CN103499632A - Paper-based electrospray ionization mass spectrometry fingerprint technology and construction method thereof - Google Patents
Paper-based electrospray ionization mass spectrometry fingerprint technology and construction method thereof Download PDFInfo
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- CN103499632A CN103499632A CN201310424873.0A CN201310424873A CN103499632A CN 103499632 A CN103499632 A CN 103499632A CN 201310424873 A CN201310424873 A CN 201310424873A CN 103499632 A CN103499632 A CN 103499632A
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Abstract
The invention provides a paper-based electrospray ionization mass spectrometry fingerprint technology and a construction method thereof. The paper-based electrospray ionization mass spectrometry fingerprint technolog comprises the steps of (1) manufacturing a paper-based carrier; (2) performing a paper-based eelctrospray test: aligning the tip end of the paper-based carrier to a mass spectrometry entrance, dropping a sample at the center position, loading a high-voltage electric field, dropping a spray solvent for dissolving active components in the sample, moving to the tip end of the paper-based carrier under the action of the high-voltage electric field to form a Taylor cone at the tip end, generating charged spray liquid drops, ionizing the active components and performing the mass spectrometry; (3) recording the mass spectrometry; (4) obtaining a fingerprint; (5) obtaining a standard fingerprint: calculating the standard fingerprint by an averaging method; (6) analyzing main components: performing quality evaluation, true and false identification and source distinguishing through main component analysis. The invention provides a brand-new high-flux mass spectrometry fingerprint analysis method which does not comprise sample pretreatment and chromatographic separation, thus quality monitoring for liquid Chinese herbal preparations or an extracting solution sample is facilitated.
Description
Technical field
The present invention relates to a kind of brand-new fingerprint pattern technology and construction method thereof, be specifically related to adopt the mass spectrum fingerprint pattern based on active component of paper substrate electro-spray ionization technology direct construction liquid Chinese medicine preparation or extract sample, from the inherent quality of whole looks assurance liquid Chinese medicine preparation or extract.
Background technology
Finger-print is a kind of effective means that characterizes Chinese medicine or Chinese medicine preparation ingredient and its relationship between quality, is the effective means of estimating Chinese medicine or Chinese medicine preparation total quality.The mechanisms such as the medicinal and fragrant plant association of China and U.S.A state food drug surveilance office, German medicinal plant association, British Herbal Pharmacopoeia, India herbal medicine allusion quotation and Canada are one of content using finger-print as quality control standard all.Conventional fingerprint analysis method is chromatography, and high performance liquid chromatography is the most ripe at present chromatographic fingerprinting technology, and its research report is also very extensive.But Chinese medicine or Chinese medicine preparation for the system complexity, high performance liquid chromatography need to spend long time and carry out chromatographic resolution, and also need to carry out complicated loaded down with trivial details sample pre-treatments before instrumental analysis, this just makes, and this technology can't meet fast, the requirement of high throughput analysis.Normal pressure open type mass spectrum can directly carry out fingerprint map analyzing under condition of normal pressure, do not need through sample pre-treatments and chromatographic resolution, therefore, greatly shorten analysis time, a complete fingerprint map analyzing only need to be less than the time of one minute, and this has just met fast and the requirement of high throughput analysis.The paper substrate electron spray is a kind of normal pressure open type Ionization Techniques In Mass Spectrometry, and this technology is very suitable for the direct mass spectrophotometry of fluid sample.Adopt quick, efficient, the high flux mass spectrum fingerprint pattern based on active component of paper substrate electro-spray ionization technique construction liquid Chinese medicine preparation or extract sample, the inherent quality that comprehensively reflects on the whole liquid Chinese medicine preparation or extract sample, for a kind of technological means directly perceived, easy, effective, reliable that provides is provided in quality control.
Summary of the invention
The object of the invention is to quality assessment for liquid Chinese medicine preparation or extract sample, source is distinguished and the true and false is differentiated and provided a kind of brand-new without the high flux fingerprint analysis method that carries out sample pre-treatments and chromatographic resolution, for quick quality monitoring and the quality examination of liquid Chinese medicine preparation or extract provides a kind of new technical basis.
The technical scheme that adopted to achieve the object of the present invention: with paper substrate electro-spray ionization technique construction liquid Chinese medicine preparation or the direct mass spectrum fingerprint pattern of extract based on active component, specifically comprise the steps:
(1) making of paper substrate carrier: adopt filter paper, chromatographic paper or chromatographic paper to make isosceles triangle paper substrate carrier, the base of isosceles triangle is with height than being 1:2, and typical paper substrate carrier size is the wide 5mm in base, high 10mm;
(2) paper substrate electron spray test: the paper substrate carrier is fixed on three-dimensional transfer table by antimagnetic type tweezer, make that drift angle is most advanced and sophisticated aims at the mass spectrum entrance and apart from mass spectrum entrance 5-15mm, the liquid Chinese medicine preparation of 1-5 μ L or extract sample drop are added to the center of paper substrate carrier, after sample dries naturally, high-voltage electric field by incite somebody to action ± 3.0-5.0kV of antimagnetic type tweezer is added on the paper substrate carrier, then the conducted electricity spraying solvent of 5-20 μ L is dripped on the paper substrate carrier, the active component in sample is separated out in the spraying solvolysis of conduction, most advanced and sophisticated mobile to the drift angle of paper substrate carrier under the effect of high-voltage electric field, at the most advanced and sophisticated taylor cone that forms of drift angle, then form charged spray droplet, make the active component ionization, entering mass spectral:mass spectrographic mass analyzer is analyzed,
(3) mass spectrum record: adopt full scan mode record mass spectrogram;
(4) obtain finger-print: the average mass spectrogram that the parallel experiment of three paper substrate electron sprays is obtained, as the paper substrate electrospray ionization mass spectrum finger-print of this sample, is output as .txt or .csv file;
(5) standard finger-print: the test sample finger-print adopts averaging method to be calculated, and generates standard finger-print;
(6) principal component analysis (PCA): the test sample finger-print adopts statistics software to carry out principal component analysis (PCA), thereby carries out quality assessment, true and false discriminating and the source differentiation of sample.
The detection method of the best of the present invention can be implemented by following step: the making of (1) paper substrate carrier: employing chromatographic paper G4 (Whatman International Ltd.Maidstone, England) is made as the wide 5mm of being in base, height is 10mm isosceles triangle paper substrate carrier; (2) paper substrate electron spray test: the paper substrate carrier is fixed on three-dimensional transfer table by antimagnetic type tweezer, make that drift angle is most advanced and sophisticated aims at the mass spectrum entrance and apart from mass spectrum entrance 10mm, the liquid Chinese medicine preparation of 2 μ L or extract sample drop are added to the center of paper substrate carrier, after sample dries naturally, by incite somebody to action+3.5kV of antimagnetic type tweezer or-high-voltage electric field of 4.0kV is added on the paper substrate carrier, then 10 μ L methyl alcohol or acetonitrile solution are dripped and carry out the paper substrate Electrospray Ionization Mass Spectrometry on the paper substrate carriers; (3) mass spectrum record: full scan mode record mass spectrum profile diagram; (4) obtain finger-print: the average mass spectrogram that the parallel experiment of three paper substrate electron sprays is obtained, as the paper substrate electrospray ionization mass spectrum finger-print of sample, is output as .txt or .csv file; (5) standard finger-print: the test sample finger-print adopts averaging method to be calculated, and generates standard finger-print; (6) principal component analysis (PCA): the test sample finger-print adopts statistics software to carry out principal component analysis (PCA), thereby carry out quality assessment, true and false discriminating and source, distinguishes.The invention has the beneficial effects as follows provide a kind of brand-new without carry out sample pre-treatments and chromatographic resolution fast, efficient, high flux mass spectrum fingerprint pattern analysis method, can carry out quality assessment, true and false discriminating and source differentiation to liquid Chinese medicine preparation or extract sample rapidly and accurately, be conducive to the quality monitoring of liquid Chinese medicine preparation or liquid Chinese medicine extract.
Beneficial effect of the present invention is as follows:
(1) the paper substrate electrospray ionization mass spectrum finger-print of setting up by method provided by the invention, can effectively carry out quality assessment, the true and false of liquid Chinese medicine preparation or extract sample and differentiate and the source differentiation, is conducive to the quality of overall monitor product.
(2) mass spectrum fingerprint pattern is focused on each whole facial feature that forms the fingerprint characteristic mass spectra peak, has both avoided judging because measuring one, two chemical composition the one-sidedness of sample quality, has reduced again as the artificial possibility of processing of requisite quality.
(3) the present invention has the advantages such as quick, easy, effective, reliable, meets the demand of high throughput analysis.
(4) the method can be differentiated the true and false quality of product quickly and accurately, and differentiating and originate to distinguish for quality assessment, the true and false of liquid Chinese medicine preparation or extract provides technical basis.
The accompanying drawing explanation
The process of the test schematic diagram of Fig. 1, paper substrate electrospray ionization mass spectrum fingerprint map analyzing.
The paper substrate electrospray ionization mass spectrum finger-print of Fig. 2, abnormal pigmentary deposit on the skin acute diseases such as cholera and sunstroke cold tea. (a) the Huang standard finger-print of imperial abnormal pigmentary deposit on the skin acute diseases such as cholera and sunstroke cold tea that shakes; (b) standard finger-print of safety hall abnormal pigmentary deposit on the skin acute diseases such as cholera and sunstroke cold tea; (c) the second order ms finger-print of ion m/z133; (d) the second order ms finger-print of ion m/z169; (e) the second order ms finger-print of ion m/z191; (f) the second order ms finger-print of ion m/z353; (g) the second order ms finger-print of ion m/z515; (h) the second order ms finger-print of ion m/z685; (i) the second order ms finger-print of ion m/z709; (j) the second order ms finger-print of ion m/z727; (k) the second order ms finger-print of ion m/z845; (1) the second order ms finger-print of ion m/z889; (m) the second order ms finger-print of ion m/z925; (n) the second order ms finger-print of ion m/z955.
Paper substrate electrospray ionization mass spectrum finger-print principal component analysis (PCA) (PCA) figure of Fig. 3, two kinds of separate sources abnormal pigmentary deposit on the skin acute diseases such as cholera and sunstroke cold teas. (a) three-dimensional PCA shot chart; (b) three-dimensional PCA load diagram.
Elaborate technical scheme of the present invention below by embodiment and accompanying drawing thereof, cited embodiment and accompanying drawing are to not restriction of the present invention.
Embodiment
The foundation of the paper substrate electrospray ionization mass spectrum finger-print test method of embodiment 1. abnormal pigmentary deposit on the skin acute diseases such as cholera and sunstroke cold teas
1. instrument and reagent
1.1 instrument Agilent Trap XCT ion trap mass spectrometer, LCMSD Trap5.2 mass spectrum workstation.
1.2 reagent chromatographic paper G4, methyl alcohol (chromatographically pure), secondary redistilled water.
2. experimental section
2.1 the preparation of need testing solution
Abnormal pigmentary deposit on the skin acute diseases such as cholera and sunstroke cold tea, without through sample pre-treatments, is directly used in the paper substrate Electrospray Ionization Mass Spectrometry.
2.2 paper substrate electrospray ionization mass spectrum test
Adopt chromatographic paper cutting G4 to make isosceles triangle paper substrate carrier, paper substrate carrier size is the wide about 5mm in base, high about 10mm.The paper substrate carrier is fixed on three-dimensional transfer table by antimagnetic type tweezer, makes that drift angle is most advanced and sophisticated aims at the mass spectrum entrance and apart from mass spectrum entrance 10mm.The abnormal pigmentary deposit on the skin acute diseases such as cholera and sunstroke cold tea sample drop of 2 μ L is added to the center of paper substrate carrier, after sample dries naturally, one external-4.0kV high-voltage electric field is loaded on the paper substrate carrier by antimagnetic type tweezer, then the methanol solvate of 10 μ L is dripped on the paper substrate carrier, methyl alcohol parses the active component in sample, most advanced and sophisticated mobile to the drift angle of paper substrate carrier under the effect of high-voltage electric field, at the most advanced and sophisticated taylor cone that forms of drift angle, then generate charged spray droplet, make the active component ionization, enter mass spectral:mass spectrographic mass analyzer and analyzed.The process of the test schematic diagram as shown in Figure 1.
2.3 mass spectrum condition
The negative ion detecting pattern, the full scan mode records mass spectrogram, quality of scanning scope m/z100～1000.
The shake standard finger-print of imperial abnormal pigmentary deposit on the skin acute diseases such as cholera and sunstroke cold tea and safety hall abnormal pigmentary deposit on the skin acute diseases such as cholera and sunstroke cold tea of embodiment 2. Huangs
Get 18 batches of qualified Huangs shake imperial abnormal pigmentary deposit on the skin acute diseases such as cholera and sunstroke cold tea sample and 18 batches of qualified safety hall abnormal pigmentary deposit on the skin acute diseases such as cholera and sunstroke cold tea samples, by embodiment 1 condition, carry out the test of paper substrate electrospray ionization mass spectrum fingerprint map analyzing.Background signal for fear of paper substrate carrier and spraying solvent disturbs, and these background signals will be deducted from finger-print.Every batch of sample parallel experiment three times, the finger-print as this sample after the average mass spectrogram background correction signal obtained is output as the .txt file.Adopt averaging method to be calculated, generate the standard finger-print of two kinds of source abnormal pigmentary deposit on the skin acute diseases such as cholera and sunstroke cold teas, see accompanying drawing 2 (a-b).The shake standard finger-print of imperial abnormal pigmentary deposit on the skin acute diseases such as cholera and sunstroke cold tea of Huang is different from the characteristic remarkable of the standard finger-print of safety hall abnormal pigmentary deposit on the skin acute diseases such as cholera and sunstroke cold tea, the characteristic ion peak of two kinds of abnormal pigmentary deposit on the skin acute diseases such as cholera and sunstroke cold teas and ionic strength is all different relatively.
The second order ms finger-print that Fig. 2 (c-n) is 12 principal character ions in abnormal pigmentary deposit on the skin acute diseases such as cholera and sunstroke cold tea paper substrate electrospray ionization mass spectrum standard finger-print.M/z133 ion (malic acid) loses a part water and obtains fragment m/z115.M/z169 ion (gallic acid) loses a part CO
2produce the m/z125 fragment ion.M/z191 (chinic acid and citric acid) ion loses a part H successively
2o, COOH, O obtain m/z173,127,111 fragments.Coffee quininic acid (m/z353) loses a part caffeoyl, quinic acid, caffeic acid, [quinic acid+CO successively
2] obtain m/z191,179,173,135 main fragment.Two coffee quininic acids (m/z515) lose respectively a part caffeoyl and a part [caffeoyl+caffeic acid], obtain fragment m/z353 and 173.Rosamultin isomeride (m/z685) loses a part HCl and a part [HCl+glucose], produces m/z649,487 fragment ions.The Flos Ilicis Asprellae saponin(e: the m/z709 ion produces [M-H-CO
2]
-(m/z665), [M-H-SO
3]
-(m/z629), [C
6h
7o
9s]
-(m/z255) fragment information; The m/z727 ion produces two main fragments, is [M-H-SO
3]-
(m/z647) and [C
6h
7o
9s]
-(m/z255); M/z ion 845 loses a part glucose and obtains the m/z683 peak; The m/z889 ion produces [M-H-SO under the collision induced dissociation condition
3]
-(m/z809), [M-H-glucose]
-(m/z727), [M-H-SO
3-glucose]
-(m/z647), [C
6h
7o
9s]
-(m/z255) mass signal; The m/z925 ion is lost a part SO
3obtain the m/z845 mass signal.Pentacyclic triterpene saponin m/z955 ion loses an one's share of expenses for a joint undertaking glucose and obtains the m/z793 mass signal.These multi-stage ms information play an important role to the evaluation of active component, also can be used as the multi-stage ms finger-print information of abnormal pigmentary deposit on the skin acute diseases such as cholera and sunstroke cold tea simultaneously.
Embodiment 3. paper substrate electrospray ionization mass spectrum finger-prints are distinguished quality assessment and the source of abnormal pigmentary deposit on the skin acute diseases such as cholera and sunstroke cold tea
Get 18 batches of qualified Huangs shake imperial abnormal pigmentary deposit on the skin acute diseases such as cholera and sunstroke cold tea, 18 batches of qualified safety hall abnormal pigmentary deposit on the skin acute diseases such as cholera and sunstroke cold teas, 3 batches of expired Huangs shake imperial abnormal pigmentary deposit on the skin acute diseases such as cholera and sunstroke cold tea and 3 batches of expired safety hall abnormal pigmentary deposit on the skin acute diseases such as cholera and sunstroke cold teas, carry out the test of paper substrate electrospray ionization mass spectrum fingerprint map analyzing by embodiment 1 condition, parallel three times of each sample, using after the average mass spectrogram background correction of three test gained as the finger-print of this sample, and be output as the .csv file.Adopt statistics software to carry out principal component analysis (PCA) (PCA) to the paper substrate electrospray ionization mass spectrum finger-print of abnormal pigmentary deposit on the skin acute diseases such as cholera and sunstroke cold tea, PCA shot chart and load diagram are shown in accompanying drawing 3.12 the characteristic ion played an important role is distinguished in source and obtained good performance in the PCA shot chart, be ion m/z169,191,353,462,515,685,709,727,845,887,889,955.The abnormal pigmentary deposit on the skin acute diseases such as cholera and sunstroke cold tea sample in two kinds of different manufacturers sources is divided into two large classes in the PCA load diagram, shows its visibly different source differentiation.Arrange closely at qualified Huang Zhenlong and safety hall abnormal pigmentary deposit on the skin acute diseases such as cholera and sunstroke cold tea sample number strong point, shows that this two classes sample possesses good quality stability.Expired Huang Zhenlong is more relative with the qualified samples data point discrete with the data point of safety hall abnormal pigmentary deposit on the skin acute diseases such as cholera and sunstroke cold tea sample, and, away from the data point zone of qualified samples, show that the inherent quality of expired abnormal pigmentary deposit on the skin acute diseases such as cholera and sunstroke cold tea sample is significantly different from the inherent quality of qualified abnormal pigmentary deposit on the skin acute diseases such as cholera and sunstroke cold tea sample.
Claims (7)
1. paper substrate electrospray ionization mass spectrum fingerprint pattern technology and construction method thereof, it is characterized in that adopting the mass spectrum fingerprint pattern based on active component of paper substrate electrospray ionization mass spectrum technique construction liquid Chinese medicine preparation or extract sample, the finger-print built is mainly used in the high flux rapid screening of liquid Chinese medicine preparation or extract sample, can effectively carry out quality assessment, true and false discriminating and source and distinguish, specifically comprise the steps:
(1) making of paper substrate carrier: isosceles triangle paper substrate carrier is made in cutting, for loading liquid Chinese medicine preparation or extract sample, carries out the test of paper substrate electron spray;
(2) paper substrate electron spray test: the isosceles triangle paper substrate carrier that cutting is made is clamped with antimagnetic type tweezer, tweezers are fixed on three-dimensional transfer table, adjust three-dimensional transfer table, make the most advanced and sophisticated mass spectrum entrance of aiming at of drift angle of paper substrate carrier, a certain amount of liquid Chinese medicine preparation or extract sample drop are added to the center of paper substrate carrier, after sample dries naturally, by antimagnetic type tweezer, one high-voltage electric field is added on the paper substrate carrier, then a certain amount of spraying solvent is dripped on the paper substrate carrier, the active component in sample is separated out in the spraying solvolysis, most advanced and sophisticated mobile to the drift angle of paper substrate carrier under the effect of high-voltage electric field, at the most advanced and sophisticated taylor cone that forms of drift angle, generate charged spray droplet, make the active component direct ion, enter mass spectral:mass spectrographic mass analyzer,
(3) mass spectrum record: record the mass spectrogram that the test of paper substrate electron spray obtains;
(4) obtain finger-print: the mass spectrum fingerprint pattern using obtained paper substrate electrospray ionization mass spectrum figure as sample;
(5) standard finger-print: the test sample finger-print generates standard finger-print;
(6) principal component analysis (PCA): the test sample finger-print adopts principal component analysis (PCA), carries out quality assessment, true and false discriminating and source and distinguishes.
2. paper substrate electrospray ionization mass spectrum fingerprint pattern technology according to claim 1 and construction method thereof, it is characterized in that in the making of described step (1) paper substrate carrier adopting filter paper, chromatographic paper or chromatographic paper cutting to make isosceles triangle paper substrate carrier, the base of isosceles triangle is with height than being 1:2, and typical paper substrate carrier size is the wide 5mm in base, high 10mm.
3. paper substrate electrospray ionization mass spectrum fingerprint pattern technology according to claim 1 and construction method thereof, the drift angle distance between two tips mass spectrum entrance that it is characterized in that paper substrate carrier in the test of described step (2) paper substrate electron spray is 5-15mm, liquid Chinese medicine preparation or the extract sample size of dropping on the paper substrate carrier is 1-5 μ L, and the high-voltage electric field be carried on the paper substrate carrier is ± 3.0-5.0kV; The spraying solvent of dropping on the paper substrate carrier must have electric conductivity, and the amount of spraying solvent is 5-20 μ L.
4. paper substrate electrospray ionization mass spectrum fingerprint pattern technology according to claim 1 and construction method thereof, is characterized in that the logging mode adopted in described step (3) mass spectrum record is the full scan pattern.
5. paper substrate electrospray ionization mass spectrum fingerprint pattern technology according to claim 1 and construction method thereof, is characterized in that being that described step (4) obtains the average mass spectrogram that the test sample finger-print that obtains in finger-print is the parallel experiment of three paper substrate electron sprays.
6. paper substrate electrospray ionization mass spectrum fingerprint pattern technology according to claim 1 and construction method thereof, after it is characterized in that in described step (5) standard finger-print the mass spectrum fingerprint pattern of test sample is output as to .txt or .csv file, adopt averaging method to be calculated, generate standard finger-print.
7. paper substrate electrospray ionization mass spectrum fingerprint pattern technology according to claim 1 and construction method thereof, after it is characterized in that in described step (6) principal component analysis (PCA) the mass spectrum fingerprint pattern of test sample is output as to .txt or .csv file, the statistics software that employing has the principal component analysis (PCA) function carries out principal component analysis (PCA), carries out quality assessment, true and false discriminating and source according to the principal component analysis (PCA) result and distinguishes.
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Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN106370718A (en) * | 2016-12-08 | 2017-02-01 | 中国食品药品检定研究院 | Rapid measurement method of drug dissolution rate |
| CN109187713A (en) * | 2018-10-17 | 2019-01-11 | 湖南师范大学 | Load paper base, preparation method and ion source and its application |
| CN110184179A (en) * | 2019-06-14 | 2019-08-30 | 山东师范大学 | A kind of integrated reactor and Mass Spectrometry detection method detecting butyrylcholine esterase |
| CN110346463A (en) * | 2018-04-08 | 2019-10-18 | 暨南大学 | A kind of method for building up of Flos Ilicis Asprellae root herb HPLC-ELSD finger-print |
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2013
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Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106370718A (en) * | 2016-12-08 | 2017-02-01 | 中国食品药品检定研究院 | Rapid measurement method of drug dissolution rate |
| CN110346463A (en) * | 2018-04-08 | 2019-10-18 | 暨南大学 | A kind of method for building up of Flos Ilicis Asprellae root herb HPLC-ELSD finger-print |
| CN109187713A (en) * | 2018-10-17 | 2019-01-11 | 湖南师范大学 | Load paper base, preparation method and ion source and its application |
| CN110184179A (en) * | 2019-06-14 | 2019-08-30 | 山东师范大学 | A kind of integrated reactor and Mass Spectrometry detection method detecting butyrylcholine esterase |
| CN110184179B (en) * | 2019-06-14 | 2022-09-06 | 山东师范大学 | Integrated reactor for detecting butyrylcholine esterase and mass spectrum detection method |
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Application publication date: 20140108 |