CN101038288A - Pesticide fenthion immunity detecting method - Google Patents
Pesticide fenthion immunity detecting method Download PDFInfo
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- CN101038288A CN101038288A CN 200710021377 CN200710021377A CN101038288A CN 101038288 A CN101038288 A CN 101038288A CN 200710021377 CN200710021377 CN 200710021377 CN 200710021377 A CN200710021377 A CN 200710021377A CN 101038288 A CN101038288 A CN 101038288A
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Abstract
The present invention relates to an immunoassay for detecting pesticide fenthion residues and belongs to the field of biological technology. In an immunoassay for detecting pesticide fenthion residues ELISA, 'fenthion-bovine serum albumin conjugate' is adopted as a immunogen prepared fenthion antiserum (namely fenthion polyclonal antibody) with a detection equation of Logit(B/Bo)=-0.7575LogC-1.4928 (wherein B is a sample hole absorption value, Bo is a positive contrast absorption value, and C represents the fenthion cnocentration measured from a board hole), wherein the measurement conditions are as follows: 50 mu l fenthion coated antigen 'fenthion-ovalbumin conjugate' of 1.2 mu g/ml is added into every hole of a trace analysis plate, the fenthion antiserum is diluted to 16000 times to operate as a working concentration, 1% glutin is adopted as a sealing material, an antigen antibody reaction solution of phosphate-tween buffer solution contains methanol of 5% and has a pH of 7.4 and an ion intensity of 0.15 mol/L. Said method has remarkable specificity, stability and sensitivity, and a technic method used for detecting fenthion quickly, sensitively and correctly is provided.
Description
(1) technical field
The present invention relates to the residual enzyme-linked immuning adsorpting analysis of agricultural chemicals Entex (ELISA) detection method, belong to biological technical field.Be exclusively used in the high sensitivity fast detecting of Entex in agricultural product and the agriculture production environment (Fenthion) residues of pesticides, be specially adapted to batch samples and detect and field monitoring.
(2) background technology
Entex (Fenthion) belongs to organophosphorus insecticide, and structure is
Toxicity is medium, the desinsection spectrum width, and the longevity of residure is long, uses extensively.Entex is residual to have certain harmfulness to people, animal etc., and the large-scale popularization of Entex is used, and bring harm will inevitably for environmental health and agricultural product security.Therefore countries in the world all allow residual quantity to make regulation strictly to the maximum of Entex in agricultural product, and China is no exception.
At present the Entex detection method mainly is traditional chromatography, and this method is strong to machine dependent, the cost height, and complicated operation, analysis time is long, is difficult to satisfy the requirement of high flux, quick, online detection.
At the end of the seventies in last century, U.S. Bruce D.Hammock and his co-workers have started agricultural chemicals immune quantitative analytical technology; After the eighties, the immunochemical analyses technology has become the Fast Determination of Pesticide Residue technology of preferential research, development and utilization, American Chemical Society classifies immune analysis method three big column technologies of chemical pesticide retention analysis as with GC (gas chromatography), HPLC (high performance liquid chromatography) method, is the competitive and challenging ultramicron detection technique of tool of 21 century.Utilize ELISA (Enzyme Linked Immunoadsorbent Assay) method not only can be qualitative and also can the detection by quantitative sample in residues of pesticides, this analytical approach is less demanding to instrument and equipment, fast and convenient, generally need not sample is carried out complicated pretreatment, highly sensitive, high specificity, and low price are easy to standardization, robotization and are suitable for advantages such as high capacity sample analysis.Existing bibliographical information the foundation of ELISA detection method of 60 various sterilization agent, Insecticides (tech) ﹠ Herbicides (tech) etc., its detection level can reach nanogram (ng) even pik (pg).More external companies have developed commercial Detecting Pesticide kit, it is residual to detect the agricultural chemicals carbofuran as the Res-I-Mune Carbifuran kit of Immunosystems Inc., and it is residual etc. that the EZ-Screen kit of Environmental Diagnostics company can detect agricultural chemicals 1605.China starts late in this respect, increasing unit and researchist's attention are just just arranged after the nineties and be engaged in the fast survey technology research of agricultural chemicals immunity, and made certain gains, set up the immunologic detection method of pesticide meta-tolyl-N-methylcarbamate and obtained corresponding national inventing patent power as people such as Liu Fengquan.The domestic report that yet there are no of Entex immunoassay technology.
(3) summary of the invention
Technical matters the objective of the invention is at the defective that the operation of Entex detection method is complicated, testing cost is higher, detection efficiency is low in the existing chromatographic apparatus technology, Entex ELISA is provided detection method, for the Entex residues of pesticides find a kind of not only quick and precisely but also simple cheap ultramicro test method.Residual quantity to the Entex agricultural chemicals detects, accuracy height, highly sensitive, simple, quick, cheap.
Technical scheme
Agricultural chemicals Entex residual quantity ELISA detection method of the present invention comprises:
(1) Entex polyclonal antibody preparation
Adopt the immunogene " Entex-bovine serum albumin(BSA) conjugate " of Entex artificial antigen, routine immunization method immunity New Zealand white rabbit, the rabbit anti-serum of the anti-Entex for preparing is the Entex polyclonal antibody;
(2) bag quilt
Adopt envelope antigen " Entex-ovalbumin conjugate " 1.2 μ g/mL every hole in the microanalysis plate of Entex artificial antigen to add 50 μ L, 4 ℃ of refrigerator overnight, evacuation also is inverted for 3～6 times, is patted dry on thieving paper with conventional lavation buffer solution phosphate-tween damping fluid washing;
(3) sealing
1% gelatin is made closure, the every hole 100 μ L of microanalysis plate, and 37 ℃ were reacted 1 hour, and evacuation also is inverted for 3～6 times, is patted dry on thieving paper with conventional lavation buffer solution phosphate-tween damping fluid washing;
(4) add the mixed liquor of antibody and antibody and testing sample
Entex antiserum with 8000 times of dilutions is that conventional phosphate-tween damping fluid equal-volume fully mixes with testing sample and blank antigen-antibody reaction solution, the back is added in the microanalysis plate with every hole 50 μ L, 37 ℃ were reacted 1 hour, evacuation also is inverted for 3～6 times, is patted dry on thieving paper with conventional lavation buffer solution phosphate-tween damping fluid washing;
(5) add ELIAS secondary antibody
Conventional lavation buffer solution phosphate-tween damping fluid with pH7.4,0.15mol/L dilutes 2000 times with commercial HRP-goat anti-rabbit igg, the every hole of microanalysis plate adds 50 μ L, 37 ℃ were reacted 1 hour, evacuation also is inverted for 3～6 times, is patted dry on thieving paper with conventional lavation buffer solution phosphate-tween damping fluid washing;
(6) colour developing
The every hole of microanalysis plate adds the tetramethyl benzidine substrate solution of 50 μ L, 37 ℃ of chromogenic reactions 10 minutes
(7) cessation reaction and reading
The sulfuric acid that adds 2mol/L, the every hole of microanalysis plate adds 25 μ L, the color development stopping reaction, light absorption value is read at the 450nm place on the enzyme connection instrument, and blank matrix is made positive control light absorption value Bo, testing sample light absorption value B;
(8) data processing
Calculate combination rate B/Bo and Logit (B/Bo),
Logit (B/Bo)=Ln[(B/Bo)/(1-B/Bo)] formula 1
The following detection equation of substitution:
Logit (B/Bo)=-0.7575LogC-1.4928 formula 2
Wherein C is the Entex concentration that records in the microanalysis plate hole, by formula 1 and formula 2 can in the hope of;
X=n * 2C, n is the preceding diluted multiple formula 3 of sample of reaction
The Entex residual quantity of representing with concentration X in the testing sample can be tried to achieve by formula 3.
In the above-mentioned Entex persticide residue ELISA detection method, methanol content is 5% in antigen-antibody reaction liquid phosphate-tween damping fluid, the pH value is 7.4, ionic strength is 0.15mol/L, every hole 50 μ L in the microanalysis plate.
Formula 2 can be proofreaied and correct by the competition curve of Entex series standard concentration.
Beneficial effect the present invention has developed one group of ELISA combination (referring to be respectively applied for the haptens combination of immunogene and envelope antigen) with independent intellectual property right on a large amount of previous work bases such as Entex haptens structure screening, and has set up the sensitive more Entex ELISA method of a cover with this haptens combination.Compare with existing Entex detection technique, its advantage and good effect show:
(1) practicality is good: traditional analysis of agricultural drugs is mainly carried out in the laboratory, its pre-treatment process is loaded down with trivial details, analysis speed is slow, cost is high, the a large amount of organic solvents that use easily cause environmental pollution, and breadboard instrumentation degree and peopleware are had relatively high expectations, can not satisfy Agricultural Products Trade demands quick, easy, accurate, a large amount of detections.And advantage such as that the Entex ELISA detection method that we provide has is simple to operate, quick (doing only to detect with the microanalysis plate that seals needed get final product in 2～3 hours), analysis cost is low, the analysis capacity is big, safe and reliable, generally do not need expensive instrument, can simplify even save the pre-treatment process in a large number, level professional technology to the user of service is less demanding, popularize easily and promote, be specially adapted to pattern detection in enormous quantities and field monitoring.
(2) accuracy height: compare with the fast detection methods such as spirit, quick measuring card, tacheometer of surveying of method for quick that China is commonly used in the market, the accuracy of Entex ELISA detection method is higher, repeatability is (average coefficient of variation is lower than 5%) better, Entex antibody specificity identification Entex agricultural chemicals is discerned hardly to other agricultural chemicals.
(3) sensitivity height: detection limit has reached 0.0002ppb far below other conventional methods, can accurately detect 10
-9, i.e. 1ppb is far below the detection requirement of the 50ppb of national requirements.The slope of detection curve is near 1, and is comparatively reasonable.
(4) sensing range is wide: suitable sensing range is 0.001～1.382ppb.
Embodiment
The synthetic method of Entex immunogene " Entex-bovine serum albumin(BSA) conjugate " is:
(1) Entex immunity haptens 4-(4-(dimethoxy thiophosphoryl oxygen base)-2-aminomethyl phenyl amido)-4-carbonyl butyric acid (molecular formula: C
13H
18NO
6PS, structural formula:
) synthetic: take by weighing O, O-dimethyl-O-(3-methyl-4-nitrobenzophenone) thiophosphate 2.1g (about 7mmol) places reaction bulb, adds the 80mL absolute ether and dissolves; Stir and add zinc powder 4.1g (about 60mmol) down; Measure the mixed liquid 21mL (HCl/CH of concentrated hydrochloric acid and glacial acetic acid
3COOH=1/9), slowly be added drop-wise in the reaction bulb under stirring, about 1.5h drips off; Be heated to boiling, finish reaction behind the backflow 1h.Behind the question response liquid natural cooling, under the 50mL ether helps, will react whole liquid and transfer in the sand core Buchner funnel earlier, and wash zinc powder 3 times with the 20mL ether then, washing lotion is transferred in the sand core Buchner funnel in the lump, filtration under diminished pressure; Filtrate is transferred to separating funnel, 50mL water washing 3 times; Ether layer Anhydrous potassium carbonate dried overnight is filtered the back decompression distillation, obtains 2.0g brownish red grease after removing ether; (methylene chloride is made eluant, eluent, obtains oily product 1.4g after Rf=0.55) to cross silicagel column.Above-mentioned oily product 1.4g is added in the reaction bulb, add 90mL methylene chloride stirring and dissolving; Take by weighing succinic anhydride 0.78g (about 7mmol, excessive slightly), add in the reaction bulb.Reaction is in the room temperature to be carried out under the magnetic agitation, and reaction is finished in the back of spending the night.React whole liquid and remove methylene chloride through decompression distillation, residual solids is handled through absolute ether, obtains the light red brown solid product of 1.9g, is Entex immunity haptens 4-(4-(dimethoxy thiophosphoryl oxygen base)-2-aminomethyl phenyl amido)-4-carbonyl butyric acid.
(2) Entex immunogene " Entex-bovine serum albumin(BSA) conjugate " is synthetic: add Entex immunity haptens 4-(4-(dimethoxy thiophosphoryl oxygen base)-2-aminomethyl phenyl amido)-4-carbonyl butyric acid 0.385g and N-hydroxy-succinamide 0.131g in the reaction bulb, add N again, dinethylformamide 0.5mL dissolving; Take by weighing 0.313gN, N-dimethyl carbodiimide is used 0.3mLN, the dinethylformamide dissolving, and be added drop-wise in the reaction bulb; Being reflected under the magnetic agitation indoor temperature carried out 4 hours.Reactant liquor is put in the bag filter, and 4 ℃ are stirred dialysis in the phosphate buffer of 0.2mol/LpH6.8, change dislysate one time in per 4 hours, dialyse altogether 60 hours.After dialysis finished, the white emulsion fluid in the bag filter was Entex immunogene " Entex-bovine serum albumin(BSA) conjugate ".Gained Entex immunogene is sub-packed in some 1mL centrifuge tubes, in-20 ℃ of refrigerators, deposits standby.The Entex immunogene pot-life of being synthesized is 3 years.
The synthetic method of Entex envelope antigen " Entex-ovalbumin conjugate " is:
(1) the Entex bag is by haptens 6-(methoxyl ((methyl mercapto) phenoxy group) thiophosphoryl amido) caproic acid (molecular formula: C
15H
24NO
4PS
2, structural formula:
) synthetic: adopt people such as YooJung Kim to be published in method synthetic compound 6-(methoxyl (4-(methyl mercapto) phenoxy group) thiophosphoryl amido) caproic acid on the academic journals " Analytica Chimia Acta ", this compound by us as the Entex bag by haptens.The particular location of the research paper that contains the above-claimed cpd synthetic method on " AnalyticaChimiaActa " that people such as Yoo Jung Kim deliver be 2003 the 475th the volume the 85th to 96 page.
(2) Entex envelope antigen " Entex-ovalbumin conjugate " is synthetic: add Entex haptens 6-(methoxyl (4-(methyl mercapto) phenoxy group) thiophosphoryl amido) caproic acid 0.035g and N-hydroxy-succinamide 0.013g in the reaction bulb, add N again, dinethylformamide 0.3mL dissolving; Take by weighing 0.031g N, N-dimethyl carbodiimide is used 0.3mLN, the dinethylformamide dissolving, and be added drop-wise in the reaction bulb; Being reflected under the magnetic agitation indoor temperature carried out 4 hours.Reactant liquor is put in the bag filter, and 4 ℃ are stirred dialysis in the phosphate buffer of 0.2mol/L pH6.8, change dislysate one time in per 4 hours, dialyse altogether 60 hours.After dialysis finished, the white emulsion fluid in the bag filter was Entex envelope antigen " Entex-ovalbumin conjugate ".Gained Entex envelope antigen is sub-packed in some 1mL centrifuge tubes, in-20 ℃ of refrigerators, deposits standby.The Entex envelope antigen pot-life of being synthesized is 3 years.
It is residual to detect Entex in the embodiment 1 river sample
The preparation of Entex polyclonal antibody
Adopt the immunogene " Entex-bovine serum albumin(BSA) conjugate " of Entex artificial antigen, routine immunization method immunity New Zealand white rabbit, the rabbit anti-serum for preparing anti-Entex is the Entex polyclonal antibody, concrete operation method is with reference to people's such as Liu Fengquan research paper " foundation of the indirect competitive ELISA of quantitative measurement methamidophos residue and Preliminary Applications ", and this article publication is rolled up the 140th to 146 page of the second phase " Journal of Agricultural Biotechnology " 1998 the 6th.
Entex ELISA reaction system essential condition
" Entex-ovalbumin conjugate " encrusting substance 1.2 μ g/ml every hole in the microanalysis plate adds 50 μ l, the Entex antiserum dilutes 16000 times as working concentration, 1% gelatin is made closure, methanol content is 5% in antigen-antibody reaction liquid phosphate-tween damping fluid, the pH value is 7.4, ionic strength is 0.15mol/L, every hole 50 μ l in the microanalysis plate.
Testing sample is prepared
River sample: measure river 1L, add Entex standard items net weight 2 μ g, be mixed with the fluid sample of 2ppb.
Adopt Entex ELISA detection method that above sample is detected, operate as follows:
(1) bag quilt
" Entex-ovalbumin conjugate " as encrusting substance, 1.2 μ g/mL every hole in the microanalysis plate adds 50 μ L, 4 ℃ of refrigerator overnight, and evacuation also is inverted for 3～6 times, is patted dry on thieving paper with conventional lavation buffer solution phosphate-tween damping fluid washing;
(2) sealing
1% gelatin is made closure, the every hole 100 μ L of microanalysis plate, and 37 ℃ were reacted 2 hours, and evacuation also is inverted for 3～6 times, is patted dry on thieving paper with conventional lavation buffer solution phosphate-tween damping fluid washing;
(3) add the mixed liquor of antibody and antibody and testing sample:
Getting testing sample 200 μ L is added in the 800 μ L response matrix and is mixed with liquid to be measured, the Entex antiserum that dilutes 8000 times fully mixes with liquid to be measured and blank matrix liquid equal-volume, the back is added in the microanalysis plate with every hole 50 μ L, 37 ℃ were reacted 1 hour, evacuation also is inverted for 3～6 times, is patted dry on thieving paper with conventional lavation buffer solution phosphate-tween damping fluid washing;
(4) add ELIAS secondary antibody:
Phosphate-tween damping fluid with pH7.4,0.15mol/L dilutes 2000 times with commercial HRP-goat anti-rabbit igg, the every hole of microanalysis plate adds 50 μ L, 37 ℃ were reacted 1 hour, and evacuation also is inverted for 3～6 times, is patted dry on thieving paper with conventional lavation buffer solution phosphate-tween damping fluid washing.
(5) colour developing
The every hole of microanalysis plate adds the tetramethyl benzidine substrate solution of 50 μ L, 37 ℃ of chromogenic reactions 10 minutes
(6) cessation reaction and reading
The sulfuric acid that adds 2mol/L, the every hole of microanalysis plate add the reaction of 25 μ L color development stopping, and light absorption value is read at the 450nm place on the enzyme connection instrument, and blank matrix is made positive control, Bo=0.822, testing sample light absorption value B=0.314.
(7) data processing
Calculate combination rate B/Bo=61.9%, substitution formula 1
Logit (B/Bo)=Ln[(B/Bo)/(1-B/Bo)] formula 1
Obtain Logit (B/Bo)=-0.4798
The following detection equation of substitution:
Logit (B/Bo)=-0.7575LogC-1.4928 formula 2
Wherein C is the Entex concentration that records in the microanalysis plate hole, tries to achieve C=0.046ppb.Entex residual quantity (X represents with concentration) can be tried to achieve by formula 3 in the testing sample:
X=20 * 2C formula 3
Try to achieve sample to be tested Entex residual quantity concentration X=1.84ppb, result and actual concentrations are suitable.
It is residual to detect Entex in the embodiment 2 peach fruit samples
Entex ELISA reaction system essential condition is with embodiment 1.
Testing sample is prepared
Peach fruit sample: take by weighing the peach fruit of 100g chopping, add Entex net weight 2 μ g, be mixed with the solid sample of 20ppb.
Adopt Entex ELISA detection method that above sample is detected, operate as follows:
Step (1), (2) are with embodiment 1.
(3) add the mixed liquor of antibody and antibody and testing sample
Take by weighing testing sample 0.1g, soaked about 1 hour with 0.2ml methyl alcohol, getting 100 μ L is added in the 900 μ L response matrix and is mixed with liquid to be measured, the Entex antiserum that dilutes 8000 times fully mixes with liquid to be measured and blank matrix liquid equal-volume, the back is added in the microanalysis plate with every hole 50 μ L, 37 ℃ were reacted 1 hour, and evacuation also is inverted for 3～6 times, is patted dry on thieving paper with conventional lavation buffer solution phosphate-tween damping fluid washing; Step (4), (5), (6) are with embodiment 1;
(7) data processing
Calculate combination rate B/Bo=23.2%, substitution formula 1:
Logit (B/Bo)=Ln[(B/Bo)/(1-B/Bo)] formula 1
Obtain Logit (B/Bo)=-1.1971
The following detection equation of substitution:
Logit (B/Bo)=-0.7575LogC-1.4928 formula 2
Wherein C is the Entex concentration that records in the microanalysis plate hole, tries to achieve C=0.41ppb.Entex residual quantity (X represents with concentration) can be tried to achieve by formula 3 in the testing sample:
X=20 * 2C formula 3
Try to achieve sample to be tested Entex residual quantity concentration X=16.4ppb, approaching substantially with actual concentrations.
Claims (2)
1, the immunologic detection method of agricultural chemicals Entex residual quantity comprises:
(1) Entex polyclonal antibody preparation
Adopt the immunogene " Entex-bovine serum albumin(BSA) conjugate " of Entex artificial antigen, routine immunization method immunity New Zealand white rabbit, the rabbit anti-serum for preparing anti-Entex is the Entex polyclonal antibody;
(2) bag quilt
Adopt envelope antigen " Entex-ovalbumin conjugate " 1.2 μ g/mL every hole in the microanalysis plate of Entex artificial antigen to add 50 μ L, 4 ℃ of refrigerator overnight, evacuation also is inverted for 3～6 times, is patted dry on thieving paper with conventional lavation buffer solution phosphate-tween damping fluid washing;
(3) sealing
1% gelatin is made closure, the every hole 100 μ L of microanalysis plate, and 37 ℃ were reacted 1 hour, and evacuation also is inverted for 3～6 times, is patted dry on thieving paper with conventional lavation buffer solution phosphate-tween damping fluid washing;
(4) add the mixed liquor of antibody and antibody and testing sample
Entex antiserum with 8000 times of dilutions fully mixes with testing sample and blank antigen-antibody reaction liquid phosphate-tween damping fluid equal-volume, the back is added in the microanalysis plate with every hole 50 μ l, 37 ℃ were reacted 1 hour, evacuation also is inverted for 3～6 times, is patted dry on thieving paper with conventional lavation buffer solution phosphate-tween damping fluid washing;
(5) add ELIAS secondary antibody
Conventional lavation buffer solution phosphate-tween damping fluid with pH7.4,0.15mol/L dilutes 2000 times with commercial HRP-goat anti-rabbit igg, the every hole of microanalysis plate adds 50 μ L, 37 ℃ were reacted 1 hour, evacuation also is inverted for 3～6 times, is patted dry on thieving paper with conventional lavation buffer solution phosphate-tween damping fluid washing;
(6) colour developing
The every hole of microanalysis plate adds the tetramethyl benzidine substrate solution of 50 μ L, 37 ℃ of chromogenic reactions 10 minutes
(7) cessation reaction and reading
The sulfuric acid that adds 2mol/L, the every hole of microanalysis plate add the reaction of 25 μ L color development stopping, and light absorption value is read at the 450nm place on the enzyme connection instrument, and blank matrix is made positive control light absorption value Bo, testing sample light absorption value B;
(8) data processing
Calculate combination rate B/Bo and Logit (B/Bo),
Logit (B/Bo)=Ln[(B/Bo)/(1-B/Bo)] formula 1
The following detection equation of substitution (can be proofreaied and correct by the competition curve of Entex standard series concentration by formula 2.)：
Logit (B/Bo)=-0.7575LogC-1.4928 formula 2
Wherein C is the Entex concentration that records in the microanalysis plate hole, by formula 1 and formula 2 can in the hope of;
X=n * 2C, n is the preceding diluted multiple formula 3 of sample of reaction
Try to achieve the Entex residual quantity of representing with concentration X in the testing sample by formula 3.
2, agricultural chemicals Entex residual quantity ELISA detection method according to claim 1, it is characterized in that: with " Entex-bovine serum albumin(BSA) conjugate " as immunogen preparing Entex antibody, with " Entex-ovalbumin conjugate " as envelope antigen, the methanol content volume ratio is 5% in antigen-antibody reaction liquid phosphate-tween damping fluid, the pH value is 7.4, ionic strength is 0.15mol/L, every hole 50 μ L in the microanalysis plate.
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN101995402A (en) * | 2010-10-15 | 2011-03-30 | 济南大学 | Preparation and application of electrochemiluminescence sensor for detecting trace pesticide residue |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101995402A (en) * | 2010-10-15 | 2011-03-30 | 济南大学 | Preparation and application of electrochemiluminescence sensor for detecting trace pesticide residue |
| CN101995402B (en) * | 2010-10-15 | 2012-08-29 | 济南大学 | Preparation and application of electrochemiluminescence sensor for detecting trace pesticide residue |
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