CN108383936A - A kind of fluorescence probe preparation method of phycoerythrin label polystyrene microsphere - Google Patents
A kind of fluorescence probe preparation method of phycoerythrin label polystyrene microsphere Download PDFInfo
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- CN108383936A CN108383936A CN201810040665.3A CN201810040665A CN108383936A CN 108383936 A CN108383936 A CN 108383936A CN 201810040665 A CN201810040665 A CN 201810040665A CN 108383936 A CN108383936 A CN 108383936A
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- polystyrene microsphere
- phycoerythrin
- fluorescence probe
- mass ratio
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F212/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an aromatic carbocyclic ring
- C08F212/02—Monomers containing only one unsaturated aliphatic radical
- C08F212/04—Monomers containing only one unsaturated aliphatic radical containing one ring
- C08F212/06—Hydrocarbons
- C08F212/08—Styrene
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F212/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an aromatic carbocyclic ring
- C08F212/34—Monomers containing two or more unsaturated aliphatic radicals
- C08F212/36—Divinylbenzene
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G81/00—Macromolecular compounds obtained by interreacting polymers in the absence of monomers, e.g. block polymers
- C08G81/02—Macromolecular compounds obtained by interreacting polymers in the absence of monomers, e.g. block polymers at least one of the polymers being obtained by reactions involving only carbon-to-carbon unsaturated bonds
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- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N21/00—Investigating or analysing materials by the use of optical means, i.e. using sub-millimetre waves, infrared, visible or ultraviolet light
- G01N21/62—Systems in which the material investigated is excited whereby it emits light or causes a change in wavelength of the incident light
- G01N21/63—Systems in which the material investigated is excited whereby it emits light or causes a change in wavelength of the incident light optically excited
- G01N21/64—Fluorescence; Phosphorescence
- G01N21/6486—Measuring fluorescence of biological material, e.g. DNA, RNA, cells
Abstract
The present invention sets the fluorescence probe preparation method for being related to a kind of phycoerythrin label polystyrene microsphere, swelling treatment is carried out to seed microballoon by Two-step seed swelling, obtain the polystyrene microsphere of surface carboxylation, the carboxyl of microsphere surface is coupled with phycoerythrin, obtains the fluorescence probe of phycoerythrin label polystyrene microsphere.The polystyrene microsphere fluorescence probe stability being obtained by this method is strong, and high sensitivity is not easy to be quenched, and safety coefficient is high, has no toxic side effect.
Description
Technical field
The present invention relates to a kind of preparation methods of the polystyrene probe of fluorescent marker, and in particular to a kind of phycoerythrin mark
Remember the preparation method of polystyrene microsphere fluorescence probe.
Background technology
With the continuous development of materialogy, the crossing research between each subject.More and more information-based, digitized information
Material is constantly studied and applies.Recently, inorganic light-emitting quantum dot, fluorescent polymer nanoparticle, composite fluorescence silica
The successive appearance of the fluorescent nano probes such as nano-particle assigns enough information in conjunction with effective physical detection means, for biology
Analysis provides new development field, becomes the hot spot of Recent study.
Polystyrene is also current research and applies a kind of extremely wide fluorescent polymer microballoon, since it has well
Mechanical performance and stability.Currently used for mark polystyrene microsphere fluorescent material there are many kinds of, including fluorescent dye, amount
Sub- point, metal complex etc..But these are mainly carried on polystyrene microsphere by way of physical absorption, and there are stability
The problem of difference or easily quenching.
Phycoerythrin is used for fluorescence analysis, with the incomparable superiority of traditional chemical fluorescent dye：1, wider
There is wider absorption spectrum within the scope of pH, be easier to select suitable excitation wavelength, to obtain high-efficiency fluorescence transmitting, and
There is special fluorescence emission peak when excitation；2, absorbance and fluorescence quantum yield are very high, and fluorescence is strong and stablizes, high sensitivity；3、
It with smaller fluorescence background, is not easy to be quenched, fluorescence storage life is longer；4, excellent aqueous solubility is easily combined with other molecule cross-links,
Non-specific adsorption is few；5, pure-natural marine living-things extract, without any side effects, are free of radioactivity, operate with and pacify very much
Entirely.
Invention content
Technical problem to be solved by the invention is to provide the fluorescence probes that a kind of phycoerythrin marks polystyrene microsphere
Preparation method.
The technical solution that the present invention solves above-mentioned technical problem is as follows：
Phycoerythrin marks the fluorescence probe preparation method of polystyrene microsphere, includes the following steps：
S1：It is polymerize by two-step seed swelling and prepares surface carboxylation polystyrene microsphere；
S2：Surface carboxylation polystyrene microsphere in S1 is coupled with phycoerythrin, phycoerythrin is obtained and marks polyphenyl
The fluorescence probe of ethylene microballoon.
The polystyrene microsphere that surface carboxylation function is prepared for by two-step seed swelling polymerization of the present invention, utilizes ammonia
Base and carboxyl coupled reaction obtain fluorescence probe polystyrene microsphere in carboxylated micro-spheres surface basis weight coupling phycoerythrin.
The beneficial effects of the invention are as follows obtained phycoerythrin to mark the fluorescence probe stability of polystyrene microsphere strong, spirit
Sensitivity is high, is not easy to be quenched, and safety coefficient is high, has no toxic side effect.
Based on the above technical solution, the present invention can also be improved as follows：
Further, in the present invention, the specific preparation process of surface carboxylation polystyrene microsphere is as follows in step S1：
S11：By seed microballoon according to 1-1.5:200 mass ratio is added in emulsifier aqueous solution, is ultrasonically treated, is hanged
Supernatant liquid 1, by sweller according to 1-1.5:200 mass ratio is added in emulsifier aqueous solution, is ultrasonically treated, and obtains suspension 2, will
Suspension 1 and suspension 2 are 1 according to mass ratio:1-1.5 is mixed, and room temperature is swollen 4-8 hours, obtains the first of suspension
It is swollen object；
S12：Initiator, polymerized monomer, function monomer, crosslinking agent, emulsifier are sequentially added into the first swelling object
And the mass ratio of water, the initiator, polymerized monomer, function monomer, crosslinking agent and emulsifier and water and the first swelling object is distinguished
For 0.0025-0.0125:1、0.25-1.25:1、0.005-0.025:1、0.5-1:1、0.005-0.01:1 and 2：1, stir 6-
After 12 hours, it is transferred to 80-120 DEG C of oil bath pan, sequentially adds stabilizer, coloring agent and ultra-pure water, the stabilizer, dyeing
Agent and ultra-pure water and the first swelling amount of substance ratio are respectively 0.05-0.25：1,0.0075%-0.075%：1 and 1.25:1, finally
The carboxylated micro-spheres of size uniformity are obtained after being screened using the ethyl alcohol washing of 10%-15% and gravity.
Further, the emulsifier in the step S11 and S12 is lauryl sodium sulfate, the emulsifier aqueous solution
Mass concentration is 0.25%, and the sweller is hexamethylene.
Further, the initiator in the step S12 is dibenzoyl peroxide, and polymerized monomer is styrene, function list
Body is acrylic acid, and crosslinking agent is or mixtures thereof divinylbenzene or toluene.
Further, stabilizer is polyvinylpyrrolidone in the step S12, and coloring agent is methylene blue.
Further, the specific preparation process that surface carboxylation polystyrene microsphere is coupled with phycoerythrin in step S2 is such as
Under：
S21：Take the carboxylated micro-spheres in S12 according to 1:The mass ratio of 50-500 is scattered in buffer solution, and coupling is added
The mass ratio of agent, the coupling agent and buffer solution is 1-2:300, it stirs 15-20 minutes；
S22：It is added phycoerythrin in above-mentioned solution, the mass ratio of the phycoerythrin and buffer solution is 1:50-500,
30 DEG C of -50 DEG C of rotational oscillations react 2-4 hours, are finally washed with buffer solution.
Further, the coupling agent is 1- ethyls-(3- dimethylaminopropyls) phosphinylidyne diimmonium salt hydrochlorate and N- hydroxyls
Succinimide 1:1 mixture formed.
Further, the buffer solution is the PBS buffer solution of 0.01mol/L.
Specific implementation mode
Principles and features of the present invention are described below in conjunction with specific embodiment, example is served only for explaining this hair
It is bright, it is not intended to limit the scope of the present invention.
Embodiment 1
A kind of fluorescence probe preparation method of phycoerythrin label polystyrene microsphere, includes the following steps：
S1：It is polymerize by two-step seed swelling and prepares surface carboxylation polystyrene microsphere；
S11：Weigh lauryl sodium sulfate (SDS) water that 0.1g polystyrene seed microballoons are added to 20mL0.25Wt%
Seed microballoon dispersion liquid is formed in solution, ultrasonic disperse 20 minutes under 200W separately takes 0.1g hexamethylenes that 20mL0.25Wt% is added
Lauryl sodium sulfate (SDS) aqueous solution in, above-mentioned seed microballoon is added in cyclohexane solution by ultrasonic disperse 20-40 minutes
In dispersion liquid, room temperature is swollen 4-8 hours, obtains the first swelling object；
S12：The addition 0.1g dibenzoyl peroxides into the first swelling object, 10g styrene, 10g divinylbenzenes,
Lauryl sodium sulfate (SDS) aqueous solution of 10g toluene, 0.5g acrylic acid and 80mL0.25Wt% after stirring 6-12 hours, turn
80 DEG C of oil bath pans are moved to, the secondary first of polyvinylpyrrolidone and a concentration of 7.5mg/ml of 0.4ml that 2g K values are 30 is sequentially added
Base indigo plant aqueous solution and 50ml ultra-pure waters react 6-18 hours, are washed with 10% ethyl alcohol and gravity screens to obtain the carboxyl of size uniformity
Change microballoon；
S2：Surface carboxylation polystyrene microsphere in S1 is coupled with phycoerythrin, phycoerythrin is obtained and marks polyphenyl
The fluorescence probe of ethylene microballoon.
S21：It takes the carboxylated micro-spheres 10mg to be added in 5ml phosphate buffers, 4.5mg1- ethyls-(3- dimethyl is added
Aminopropyl) phosphinylidyne diimmonium salt hydrochlorate and 12mgN- HOSu NHSs, mixed at room temperature stirs 15 minutes,
S22：Phycoerythrin 10mg is added, 37 DEG C of rotational oscillations react 2-4h, finally use 0.01mol/L PBS buffer solutions
Washing.
Embodiment 2
A kind of fluorescence probe preparation method of phycoerythrin label polystyrene microsphere, includes the following steps：
S1：It is polymerize by two-step seed swelling and prepares surface carboxylation polystyrene microsphere；
S11：Weigh the lauryl sodium sulfate (SDS) that 0.15g polystyrene seed microballoons are added to 20mL0.25Wt%
Seed microballoon dispersion liquid is formed in aqueous solution, ultrasonic disperse 20 minutes under 200W separately takes 0.15g hexamethylenes to be added
In lauryl sodium sulfate (SDS) aqueous solution of 20mL0.25Wt%, cyclohexane solution is added ultrasonic disperse 20-40 minutes
In above-mentioned seed microballoon dispersion liquid, room temperature is swollen 4-8 hours, obtains the first swelling object；
S12：The addition 0.5g dibenzoyl peroxides into the first swelling object, 50g styrene, 25g divinylbenzenes,
Lauryl sodium sulfate (SDS) aqueous solution of 25g toluene, 2.5g acrylic acid and 80mL0.25Wt% after stirring 6-12 hours, turn
120 DEG C of oil bath pans are moved to, the secondary first of polyvinylpyrrolidone and a concentration of 7.5mg/ml of 4ml that 10g K values are 30 is sequentially added
Base indigo plant aqueous solution and 50ml ultra-pure waters react 6-18 hours, are washed with 10% ethyl alcohol and gravity screens to obtain the carboxyl of size uniformity
Change microballoon；
S2：Surface carboxylation polystyrene microsphere in S1 is coupled with phycoerythrin, phycoerythrin is obtained and marks polyphenyl
The fluorescence probe of ethylene microballoon.
S21：It takes the carboxylated micro-spheres 100mg to be added in 5ml phosphate buffers, 11mg1- ethyls-(3- dimethyl is added
Aminopropyl) phosphinylidyne diimmonium salt hydrochlorate and 22mgN- HOSu NHSs, mixed at room temperature stirs 15 minutes,
S22：Phycoerythrin 100mg is added, 37 DEG C of rotational oscillations react 2-4h, finally use 0.01mol/L PBS bufferings molten
Liquid washs.
Embodiment 3
A kind of fluorescence probe preparation method of phycoerythrin label polystyrene microsphere, includes the following steps：
S1：It is polymerize by two-step seed swelling and prepares surface carboxylation polystyrene microsphere；
S11：Weigh the lauryl sodium sulfate (SDS) that 0.08g polystyrene seed microballoons are added to 16mL0.25Wt%
Seed microballoon dispersion liquid is formed in aqueous solution, ultrasonic disperse 20 minutes under 200W separately takes 0.13g hexamethylenes to be added
In lauryl sodium sulfate (SDS) aqueous solution of 24mL0.25Wt%, cyclohexane solution is added ultrasonic disperse 20-40 minutes
In above-mentioned seed microballoon dispersion liquid, room temperature is swollen 4-8 hours, obtains the first swelling object；
S12：The addition 0.25g dibenzoyl peroxides into the first swelling object, 25g styrene, 18g divinylbenzenes,
Lauryl sodium sulfate (SDS) aqueous solution of 18g toluene, 1.5g acrylic acid and 80mL0.25Wt% after stirring 6-12 hours, turn
90 DEG C of oil bath pans are moved to, the methine of polyvinylpyrrolidone and a concentration of 7.5mg/ml of 2ml that 5g K values are 30 is sequentially added
Blue aqueous solution and 50ml ultra-pure waters react 6-18 hours, are washed with 10% ethyl alcohol and gravity screens to obtain the carboxylated of size uniformity
Microballoon；
S2：Surface carboxylation polystyrene microsphere in S1 is coupled with phycoerythrin, phycoerythrin is obtained and marks polyphenyl
The fluorescence probe of ethylene microballoon.
S21：It takes the carboxylated micro-spheres 50mg to be added in 5ml phosphate buffers, 8mg1- ethyls-(3- dimethylaminos is added
Base propyl) phosphinylidyne diimmonium salt hydrochlorate and 15mgN- HOSu NHSs, mixed at room temperature stirs 15 minutes；
S22：Phycoerythrin 50mg is added, 37 DEG C of rotational oscillations react 2-4h, finally use 0.01mol/L PBS buffer solutions
Washing.
Phycoerythrin is used for fluorescence analysis by the present invention, glimmering with the incomparable superiority of traditional chemical fluorescent dye
Photostability is strong, high sensitivity, and is not easy to be quenched.The fluorescence probe of the present invention can be applied not only to nano meter biomaterial field,
Apply also for the fields such as biochemical sensor, optical material, biomedicine, streaming fluorescence, digital medical.
The foregoing is merely presently preferred embodiments of the present invention, is not intended to limit the invention, it is all the present invention spirit and
Within principle, any modification, equivalent replacement, improvement and so on should all be included in the protection scope of the present invention.
Claims (8)
1. a kind of fluorescence probe preparation method of phycoerythrin label polystyrene microsphere, which is characterized in that include the following steps：
S1：It is polymerize by two-step seed swelling and prepares surface carboxylation polystyrene microsphere；
S2：Surface carboxylation polystyrene microsphere in S1 is coupled with phycoerythrin, phycoerythrin is obtained and marks polystyrene
The fluorescence probe of microballoon.
2. a kind of fluorescence probe preparation method of phycoerythrin label polystyrene microsphere according to claim 1, special
Sign is that the preparation process of surface carboxylation polystyrene microsphere is as follows in the step S1：
S11：By seed microballoon according to 1-1.5:200 mass ratio is added in emulsifier aqueous solution, is ultrasonically treated, and obtains suspension
One, by sweller according to 1-1.5:200 mass ratio is added in emulsifier aqueous solution, is ultrasonically treated, and obtains suspension two, will hang
Supernatant liquid one and suspension two are 1 according to mass ratio:1-1.5 is mixed, and room temperature is swollen 4-8 hours, obtains the first of suspension
It is swollen object；
S12：Initiator, polymerized monomer, function monomer, crosslinking agent, emulsifier and water are sequentially added into the first swelling object,
The initiator, polymerized monomer, function monomer, crosslinking agent, emulsifier and water and the mass ratio of the first swelling object are respectively
0.0025-0.0125:1、0.25-1.25:1、0.005-0.025:1、0.5-1:1、0.005-0.01:1 and 2：1, stir 6-12
After hour, it is transferred to 80-120 DEG C of oil bath pan, sequentially adds stabilizer, coloring agent and ultra-pure water, the stabilizer, coloring agent
It is respectively 0.05-0.25 with ultra-pure water and the first swelling amount of substance ratio：1,0.0075%-0.075%：1 and 1.25:1, finally make
It is washed with the ethyl alcohol of 10-15vol% and obtains the carboxylated micro-spheres of size uniformity after gravity screening.
3. a kind of fluorescence probe preparation method of phycoerythrin label polystyrene microsphere according to claim 2, special
Sign is that the emulsifier in the step S11 and S12 is lauryl sodium sulfate, the mass concentration of the emulsifier aqueous solution
It is 0.25%, the sweller is hexamethylene.
4. a kind of fluorescence probe preparation method of phycoerythrin label polystyrene microsphere according to claim 2, special
Sign is that the initiator in the step S12 is dibenzoyl peroxide, and polymerized monomer is styrene, and function monomer is propylene
Acid, crosslinking agent are the mixing of any one of divinylbenzene and toluene or both.
5. a kind of fluorescence probe preparation method of phycoerythrin label polystyrene microsphere according to claim 2, special
Sign is that stabilizer is polyvinylpyrrolidone in the step S12, and coloring agent is methylene blue.
6. a kind of fluorescence probe preparation method of phycoerythrin label polystyrene microsphere according to claim 1, special
Sign is, the specific preparation process that surface carboxylation polystyrene microsphere and phycoerythrin are coupled in step S2 is as follows：
S21：Take the carboxylated micro-spheres in S12 according to 1:The mass ratio of 50-500 is scattered in buffer solution, and coupling agent, institute is added
The mass ratio for stating coupling agent and buffer solution is 1-2:300, it stirs 15-20 minutes；
S22：It is added phycoerythrin in above-mentioned solution, the mass ratio of the phycoerythrin and buffer solution is 1:50-500,30 DEG C-
50 DEG C of rotational oscillations react 2-4 hours, are finally washed with buffer solution.
7. a kind of fluorescence probe preparation method of phycoerythrin label polystyrene microsphere according to claim 1, special
Sign is that the coupling agent is that 1- ethyls-(3- dimethylaminopropyls) phosphinylidyne diimmonium salt hydrochlorate and N- hydroxysuccinimidyls acyl are sub-
Amine 1:1 mixture formed.
8. a kind of fluorescence probe preparation method of phycoerythrin label polystyrene microsphere according to claim 1, special
Sign is that the buffer solution is the PBS buffer solution of 0.01mol/L.
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Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110632051A (en) * | 2019-09-29 | 2019-12-31 | 浙江海洋大学 | Method for counting and sorting fluorescence-labeled micro-plastic particles by using flow cytometer |
| CN111057188A (en) * | 2019-11-26 | 2020-04-24 | 山东立菲生物产业有限公司 | Preparation method of double-labeled fluorescent microspheres |
| US10895536B1 (en) | 2018-11-08 | 2021-01-19 | Qingdao University | Method for preparing a ratiometric fluorescent sensor for phycoerythrin based on a magnetic molecularly imprinted core-shell polymer |
| CN113474302A (en) * | 2019-02-18 | 2021-10-01 | 凯米拉公司 | Method for monitoring and optionally controlling the removal of microplastics from water containing microplastics |
-
2018
- 2018-01-16 CN CN201810040665.3A patent/CN108383936A/en active Pending
Non-Patent Citations (4)
| Title |
|---|
| ERIC Y. LIU, ET AL.: "High-throughput double emulsion-based microfluidic production of hydrogel microspheres with tunable chemical functionalities toward biomolecular conjugation", 《LAB ON A CHIP》 * |
| ERIC Y. LIU, ET AL.: "Improved Protein Conjugation with Uniform, Macroporous Poly(acrylamide-co-acrylic acid) Hydrogel Microspheres via EDC/NHS Chemistry", 《LANGMUIR》 * |
| 吴俊英 等: "《临床免疫学检验》", 31 March 2014, 华中科技大学出版社 * |
| 宋涛: "量子点荧光编码微球的制备及在液相芯片中的应用", 《中国博士学位论文全文数据库 基础科学辑》 * |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US10895536B1 (en) | 2018-11-08 | 2021-01-19 | Qingdao University | Method for preparing a ratiometric fluorescent sensor for phycoerythrin based on a magnetic molecularly imprinted core-shell polymer |
| CN113474302A (en) * | 2019-02-18 | 2021-10-01 | 凯米拉公司 | Method for monitoring and optionally controlling the removal of microplastics from water containing microplastics |
| CN110632051A (en) * | 2019-09-29 | 2019-12-31 | 浙江海洋大学 | Method for counting and sorting fluorescence-labeled micro-plastic particles by using flow cytometer |
| CN111057188A (en) * | 2019-11-26 | 2020-04-24 | 山东立菲生物产业有限公司 | Preparation method of double-labeled fluorescent microspheres |
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