of the invention; be not limited to the present invention; within the spirit and principles in the present invention all, any amendment of making, be equal to replacement, improvement etc., within all should being included in protection scope of the present invention.
Claims (9)
1. an assay method for olive oil Determination of Chlorophyll copper sodium, is characterized in that, comprises the following steps:
1) prepare chlorophyll copper sodium standard operation solution, mark-on standard solution and simulation and mix chlorophyll copper sodium olive oil and extract chlorophyll copper sodium wherein, prepare chlorophyll copper sodium extract;
2) adopt high performance liquid chromatography to detect solution to be measured, employing retention time is qualitative, peak area quantification;
3), according to typical curve equation, the content of olive oil Determination of Chlorophyll copper sodium is carried out to accurate quantitative analysis analysis.
2. according to the assay method of a kind of olive oil Determination of Chlorophyll copper sodium described in claim 1, it is characterized in that this detection method comprises the following steps:
Step 1: preparation standard working solution, mark-on mix chlorophyll copper sodium olive oil with standard solution and simulation: described standard operation solution is standard operation solution and the olive oil standard operation solution being equipped by chlorophyll copper sodium; The olive oil that chlorophyll copper sodium is mixed in described simulation uses liquid to obtain by blank olive oil sample interpolation mark-on chlorophyll copper sodium; Described blank olive oil sample is the olive oil that not polluted by chlorophyll copper sodium;
Step 2: adopt high performance liquid chromatography to measure respectively the solution of step 1; Respectively with the concentration x of standard operation solution Determination of Chlorophyll a copper sodium
1for horizontal ordinate, with the peak area y recording of correspondence
1for ordinate; The concentration x of chlorophyll b copper sodium
2for horizontal ordinate, with the peak area y recording of correspondence
2for ordinate, drawing standard working solution regression curve, the linear equation y obtaining according to curve
1=a
1x
1+ b
1and y
2=a
2x
2+ b
2, calculate respectively the slope a of regression curve
1, a
2with intercept b
1, b
2;
Step 3: according to formula x
1=(y
1-b)/a and x
2=(y
2-b)/a calculates chlorophyll a copper sodium and chlorophyll b copper na concn x
1and x
2, copper chlorophyll na concn x=x
1+ x
2; Wherein y
1and y
2be respectively the peak area that mixes chlorophyll copper sodium olive oil Determination of Chlorophyll a copper sodium and chlorophyll b copper sodium recording.
3. according to the assay method of a kind of olive oil Determination of Chlorophyll copper sodium described in claim 1 or 2, it is characterized in that chromatographic condition is:
Chromatographic column: the suitable person of the chromatographic column that octadecylsilane chemically bonded silica is filling agent or performance;
Column temperature: 20-40 DEG C;
Detect wavelength: 400-410 nm;
Mobile phase: organic phase and acetate buffer composition;
In described mobile phase, the concentration of acetate buffer is 0.1-0.2mol/L, and pH is 7.0 ~ 8.0, and organic phase is methyl alcohol or acetone.
4. according to the assay method of a kind of olive oil Determination of Chlorophyll copper sodium described in claim 1 or 2; it is characterized in that: in described step 1; the preparation method of standard operation solution is specially: prepare chlorophyll copper sodium standard inventory solution: accurately take the standard items of chlorophyll copper sodium and utilize suitable solvent configuration standard solution; and in solution, add appropriate protective agent, lucifuge, 4 DEG C of preservations.
5. according to the assay method of a kind of olive oil Determination of Chlorophyll copper sodium described in claim 1 or 2, it is characterized in that: in described step 1, simulation is mixed the preparation of chlorophyll copper sodium olive oil and the extracting method of chlorophyll copper sodium is: (a) mark-on chlorophyll copper sodium standard solution is joined and in blank olive oil, obtain mixing chlorophyll copper sodium olive oil analogies; (b) get 1-2g simulation and mix chlorophyll copper sodium olive oil in centrifuge tube, add mixed extract 5-10mL, fully mix, vortex shakes and carries 5-10min; At 4 DEG C, the 10000 centrifugal 5min of turn/min, get supernatant as test fluid, enter HPLC analytical test.
6. according to the assay method of a kind of olive oil Determination of Chlorophyll copper sodium described in claim 2, it is characterized in that: in described step 1, all two parts of the parallel preparations of chlorophyll copper sodium olive oil and blank test solution are mixed in simulation, then carry out step 2 and step 3, if the absolute difference of twice independent test result is no more than 20% of its arithmetic mean, test accurately.
7. according to the assay method of a kind of olive oil Determination of Chlorophyll copper sodium described in claim 1 or 2, it is characterized in that: in described step 1, olive oil mark-on by the preparation method of standard operation solution is: solid standard items dissolve with a little methyl alcohol, use again tetrahydrofuran constant volume, be sample mark-on standard solution; Dilute according to required diluent concentration size with tetrahydrofuran, then carry out sample mark-on according to the size of required mark-on concentration.
8. the assay method of a kind of olive oil Determination of Chlorophyll copper sodium claimed in claim 3, is characterized in that: described protective agent is sodium bisulfite; Configuration standard product agents useful for same is the mixed liquor of pure water and organic phase.
9. the assay method of a kind of olive oil Determination of Chlorophyll copper sodium described in claim 1 or 2, is characterized in that: the content of described chlorophyll copper sodium be chlorophyll a copper sodium and chlorophyll b copper sodium content adding and.
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| CN107796684A (en) * | 2017-12-14 | 2018-03-13 | 汤臣倍健股份有限公司 | A kind of detection method of copper chlorophyll sodium content |
| CN110161137A (en) * | 2019-05-21 | 2019-08-23 | 华中科技大学 | A method of measurement sodium-iron-chlorophyllin |
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Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106198414A (en) * | 2016-06-24 | 2016-12-07 | 中华人民共和国张家港出入境检验检疫局 | The detection method of olive oil Determination of Chlorophyll copper sodium |
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| CN107796684A (en) * | 2017-12-14 | 2018-03-13 | 汤臣倍健股份有限公司 | A kind of detection method of copper chlorophyll sodium content |
| CN110161137A (en) * | 2019-05-21 | 2019-08-23 | 华中科技大学 | A method of measurement sodium-iron-chlorophyllin |
| CN110220995A (en) * | 2019-07-05 | 2019-09-10 | 浙江艾兰得生物科技有限公司 | The high-efficiency liquid chromatography method for detecting of content of vitamin E |
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Application publication date: 20140806 |