CN103558328A - Method for determining sesamol in essences and flavors through liquid chromatography-tandem mass spectrometry - Google Patents
Method for determining sesamol in essences and flavors through liquid chromatography-tandem mass spectrometry Download PDFInfo
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- CN103558328A CN103558328A CN201310601418.3A CN201310601418A CN103558328A CN 103558328 A CN103558328 A CN 103558328A CN 201310601418 A CN201310601418 A CN 201310601418A CN 103558328 A CN103558328 A CN 103558328A
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Abstract
The invention relates to a method for detecting sesamol in essences and flavors. According to the method, liquid chromatography-tandem mass spectrometry is adopted for determination, and an external standard method is adopted for quantification. The method has the advantages of short detection time, simplicity and convenience in operation, high sensitivity, high recovery rate, high repeatability and the like. Under the chromatographic conditions of the method, the chromatographic peak of the sesamol is well separated from the chromatographic peak of impurities. The method has a good linear range, the detection limit is 0.002 microgram/mL, the recovery rate is between 90.8 percent and 102.5 percent, the relative standard deviation (RSD) is smaller than 5 percent, and n is equal to 6.
Description
Technical field
The invention belongs to chemical detection technique field, relate to the assay method of sesamol, specifically a kind of by the method for sesamol in LC-ESI-MS/MS essence and flavoring agent.
Background technology
Current food-safety problem is subject to social concerns day by day.The adjuvant safety issue of cigarette additive, especially essence and flavoring agent also more and more receives publicity.
Sesamol, has another name called 3,4-methylenedioxyphenol, has very strong oxidation resistance, is the antioxidant that is usually used in food, medicine and essence and flavoring agent field.Yet along with scientific and technological progress, the carcinogenic activity of sesamol is progressively by cognition, toxicology test finds, sesamol is toxic to animal glandular stomach, can cause glandular stomach thorn knurl or canceration.Within 2006, Japan has classified sesamol as food forbidding adjuvant.
At present, the detection method of sesamol is mainly contained to development process, ultraviolet spectrophotometry, thin-layered chromatography (TLC), gas chromatography mass spectrometry method (GC-MS) and high performance liquid chromatography (HPLC) etc.But these methods all exist pre-treatment step loaded down with trivial details, the problem such as detection time is long.For example, by gas chromatography mass spectrometry method (GC-MS), there is longer problem detection time, detect the time of a sample and want more than 40 minutes, poor with high performance liquid chromatography (HPLC) sensitivity, detection limit (LOD) >=80ng/mL, and the sample size needing large (>=1g).
In recent years, along with the development of Liquid Chromatography-Tandem Mass Spectrometry method (LC-MS/MS) technology, LC-MS/MS technology is widely used in compound analysis.Liquid Chromatography-Tandem Mass Spectrometry method (LC-MS/MS) analytical technology all has obvious advantage in sensitivity or in selectivity, and analysis time is shorter.For in commercial production, the safety indexes of a large amount of essence and flavoring agent samples is effectively monitored, be badly in need of a kind of can be quick, simple, sensitive, efficient liquid chromatography mass method detect the sesamol in essence and flavoring agent.
Summary of the invention
The object of the present invention is to provide the assay method of sesamol content in a kind of essence spice for cigarette, to realize quick, the Accurate Determining to sesamol content in essence spice for cigarette.
The object of the invention is to be achieved through the following technical solutions:
A detection method for sesamol in essence and flavoring agent, the method adopts Liquid Chromatography-Tandem Mass Spectrometry method to measure, and adopts external standard method quantitative.
In a preferred embodiment, in the essence and flavoring agent described in invention, the detection method of sesamol comprises the following steps:
(1) preparation of standard solution; Take sesamol standard items, with methyl alcohol, be mixed with the sesamol standard operation solution with concentration gradient;
(2) preparation of sample solution: use methanol extraction sample, prepare sample solution after then filtering;
(3) liquid chromatography-tandem mass spectrometry analysis: utilize liquid chromatography-tandem mass spectrometry instrument respectively standard solution and sample solution to be detected to analysis;
(4) calculating of sesamol content in essence spice for cigarette.
In a preferred embodiment, invent the detection method of sesamol in described essence and flavoring agent, wherein said essence and flavoring agent is essence spice for cigarette, and preferably, described essence and flavoring agent sample is used the sesamol in methanol extraction sample; Preferably, the methyl alcohol of extraction use is that concentration is 8~12%(v/v) methanol aqueous solution, more preferably, the methyl alcohol of extraction use is that concentration is 10%(v/v) methanol aqueous solution.
In a preferred embodiment, invent the detection method of sesamol in described essence and flavoring agent, wherein the mode of extraction is ultrasonic extraction.
In a preferred embodiment, invent the detection method of sesamol in described essence and flavoring agent, the preparation process of wherein said essence and flavoring agent sample is as follows: take appropriate essence and flavoring agent sample to be measured, add appropriate methanol aqueous solution, ultrasonic extraction under room temperature, after filtration, obtains sample solution.Preferred filter type adopts filtering with microporous membrane, for example organic filter membrane of 0.22 μ m or the organic filter membrane of 0.45 μ m.
In a specific embodiment, the preparation method of described essence and flavoring agent sample is specially: take 0.1g left and right sample, be placed in 25mL conical flask; Add 10% methanol aqueous solution 10mL, ultrasonic 30min under room temperature, by direct injected after the organic membrane filtration of 0.22 μ m.
In a preferred embodiment, the detection method of sesamol in the described essence and flavoring agent of invention, wherein chromatographiccondition be following (i) one or more in extremely (v):
(i) adopt C18 chromatographic column,
Preferably, the specification of described chromatographic column is 50mm * 2.1mm i.d., 2.6 μ m particle diameters.
(ii) chromatogram column temperature is 28~32 ℃, is preferably 30 ℃,
(iii) sample size is 8~12 μ L, is preferably 10 μ L,
(iv) mobile phase: acetonitrile-ammonium acetate-acetic acid-aqueous solution,
Preferred mobile phase: A is acetonitrile, and B is 5mmoL/L ammonium acetate solution (containing 0.1% acetic acid), adopts isocratic elution program, volume ratio 50:50,
(v) flow velocity is 0.1~0.3ml/min, is preferably 0.2ml/min,
(vi) the about 6min of elution time.
In a preferred embodiment, the detection method of sesamol in the described essence and flavoring agent of invention, wherein mass spectrophotometry condition is following (i) one or more in extremely (iii):
(i) with electron spray ion trap tandem mass spectrometry, measure sesamol,
(ii) ion gun: electron spray ionisation source (ESI);
(iii) to select ion pair qualitative, preferred ion pair is: daughter ion 109.0 (m/z), parent ion 139.1 (m/z).
In a specific embodiment, invent the detection method of sesamol in described essence and flavoring agent, wherein chromatographiccondition is: chromatographic column adopting Féraud door C
18liquid-phase chromatographic column, chromatogram column temperature is 30 ℃, and sample size is 10 μ L, and flow velocity is 0.2ml/min; Mobile phase: A is acetonitrile, and B is 5mmoL/L ammonium acetate solution (containing 0.1% acetic acid), adopts isocratic elution program, volume ratio 50:50, and elution time is about 6min altogether.
In a preferred embodiment, invent the detection method of sesamol in described essence and flavoring agent, wherein mass spectrophotometry condition is: scan mode: positive ion scanning; Detection mode: multiple-reaction monitoring (MRM); Electron spray voltage: 5000V; Ion source temperature: 350 ℃; Assisted gas Gas1 pressure: 60psi; Assisted gas Gas2 pressure: 50psi; Remove a bunch voltage (DP): 40V; Impact energy (CE): 20V.
In a specific embodiment, invent the detection method of sesamol in described essence and flavoring agent, wherein said mass spectrophotometry condition is ion gun: electron spray ionisation source (ESI); Scan mode: positive ion scanning; Detection mode: multiple-reaction monitoring (MRM); Electron spray voltage: 5000V; Ion source temperature: 350 ℃; Assisted gas Gas1 pressure: 60psi; Assisted gas Gas2 pressure: 50psi; Remove a bunch voltage (DP): 40V; Impact energy (CE): 20V; Ion pair is chosen as: qualitative ion pair m/z139.1>109.0, and 139.1>81.1, quota ion is to m/z139.1>109.0.
In a preferred embodiment, the detection method of sesamol in essence and flavoring agent described in invention, wherein the preparation steps of external standard method standard solution used is as follows: take 0.1g sesamol, be accurate to 0.0001g, after dissolving with methyl alcohol, be transferred in 1000mL volumetric flask, and constant volume, be decided to be standard reserving solution; Pipette respectively 0.01mL, 0.05mL, 0.1mL, 0.5mL, the standard reserving solution of 1.0mL, in 100mL volumetric flask, is used extractant constant volume, and the concentration of sesamol is 0.01 μ g/mL, 0.05 μ g/mL, 0.1 μ g/mL, 0.5 μ g/mL, 1.0 μ g/mL.
In a preferred embodiment, the detection method of sesamol in essence and flavoring agent described in invention, wherein the computing method of sesamol content are: first the chromatographic peak area with the detected object of standard solution carries out regretional analysis to its respective concentration, obtains typical curve; The chromatographic peak area of the object then sample solution being detected, substitution typical curve, obtains the sesamol concentration in sample, can calculate thus the content of sesamol in essence spice for cigarette.
Detection method of the present invention is optimized the disposal route of sample and chromatographic condition, has reached following effect:
(1) detection time is short: adopting the present invention to measure the sesamol content cycle in essence spice for cigarette only needed about 6 minutes; Can detect more than 220 sample every day.
(2) the present invention have advantages of easy and simple to handle, highly sensitive, the recovery is high and reproducible: the chromatographic condition of the inventive method makes the chromatographic peak of sesamol separated with impurity chromatographic peak better, and there is good linear dependence, detection is limited to 0.002 μ g/mL, average recovery rate is 90.8%~102.5%, average relative standard deviation RSD<5% (n=6).
Accompanying drawing explanation
Fig. 1 is the process flow diagram of detection method of the present invention;
Fig. 2 is that in embodiment 1, concentration is the chromatogram of sesamol in the standard solution of 0.5 μ g/mL;
Fig. 3 is the chromatogram of sample solution in embodiment 1;
Fig. 4 is the mass spectrogram of sesamol;
Fig. 5 is the typical curve that embodiment 1 obtains.
Embodiment
Below in conjunction with embodiment, embodiment of the present invention are described in detail, but it will be understood to those of skill in the art that the following example is only for the present invention is described, and should not be considered as limiting scope of the present invention.Unreceipted actual conditions person in embodiment, carries out according to the condition of normal condition or manufacturer's suggestion.The unreceipted person of production firm of agents useful for same or instrument, being can be by the conventional products of commercial acquisition.
The present embodiment detects sesamol content in essence spice for cigarette, and detection method is as described below, and the process flow diagram of described detection method as shown in Figure 1.
(1) take 0.1g sesamol (analyzing pure), be accurate to 0.0001g, after dissolving with methyl alcohol, be transferred in 1000mL volumetric flask, and constant volume, be decided to be standard reserving solution; Pipette respectively 0.01mL, 0.05mL, 0.1mL, 0.5mL, the standard reserving solution of 1.0mL is in 100mL volumetric flask, with 10%(v/v) methanol aqueous solution constant volume, the concentration of sesamol is 0.01 μ g/mL, 0.05 μ g/mL, 0.1 μ g/mL, 0.5 μ g/mL, 1.0 μ g/mL.Mark liquid lucifuge 4 ℃ of preservations, are positioned over while taking under normal temperature, can use after reaching normal temperature.Do weekly graticule one time;
(2) preparation of sample solution: take the essence spice for cigarette sample to be measured of 0.1g left and right, be placed in 25mL conical flask; Accurately add 10% methanol aqueous solution 10mL, ultrasonic 30min under room temperature, with after the organic membrane filtration of 0.22 μ m, obtains sample solution, to be analyzed in 4 ℃ of preservations;
(3) chromatographiccondition is for adopting Féraud door C
18liquid-phase chromatographic column, chromatogram column temperature is 30 ℃, and sample size is 10 μ L, and flow velocity is 0.2ml/min; Mobile phase: A is acetonitrile, and B is 5mmoL/L ammonium acetate solution (containing 0.1% (v/v) acetic acid), adopts isocratic elution program, volume ratio 50:50.Elution time is 6min altogether.Concentration is that the stratographic analysis of the standard solution of 0.5 μ g/mL the results are shown in Figure 2; The stratographic analysis of sample solution the results are shown in Figure 3;
(4) mass spectrophotometry condition is ion gun: electron spray ionisation source (ESI); Scan mode: positive ion scanning; Detection mode: multiple-reaction monitoring (MRM); Electron spray voltage: 5000V; Ion source temperature: 350 ℃; Assisted gas Gas1 pressure: 60psi; Assisted gas Gas2 pressure: 50psi; Remove a bunch voltage (DP): 40V; Impact energy (CE): 20V.The mass spectrogram of sesamol is shown in Fig. 4.The principle order high according to fragment abundance, selectivity is high, determine that ion pair is chosen as: qualitative ion pair m/z139.1>109.0,139.1>81.1, quota ion is to m/z139.1>109.0.
(4) calculating of sesamol content in essence spice for cigarette: first the chromatographic peak area with the detected object of standard solution carries out regretional analysis to its respective concentration, obtains typical curve (see figure 5); The data such as the regression equation corresponding with typical curve, related coefficient are as shown in table 1.
The typical curve of table 1 sesamol and detectability
Then the chromatographic peak area that detects object sample being recorded, substitution typical curve, obtains the sesamol concentration in sample, calculates thus the content of sesamol in essence spice for cigarette, and computing formula is as follows
m=(A×S)/n
In formula:
The content of sesamol in m-every gram essence spice for cigarette, unit is every gram of microgram (μ g/g);
The concentration of sesamol in A-sample (μ g/mL);
S-liquor capacity (mL);
N-the take quality (g) of sample.
From table 1 and Fig. 4, the chromatographic condition adopting makes the chromatographic peak of sesamol separated with impurity chromatographic peak better, and has good correlativity, and detectability is at 0.002 μ g/mL.The content of the sesamol of the present embodiment sample is 5.1 μ g/g.
Embodiment 2
The present embodiment detects the repeatability of the inventive method and recovery of standard addition, and detection method is as described below.
Adopt the recovery of Standard Addition Method for Determination method of the present invention.Take essence spice for cigarette sample to be measured (this sample is identical with essence and flavoring agent sample used in embodiment 1 step (2)) 0.1g, each three parts, add respectively wherein 0.001mL, 0.005mL, the sesamol standard reserving solution of preparation in 0.01mL embodiment 1 step (1), then according to the compound method in embodiment 1 step (2) " preparation of sample solution ", prepare mark-on sample solution, each sample is measured respectively 6 times, the condition of chromatogram and mass spectrophotometry is with embodiment 1, according to the recovery of standard addition of sesamol in Analysis result calculation this method essence spice for cigarette, result is as shown in table 2,
The recovery of sesamol and repeatability (n=6) in table 2 essence spice for cigarette
As can be seen from Table 2, in 3 mark-on levels, utilize the recovery of sesamol in the method detection essence spice for cigarette between 90.8%~102.5%, the relative standard deviation of sample test result is less than 5%, illustrates that the recovery of this law is higher, and repeatability better.
Claims (9)
1. a detection method for sesamol in essence and flavoring agent, the method adopts Liquid Chromatography-Tandem Mass Spectrometry method to measure, and adopts external standard method quantitative.
2. the detection method of claim 1, wherein said essence and flavoring agent is essence spice for cigarette,
Preferably, described essence and flavoring agent sample is used the sesamol in methanol extraction sample;
Preferably, the methyl alcohol of extraction use is that concentration is 8~12%(v/v) methanol aqueous solution, more preferably, the methyl alcohol of extraction use is that concentration is 10%(v/v) methanol aqueous solution.
3. the detection method of claim 2, wherein the mode of extraction is ultrasonic extraction.
4. the detection method of claim 1, the preparation process of wherein said essence and flavoring agent sample is as follows: take appropriate essence and flavoring agent sample to be measured, add appropriate methanol aqueous solution, ultrasonic extraction under room temperature, after filtration, obtains sample solution.
5. the detection method of claim 1, wherein chromatographiccondition is following (i) one or more in (v):
(i) adopt C18 chromatographic column,
Preferably, the specification of described chromatographic column is 50mm * 2.1mm i.d., 2.6 μ m particle diameters.
(ii) chromatogram column temperature is 28~32 ℃, is preferably 30 ℃,
(iii) sample size is 8~12 μ L, is preferably 10 μ L,
(iv) mobile phase: acetonitrile-ammonium acetate-acetic acid-aqueous solution,
Preferred mobile phase: A is acetonitrile, and B is 5mmoL/L ammonium acetate solution (containing 0.1% acetic acid), adopts isocratic elution program, volume ratio 50:50,
(v) flow velocity is 0.1~0.3ml/min, is preferably 0.2ml/min,
(vi) the about 6min of elution time.
6. the detection method of claim 1, wherein mass spectrophotometry condition is following (i) one or more in (iii):
(i) with electron spray ion trap tandem mass spectrometry, measure sesamol,
(ii) ion gun: electron spray ionisation source (ESI);
(iii) to select ion pair qualitative, preferred ion pair is: qualitative ion pair m/z139.1>109.0, and 139.1>81.1, quota ion is to m/z139.1>109.0.
7. the detection method of claim 6, wherein mass spectrophotometry condition is: scan mode: positive ion scanning; Detection mode: multiple-reaction monitoring (MRM); Electron spray voltage: 5000V; Ion source temperature: 350 ℃; Assisted gas Gas1 pressure: 60psi; Assisted gas Gas2 pressure: 50psi; Remove a bunch voltage (DP): 40V; Impact energy (CE): 20V.
8. the detection method of claim 1, wherein chromatographiccondition is: chromatographic column adopting Féraud door C
18liquid-phase chromatographic column, chromatogram column temperature is 30 ℃, and sample size is 10 μ L, and flow velocity is 0.2ml/min; Mobile phase: A is acetonitrile, and B is 5mmoL/L ammonium acetate solution (containing 0.1% acetic acid), adopts isocratic elution program, volume ratio 50:50, and elution time is about 6min altogether.
9. the detection method of claim 1, wherein the preparation steps of external standard method standard solution used is as follows: take 0.1g sesamol, be accurate to 0.0001g, after dissolving with methyl alcohol, be transferred in 1000mL volumetric flask, and constant volume, be decided to be standard reserving solution; Pipette respectively 0.01mL, 0.05mL, 0.1mL, 0.5mL, the standard reserving solution of 1.0mL, in 100mL volumetric flask, is used extractant constant volume, and the concentration of sesamol is 0.01 μ g/mL, 0.05 μ g/mL, 0.1 μ g/mL, 0.5 μ g/mL, 1.0 μ g/mL.
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