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Fluorescent probe for specific recognition hydrazine hydrate

A fluorescent probe and species-specific technology, applied in the field of fluorescent probes, can solve the problems of the small number of fluorescent probes for ratiometric detection of hydrazine hydrate and the limited number of fluorescent probes reported, and achieve strong anti-interference ability and low cost , good selective effect

Inactive Publication Date: 2018-05-08
CENT SOUTH UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, the number of reports on fluorescent probes for detecting hydrazine hydrate is limited, and the number of fluorescent probes for ratiometric detection of hydrazine hydrate is even less

Method used

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  • Fluorescent probe for specific recognition hydrazine hydrate
  • Fluorescent probe for specific recognition hydrazine hydrate
  • Fluorescent probe for specific recognition hydrazine hydrate

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0022] Embodiment 1: the synthesis of intermediate product 4

[0023] 400 mg of compound 2 and 295 mg of compound 3 were dissolved in 10 mL of toluene, refluxed for 24 hours, filtered with suction, washed with 10 mL of petroleum ether, and dried to obtain 210 mg of off-white powder as compound 4, yield, 54.5%. 1 H NMR (400MHz, DMSO-d 6 )δ11.75(s, 1H), 7.15(s, 1H), 5.21(s, 1H), 3.23(dd, J=11.1, 5.5Hz, 4H), 2.71(dd, J=8.9, 6.1Hz, 4H ), 1.87 (dd, J=11.9, 6.2Hz, 4H). 13 C NMR (100MHz, DMSO-d 6 )δ 167.06, 163.29, 151.47, 146.46, 120.35, 117.78, 105.83, 103.57, 86.28, 49.69, 40.43, 40.22, 40.01, 39.80, 39.59, 27.43, 21.49, 20.62, = 20.58.

Embodiment 2

[0024] Embodiment 2: the synthesis of probe

[0025] Dissolve 51.4 mg of compound 4 in 10 mL of anhydrous dichloromethane, add 85 μL of triethylamine, and bathe in ice-water under argon protection for 30 minutes, then add 25 μL of acetyl chloride, and keep in ice-water bath for 30 minutes. The solvent was spin-dried, and 40 mg of yellow powder was obtained as the chemical probe by column chromatography, and the yield was 66.9%. 1 H NMR (400MHz, CDCl 3)δ6.91(s, 1H), 5.98(s, 1H), 3.27(dd, J=11.8, 6.7Hz, 4H), 2.87(d, J=6.5Hz, 2H), 2.76(s, 2H), 2.39(s, 3H), 2.01–1.91(m, 4H). 13 C NMR (100MHz, CDCl 3 )δ 167.09, 163.27, 159.93, 146.65, 119.49, 118.40, 106.74, 98.52, 77.39, 77.07, 76.75, 49.97, 49.57, 27.71, 21.39, 21.23, 20.47.

Embodiment 3

[0026] Embodiment 3: The present invention: the application of fluorescent probe

[0027] Dissolve the probe in PBS (10.0mM) buffer solution with pH 7.4, and make 1.0×10 -5 mol / L solution, add other optional substances (Cys, Hcy, GSH, Na + , k + , Mg 2+ , Al 3+ , Zn 2+ , Ca 2+ , N 3 - , F - , CO 3 2- , HPO 4 2- , S 2 o 3 2- , S 2- , SCN - , HCO 3 - , NO 3 - , SO 3 2- , HSO 3 - , NO 2 - , ACO - , HSO 3 - ), the addition of hydrazine hydrate leads to the change of the fluorescence intensity at 500nm and 425nm of the solution, and the fluorescent probe shows high sensitivity and high selectivity for the recognition of hydrazine hydrate. When hydrazine hydrate and interfering substance NaN 3 , AlF 3 , NaF, Na 2 HPO 3 , Na 2 S 2 o 3 , Na 2 S, NaSCN, Na 2 CO 3 , CaCl 2 , KCl, MgCl 2 , NaCl, NaNO 3 , ZnCl 2 , Na 2 SO 4 , Na 2 SO 3 , NaHSO 3 , NaNO 2 , NaACO, Hcy, Cys, GSh, NaHCO 3 When coexisting, the probe showed a strong anti-inter...

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Abstract

The invention discloses a fluorescent probe for a specific recognition hydrazine hydrate. The molecular structural formula of the fluorescent probe is defined in the description. When the fluorescentprobe and the hydrazine hydrate act, in PBS (pH=7.4, 10 mM), fluorescence turns to be blue from green, and the hydrazine hydrate can be subjected to ratio-type detection. In addition, the fluorescentprobe can be used for hydrazine hydrate detection in the environments or cells, the selectivity to the hydrazine hydrate is good, the sensitivity is high, the anti-interference capacity is high, and the probe has a very good application prospect.

Description

technical field [0001] The invention relates to the field of fluorescent probes, and relates to the preparation and application of a fluorescent probe for detecting hydrazine hydrate. Background technique [0002] Hydrazine hydrate (N 2 h 4 ) is an inorganic diamine, a colorless liquid with an ammonia odor. As a highly reactive reducing agent and strong base, hydrazine hydrate and its derivatives play an important role in pharmaceuticals, photographic agents, insecticides, textile dyes, anticorrosion and other fine chemicals. Hydrazine hydrate can be used as plant growth agent and plastic blow molding agent. Because hydrazine hydrate is flammable, explosive, and has high combustion enthalpy, it is usually used in rocket and missile propulsion systems. Hydrazine hydrate is widely used as an important industrial raw material, but it is a highly toxic chemical substance, which is likely to cause environmental pollution and human injury during operation, use, and disposal. ...

Claims

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Application Information

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IPC IPC(8): C07D491/16C09K11/06G01N21/64
CPCC07D491/16C09K11/06C09K2211/1029C09K2211/1088G01N21/643
Inventor 宋相志苏远安张帆杨雷廖立德
Owner CENT SOUTH UNIV
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