CN102221599B - Inspection method capable of inspecting traditional Chinese medicine injection tannins - Google Patents
Inspection method capable of inspecting traditional Chinese medicine injection tannins Download PDFInfo
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- CN102221599B CN102221599B CN201110046493.9A CN201110046493A CN102221599B CN 102221599 B CN102221599 B CN 102221599B CN 201110046493 A CN201110046493 A CN 201110046493A CN 102221599 B CN102221599 B CN 102221599B
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Abstract
The invention relates to an inspection method capable of inspecting traditional Chinese medicine injection tannins, and is used for inspecting the tannin impurities of a traditional Chinese medicine injection to control the quality of the traditional Chinese medicine injection. The inspection method provided by the invention is characterized by comprising the following steps: 1) coating a protein absorption membrane with proteins; 2) enabling a traditional Chinese medicine injection solution to be in contact with the protein coated membrane; 3) washing protein coated membrane by utilizing the solution containing organic solvents; and 4) observing the color of sample application speckles and judging the tannins in the traditional Chinese medicine injection. In the inspection method provided by the invention, the concentration of the tannins in the traditional Chinese medicine injection which are inspected by adopting a sample application mode and can reach 0.75-0.25mg/ml, can reach 0.07mg/ml by adopting a filtering mode; the inspection limit quantity is lower than the quantity in the Pharmacopeia (first chapter) of the People's Republic of China (PRC) in 2010 edition; and simultaneously, the interference resistance is strong and is suitable for the inspection of the traditional Chinese medicine injection tannins.
Description
Affiliated technical field
The present invention relates to traditional Chinese medicine determination of foreign matter field, for traditional Chinese medicine tannin class impurity, to control the quality of traditional Chinese medicine.
Technical background
Traditional Chinese medicine is created in the forties in last century the earliest, is started by scholars such as Qian Xinzhong.In China, traditional Chinese medicine has been widely used in clinical and has obtained the approval of industry.One of the version Pharmacopoeia of the People's Republic of China in 2010 (being called for short " Chinese Pharmacopoeia ") has just been included erigeron breviscapus, has been opened the folk prescription such as spirit, 'Zhichuanling and compound injection clearly.Perform meritorious deeds never to be obliterated really in the aspects such as traditional Chinese medicine is advancing form of Chinese drug development, expands the range of application of Chinese medicine, service numerous people health.Safe, effective, quality controllable is still the gross requirement of traditional Chinese medicine.Technologically speaking, industry has solved the validity problem (although mechanism of action is still not exclusively removed) of traditional Chinese medicine substantially, and safety issue is still an industry difficult problem.
But, along with traditional Chinese medicine be widely used in clinically, its bad reaction exposed day by day, particularly lethal bad reaction also have report repeatly.According to current disclosed bad reaction data, the bad reaction of traditional Chinese medicine can be involved each system and internal organs, even causes death.The bad reaction of traditional Chinese medicine is undivided with specific impurity.
Traditional Chinese medicine is mostly plant extracts.As bio-extract, in raw material leaching process, can bring the large molecular impurity of various plants, as protein, nucleic acid etc.Tannin energy and protein bound are common traditional Chinese medicine algogenic substances.The kind of tannin is more, and the monomer of tannin molecule as little in tannic acid, gallic acid etc. also has the tannin macromolecule polyalcohol of different condensation levels.Tannin is unstable, and easily oxidation, polymerization, variable color even produce precipitation, are one of main matter affecting traditional Chinese medicine quality.It is generally acknowledged the pharmacological action of the unlikely participation traditional Chinese medicine of condensed tannin.Because the molecular weight of condensed tannin is larger, orally do not absorb, if traditional Chinese medicine from oral formulations exploitation, condensed tannin is impossible participation curative effect so, also can cause on the contrary bad reaction.Therefore 2010 version " state of People's Republic of China (PRC) pharmacopeia (one) " (hereinafter referred to as " pharmacopeia ") also have the traditional Chinese medicine determination of foreign matter of special control tannin.
Exist the tannin in traditional Chinese medicine to belong to potpourri, the molecular weight of tannin is a uncertain value, and therefore molecular weight and physicochemical property may have larger difference, is difficult to check with the instrument analytical method such as HPLC and/or mass spectrum.
Due to tannin, particularly having the condensed tannin in traditional Chinese medicine is the important impurity that affects traditional Chinese medicine, is therefore necessary to control as strict as possible.The feature that the present invention be directed to traditional Chinese medicine is set up, and tannin class determination of foreign matter is had to the feature highly sensitive, antijamming capability is strong.
Summary of the invention
The present invention utilizes the feature of albumen mass-energy high strength adsorption precipitation tannin to set up this method, to improve sensitivity and the specificity of traditional Chinese medicine tannin detection.This method comprises the following steps:
1, protein adsorption film is coated with protein;
2, the Chinese medicine injection agent solution film coated with protein contacted;
3, with specific organic solution washed protein coated film;
4, the shade of observing point sample spot, judges the tannin in traditional Chinese medicine.
In above step 1, with the coated film of protein be nitrocellulose filter, nylon membrane, pvdf membrane (Polyvinylidene fluoride, PVDF membrane), protein used is egg white, bovine serum albumin(BSA).
In above step 2, the mode that Chinese medicine injection agent solution contacts with protein coated film is point sample mode and filter type, before contacting, can first carry out moistening processing with organic solvents such as methyl alcohol with protein coated film.
In above step 3, the concentration of organic solution of washed protein coated film is 0-100%, and organic solvent includes but not limited to methyl alcohol and DMSO (dimethyl sulfoxide (DMSO)).Adopt the amount of organic solution washing and the number of times of washing not to limit.
The effect that this method is implemented is, checks that sensitivity and the specificity of traditional Chinese medicine tannin is high, and antijamming capability is strong.
The recommendation condition of the inventive method is: the coated film of protein adopts pvdf membrane, and the way of contact of parenteral solution and protein coated film is filter type, and the organic solution of washed protein coated film is DMSO, washs each 10 minutes after point sample 3 times.
Accompanying drawing explanation
Fig. 1 adopts protein coated pvdf membrane to set up tannin detection method in point sample mode, determines that the present invention checks that the result figure of limit: A puts the result of variable concentrations tannin solution after by methanol wash on common pvdf membrane; B is the picture adopting after the coated pvdf membrane point sample washing of 10% egg white solution; 20.00,6.67,2.22,0.74,0.25,0.08,0.03,0mg/ml point 1 to 8 pyrogallic acid content is respectively:.Point sample amount 1 μ l.
Fig. 2 adopts protein coated nitrocellulose filter (NC film) to set up tannin detection method in point sample mode, determines that the present invention checks that the result figure of limit: A puts the result of variable concentrations tannin solution after by methanol wash on common NC film; B is the picture adopting after the coated NC film spot sample washing of 10% egg white solution; 20.00,6.67,2.22,0.74,0.25,0.08,0.03,0mg/ml point 1 to 8 pyrogallic acid content is respectively:.Point sample amount 1 μ l.
Fig. 3 is that the coated pvdf membrane filter type of albumen checks that the tannin limitation in solution: A is the coated pvdf membrane of albumen, and B is common pvdf membrane.The tannin concentration of point 1-5 is 2.00,0.67,0.22,0.07,0mg/ml (by pyrogallic acid), and filtration volume is 0.5ml.
Fig. 4 is the result figure being washed by methyl alcohol DMSO mixed solution after the coated pvdf membrane point sample of protein: the tannin concentration of point sample is: 20.00mg/ml (by pyrogallic acid); Point sample amount 1 μ l.
Fig. 5 be the present invention checks phenol traditional Chinese medicine ingredients scutellarin result figure in point sample mode: A as by the scutellarin aqueous solution point of saturation concentration on common pvdf membrane, the spot figure before and after methanol wash; B is coated with the scutellarin aqueous solution point of saturation concentration on pvdf membrane at protein, the spot figure before and after methanol wash; Point sample amount 1 μ l.
Fig. 6 is that the tannin of gradient concentration precipitates after tannin according to " Chinese Pharmacopoeia " method, then gets the result figure that supernatant checks with point sample mode this law: tannin theoretical concentration > 1000,333,111,37.0,12.3,4.11, the 0 μ g/ml of some 1-7.Point sample amount 1 μ l.
Fig. 7 is the result figure of the present invention with point sample mode check criteria tannin solution and the mixed centrifuged supernatant of 1% egg white solution: the content of each point tannin is respectively from left to right: 20,000,6,667,2,222,741,246,82,27,9,3,1.5,0 μ g/ml (by pyrogallic acid), point sample amount 1 μ l.
Fig. 8 is for adopting absorption curve method check criteria tannin solution abosrption spectrogram: the tannin concentration of R1-10 is respectively 20,000,6,667,2,222,741,246,82,27,9,3,1.5 μ g/ml (by pyrogallic acid), R0 is not containing tannin.
Fig. 9 is the abosrption spectrogram that adopts the molten and mixed centrifuged supernatant mixing of the 1% egg white solution centrifuged supernatant of absorption curve method check criteria tannin: the tannin concentration of R1-10 is respectively 20,000,6,667,2,222,741,246,82,27,9,3,1.5 μ g/ml (by pyrogallic acid), R0 is not containing tannin.
Figure 10 is the present invention checks four kinds of traditional Chinese medicine tannins result figure in point sample mode: 1,2,3,4 be respectively qingkailing injections, Shuanhuanglian injection, danshen injections and be the spot of Erigeron Breviscapus Injection.
To be the present invention check the result figure of four kinds of traditional Chinese medicine tannins with filter type to Figure 11: 1,2,3,4 be respectively qingkailing injections, Shuanhuanglian injection, danshen injections and be the spot of Erigeron Breviscapus Injection.Filtrable volume 0.5ml.
Embodiment
Exemplifying embodiment 1
Adopt point sample mode to set up inspection method capable of inspecting Chinese medicine injection tannins with the coated pvdf membrane of protein, determine and check limit
Get a pvdf membrane, be immersed in after moistening with methyl alcohol in 10% egg white solution, room temperature jolting, after 3 hours, is taken out air-dry for subsequent use.
Make the pyrogallic acid solution 5ml that concentration is 20mg/ml with distilled water, room temperature is placed naturally, waits the absorbance (410nm, d=1cm) of solution to reach more than 3 as tannin standard inventory solution.Get 8 1.5ml test tube numbering 1-8.No. 1 pipe adds standard tannin stock solution 1.5ml.Respectively add distilled water 1ml in No. 2-8 pipe subsequently, from No. 1 pipe, solution 0.5ml joins pipe No. 2, gets 0.5ml again and join pipe No. 3 after mixing, and is formulated into successively pipe No. 7.Obtain concentration gradient and be one group of tannin standard solution of 3 times, the concentration of tannin from No. 1 pipe to 8 pipe be followed successively by 20.00,6.67,2.22,0.74,0.25,0.08,0.03,0mg/ml.
The pvdf membrane being coated with by protein, with after wetted with methanol, is put respectively to gradient tannin standard solution 1 μ l.Then this film is immersed in methanol solution and is washed 3 times, each 10 minutes.Take pictures air-dry this film subsequently, result as shown in Figure 1.
As seen from Figure 1, sample spot is on the pvdf membrane not being coated with by protein, this film colourless (Figure 1A) substantially after methanol wash, and tannin standard solution point still can be demonstrated on the coated pvdf membrane of protein after methanol wash to the color (Figure 1B) of tannin.Adopt the coated pvdf membrane of protein, this law checks that the limitation of tannin is 0.75-0.25mg/ml.
Exemplifying embodiment 2
Adopt point sample mode to set up inspection method capable of inspecting Chinese medicine injection tannins with the coated NC film of protein, determine and check limit
Get a NC film and be immersed in 10% egg white solution, room temperature jolting, after 3 hours, is taken out air-dry for subsequent use.
Make the pyrogallic acid solution 5ml that concentration is 20mg/ml with distilled water, room temperature is placed naturally, waits the absorbance (410nm, d=1cm) of solution to reach more than 3 as tannin standard inventory solution.Get 8 1.5ml test tube numbering 1-8.No. 1 pipe adds standard tannin stock solution 1.5ml.Respectively add distilled water 1ml in No. 2-8 pipe subsequently, from No. 1 pipe, solution 0.5ml joins pipe No. 2, gets 0.5ml again and join pipe No. 3 after mixing, and is formulated into successively pipe No. 7.Obtain concentration gradient and be one group of tannin standard solution of 3 times, the concentration of tannin from No. 1 pipe to 8 pipe be followed successively by 20.00,6.67,2.22,0.74,0.25,0.08,0.03,0mg/ml.
On the NC film being coated with by protein, put respectively gradient tannin standard solution 1 μ l.Then this film is immersed in 50% methanol solution and is washed 3 times, each 10 minutes.Take pictures air-dry this film subsequently, result as shown in Figure 1.
As seen from Figure 2, sample spot is on the NC film not being coated with by protein, this film colourless (Fig. 2 A) substantially after 50% methanol wash, and tannin standard solution point is put on the coated NC film of protein after 50% methanol wash to 1 color (Fig. 2 B) that still can demonstrate tannin.Adopt the coated NC film of protein, this law checks that the limitation of tannin is 20mg/ml, and contrast adopts the coated pvdf membrane of protein, and the coated NC film of protein checks that effect is more bad.
Exemplifying embodiment 3
Adopt filtration mode to set up the coated pvdf membrane tannin detection method of protein, determine and check limitation
By the pyrogallic acid solution (pH4-5) of 6mg/ml, in 80 ℃ of constant temperature 3 days, after 410nm absorption value reaches more than 3 as tannin reference material, and according to 3 times of gradients preparation tannin dilutions; Get the coated pvdf membrane of use 10% egg white, be arranged on aperture filter a connection vacuum pump; First use the moistening filter membrane of 0.1ml methyl alcohol, add subsequently the tannin aqueous solution 0.5ml of variable concentrations, negative pressure is passed through filter membrane; Filter membrane is taken out, add methyl alcohol (DMSO) solution to be placed in jolting 30min on shaking table; So operate in contrast with the pvdf membrane not being coated with by protein; Wash to the substantially colourless termination of control film washing, and take pictures on gel imaging instrument, result as shown in Figure 3.
Result demonstration, filter type checks that the limitation of tannin is at least below 0.07mg/ml.Therefore the mode that filters checks that than point sample mode limit is low, detects volume if increased, and the limitation of detection will further decline.
Exemplifying embodiment 4
The study on the stability of the coated pvdf membrane tannin spot of protein
Get a pvdf membrane, be immersed in after moistening with methyl alcohol in 10% egg white solution, room temperature jolting, after 3 hours, is taken out air-dry for subsequent use.
Make the pyrogallic acid solution 5ml that concentration is 20mg/ml with distilled water, room temperature is placed naturally, waits the absorbance (410nm, d=1cm) of solution to reach more than 3 as tannin standard inventory solution.
By pvdf membrane coated protein with after wetted with methanol, the tannin standard solution 1 μ l of many places point 20mg/ml.Then this film is immersed in methanol solution and is washed 3 times, each 10 minutes.Subsequently this film is cut off in the mixed solution being immersed in again containing different methyl alcohol and DMSO and washed 3 times, each 10 minutes, take out and take pictures subsequently.Another parallel test of pvdf membrane with not being coated with by protein.Result as shown in Figure 4.
As seen from Figure 4, tannin point is on the coated pvdf membrane of protein, after methanol wash, again wash with methyl alcohol DMSO mixed solution, still there is (Fig. 3 A) in positive spots, and the positive spots disappearance (Fig. 3 B) after same procedure is processed on the pvdf membrane not being coated with by protein of tannin standard solution point.
Exemplifying embodiment 5
Check Chinese medicine phenolic constituent scutellarin by this law point sample mode
Get a pvdf membrane, be immersed in after moistening with methyl alcohol in 10% egg white solution, room temperature jolting, after 3 hours, is taken out air-dry for subsequent use.
Get a sterile injection powder containing scutellarin, for subsequent use with the saturated aqueous solution of distilled water preparation scutellarin, solution is golden yellow.
Pvdf membrane coated protein, with after wetted with methanol, is put to scutellarin saturated aqueous solution 1 μ l.Then this film is immersed in methanol solution and is washed 3 times, each 10 minutes.Before this film washing, take pictures, after laundry air-dry, also take pictures.Result as shown in Figure 5.
As seen from Figure 5, scutellarin tannin point, on common pvdf membrane and on the coated pvdf membrane of protein, before methanol wash, all do not had some idea of a little, but spot all disappears after methanol wash.Show that the coloured phenolic substance of little molecule in Chinese medicine is less to the interference of this method.
Exemplifying embodiment 6
This law point sample mode checks the comparison of tannin and official method
Get a pvdf membrane, be immersed in after moistening with methyl alcohol in 10% egg white solution, room temperature jolting, after 3 hours, is taken out air-dry for subsequent use.Another preparation 1% egg white normal saline solution.
Make the pyrogallic acid solution 5ml that concentration is 6mg/ml with distilled water, room temperature is placed naturally, waits the absorbance (410nm, d=1cm) of solution to reach more than 3 as tannin standard inventory solution.Get 8 1.5ml test tube numbering 1-7.No. 1 pipe adds standard tannin stock solution 1.5ml.Respectively add distilled water 1ml in No. 2-8 pipe subsequently, from No. 1 pipe, solution 0.5ml joins pipe No. 2, gets 0.5ml again and join pipe No. 3 after mixing, and is formulated into successively pipe No. 6.Obtain concentration gradient and be one group of tannin standard solution of 3 times, the concentration of tannin from No. 1 pipe to 8 pipe be followed successively by 6.00,2.00,0.67,0.22,0.07,0.02,0mg/ml.
Get each standard tannin liquid 1ml and join in color comparison tube, then add 5ml1% egg white normal saline solution, place observations 10 minutes.Get liquid 1ml from color comparison tube subsequently and join 1.5ml centrifuge tube, through 15,000g centrifugal 5 minutes, observe and have or not precipitation.Result is as shown in table 1.Table 1 result shows that " Chinese Pharmacopoeia " checks the limitation > 6mg/ml of tannin, and the limitation of centrifuge method is about 6mg/ml.
The protein precipitation of the each standard tannin of table 1 pipe changes
+ represent that visible precipitate or muddiness ,-expression have no precipitation or muddy.* be theoretical concentration, because No. 1 pipe has precipitation after centrifugal, cause part tannin no longer in solution.
Pvdf membrane coated protein, with after wetted with methanol, is got to above-mentioned centrifuged supernatant and put respectively gradient tannin standard solution 1 μ l.Then this film is immersed in methanol solution and is washed 3 times, each 10 minutes.Take pictures air-dry this film subsequently, result as shown in Figure 6.
Put as seen from Figure 61 and have obvious positive spots with point 2, after tannin is precipitated by " Chinese Pharmacopoeia " method, still visible tannin, the inspection limitation (0.75-0.25mg/ml) in check result and exemplifying embodiment 1 is coincide, and therefore the inspection of this law is limit lower than " Chinese Pharmacopoeia " method.
Check with tannin and 10% egg white solution and mix the residual tannin of rear centrifugal supernatant by this law point sample mode
Get a pvdf membrane and be immersed in 10% egg white solution, room temperature jolting, after 3 hours, is taken out air-dry for subsequent use.
Make the pyrogallic acid solution 5ml that concentration is 20mg/ml with distilled water, room temperature is placed naturally, waits the absorbance (410nm, d=1cm) of solution to reach more than 3 as tannin standard inventory solution.Get 11 1.5ml test tube numbering 1-10,0.No. 1 pipe adds standard tannin stock solution 1.5ml.Respectively add distilled water 1ml in No. 2-8 pipe subsequently, from No. 1 pipe, solution 0.5ml joins pipe No. 2, gets 0.5ml again and join pipe No. 3 after mixing, and is formulated into successively pipe No. 10.Obtain concentration gradient and be one group of tannin standard solution of 3 times, the concentration of tannin is followed successively by 20,000,6,667,2,222,741,246,82,27,9,3,1.5 μ g/ml from No. 1 pipe to 10 pipe, No. 0 Guan Buhan tannin.
The each standard tannin solution 0.5ml that gets preparation, adds 0.5ml10% egg white solution fully to mix, through 15,000g after centrifugal 5 minutes, by supernatant 1 μ l point sample to the coated pvdf membrane of protein.Then this film is immersed in methanol solution and is washed 3 times, each 10 minutes.Take pictures air-dry this film subsequently, result as shown in Figure 7.After result shows to be precipitated by egg white, this law still can check out the tannin in supernatant solution.
Separately get the each tannin standard solution 50 μ l that do not mix with egg white solution, join in 384 orifice plates, each hole sample carries out absorption curve scanning, the results are shown in Figure 8.Also get and mix centrifugal rear supernatant solution 100 μ l with egg white solution, also join in 384 orifice plates simultaneously.Each hole sample also carries out absorption spectrum scanning, the results are shown in Figure 9.Comparison diagram 8 and Fig. 9, tannin is after protein precipitation, and absorption curve moves to left, but is leaning on 400nm place, and absorption value is still higher, shows that protein is difficult to by coloured tannin precipitation completely.
This law point sample mode detects four kinds of traditional Chinese medicine tannins
Get a pvdf membrane, be immersed in after moistening with methyl alcohol in 10% egg white solution, room temperature jolting, after 3 hours, is taken out air-dry for subsequent use.
Buy from the market qingkailing injections, Shuanhuanglian injection, danshen injections and Erigeron Breviscapus Injection, adopt freeze drying mode that these four kinds of parenteral solutions are concentrated, prepare sample.
Pvdf membrane coated protein, with after wetted with methanol, is put respectively to each sample 1 μ l.Then this film is immersed in methanol solution and is washed 3 times, each 10 minutes.Take pictures air-dry this film subsequently, result as shown in figure 10.
As seen from Figure 10, four kinds of traditional Chinese medicine injection sample spot of different cycles of concentration on the coated pvdf membrane of protein, the color of this film showed different after methanol wash.For injection of the same race, concentrating degree is higher, develops the color darker.On the whole, the content of tannin of danshen injections is higher.
This law is filtered suction type and is detected four kinds of traditional Chinese medicine tannins
Get the coated pvdf membrane of use 10% egg white, be arranged on aperture (diameter 2mm) filter a connection vacuum pump; First use the moistening filter membrane of 0.1ml methyl alcohol, add subsequently different parenteral solutions (qingkailing injections, Shuanhuanglian injection, danshen injections and Erigeron Breviscapus Injection) aqueous solution 0.5ml, negative pressure is passed through filter membrane; Filter membrane is taken out, add methyl alcohol (DMSO) solution to be placed in jolting 30min on shaking table; So operate in contrast with the pvdf membrane not being coated with by protein; Wash to the substantially colourless termination of control film washing, and take pictures on gel imaging instrument, result as shown in figure 11.
Figure 11 result shows, the content of tannin in danshen injections is higher, and content of tannin in qingkailing injections and Erigeron Breviscapus Injection is less.
Claims (3)
1. check a method for traditional Chinese medicine tannin, its feature with carry out according to the following steps:
1) protein adsorption film is coated with protein;
2) Chinese medicine injection agent solution is contacted with protein coated film;
3) with specific organic solution washed protein coated film;
4) shade of observation point sample spot, judges the tannin in traditional Chinese medicine;
Protein specific adsorption film is nitrocellulose filter, nylon membrane or PVDF membrane, and specific organic solution is methyl alcohol or dimethyl sulfoxide (DMSO), and the mixing of their two kinds of arbitrary proportions, concentration 0-100%.
2. according to the described inspection method capable of inspecting Chinese medicine injection tannins of claim 1, it is characterized in that: in step 1, the protein of coating protein matter adsorption film is egg white or bovine serum albumin(BSA).
3. according to the described inspection method capable of inspecting Chinese medicine injection tannins of claim 1, it is characterized in that: the mode that step 2 Chinese medicine injection agent solution contacts with protein coated film is point sample mode or filter type.
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|---|---|---|---|---|
| US6057160A (en) * | 1997-08-06 | 2000-05-02 | Washington State University Research Foundation | Methods for preparation and use of a coomassie brilliant blue/protein complex |
| EP1113270A2 (en) * | 1999-12-28 | 2001-07-04 | Matsushita Electronics Corporation | Reagent and method for measuring a concentration of protein |
| CN101526520A (en) * | 2008-03-07 | 2009-09-09 | 国家纳米科学中心 | Method and device for biological sample detection |
| CN101625313A (en) * | 2009-01-22 | 2010-01-13 | 九芝堂股份有限公司 | Method for measuring content of tannide in nakedflower beautyberry |
| CN101865926A (en) * | 2010-06-13 | 2010-10-20 | 云南中医学院 | Detection method for trace protein of Chinese medicinal injection |
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Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6057160A (en) * | 1997-08-06 | 2000-05-02 | Washington State University Research Foundation | Methods for preparation and use of a coomassie brilliant blue/protein complex |
| EP1113270A2 (en) * | 1999-12-28 | 2001-07-04 | Matsushita Electronics Corporation | Reagent and method for measuring a concentration of protein |
| CN101526520A (en) * | 2008-03-07 | 2009-09-09 | 国家纳米科学中心 | Method and device for biological sample detection |
| CN101625313A (en) * | 2009-01-22 | 2010-01-13 | 九芝堂股份有限公司 | Method for measuring content of tannide in nakedflower beautyberry |
| CN101865926A (en) * | 2010-06-13 | 2010-10-20 | 云南中医学院 | Detection method for trace protein of Chinese medicinal injection |
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