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Carboxylated fluorescent microsphere, preparing method thereof and applications of the carboxylated fluorescent microsphere

A fluorescent microsphere, carboxylation technology, applied in chemical instruments and methods, fluorescence/phosphorescence, luminescent materials, etc., can solve the problems of rare reports of technical solutions, complicated preparation process of conjugated polymers, etc., to avoid post-functionalization reaction. , good monodispersity and size controllable, effective fixation effect

Active Publication Date: 2014-10-29
纳谱分析技术(苏州)有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, although there are many reports on the use of organic dyes or quantum dots to prepare fluorescent microspheres, due to the complicated preparation process of conjugated polymers, there are few reports on the technical solutions of conjugated polymers applied to fluorescent microspheres.

Method used

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  • Carboxylated fluorescent microsphere, preparing method thereof and applications of the carboxylated fluorescent microsphere
  • Carboxylated fluorescent microsphere, preparing method thereof and applications of the carboxylated fluorescent microsphere
  • Carboxylated fluorescent microsphere, preparing method thereof and applications of the carboxylated fluorescent microsphere

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Embodiment 1

[0035] 1. Preparation of CP1

[0036] References Journal of the American Chemical Society 2004 , 126, 14964; ACS Applied Materials & Interfaces The raw materials provided in 2014, 6, 5041, the polyarylene acetylene polymer CP1 with carboxyl groups in the side chain is prepared by Sonogashira coupling reaction, the specific method is as follows:

[0037] See attached figure 1 , wherein (a) is the structural formula of the raw material polymer Pre-CP1 of the present embodiment (in the literature ACS Applied Materials & Interfaces 2014, 6, 5041, Pre-CP1 is correspondingly denoted as P3), pre-CP1 (1.03 g) was dissolved in 1,4-dioxane (160 mL), and 1M n-Bu 4NOH methanol solution (10 mL), stirred at room temperature for 24 hours. During the hydrolysis of the polymer, a few drops of deionized water were added to keep the polymer in solution. After the reaction was completed, sodium perchlorate (1.22 g) was dissolved in 20 mL of water and added to the hydrolyzed polymer s...

Embodiment 2

[0047] References Journal of the American Chemical Society 2004 , 126, 14964; ACS Applied Materials & Interfaces The raw materials provided in 2014, 6, 5041, the polyarylene acetylene polymer CP2 with carboxyl groups in the side chain is prepared by Sonogashira coupling reaction, the specific method is as follows:

[0048] See attached figure 1 , where (b) is the structural formula of the raw material polymer Pre-CP2 of this embodiment (in the document ACS Appl. Mater. Interfaces 2014, 6, 5041, Pre-CP2 is correspondingly denoted as P4), and pre-CP2 (0.3 g) Dissolve in 1,4-dioxane (80 mL), add 1M n-Bu 4 NOH methanol solution (5 mL), stirred at room temperature for 24 hours. During the hydrolysis of the polymer, a few drops of deionized water were added to keep the polymer in solution. After the reaction was completed, sodium perchlorate (0.61 g) was dissolved in 10 mL of water and added to the hydrolyzed polymer solution, stirred, and the resulting mixture was poured ...

Embodiment 3

[0057] See attached Figure 5 , which is the solid absorption spectrum (left) and emission spectrum (right) of the fluorescent microspheres provided by the embodiment of the present invention with the reaction sites for bioconjugation.

[0058] The two kinds of fluorescent microspheres provided in Examples 1 and 2 of the present invention are tested for their ability to couple with biomolecules, and the specific method is as follows:

[0059] Preparation of APGMA-CP1 fluorescent microspheres loaded with FITC-BSA: Weigh a mixed solution of APGMA-CP1 fluorescent microspheres (0.01g) in phosphate buffer solution (5 mL, pH 5~6) and THF (3 mL) In , the carboxyl groups on the surface of the microspheres were activated (30 min) in the presence of EDC (0.045 g) and NHS (0.081 g). After the activation reaction was completed, adjust the pH to 8 using disodium hydrogen phosphate-sodium dihydrogen phosphate buffer, add BSA-FITC (0.05 g), and shake at 4°C in the dark (3 h*1000 r / min). Af...

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Abstract

The invention relates to a carboxylated fluorescent microsphere, a preparing method thereof and applications of the carboxylated fluorescent microsphere. The carboxylated fluorescent microsphere based on a conjugated polymer is prepared by steps of: preparing a poly(arylene ethynylene) polymer with a side chain containing carboxyl by utilization of a hydrolysis reaction method; activating the carboxyl with N-(3-dimethyllaminopropyl)-N'-ethyl carbodiimide hydrochloride and N-Hydroxysuccinimide; and bonding a fluorescent polymer onto an APGMA microsphere in a covalent bond manner by adopting a monodisperse amino-modified porous poly(glycidyl methacrylate) APGMA microsphere having a size of 5 [mu]m as a substrate sphere. The carboxylated fluorescent microsphere has biological reaction sites, and good biological coupling performance, and can detect the biomolecule BSA. If a needed antibody is coupled to the fluorescent microsphere through the carboxyl on the side chain of the polymer, a fluorescent microsphere with an antibody labeling is prepared and can be used for detection of the corresponding antigen.

Description

technical field [0001] The invention relates to the technical field of fluorescent conjugated polymer sensing materials, in particular to a conjugated polymer-based fluorescent microsphere with a reactive site for biological coupling, a preparation method and an application thereof. Background technique [0002] Under the good vision of improving the public health of the entire human society, high-throughput technical diagnostic testing has attracted great attention from researchers in the academic and clinical fields. Emerging microsphere-based suspension arrays have many advantages over assays based on conventional methods such as planar arrays. Generally, suspension array technology can achieve faster detection speed due to the high mobility of the spheres; it has high sensitivity due to the combination with the analyte in three-dimensional space; the detection results are based on the characteristics of statistical information of more than 10,000 microspheres. The preci...

Claims

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Application Information

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IPC IPC(8): C08G81/02C09K11/06G01N21/64
Inventor 范丽娟许海波
Owner 纳谱分析技术(苏州)有限公司
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