CN106093379A - A kind of semicarbazides derivatization reagent and rapid detection card thereof - Google Patents
A kind of semicarbazides derivatization reagent and rapid detection card thereof Download PDFInfo
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- CN106093379A CN106093379A CN201610408174.0A CN201610408174A CN106093379A CN 106093379 A CN106093379 A CN 106093379A CN 201610408174 A CN201610408174 A CN 201610408174A CN 106093379 A CN106093379 A CN 106093379A
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- semicarbazides
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- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N33/00—Investigating or analysing materials by specific methods not covered by groups G01N1/00 - G01N31/00
- G01N33/48—Biological material, e.g. blood, urine; Haemocytometers
- G01N33/50—Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing
- G01N33/94—Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing involving narcotics or drugs or pharmaceuticals, neurotransmitters or associated receptors
- G01N33/9446—Antibacterials
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- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N33/00—Investigating or analysing materials by specific methods not covered by groups G01N1/00 - G01N31/00
- G01N33/48—Biological material, e.g. blood, urine; Haemocytometers
- G01N33/50—Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing
- G01N33/53—Immunoassay; Biospecific binding assay; Materials therefor
- G01N33/543—Immunoassay; Biospecific binding assay; Materials therefor with an insoluble carrier for immobilising immunochemicals
- G01N33/544—Immunoassay; Biospecific binding assay; Materials therefor with an insoluble carrier for immobilising immunochemicals the carrier being organic
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- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N33/00—Investigating or analysing materials by specific methods not covered by groups G01N1/00 - G01N31/00
- G01N33/48—Biological material, e.g. blood, urine; Haemocytometers
- G01N33/50—Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing
- G01N33/53—Immunoassay; Biospecific binding assay; Materials therefor
- G01N33/558—Immunoassay; Biospecific binding assay; Materials therefor using diffusion or migration of antigen or antibody
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Abstract
The present invention relates to derivatization reagent and the rapid detection card of a kind of semicarbazides (SEM).Described derivatization reagent is with the aldehyde benzoic acid with specific small molecule labelling, described aldehyde benzoic acid can be reacted by the amino of aldehyde radical with metabolite, form the metabolite aldehyde benzoic acid derivant with specific molecular marker, this specific molecular marker molecule can be combined by the part on magnetic bead, obtained the magnetic bead of semicarbazides derivatization Product Labeling by Beads enrichment, this magnetic bead directly drips and detects on flash chromatography card.This advantage utilizing lateral chromatography, simplifies separation and the purification step of furans characteristic metabolic products derivant, reduces detection time and operating error.
Description
Technical field
The invention belongs to field of biochemistry detection, relate to a kind of semicarbazides derivatization reagent and rapid detection card.
Background technology
Semicarbazides (semicarbazide, SEM) is the characteristic metabolic products of nitrofural.Nitrofural belongs to nitro furan
Class of muttering antibiotic, all has effect to Gram-positive and negative bacteria, extensively made medicine and feed additive for fowl,
Poultry, aquaculture control disease or epidemic situation.Owing to there is certain carcinogenecity in nitrofural, European Union, Australia, the U.S. and
China platform in succession relevant law, limits the nitrofural use in aquaculture.
Nitrofural is the most easily degraded to semicarbazides, but semicarbazides is easy and protein bound, and combines product
Stably it is not easily decomposed, can retain several weeks in animal body, the such as steaming and decocting of conventional foods cooking method, fry, toast and microwave adds
Heat etc. all cannot make metabolite degradable.Therefore semicarbazides is often used as detecting the label of the former medicine of nitrofural, in the world
Most countries all comes to reach the purpose of medicine former to nitrofural monitoring with monitoring semicarbazides.
At present to detection monoconal antibody mediated furacilinum residue thing semicarbazides method mainly use liquid-liquid extraction high performance liquid chromatography
(HPLC) method, SPE HPLC, high performance liquid chromatography tandem mass spectrum (LC-MS-MS) method, euzymelinked immunosorbent assay (ELISA),
Capillary chromatography method etc..These methods are primarily present needs large-scale instrument, and derivant abstraction purification process is complicated, detection
The deficiencies such as time length.For then existing derivative based on immunologic detection method such as enzyme linked immunological and quick colloidal-gold detecting-card
The problems such as thing extraction, low, the organic extraction reagent destruction antibody activity of organic efficiency, these are made for stability and the precision of detection
Become considerable influence, easily produce bigger difference between batch, reduce product stability.Therefore, this area is a kind of fast in the urgent need to exploitation
Fast, easy, stable semicarbazides sandwich-type detection procedures.
Summary of the invention
For the problems referred to above, inventor provide a kind of nitrofuran characteristic metabolic products SEM derivatization reagent and based on
The flash chromatography detection card of Beads enrichment.Particularly as follows:
The present invention provides the derivatization reagent of a kind of semicarbazides (SEM), and described SEM derivatization reagent is with specific molecular mark
The aldehyde benzoic acid of note, described aldehyde benzoic acid can be reacted by the amino of aldehyde radical with metabolite, be formed with special molecular
The metabolite of labelling-aldehyde benzoic acid derivant (SEM-aldehyde benzoic acid-labelling molecule).
Described specific molecular marker can be combined by coated receptor on magnetic bead microsphere, forms SEM-aldehyde radical benzene first
Acid-labelling molecule-magnetic bead complex.
Described specific molecular marker is directly connected to or is connected on the carboxyl of aldehyde benzoic acid by one section of straight chain molecule,
A length of 10-20 the atom of this straight chain molecule,
Described specific molecular marker is Ractopamine, biotin, various fluorescence molecule and has ligands specific (or antibody)
The little molecule of receptor etc..
Described magnetic bead surfaces is coated the receptor (or antibody) being combined with special molecular, and described bead diameter is at 20nm-
100um。
The derivatization reagent of above semicarbazides (SEM) monitors for the former medicine of nitrofural.
The present invention also provides for the detection card of a kind of furans metabolite, by base plate, sample pad, nitrocellulose filter and water suction
Paper assembles:
(1) base plate has viscosity, and sample pad, nitrocellulose filter and absorbent paper are all pasted onto on base plate；
(2) described sample pad is to process and dried glass fibre through the buffer containing PH7-8, and buffer includes phosphoric acid buffer
Liquid, or borate buffer, or HEPES buffer, or Tris buffer, have between described sample pad and described nitrocellulose filter
The overlap of 2-3mm；
(3) secure the antibody of identification metabolite-aldehyde benzoic acid on described nitrocellulose filter as detection line, secure anti-
The two of Mus resist for nature controlling line；
(4) absorbent paper is pasted onto the other end of described nitrocellulose filter, between described absorbent paper and described nitrocellulose filter
There is the overlap of 2-3mm.
The semicarbazides derivatization reagent of the present invention, based on Beads enrichment method, can simplify separation and the purification of semicarbazide derivative
Step, greatly simplifies detecting step, reduces detection time and operating error.
Accompanying drawing explanation
In order to be illustrated more clearly that the embodiment of the present invention or technical scheme of the prior art, below will be to embodiment or existing
In having technology to describe, the required accompanying drawing used is briefly described, it should be apparent that, the accompanying drawing in describing below is only this
Some embodiments of invention, for those of ordinary skill in the art, on the premise of not paying creative work, also may be used
To obtain other accompanying drawing according to these accompanying drawings.
Fig. 1 is the sensitivity experiment result figure of detection method of the present invention, i.e. different SEM Concentration Testing results.
Fig. 2 is the specificity experiments result figure of detection method of the present invention, i.e. with furans metabolite AOZ, AMOZ,
AHD Yu SEM testing result contrasts.
Detailed description of the invention
Below in conjunction with the accompanying drawing in the embodiment of the present invention, the technical scheme in the embodiment of the present invention is carried out clear, complete
Describe, it is clear that described embodiment is only a part of embodiment of the present invention rather than whole embodiments wholely.Based on
Embodiment in the present invention, it is every other that those of ordinary skill in the art are obtained under not making creative work premise
Embodiment, broadly falls into the scope of protection of the invention.
Embodiment 1
Illustrate as a example by the terephthalaldehydic acid that Ractopamine is modified:
(1) prepared by magnetic bead
Pipette the carboxyl magnetic bead of 0.5mL (10mg) in 15mL centrifuge tube, and be placed on Magneto separate frame until supernatant
After becoming the most thoroughly, carefully move with suction pipe and abandon supernatant.Add 5mL of MES buffer and fully mix washing.Centrifuge tube is placed on
Until after supernatant change is clear, carefully moving with suction pipe and abandon supernatant on Magneto separate frame.Repeated washing three times.After last washing, weight
Outstanding magnetic bead is in the MES buffer of 5mL.EDAC is taken out at cold preservation and is placed in room temperature 30 minutes.Weigh 16mg 1-
(3-dimethylamino-propyl)-3-ethyl-carbodiimide hydrochloride (EDAC) is equipped with in the centrifuge tube of magnetic bead, and acutely vibration is shaken
Even.Under room temperature, centrifuge tube is placed in priming reaction 30 minutes on rotation blending instrument.In course of reaction, note not allowing magnetic bead sink
Shallow lake accumulates in together.Centrifuge tube is placed on Magneto separate frame until carefully moving with suction pipe after supernatant change is clear and abandoning supernatant.Repeat clear
Wash four times.Take 200mg Anti-ractopamine antibody and join in this solution, clean 3 times, subsequently with the PBS containing 1%BSA after reaction 1h
Seal and preservation.
(2) detection line and nature controlling line
Detection line and nature controlling line with for the Mus monoclonal antibody of semicarbazides derivatization and anti-Anti-ractopamine antibody respectively with 1mg/mL with
Prepared by 5cm/s speed setting-out.
(3) prepared by sample pad
Glass fibre is soaked with the borate buffer of the 50mM that PH is 8.5, standby after drying.
(4) test strips assembles
Sample pad, nitrocellulose membrane, absorbent paper are pasted on end liner successively according to 2-3mm overlap, and are cut to 3mm bar with cutting cutter
Son, is dried room temperature preservation after packaging.
(5) animal tissue's sample pre-treatments
The structure of fish muscle remained without nitrofurans through Mass Spectrometer Method is crushed, is homogenized with Potter-Elvehjem Tissue Grinders, is separately added into difference
The SEM of concentration and the mixing of 10 μ g/L difference furan medicine class metabolite AOZ, AMOZ, AHD homogenizing.After accurately weighing 1g homogenizing
Tissue samples, with 8mL ultra-pure water dilute, add the HCl of 10 μ L 1M after mixing, add 100 μ L Ractopamines after mixing and repair
The aqueous solution (20 g/L) of the terephthalaldehydic acid of decorations mixes latter 37 DEG C and shakes 1-2 hour.Thereafter supernatant is taken after 5000rpm is centrifugal
100-150 μ L is added in the PBS solution of 100 μ L magnetic beads, with magnet stand separation magnetic bead after mixing 20min, uses 100 μ after cleaning 3 times
LPBS gravity treatment also is added drop-wise in the sample pad of detection card detect.5 minutes observed results after loading.
Embodiment 2
Illustrate as a example by the terephthalaldehydic acid that digoxin is modified:
(1) prepared by magnetic bead
Pipette the carboxyl magnetic bead of 0.5mL (10mg) in 15mL centrifuge tube, and be placed on Magneto separate frame until supernatant
After becoming the most thoroughly, carefully move with suction pipe and abandon supernatant.Add 5mL of MES buffer and fully mix washing.Centrifuge tube is placed on
Until after supernatant change is clear, carefully moving with suction pipe and abandon supernatant on Magneto separate frame.Repeated washing three times.After last washing, weight
Outstanding magnetic bead is in the MES buffer of 5mL.EDAC is taken out at cold preservation and is placed in room temperature 30 minutes.Weigh 16mg EDAC to add
Entering equipped with in the centrifuge tube of magnetic bead, acutely vibration shakes up.Under room temperature, centrifuge tube is placed in priming reaction 30 on rotation blending instrument
Minute.In course of reaction, note not allowing magnetic bead precipitation accumulate in together.Centrifuge tube is placed on Magneto separate frame until supernatant becomes
Carefully move with suction pipe after Qing and abandon supernatant.Repeated washing four times.Take 200mg DigiTAb and join in this solution, after reaction 1h
Clean 3 times, subsequently with the PBS Seal and preservation containing 1%BSA.
(2) detection line and nature controlling line
Detection line and nature controlling line with for the Mus monoclonal antibody of semicarbazides derivatization and anti digoxin antibody respectively with 1mg/mL with 5cm/s
Prepared by speed setting-out.
(3) prepared by sample pad
Glass fibre is soaked with the borate buffer of the 50mM that PH is 8.5, standby after drying.
(4) test strips assembles
Sample pad, nitrocellulose membrane, absorbent paper are pasted on end liner successively according to 2-3mm overlap, and are cut to 3mm bar with cutting cutter
Son, is dried room temperature preservation after packaging.
(5) animal tissue's sample pre-treatments
The structure of fish muscle remained without nitrofurans through Mass Spectrometer Method is crushed, is homogenized with Potter-Elvehjem Tissue Grinders, is separately added into difference
The SEM of concentration and the mixing of 10 μ g/L difference furan medicine class metabolite AOZ, AMOZ, AHD homogenizing.After accurately weighing 1g homogenizing
Tissue samples, with 8mL ultra-pure water dilute, add the HCl of 10 μ L 1M after mixing, add after mixing 100 μ L digoxin modify
The aqueous solution (20 g/L) of terephthalaldehydic acid mixes latter 37 DEG C and shakes 1-2 hour.Thereafter supernatant 100-is taken after 5000rpm is centrifugal
150 μ L are added in the PBS solution of 100 μ L magnetic beads, with magnet stand separation magnetic bead after mixing 20min, with 100 μ LPBS weights after cleaning 3 times
Select and be added drop-wise in the sample pad of detection card detect.5 minutes observed results after loading.
Embodiment 3
Illustrate as a example by spending the terephthalaldehydic acid that cyanogen dyestuff 5 modifies:
(1) prepared by magnetic bead
Pipette the carboxyl magnetic bead of 0.5mL (10mg) in 15mL centrifuge tube, and be placed on Magneto separate frame until supernatant
After becoming the most thoroughly, carefully move with suction pipe and abandon supernatant.Add 5mL of MES buffer and fully mix washing.Centrifuge tube is placed on
Until after supernatant change is clear, carefully moving with suction pipe and abandon supernatant on Magneto separate frame.Repeated washing three times.After last washing, weight
Outstanding magnetic bead is in the MES buffer of 5mL.EDAC is taken out at cold preservation and is placed in room temperature 30 minutes.Weigh 16mg EDAC to add
Entering equipped with in the centrifuge tube of magnetic bead, acutely vibration shakes up.Under room temperature, centrifuge tube is placed in priming reaction 30 on rotation blending instrument
Minute.In course of reaction, note not allowing magnetic bead precipitation accumulate in together.Centrifuge tube is placed on Magneto separate frame until supernatant becomes
Carefully move with suction pipe after Qing and abandon supernatant.Repeated washing four times.Take 200mg flower cyanogen dyestuff 5 antibody and join in this solution, react 1h
Rear cleaning 3 times, subsequently with the PBS Seal and preservation containing 1%BSA.
(2) detection line and nature controlling line
Detection line and nature controlling line with for the Mus monoclonal antibody of semicarbazides derivatization and anti-colored cyanogen dyestuff 5 antibody respectively with 1mg/mL with
Prepared by 5cm/s speed setting-out.
(3) prepared by sample pad
Glass fibre is soaked with the borate buffer of the 50mM that PH is 8.5, standby after drying.
(4) test strips assembles
Sample pad, nitrocellulose membrane, absorbent paper are pasted on end liner successively according to 2-3mm overlap, and are cut to 3mm bar with cutting cutter
Son, is dried room temperature preservation after packaging.
(5) animal tissue's sample pre-treatments
The structure of fish muscle remained without nitrofurans through Mass Spectrometer Method is crushed, is homogenized with Potter-Elvehjem Tissue Grinders, is separately added into difference
The SEM of concentration and the mixing of 10 μ g/L difference furan medicine class metabolite AOZ, AMOZ, AHD homogenizing.After accurately weighing 1g homogenizing
Tissue samples, with 8mL ultra-pure water dilute, add the HCl of 10 μ L 1M after mixing, add after mixing 100 μ L digoxin modify
The aqueous solution (20 g/L) of terephthalaldehydic acid mixes latter 37 DEG C and shakes 1-2 hour.Thereafter supernatant 100-is taken after 5000rpm is centrifugal
150 μ L are added in the PBS solution of 100 μ L magnetic beads, with magnet stand separation magnetic bead after mixing 20min, with 100 μ LPBS weights after cleaning 3 times
Select and be added drop-wise in the sample pad of detection card detect.5 minutes observed results after loading.
The testing result of three above embodiment is all shown in Fig. 1 and Fig. 2.
The foregoing is only presently preferred embodiments of the present invention, not in order to limit the present invention, all essences in the present invention
Within god and principle, any modification, equivalent substitution and improvement etc. made, should be included within the scope of the present invention.
Claims (7)
1. the derivatization reagent of a semicarbazides (SEM), it is characterised in that described SEM derivatization reagent is for divide with specificity
The aldehyde benzoic acid of sub-labelling, described aldehyde benzoic acid can be reacted by the amino of aldehyde radical with metabolite, be formed with special
The metabolite of molecular marker-aldehyde benzoic acid derivant.
The derivatization reagent of a kind of semicarbazides (SEM) the most according to claim 1, it is characterised in that described specificity
Molecular marker can be combined by coated receptor on magnetic bead microsphere, forms SEM-aldehyde benzoic acid-labelling molecule-magnetic bead and is combined
Body.
The derivatization reagent of a kind of semicarbazides (SEM) the most according to claim 2, it is characterised in that described magnetic bead microsphere is straight
Footpath is 20nm-100um.
The derivatization reagent of a kind of semicarbazides (SEM) the most according to claim 1, it is characterised in that described special molecular
It is labeled as Ractopamine, biotin, various fluorescence molecule and there is the little molecule of receptor of ligands specific or antibody.
The derivatization reagent of a kind of semicarbazides (SEM) the most according to claim 1 and 2, it is characterised in that described is special
Molecular marker is directly connected to or is connected on the carboxyl of aldehyde benzoic acid by one section of straight chain molecule, and this straight chain molecule is a length of
10-20 atom.
6. the derivatization reagent of the semicarbazides (SEM) described in claim 1 monitors for the former medicine of nitrofural.
7. a rapid detection card for semicarbazides (SEM), is assembled by base plate, sample pad, nitrocellulose filter and absorbent paper,
It is characterized in that:
(1) base plate has viscosity, and sample pad, nitrocellulose filter and absorbent paper are all pasted onto on base plate；
(2) described sample pad is to process and dried glass fibre through the buffer containing PH7-8, and buffer includes phosphoric acid buffer
Liquid, or borate buffer, or HEPES buffer, or Tris buffer, have between described sample pad and described nitrocellulose filter
The overlap of 2-3mm；
(3) secure the antibody of identification metabolite-aldehyde benzoic acid on described nitrocellulose filter as detection line, secure anti-
The two of Mus resist for nature controlling line；
(4) absorbent paper is pasted onto the other end of described nitrocellulose filter, between described absorbent paper and described nitrocellulose filter
There is the overlap of 2-3mm.
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Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106905715A (en) * | 2017-03-01 | 2017-06-30 | 山西大学 | Faded pigment of one organic molecular species modification and preparation method thereof |
| CN107179404A (en) * | 2017-06-02 | 2017-09-19 | 中国科学院广州生物医药与健康研究院 | A kind of furans metabolite derivatization reagent and its rapid detection card |
| CN109633149A (en) * | 2018-12-20 | 2019-04-16 | 江苏美正生物科技有限公司 | A kind of versatile intermediates and immunochromatography detection method of amino residual analyte detection |
| CN109696553A (en) * | 2018-12-20 | 2019-04-30 | 江苏美正生物科技有限公司 | A kind of highly sensitive ELISA detection method suitable for amino residue |
| CN109884039A (en) * | 2019-01-31 | 2019-06-14 | 江苏美正生物科技有限公司 | A kind of high-sensitivity immunity chromatography method suitable for amino residual analyte detection |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| CN109696553A (en) * | 2018-12-20 | 2019-04-30 | 江苏美正生物科技有限公司 | A kind of highly sensitive ELISA detection method suitable for amino residue |
| CN109884039A (en) * | 2019-01-31 | 2019-06-14 | 江苏美正生物科技有限公司 | A kind of high-sensitivity immunity chromatography method suitable for amino residual analyte detection |
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Application publication date: 20161109 |
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