CN106908540A - One grow tobacco and tobacco product in nicotine chiral analysis high performance liquid chromatography - Google Patents
One grow tobacco and tobacco product in nicotine chiral analysis high performance liquid chromatography Download PDFInfo
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- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
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- G—PHYSICS
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- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N30/00—Investigating or analysing materials by separation into components using adsorption, absorption or similar phenomena or using ion-exchange, e.g. chromatography or field flow fractionation
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Abstract
The invention discloses one grow tobacco and tobacco product in nicotine chiral analysis high performance liquid chromatography, it is characterised in that：By tobacco and tobacco product sample drying, crush and sieving, sample is by after sodium hydroxide solution infiltration, using methyl tertiary butyl ether(MTBE) and methanol solution extraction, after extract is purified through Dispersive solid phase extraction, analyzed using chiral column positive liquid chromatogram UV-detector, using S () nicotine in areas of peak normalization method quantitative determination tobacco and tobacco product and the ratio of R (+) nicotine.The detection method that this method is provided, sample extraction purification method is simply efficient, it is possible to decrease pollution of the sample liquid to chromatographic column, liquid phase detection method sensitivity is high, and analysis time is short, disclosure satisfy that the chiral analysis of nicotine in high-volume tobacco and tobacco product sample.
Description
Technical field
The present invention relates to tobacco and tobacco product chemical constituents determination method, and in particular to one grow tobacco and tobacco product in
The chiral analysis high performance liquid chromatography of nicotine.
Background technology
Nicotine, is also nicotine, is a kind of alkaloid being present in plant of Solanaceae, is also the important component of tobacco.Cigarette
Base molecule contains 2 carbon atoms on a chiral centre, i.e. nafoxidine ring, so nicotine has two enantiomers：S-(-)-
Nicotine and R- (+)-nicotine.Two enantiomers of nicotine have entirely different content, metabolic mechanism and physiological property.Therefore need to enter
The chiral analysis of nicotine in row tobacco and tobacco product.
The current chiral analysis on nicotine, are mainly studied, for example Application No. using gas chromatography
201610663534.1 patent《A kind of chiral analysis method of nicotine in cigarette shreds》, the method pre-treatment step complexity,
And detection time reaches 140min, it is impossible to meet the detection of a large amount of samples, not yet it is related in tobacco and tobacco product at present
The efficient liquid-phase chromatography method of the chiral analysis of nicotine.It is therefore desirable to develop, a kind of sensitivity is high, precision is good, it is large quantities of to be adapted to
The method of S- (-)-nicotine and R- (+)-nicotine in amount accurate quantitative analysis tobacco and tobacco product.Chiral column-positive liquid chromatogram is purple
External detector has an obvious advantage in terms of isomer separation, therefore establishes tobacco and tobacco product by many experiments
The chiral positive liquid chromatogram ultraviolet detection analysis method of nicotine, the method is particularly suited for the chirality point of nicotine in a large amount of samples
Analysis.
The content of the invention
The purpose of the present invention has carried out pre-treating method exactly with nicotine as research object to tobacco and tobacco product sample
Research, establishes the analysis of the tobacco and nicotine optical isomer in tobacco product of chiral column-positive liquid chromatogram ultraviolet detection
Method, realizes the Accurate Determining to nicotine optical antipode S- (-)-nicotine and R- (+)-nicotine in tobacco and tobacco product.
The purpose of the present invention is achieved through the following technical solutions：By tobacco and tobacco product sample drying, crush
And sieving, sample is by after sodium hydroxide solution infiltration, using methyl tertiary butyl ether(MTBE) and methanol solution extraction, extract is through matrix
After dispersive solid-phase extraction purification, analyzed using chiral column-positive liquid chromatogram UV-detector, it is fixed using areas of peak normalization method
The ratio of S- (-)-nicotine and R- (+)-nicotine in amount detection tobacco and tobacco product.Comprise the following steps that：
1. the preparation of standard liquid：S- (-)-nicotine standard product of about 100.0 mg are weighed, with n-hexane and methanol solution（98:
2, V/V）Dilution constant volume is configured to S- (-)-nicotine standard deposit that concentration is about 2.0 mg/mL in 50 mL brown volumetric flasks
Liquid；R- (+)-nicotine standard product of about 50.0 mg are weighed, with n-hexane and methanol solution（98:2, V/V）Dilute constant volume to 50
In mL brown volumetric flasks, R- (+)-nicotine standard storing solution that concentration is about 1.0 mg/mL is configured to；Using S- (-)-nicotine mark
Quasi- storing solution and R- (+)-nicotine standard storing solution dilution, prepare S- (-)-nicotine and R- (+)-nicotinic density are respectively 100 μ
The mixed standard solution of g/mL and 5 μ g/mL, dilution obtains S- (-)-nicotine and R- (+)-nicotine of 100 μ g/mL respectively in addition
Standard liquid.
2. the mixing of tobacco and tobacco product sample：Tobacco and tobacco product sample are placed in 40oIn C baking ovens, 1 hour
Tobacco and tobacco product are taken out afterwards, 0.45 mm pore size standard screen is crossed after crushing.
3. the extraction of tobacco and tobacco product sample：Sample that 0.3 g crushed is weighed in 15mL tool plug centrifuge tubes,
Add the sodium hydroxide solution of 2.0 mL 5%, vortex 1min that 10 min infiltration samples are stood after mixing.Take 10 mL methyl- tert fourths
Base ether and methyl alcohol（90:10, V/V）Solution in centrifuge tube, and on vortex mixer with the min of 4000 rpm velocity fluctuations 30.
4. the purification of extract：Take 1.5 mL extraction supernatant in 2 mL purification centrifuge tube in（Include the anhydrous sulphur of 150 mg
Sour magnesium, 25 mg PSA adsorbents, 7.5 mg GCB adsorbents are referred to as Dispersive solid phase extraction material）, in vortex mixer
On with 4000 rpm vibrate 2 min, with 10000 rpm be centrifuged 1min.Take supernatant and cross 0.45 μm of laggard liquid phase of organic phase filter membrane
Analysis.
5. Normal-phase HPLC condition：Using control standard specimen（That is mixed standard solution）With nicotine chromatogram in sample
The retention time at peak carries out the qualitative analysis of S- (-)-nicotine and R- (+)-nicotine, peak area is normalized quantitative S- (-)-
Nicotine and R- (+)-nicotine account for the ratio of total nicotine.Analytical column be Chiralcel OD-H liquid-phase chromatographic columns (mm of column length 250,
The mm of internal diameter 4.6,5 μm of fixing phase particle diameter)；Mobile phase is n-hexane and methanol solution（98:2, V/V）, the mL/min of flow velocity 1；
Isocratic elution；30 DEG C of column temperature；The μ L of sampling volume 10；The nm of UV-detector Detection wavelength 252；The min of analysis time 15.
The invention provides one grow tobacco and tobacco product in nicotine chiral analysis high performance liquid chromatography, with following
Excellent results：Pollution of the sample liquid to chromatographic column can be lowered, liquid phase detection method sensitivity is high, and analysis time is short, and it is right to realize
The baseline separation of S- (-)-nicotine and R- (+)-nicotine, the detection limit of R- (+)-nicotine（LOD）It is 0.08%, disclosure satisfy that large quantities of
The chiral analysis of nicotine in amount tobacco and tobacco product sample.
Brief description of the drawings
Fig. 1 is the chromatogram of mixed standard solution,
Fig. 2 is the chromatogram of tobacco and tobacco product sample.
Specific embodiment
The present invention is further described by specific examples below, but does not limit the present invention.
1. instrument and reagent
The high performance liquid chromatographs of Agilent 1260 prepare UV-detector（Agilent companies of the U.S.）, AE163 electronic balances
（Sensibility reciprocal：0.0001 g, Mettler companies of Switzerland）, high speed disintegrator（Wuhan Yin Cai Science and Technology Ltd.s）, the U.S.
Coleparmer Votex-Genie vortex oscillators, German SIGMA 3-30K- high speed desktops frozen type centrifuge.N-hexane
（Chromatographically pure）, NaOH（Analysis is pure）, methyl alcohol（Chromatographically pure）, S- (-)-nicotine standard product（CAS：54-11-5）, R- (+)-
Nicotine standard product（CAS：25162-00-9）.
2. the preparation of standard liquid
S- (-)-nicotine standard product of about 100.0 mg are weighed, with n-hexane and methanol solution（98:2, V/V）Dilute constant volume to 50
In mL brown volumetric flasks, S- (-)-nicotine standard storing solution that concentration is about 2.0 mg/mL is configured to；Weigh about 50.0 mg's
R- (+)-nicotine standard product, with n-hexane and methanol solution（98:2, V/V）Dilution constant volume is prepared in 50 mL brown volumetric flasks
It is about R- (+)-nicotine standard storing solution of 1.0 mg/mL into concentration；Using S- (-)-nicotine standard storing solution and R- (+)-cigarette
Alkali standard reserving solution dilutes, and prepares S- (-)-nicotine and R- (+)-nicotinic density is respectively the mixing of 100 μ g/mL and 5 μ g/mL
Standard liquid, dilution obtains S- (-)-nicotine and R- (+)-nicotine standard solution of 100 μ g/mL respectively in addition.
3. the mixing of tobacco and tobacco product sample：Tobacco and tobacco product sample are placed in 40oIn C baking ovens, 1 hour
Tobacco and tobacco product are taken out afterwards, 0.45 mm pore size standard screen is crossed after crushing.
4. the extraction of tobacco and tobacco product sample：Sample that 0.3 g crushed is weighed in 15mL tool plug centrifuge tubes,
Add the sodium hydroxide solution of 2.0 mL 5%, vortex 1min that 10 min infiltration samples are stood after mixing.Take 10 mL methyl- tert fourths
Base ether and methyl alcohol（90:10, V/V）Solution in centrifuge tube, and on vortex mixer with the min of 4000 rpm velocity fluctuations 30.
5. the purification of extract：Take 1.5 mL supernatants in 2 mL purification centrifuge tube in（Include 150 mg anhydrous slufuric acids
Magnesium, 25 mg PSA adsorbents, 7.5 mg GCB adsorbents）, on vortex mixer with 4000 rpm vibrate 2 min, with
10000 rpm are centrifuged 1min.Take supernatant and cross 0.45 μm of laggard liquid phase analysis of organic phase filter membrane.
6. Normal-phase HPLC condition：Carried out with the retention time of nicotine chromatographic peak in sample using control standard specimen
The qualitative analysis of S- (-)-nicotine and R- (+)-nicotine, quantitative S- (-)-nicotine and R- (+)-nicotine are normalized to peak area
Account for the ratio of total nicotine.Analytical column is that (mm of column length 250, the mm of internal diameter 4.6 are fixed Chiralcel OD-H liquid-phase chromatographic columns
5 μm of phase particle diameter)；Mobile phase is n-hexane and methanol solution（98:2, V/V）, the mL/min of flow velocity 1；Isocratic elution；Column temperature 30
℃；The μ L of sampling volume 10；The nm of UV-detector Detection wavelength 252；The min of analysis time 15.
7. the detection limit of R- (+)-nicotine
The chiral composition of nicotine generally accounts for the percentage of total nicotine to represent with R- (+)-nicotine.It is the inspection of assessment R- (+)-nicotine
Rising limit, the inventive method adds the standard liquid of R- (+)-nicotine in the standard liquid of S- (-)-nicotine.Result shows, S-
The response signal of R- (+)-nicotine can be observed in the standard liquid of (-)-nicotine, quota ion peak area is normalized
Afterwards, the ratio of R- (+)-nicotine is 0.08% in the standard liquid of S- (-)-nicotine（Peak area is relative to total nicotine peak area）, with
This as this method R- (+)-nicotine detection limit.
8. in tobacco and tobacco product sample nicotine chiral analysis example
The tobacco and tobacco product sample that will be processed according to above-mentioned steps carry out Normal-phase HPLC analysis；Using to sighting target
Sample carries out qualitative point of S- (-)-nicotine and R- (+)-nicotine with the retention time of tobacco and tobacco product sample nicotine chromatographic peak
Analysis, quantitative S- (-)-nicotine is normalized to peak area and R- (+)-nicotine accounts for the ratio of total nicotine.
10 tobaccos and tobacco product sample are analyzed using the method, the results are shown in Table 1.
9. the precision of analysis method
Taking same tobacco and tobacco product sample carries out 5 times in a few days and parallel determination in the daytime, has investigated the precision of the inventive method
Degree, the results are shown in Table 2 and table 3.Result shows, the in a few days and in the daytime measurement result of R- (+)-nicotine in tobacco and tobacco product sample
The coefficient of variation be respectively 4.48% and 7.73%, precision is preferable.
Above-mentioned 10 tobaccos and tobacco product sample are detected using the method in specific embodiment.Detect
The chromatogram for arriving is as depicted in figs. 1 and 2.
Claims (5)
1. one grow tobacco and tobacco product in nicotine chiral analysis high performance liquid chromatography, it is characterised in that：By tobacco and cigarette
Straw-made articles sample drying, crushing and sieving, sample are molten using methyl tertiary butyl ether(MTBE) and methyl alcohol by after sodium hydroxide solution infiltration
Liquid is extracted, and after extract is purified through Dispersive solid phase extraction, is analyzed using chiral column-positive liquid chromatogram UV-detector,
Using the ratio of S- (-)-nicotine and R- (+)-nicotine in areas of peak normalization method quantitative determination tobacco and tobacco product, specific step
It is rapid as follows：
1) preparation of standard liquids：S- (-)-nicotine standard product of about 100.0 mg are weighed, it is dilute with n-hexane and methanol solution
Constant volume is released in 50 mL brown volumetric flasks, S- (-)-nicotine standard storing solution that concentration is about 2.0 mg/mL is configured to；Weigh
The R- (+) of about 50.0 mg-nicotine standard product, constant volume is diluted in 50 mL brown volumetric flasks with n-hexane and methanol solution, is matched somebody with somebody
It is made R- (+)-nicotine standard storing solution that concentration is about 1.0 mg/mL；Using S- (-)-nicotine standard storing solution and R- (+)-
Nicotine standard storing solution dilutes, and prepares S- (-)-nicotine and R- (+)-nicotinic density is respectively the mixed of 100 μ g/mL and 5 μ g/mL
Standardization solution, dilution obtains S- (-)-nicotine and R- (+)-nicotine standard solution of 100 μ g/mL respectively in addition；
2) mixing of tobaccos and tobacco product sample：Tobacco and tobacco product sample are placed in 40oIn C baking ovens, will after 1 hour
Tobacco and tobacco product are taken out, and 0.45 mm pore size standard screen is crossed after crushing；
3) extraction of tobaccos and tobacco product sample：Sample that 0.3 g crushed is weighed in 15mL tool plug centrifuge tubes, is added
The sodium hydroxide solution of 2.0 mL 5%, vortex 1min stands 10 min infiltration samples after mixing, take 10 mL methyl tertbutyls
Ether/methanol solution in centrifuge tube, and on vortex mixer with the min of 4000 rpm velocity fluctuations 30；
4) purification of extracts：Supernatant is contained within the net of Dispersive solid phase extraction material in 2 mL after taking 1.5 mL extractions
Change in centrifuge tube, in 2 min are vibrated with 4000 rpm on vortex mixer, 1 min is centrifuged with 10000 rpm, take supernatant mistake
0.45 μm of laggard liquid phase analysis of organic phase filter membrane；
5) Normal-phase HPLCs condition：Analytical column is Chiralcel OD-H liquid-phase chromatographic columns, and column length 250 mm is interior
The mm of footpath 4.6,5 μm of fixing phase particle diameter；Mobile phase is n-hexane and methanol solution, the mL/min of flow velocity 1；Isocratic elution；Column temperature
30 ℃；The μ L of sampling volume 10；The nm of UV-detector Detection wavelength 252；The min of analysis time 15；Using control standard specimen and sample
The retention time of nicotine chromatographic peak carries out the qualitative analysis of S- (-)-nicotine and R- (+)-nicotine in product, and normalizing is carried out to peak area
Change quantitative S- (-)-nicotine and R- (+)-nicotine accounts for the ratio of total nicotine.
2. in tobacco according to claim 1 and tobacco product nicotine chiral analysis high performance liquid chromatography, its feature
It is：Step 3) in methyl tertiary butyl ether(MTBE)/methanol solution volume ratio 90:10.
3. in tobacco according to claim 1 and tobacco product nicotine chiral analysis high performance liquid chromatography, its feature
It is：Step 4) described in Dispersive solid phase extraction material be the 25 mg PSA adsorbents containing 150 mg anhydrous magnesium sulfates,
7.5 mg GCB adsorbents.
4. in tobacco according to claim 1 and tobacco product nicotine chiral analysis high performance liquid chromatography, its feature
It is：Step 5) in mobile phase n-hexane and methyl alcohol volume ratio be 98:2 .
5. in tobacco according to claim 1 and tobacco product nicotine chiral analysis high performance liquid chromatography, its feature
It is：Step 1）The volume ratio of n-hexane and methanol solution is 98 when Plays solution is prepared:2.
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Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN109619660A (en) * | 2019-02-18 | 2019-04-16 | 湖北和诺生物工程股份有限公司 | A method of extracting R- nicotine from tobacco waste |
| CN111983110A (en) * | 2020-09-03 | 2020-11-24 | 国家烟草质量监督检验中心 | Chiral analysis method for nicotine and main metabolites thereof in blood plasma |
| CN111983108A (en) * | 2020-09-03 | 2020-11-24 | 国家烟草质量监督检验中心 | Chiral analysis method for main alkaloids in electronic smoke sol |
| CN111983109A (en) * | 2020-09-03 | 2020-11-24 | 国家烟草质量监督检验中心 | Chiral analysis method of alkaloid in tobacco or tobacco product |
| CN115201345A (en) * | 2021-04-12 | 2022-10-18 | 湖南中烟工业有限责任公司 | Sample pretreatment and detection method for moisture and/or nicotine in tobacco and tobacco products |
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Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109619660A (en) * | 2019-02-18 | 2019-04-16 | 湖北和诺生物工程股份有限公司 | A method of extracting R- nicotine from tobacco waste |
| CN109619660B (en) * | 2019-02-18 | 2021-09-28 | 湖北和诺生物工程股份有限公司 | Method for extracting R-nicotine from tobacco waste |
| CN111983110A (en) * | 2020-09-03 | 2020-11-24 | 国家烟草质量监督检验中心 | Chiral analysis method for nicotine and main metabolites thereof in blood plasma |
| CN111983108A (en) * | 2020-09-03 | 2020-11-24 | 国家烟草质量监督检验中心 | Chiral analysis method for main alkaloids in electronic smoke sol |
| CN111983109A (en) * | 2020-09-03 | 2020-11-24 | 国家烟草质量监督检验中心 | Chiral analysis method of alkaloid in tobacco or tobacco product |
| CN111983109B (en) * | 2020-09-03 | 2022-07-12 | 国家烟草质量监督检验中心 | Chiral analysis method of alkaloid in tobacco or tobacco product |
| CN111983110B (en) * | 2020-09-03 | 2022-07-12 | 国家烟草质量监督检验中心 | Chiral analysis method for nicotine and main metabolites thereof in blood plasma |
| CN111983108B (en) * | 2020-09-03 | 2022-07-12 | 国家烟草质量监督检验中心 | Chiral analysis method for main alkaloids in electronic smoke sol |
| CN115201345A (en) * | 2021-04-12 | 2022-10-18 | 湖南中烟工业有限责任公司 | Sample pretreatment and detection method for moisture and/or nicotine in tobacco and tobacco products |
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Application publication date: 20170630 |