Synthesis and application of fluorescence molecular probes for detecting mercaptoamino-acids by virtue of naked eyes and fluorescence enhancement

Abstract

The invention relates to a preparation method and an application of naked eye identification and fluorescence enhancement type mercaptoamino-acid fluorescence probes, and specifically relates to preparation based on boron difluoride-dipyrromethane derivatives and an application thereof in detecting mercaptoamino-acids. The fluorescence probes are synthesized through direct reaction of the boron difluoride-dipyrromethane derivatives with nitromethane, and the pure probe product can be obtained through column chromatography analysis. The fluorescence probes are simple and convenient to synthesize, mild in reaction conditions, easy to purify and high in synthesis yield. The maximum absorption wavelength of the probe molecules is at 519nm; the probe molecules are good in solubility in a 50% acetonitrile aqueous solution and stable in optical properties; the absorption wavelength of the probe molecules is transferred to 506nm from 519nm as the mercaptoamino-acids are added; the fluorescence spectrum of the probe molecules is continuously enhanced at 520nm, and enhanced by 150 times at most, and in the meantime, the corresponding solution color turns to yellow from pink. The naked eye identification and fluorescence enhancement type mercaptoamino-acid fluorescence probes overcome the shortcoming that the response of the existing fluorescence probes to the mercaptoamino-acids is only based on the change of the fluorescence intensity. The probe molecules are high in sensitivity, high in identification ability to the mercaptoamino-acids and high in response speed, the response range of the probe molecules is from 0 to 1000 micrometers, the detection limits of the probe molecules to Cys, CSH and Hcy are 0.45 micrometer, 0.21 micrometer and 0.12 micrometer, and therefore, the detection range is wide and the detection limits are low; in short, the probes of the type have important practical application value in the fields such as biochemistry and environmental science.

Description

technical field [0001] The invention relates to the technical field of chemical analysis and detection, in particular to a preparation method of a fluorescent molecular probe for naked-eye and fluorescence-enhanced detection of thiol-containing amino acids and the application of the fluorescent molecular probe in detecting thiol-containing amino acids. Background technique [0002] Amino acids and peptides containing sulfhydryl groups play important roles in many physiological processes. For example, cysteine ​​(Cys) and homocysteine ​​(Hcy) are thought to be closely associated with diseases such as renal failure, Alzheimer's and Parkinson's diseases, atherosclerotic vascular disease, and coronary Arterial heart disease. Reduced glutathione (GSH) is the main endogenous antioxidant and is regarded as an indicator of oxidative stress capacity, and the sulfhydryl content in organisms may also be affected by some oxidative stress reactions. At the same time, the use of sulfhyd...

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Problems solved by technology

[0004] Most of the reported fluorescent probes respond to thiol-containing amino acids only in the change of fluorescence intensity

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