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Fluorescence probe used for detecting nitrite content and production method and application thereof

A fluorescent probe and nitrite technology, which is applied in the field of fluorescent probes for detecting nitrite content and its preparation and application, can solve the problems of long time consumption, poor selectivity, low sensitivity, etc., and achieve short response time , good selectivity, and highly recognizable effects

Inactive Publication Date: 2019-07-16
TIANJIN UNIVERSITY OF TECHNOLOGY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, these techniques still have some disadvantages: low sensitivity and selectivity, time-consuming and complicated and high-cost instruments, etc.
Considering the high cytotoxicity of nitrite to human health, it is very important and challenging to develop new fluorescent probes for rapid, selective and sensitive determination of nitrite.

Method used

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  • Fluorescence probe used for detecting nitrite content and production method and application thereof
  • Fluorescence probe used for detecting nitrite content and production method and application thereof
  • Fluorescence probe used for detecting nitrite content and production method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0024] The structure of a fluorescent probe for detecting nitrite is as follows:

[0025]

[0026] (1) Under nitrogen atmosphere, dissolve 9-bromoanthracene acid anhydride in the organic solvent absolute ethanol and place it in a 100mL double-necked round bottom flask, then add 1 times the molar amount of 3-amino-1-propanol to the reaction The mixture was refluxed at 70° C. for 4 hours. After the reaction was cooled to room temperature, the solvent was removed, and compound 1 was obtained as a yellow solid by silica gel column chromatography.

[0027] (2) Add compound 1 and 4 times the molar amount of o-phenylenediamine to the organic solvent absolute ethanol and place it in a 100mL double-necked round bottom flask. Under nitrogen atmosphere, add 2 times the equivalent of triethylamine to the reaction mixture , refluxed at 75° C. for 5 hours, cooled to room temperature after the reaction was stopped, and removed the solvent. Finally, the obtained crude product was purified ...

Embodiment 2

[0030] See figure 2 . Selectivity of Fluorescent Probes for Nitrite.

[0031] The fluorescent probe in Example 1 was used to evaluate the selectivity of the probe to nitrite. figure 2 is the fluorescent probe (concentration is 1.0×10- 5 mol / liter) in phosphate buffer solution (pH=1), when various common interfering species are added, the change of the fluorescence intensity of the solution, such as the 50-fold molar amount of S 2 o 3 2- ,NO 3 - ,I - ,ClO - , SO 4 2- ,Hg 2+ ,Zn 2+ ,Br - , HSO 3 - ,HS - ,H 2 o 2 ,CH 3 COO - , HCO 3 - , Fe 2+ , Ca 2+ ,Cu 2+ , Fe 3+ ,Hcy,Cys,GSH,Al 3+ , TBHP. The excitation wavelength of the fluorescent probe is 440 nm, and the emission wavelength is 522 nm. When nitrite is added to the fluorescent probe solution in a molar amount 8 times that of the fluorescent probe, the fluorescence intensity of the fluorescent probe solution is enhanced nearly 140 times. When various common interfering species were added, the fluo...

Embodiment 3

[0033] See image 3 . Linear relationship between absorbance of fluorescent probe and nitrite concentration.

[0034] The fluorescent probe in Example 1 was used to evaluate the linear relationship between the absorbance of the probe and the nitrite concentration. image 3 is the change curve of the absorbance at the absorption wavelength of 440 and 500 nm with the concentration of nitrite, image 3 The results show that: the probe solution (concentration is 1.0×10 -5 mol / L) and the concentration of nitrite between 0~8×10 -5 The linear relationship is good in the mole / liter range, and it has excellent quantitative detection ability of nitrite, so it shows good practical applicability.

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Abstract

The invention discloses a fluorescence probe used for detecting a nitrite content and a production method and application thereof. The fluorescence probe contains a derivative with an anthracenecarbonamide group used as a fluorescence group and o-phenylenediamine used as a recognition group, wherein R1 is one of fatty alcohol, alkyl with 1-18 carbon and aryl. The fluorescence probe is reacted withnitrite through the recognition group under an acid condition, and for the nitrite, a novel detection means with compound signal response, namely color and fluorescence double response, is provided.The fluorescence probe is simple to produce and low in cost, has good selectivity, can be used for fast detection of nitrite in food, has large application prospects in detection of the nitrite in thefood, and is of great popularization significance.

Description

technical field [0001] The invention relates to a fluorescent probe for detecting the concentration of nitrite in food, its preparation method and application. The concentration of nitrite is detected by dual visual signal changes of color and fluorescence. Background technique [0002] For a long time, nitrite has been considered to be harmful to humans. The main source of nitrite is the nitrite accumulated during the growth and pickling of vegetables, followed by cured meat products in which nitrite is added as a coloring agent, preservative and antioxidant. Abnormal or excessive intake of nitrite can pose an extremely harmful threat to human health. If the intake of nitrite reaches 0.3-0.5g, it can cause poisoning, and if the intake reaches 3g, it will even cause death. At the same time, the normal ferrous hemoglobin in the human body will be converted into methemoglobin under the action of nitrite and lose the ability to carry oxygen, resulting in hypoxic symptoms in ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C09K11/06C07D221/18G01N21/64
CPCC07D221/18C09K11/06C09K2211/1007C09K2211/1014C09K2211/1029G01N21/643G01N21/6447
Inventor 曾林涛曾红艳吴娟娟
Owner TIANJIN UNIVERSITY OF TECHNOLOGY
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