Fluorescent probe for detecting human serum albumin and preparation method thereof

A serum albumin, fluorescent probe technology, applied in fluorescence/phosphorescence, chemical instruments and methods, luminescent materials, etc., can solve the problem of lack of satisfactory detection of HSA molecular probes, and achieve simple and easy-to-implement processes. Effect

CN105018072BActive Publication Date: 2017-02-01SHANDONG UNIV OF TECH
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Patent Information

Authority / Receiving Office
CN · China
Patent Type
Patents(China)
Current Assignee / Owner
Publication Date
2017-02-01

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Abstract

The invention relates to a fluorescent probe, in particular to a fluorescent probe for detecting human serum albumin and a preparation method thereof. Its molecular structural formula of the described fluorescent probe is as follows: the present invention uses quinoline fluorophore as reporter group, and the fluorescent ratio probe synthesized in conjunction with diethyl oxalate has better effect in detecting HSA; The preparation method has the advantages of simple process and easy realization.
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Description

technical field

[0001] The invention relates to a fluorescent probe, in particular to a fluorescent probe for detecting human serum albumin and a preparation method thereof. Background technique

[0002] Human serum albumin (HSA) is the most abundant protein in human plasma, and its concentration in plasma is as high as 0.7mM. Human serum albumin can reversibly bind many endogenous and exogenous compounds, such as hormones, fatty acids, vitamins, heme, metabolites, and drug molecules, enhance the solubility of these compounds in plasma, and transport them to specific tissues or organs or degrade when they become toxic. The sponge-like function of human serum albumin largely affects the pharmacokinetics of many exogenous drugs.

[0003] HSA exhibits pseudoesterase activity and can hydrolyze drugs containing ester bonds, such as aspirin. Lys 199, Lys402, Lys 519 and Lys 545 constitute the active site of HSA pseudoesterase.

[0004] The level of plasma albumin in human body...

Examples

Embodiment 1

[0030] Preparation of fluorescent probes for detecting human serum albumin:

[0031] (1) Dissolve 1mol of p-amino-N,N-dimethylaniline and 5mol of trans-crotonin in 25mL of toluene, stir and react at room temperature, monitor by TLC, and wait for p-amino-N,N-dimethylaniline After completely participating in the reaction, stop the reaction, extract (mixture of dichloromethane and distilled water) to obtain a crude product, and purify by column chromatography (dichloromethane:methanol=1:1) to obtain product a;

[0032] (2) 0.8mol product a, 1.2mol SeO 2 Add to 25mL dioxane and stir to dissolve, reflux reaction, TLC monitors the reaction, stop the reaction after product a completely participates in the reaction, cool to room temperature, the mixture is filtered with diatomaceous earth eluted with dichloromethane, and collected The filtrate was evaporated to remove the solvent to obtain a crude product, which was purified by silica gel column chromatography (dichloromethane:methan...