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Preparation method of ATP (adenosine triphosphate) near infrared fluorescent probe

A technology of adenosine triphosphate and fluorescent probes, applied in the field of small molecule fluorescent probes, can solve the problems of decreased fluorescence intensity, low sensitivity of probes, and sensitivity to scattered light, etc., to reduce external interference, fast and convenient analysis, and simple synthesis steps Effect

Active Publication Date: 2016-05-04
NORTHWEST A & F UNIV
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  • Abstract
  • Description
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Problems solved by technology

At present, the probes for detecting ATP are mostly organic fluorescent dyes, such as: quinolines, fluorescein, rhodamine, aromatic hydrocarbons and their derivatives, etc., but these fluorescent dyes have some shortcomings, such as: the scattered light of the sample excitation light Sensitive, which will reduce the detection sensitivity of the probe
In addition, within a certain range, the more fluorescent molecules are labeled on the tested molecules, the fluorescent intensity will decrease, which is unfavorable for ATP detection.
Although many probes can be used for the detection of ATP, some probes are not sensitive or cannot distinguish molecules with similar properties to ATP

Method used

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  • Preparation method of ATP (adenosine triphosphate) near infrared fluorescent probe
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  • Preparation method of ATP (adenosine triphosphate) near infrared fluorescent probe

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preparation example Construction

[0029] Referring to accompanying drawing, the present invention is the preparation method of adenosine triphosphate near-infrared fluorescent probe, and its steps are:

[0030] S1, dissolving squaraine dye in an organic solution to obtain an organic solution of squaraine;

[0031] S2. Dissolving N,N-bis(2-aminoethyl)-1,2-ethylenediamine in an organic solution to obtain N,N-bis(2-aminoethyl)-1,2-ethylenediamine organic solution;

[0032] S3. Add the squaraine organic solution dropwise to the N,N-bis(2-aminoethyl)-1,2-ethylenediamine organic solution, stir at room temperature for 2 hours, then remove the organic solution, pass through the column Chromatographic separation and purification to obtain adenosine triphosphate near-infrared fluorescent probe.

[0033] The organic solution includes dichloromethane solution, especially anhydrous dichloromethane.

[0034] The concentration of the squaraine organic solution was 4.19 mM.

[0035] The concentration of the N,N-bis(2-amin...

Embodiment 1

[0043] Example 1: Adenosine triphosphate near-infrared fluorescent probe.

[0044] This embodiment includes the following steps:

[0045] S1. Dissolving 250 mg of squaraine dye in 100 mL of anhydrous dichloromethane to obtain an organic squaraine solution;

[0046] S2. Dissolve 360 ​​μL of N,N-bis(2-aminoethyl)-1,2-ethylenediamine in anhydrous dichloromethane to obtain N,N-bis(2-aminoethyl)-1, 2-Ethylenediamine organic solution;

[0047] S3. Add the squaraine organic solution dropwise to the N,N-bis(2-aminoethyl)-1,2-ethylenediamine organic solution, stir vigorously at room temperature for 2 hours, and then remove the anhydrous dichloro methane, the crude product of the near-infrared dye was obtained, and then separated and purified by column chromatography to obtain a blue-purple solid powder-like adenosine triphosphate near-infrared fluorescent probe.

[0048] The molecular structure of the obtained ATP near-infrared fluorescent probe is as follows:

[0049]

[0050] ...

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Abstract

The invention provides a preparation method of an ATP (adenosine triphosphate) near infrared fluorescent probe. The method comprises the following steps of dissolving squarylium cyanine dyestuff into an organic solution to obtain a squarylium cyanine organic solution; dissolving N, N-di(2-aminoethyl)-1,2-quadrol into the organic solution to obtain an N, N-di(2-aminoethyl)-1,2-quadrol organic solution; dripping the squarylium cyanine organic solution into the N, N-di(2-aminoethyl)-1,2-quadrol organic solution; stirring the mixture in room temperature environment; removing the organic solution; performing column chromatography separation and purification to obtain the ATP near infrared fluorescent probe. The near infrared fluorescent probe prepared by the method provided by the invention has the characteristics that the ATP can be fast and sensitively analyzed; the defects of the existing fluorescent probe can be overcome; the ATP is efficiently detected; the synthesis steps are simple; the fluorescent method is used, so that the analysis is fast and convenient; interference is small.

Description

technical field [0001] The invention relates to the technical field of small molecule fluorescent probes, in particular to a preparation method of an adenosine triphosphate near-infrared fluorescent probe. Background technique [0002] Adenosine triphosphate (ATP) is a kind of high-energy phosphate compound. In the cell, the mutual transformation between it and adenosine diphosphate (ADP) realizes energy storage and release, thereby ensuring the energy supply of various life activities of the cell; the detection of ATP is helpful for us to understand the metabolic process of living organisms, and for ATP Assist in the diagnosis of related diseases. The development of new ATP molecular fluorescent probes has very important practical significance and application prospects. [0003] Fluorescent probes have the advantages of high sensitivity, excellent selectivity, short reaction time and easy operation; in the detection of ATP, fluorescent probes are an effective detection me...

Claims

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Application Information

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IPC IPC(8): C07D277/64C09K11/06G01N21/64
CPCC07D277/64C09K11/06C09K2211/1037G01N21/6428
Inventor 徐勇前孙世国陈晖
Owner NORTHWEST A & F UNIV
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