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Preparation and application of novel phenazine imidazo phenylboronic acid fluorescence sugar probe

A technology of azole-based phenyl boron and fluorescent sugar, which is applied in the field of preparation of novel phenazinoimidazolyl phenylboronic acid-based fluorescent sugar probes, can solve the problems such as the difficulty in changing optical changes and spectral properties, and achieve high selectivity and sensitivity of sugar determination Good stability, stable fluorescence effect

Inactive Publication Date: 2012-10-03
TIANJIN UNIVERSITY OF TECHNOLOGY
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Problems solved by technology

However, phenylboronic acid compounds cannot fluoresce, and therefore, the determination of optical changes in the recognition process, which relies on intrinsic changes in spectral properties, is difficult.

Method used

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  • Preparation and application of novel phenazine imidazo phenylboronic acid fluorescence sugar probe
  • Preparation and application of novel phenazine imidazo phenylboronic acid fluorescence sugar probe
  • Preparation and application of novel phenazine imidazo phenylboronic acid fluorescence sugar probe

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Embodiment

[0027] A preparation method of the novel phenazinoimidazolylphenylboronic acid fluorescent sugar probe, the steps are as follows:

[0028] 1) Mix 1ml of concentrated hydrochloric acid with 40ml of distilled water to obtain concentrated hydrochloric acid aqueous solution, add 1.0g of o-phenylenediamine, stir to dissolve it to obtain o-phenylenediamine solution, add 10g of FeCl 3 ·6H 2 O was dissolved in 20ml of distilled water to obtain an aqueous solution of ferric chloride. Slowly pour the aqueous solution of ferric chloride into the above-mentioned o-phenylenediamine solution under stirring conditions, that is, a blood-red precipitate would appear. Stand for 24 hours, then suction filter, wash away ferric chloride with water to obtain the crude product, add 20 times the amount of distilled water, heat to 85°C for recrystallization, and fully dry to obtain the crude product mixture of 2,3-diaminophenazine. Add 10ml of 2.5mol / L NaOH solution, add the crude product mixture int...

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Abstract

A novel phenazine imidazo phenylboronic acid fluorescence sugar probe adopts phenylboronic acid to modify phenazine imidazo compounds, and the structure of the compound is 2-(4'-phenylboronic acid)-1H-phenazine[2,3-d]imidazo. The fluorescence sugar probe can be used for buffering the detection of sugar in aqueous solution, that is, boric acid reacts with sugar molecules when being added with sugar so as to generate boric acid lactone, and electron migration in a system is led to be changed, so that the fluorescence intensity of a phenazine imidazo system is improved. The novel phenazine imidazo phenylboronic acid fluorescence sugar probe has the advantages as follows: excitation wavelength can be within a visible region (ranging from 350 to 770nm), the emission region is positioned in long wavelength, and larger Stokes shift can be achieved; higher saccharimetry selectivity and sensitivity can be achieved; the novel phenazine imidazo phenylboronic acid fluorescence sugar probe is suitable for the real-time fluorometric analysis of blood sugar in the system; and the stability is good, and the novel phenazine imidazo phenylboronic acid fluorescence sugar probe can be used and stored for a long time. The fluorescence sugar probe provides a better research method for the research on biological signal channels relative to biological phenylboronic acid as well as significance and diagnosis of the phenylboronic acid in certain disease or in vivo process.

Description

technical field [0001] The invention belongs to the technical field of biological detection, and in particular relates to the preparation and application of a novel phenazinoimidazolylphenylboronic acid fluorescent sugar probe. Background technique [0002] Carbohydrates are the food source that human beings depend on for survival, and they are also important information substances in living organisms, such as mutual recognition and interaction between cells, transportation of water and electrolytes, occurrence and metastasis of cancer, and immunity and immunity of the body. It plays a key role in inhibition as well as in biological processes such as fertilization and cell agglutination. If the transmission of sugar is destroyed, it will directly lead to certain diseases such as renal diabetes, fibrous cyst, diabetes and even cancer, which seriously affects our normal life. Therefore, it is of great significance to study sugar recognition methods with high sensitivity and h...

Claims

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Application Information

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IPC IPC(8): C07F5/02C09K11/06G01N21/64
Inventor 王秋生张泱朱雷鸣
Owner TIANJIN UNIVERSITY OF TECHNOLOGY
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