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Fluorescent probe for detecting hydrazine and application thereof

A fluorescent probe and compound technology, applied in the field of fluorescent probes for detecting hydrazine, can solve the problems of long response time, affecting hydrazine detection, low probe sensitivity, etc., achieve simple post-processing process, strong anti-interference ability of other ions, The effect of broad application prospects

Inactive Publication Date: 2017-02-22
UNIV OF JINAN
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Recently, many fluorescent probes for the detection of hydrazine have been reported, but these probes often have defects such as low sensitivity and long response time, which affect the detection of hydrazine in complex biological environments

Method used

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  • Fluorescent probe for detecting hydrazine and application thereof
  • Fluorescent probe for detecting hydrazine and application thereof
  • Fluorescent probe for detecting hydrazine and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0025] Probe compound N-N 2 h 4 Synthesis of -CN:

[0026]

[0027] Compound 1 (0.5mmol, 100.0mg) and compound 2 (0.55mmol, 62.2mg) were added to the reaction flask under a nitrogen atmosphere, and then piperidine (0.55mmol, 46.8mg) and ethanol / acetonitrile (v / v= 1 / 1, 5.0mL) was added to the above reactor at one time, and after reacting at room temperature for 5 hours, the reaction was detected on a plate until the raw materials disappeared, and the probe N-N was obtained by suction filtration 2 h 4 -CN. 1 HNMR (400MHz, DMSO-d 6 ):10.47(s,1H),8.46(d,J=15.2Hz,2H),8.15(dd,J 1 =1.6Hz,J 2 =8.8Hz,1H),7.88(dd,J 1 =10Hz,J 2 =20,2H),7.21(s,1H),7.20(t,J=10,1H),4.33(dd,J 1 =7.2,J 2 =14.4,2H), 1.32(t,J=16,3H).

Embodiment 2

[0029] Probe compound N-N 2 h 4 Absorption spectrum of -CN

[0030] Get the probe N-N that embodiment 1 prepares 2 h 4 -CN was dissolved in dimethyl sulfoxide (DMSO) to make a 1 mmol / L stock solution. Take two portions of 30 μL from the stock solution, add them to two 5mL centrifuge tubes, dilute to 3mL with a solution of PBS buffer solution (0.1mol / L, pH=7.5) and DMSO at a volume ratio of 1:1, and add 100 equiv to one portion N 2 h 4 The standard solution was not added to the other part, and reacted for 2 hours for absorption test. Such as figure 2 shown. Depend on figure 2 Visible, add N 2 h 4 The absorption maximum of the rear probe is at 340 nm.

Embodiment 3

[0032] Probe compound N-N 2 h 4 -CN with N 2 h 4 The change of fluorescence spectrum with the increase of equivalent

[0033] Get the probe N-N that embodiment 1 prepares 2 h 4 -CN was dissolved in dimethyl sulfoxide (DMSO) to make a 1 mmol / L stock solution. Take 30μL from the stock solution and add it to a 5mL centrifuge tube, add different equivalents (0-100equiv) of N 2 h 4 The standard solution was diluted to 3mL with PBS buffer solution (0.1mol / L, pH=7.5) and DMSO at a volume ratio of 1:1, and its fluorescence properties were measured. Fluorescence spectra such as image 3 shown. Depend on image 3 It can be seen that with N 2 h 4 The fluorescence gradually increases with the addition of equivalents, when adding 50 equivalents of N 2 h 4 When , the fluorescence of the system reaches saturation.

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Abstract

The invention discloses a fluorescent probe for detecting hydrazine. The molecular formula of the fluorescent probe is C16H13NO3, and the structural formula is shown in the description. The fluorescent probe can be synthesized only through one step, the post-treatment process is simple, the selectivity of the N2H4 molecular probe is rapidly detected, the selectivity is good, and the capability of resisting interference of other ions is strong. On the basis of the specificity and the remarkable color changes of the fluorescent probe, a reagent can be adopted as a specificity indicator for developing existence of a N2H4 molecule in a water solution and a biological cell, and real-time qualitative visual colorimetric method detection can be performed. Accordingly, the fluorescent probe is the simple, rapid and sensitive N2H4 molecular specificity detection reagent and has the wide application prospect in the field of biological molecular detection.

Description

technical field [0001] The invention relates to a fluorescent probe for detecting hydrazine, in particular to a fluorescent probe for detecting hydrazine and its application, and belongs to the field of small organic molecule fluorescent probes. Background technique [0002] Hydrazine (also known as hydrazine, anhydrous hydrazine) is widely used in medicine, chemical industry, military and aerospace and other fields. This substance is used to manufacture isoniazid, photographic developer, jet engine fuel, rocket fuel, antioxidant agent, reducing agent, high pressure boiler feed water deoxidizer, etc. However, hydrazine is toxic to the blood and nervous system of the human body, and its toxicity can accumulate for a long time. Hydrazine is extremely toxic. Oral LD ​​in mice 50 59mg / kg, intravenous injection of LD 50 It is 57mg / kg. Hydrazine has become a recognized carcinogen and one of the important harmful substances in the environment. [0003] At present, the commonl...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C255/41C09K11/06G01N21/64G01N21/78
CPCC07C255/41C09K11/06C09K2211/1011G01N21/6428G01N21/6486G01N21/78
Inventor 林伟英王建勇刘展榕
Owner UNIV OF JINAN
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