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Fluorescent reagent for trace serum albumin, and preparation and application of fluorescent reagent

The technology of serum albumin and fluorescent reagent is applied in the field of fluorescent biosensors, which can solve the problem of low selectivity of serum albumin detection, and achieve the effects of fast detection, simple preparation method and convenient operation.

Inactive Publication Date: 2014-12-10
BEIJING INSTITUTE OF TECHNOLOGYGY
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  • Abstract
  • Description
  • Claims
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AI Technical Summary

Problems solved by technology

[0007] Aiming at the problem that the detection selectivity of existing fluorescent reagents for albumin in serum is not high, and pre-separation is required in quantitative detection of serum albumin to achieve its detection accuracy, one of the purposes of the present invention is to provide a method for detecting trace amounts of serum albumin A fluorescent reagent for albumin, the fluorescent reagent has a specific fluorescent response to serum albumin, has high sensitivity and very fast detection of albumin in serum, and is highly selective; the second purpose is to provide a method for detecting trace amounts of serum A preparation method of a fluorescent reagent for albumin, the preparation method is simple and easy to operate

Method used

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  • Fluorescent reagent for trace serum albumin, and preparation and application of fluorescent reagent
  • Fluorescent reagent for trace serum albumin, and preparation and application of fluorescent reagent
  • Fluorescent reagent for trace serum albumin, and preparation and application of fluorescent reagent

Examples

Experimental program
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Effect test

Embodiment 1

[0050] (1) Preparation of DP-TPP

[0051] Dissolve 100 mg of 3,4-dibromo-1,2,5-tris(methoxycarbonylphenyl)pyrrole in 10 mL of ethylene glycol dimethyl ether, add phenylboronic acid (192 mg), tetrakis(triphenylphosphine) Palladium (18mg) and cesium carbonate (225mg) were reacted at 70° C. for 18 hours to obtain a white solid powder; the proton nuclear magnetic spectrum and mass spectrometry data of the white solid powder obtained by nuclear magnetic resonance spectrometer and mass spectrometer were as follows:

[0052] 1 H-NMR (400MHz, CDCl 3 )δ(ppm):7.91-7.71(d,6H),7.22-7.04(d,6H),6.99-6.84(d,10H),3.94-3.84(s,9H).MS(MALDI-TOF):calcd .for C 40 h 31 NO 6 ,621.2;found,621.3;

[0053] It shows that the white solid powder is DP-TPP according to the present invention.

[0054] (2) Preparation of DP-TPPNa

[0055] Dissolve 100 mg of DP-TPP in a mixed solvent of water (5 mL) and tetrahydrofuran (20 mL), add sodium hydroxide (58 mg), heat up to 70 ° C for 18 hours, freeze and v...

Embodiment 2

[0069] (1) Preparation of DP-TPP

[0070] Dissolve 100 mg of 3,4-dibromo-1,2,5-tris(methoxycarbonylphenyl)pyrrole in 30 mL of ethylene glycol dimethyl ether, add phenylboronic acid (222 mg), tetrakis(triphenylphosphine) Palladium (55mg) and cesium carbonate (364mg) were reacted at 70° C. for 30 hours to obtain a white solid powder; the NMR and mass spectrometry data of the white solid powder obtained by NMR spectrometer and mass spectrometer were as follows:

[0071] 1 H-NMR (400MHz, CDCl 3 )δ(ppm):7.91-7.71(d,6H),7.22-7.04(d,6H),6.99-6.84(d,10H),3.94-3.84(s,9H).MS(MALDI-TOF):calcd .for C 40 h 31 NO 6 ,621.2;found,621.3;

[0072] It shows that the white solid powder is DP-TPP according to the present invention.

[0073] (2) Preparation of DP-TPPNa

[0074]Dissolve 100mg of DP-TPP in a mixed solvent of water (40mL) and tetrahydrofuran (20mL), add sodium hydroxide (96mg), heat up to 70°C for 30 hours, freeze and vacuum dry after dialysis to obtain a white solid powder; ...

Embodiment 3

[0088] (1) Preparation of DP-TPP

[0089] Dissolve 100 mg of 3,4-dibromo-1,2,5-tris(methoxycarbonylphenyl)pyrrole in 20 mL of ethylene glycol dimethyl ether, add phenylboronic acid (200 mg), tetrakis(triphenylphosphine) Palladium (40mg) and cesium carbonate (280mg) were reacted at 70° C. for 24 hours to obtain a white solid powder; the NMR and mass spectrometry data of the white solid powder obtained by NMR spectrometer and mass spectrometer were as follows:

[0090] 1 H-NMR (400MHz, CDCl 3 )δ(ppm):7.91-7.71(d,6H),7.22-7.04(d,6H),6.99-6.84(d,10H),3.94-3.84(s,9H).MS(MALDI-TOF):calcd .for C 40 h 31 NO 6 ,621.2;found,621.3;

[0091] It shows that the white solid powder is DP-TPP according to the present invention.

[0092] (2) Preparation of DP-TPPNa

[0093] Dissolve 100mg of DP-TPP in a mixed solvent of water (15mL) and tetrahydrofuran (15mL), add sodium hydroxide (70mg), heat up to 70°C for 24 hours, freeze and vacuum dry after dialysis to obtain a white solid powder; ...

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Abstract

The invention discloses a fluorescent reagent for detecting trace serum albumin, and a preparation and application of the fluorescent reagent, and belongs to the field of fluorescent bio-sensors. The fluorescent reagent is prepared from DP-TPPNa and a good solvent. The preparation method comprises the following steps: dissolving 3,4-dibromo-1,2,5-tri((methoxycarbonyl)phenyl) pyrrole in the good solvent, adding phenylboronic acid, a catalyst and basic salt, and reacting to obtain DP-TPP; dissolving the DP-TPP in a solvent, adding alkali, and reacting to obtain DP-TPPNa; and dissolving the DP-TPPNa in the good solvent to obtain the fluorescent reagent. The fluorescent reagent is capable of quantitatively detecting the serum albumin in serum, is simple in preparation method, convenient to operate and quick in response, has high sensitivity and high selectivity, is capable of producing an excellent visible detection signal, can completely get rid of the dependence on high-precision instruments according to actual requirements, and can meet the requirement of people on detecting the serum albumin in serum today.

Description

technical field [0001] The present invention relates to a fluorescent reagent for detecting trace amounts of serum albumin, a preparation method and an application thereof, in particular to a real-time "light-up" type fluorescent reagent and a preparation method for detecting trace amounts of serum albumin in serum by solution fluorescence, belonging to fluorescent biology sensor field. Background technique [0002] Serum albumin is the most abundant protein in the human body's circulatory system. It has physiological functions such as binding and transporting endogenous and exogenous substances, maintaining blood colloid osmotic pressure, scavenging free radicals, inhibiting platelet aggregation and anticoagulation. important in the process. Serum albumin is produced by the liver, therefore, low levels of serum albumin in serum may indicate chronic hepatitis, cirrhosis, and even liver failure and diabetes. Among them, diabetes can cause protein metabolism disorder, and in...

Claims

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Application Information

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IPC IPC(8): C09K11/06C07D207/337G01N21/64
Inventor 董宇平李汪洋佟斌冯霄石建兵
Owner BEIJING INSTITUTE OF TECHNOLOGYGY
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