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Novel fluorescence detection reagent and technology for quantitatively detecting in-vivo and in-vitro CO

A fluorescence detection and reagent technology, applied in the field of analysis and detection, can solve the problems of limited large-scale use, weak tissue penetration ability, short emission wavelength, etc., and achieve strong practical application value, low cytotoxicity, and high specificity

Pending Publication Date: 2022-03-01
HUNAN TARGETING DETECTION TECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the maximum emission wavelength of this probe is relatively short, resulting in its weak tissue penetration ability and being easily interfered by the background fluorescence of cells and tissues, which limits its large-scale use.

Method used

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  • Novel fluorescence detection reagent and technology for quantitatively detecting in-vivo and in-vitro CO
  • Novel fluorescence detection reagent and technology for quantitatively detecting in-vivo and in-vitro CO
  • Novel fluorescence detection reagent and technology for quantitatively detecting in-vivo and in-vitro CO

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0029] Synthesis of compound 3

[0030] Compound 1 (1.56 g, 5mmol) and compound 2 (1.30 g, 5mmol) were dissolved in 5mL of concentrated sulfuric acid, and at 90 o Heat to reflux at C, monitor by TLC until the reaction is over, take down the reaction, cool to room temperature, pour into ice water, and add 1mL perchloric acid, a large amount of precipitation can be seen, suction filter, collect, wash the filter cake, and recrystallize with ethanol , 1.50 g of dark green solid can be obtained with a yield of 55.7%.

[0031] Synthesis of Compound 4

[0032] At room temperature, compound 3 (1.34 g, 2.5 mmol), hydrazine hydrate (1.64 mL, 25 mmol) and BOP (1.13 g, 2.6 mmol) were added into a 50 mL round bottom flask, and 10 mL of dichloromethane was added to dissolve. The reaction system was stirred at room temperature and monitored by TLC until the reaction was completed. The reaction was removed, and the solvent was removed under reduced pressure. After purification by column ch...

Embodiment 2

[0036] Response of Fluorescent Detection Reagents to Different Concentrations of CO

[0037] Prepare 5 mL of an aqueous solution with a concentration of 1 mM CO and the fluorescence detection reagent prepared in Example 1 with a concentration of 1 mM as backup. Dilute with PBS buffer solution (10mM, pH=7.4), adjust to the concentration of the probe compound in the solution is 10 μM, and the concentration of CO is 0 μM, 1 μM, 2 μM, 4 μM, 7 μM, 10 μM, 15 μM, 20 μM, 30 μM, After incubation at room temperature for 20 min, the fluorescence spectra of different systems were tested in 10 mm cuvettes ( figure 1 ). Calculate the fluorescence intensity in each system, and establish a standard curve of fluorescence intensity and CO concentration. Such as figure 2 As shown, when the concentration of CO is in the range of 0-4μM, the fluorescence intensity has a good linear relationship with the concentration of CO, the regression linear equation is y=18.56897x+6.60021, the linear corre...

Embodiment 3

[0039] Selectivity of Fluorescent Detection Reagents for CO

[0040] Prepare 5mL PBS aqueous solution of various conventional ions and amino acids with a concentration of 50mM and the fluorescence detection reagent prepared in Example 1 with a concentration of 1mM as spares. Dilute with PBS buffer solution (10mM, pH=7.4), adjust to the concentration that contains probe compound in the solution and be 10 μ M, the concentration of CO is 30 μ M, and O 2 - , OH, H 2 o 2 , HOCl, ONOO - 、CN - 、H 2 The concentration of S and GSH was 100 μM. After incubation at room temperature for 20 min, the fluorescence spectra of different systems were tested in 10 mm cuvettes ( image 3 ). The results showed that other analytes had almost no effect on the fluorescence of the fluorescent molecular probes, but the addition of CO significantly enhanced the fluorescence of the fluorescent molecular probes.

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Abstract

The invention discloses a novel fluorescence detection reagent and a technology for quantitatively detecting in-vivo and in-vitro CO, and relates to a near-infrared fluorescence probe, the chemical structural formula of the near-infrared fluorescence probe is shown in the specification, and the fluorescence detection reagent can realize high-sensitivity and high-specificity detection of CO in environment, cells or organisms. Meanwhile, the probe used in the invention is a near-infrared probe, has good biological tissue permeability, low cytotoxicity and excellent water solubility, can avoid interference from biomacromolecule background fluorescence, can also be applied to detection of endogenous CO in living cells so as to realize in-vivo and in-vitro quantitative analysis and detection of CO, and has wide application.

Description

technical field [0001] The invention relates to a novel fluorescent detection reagent and a technology for quantitatively detecting CO inside and outside the body, belonging to the technical field of analysis and detection. Background technique [0002] Carbon monoxide (CO) is easily combined with hemoglobin to form carboxyhemoglobin, which makes it lose its ability and function to carry oxygen, thus causing tissue suffocation and even death. Studies have reported that when the concentration of CO in the air reaches 100ppm (about 3.57mM), the human body will experience discomfort such as dizziness and fatigue. As the concentration of CO increases, it will further produce symptoms such as headache, vomiting, and coma. 600ppm (about 21.43mM), it will cause asphyxiation death in a short time. Therefore, CO, which is colorless, odorless and nonirritating, has always been considered as a poisonous gas and called a "silent killer". In the 1970s, studies have shown that endogenou...

Claims

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Application Information

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IPC IPC(8): C07D491/107C09K11/06G01N21/64
CPCC07D491/107C09K11/06G01N21/6428G01N21/643G01N21/6458C09K2211/1033C09K2211/1029C09K2211/1088
Inventor 不公告发明人
Owner HUNAN TARGETING DETECTION TECH CO LTD
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