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Fluorescent probe for detecting thiocyanate radicals as well as preparation method and application thereof

A fluorescent probe and thiocyanate technology, applied in the field of analytical chemistry, can solve the problems of low sensitivity and large effect, and achieve the effects of strong anti-interference ability, fast response speed and simple purification method.

Inactive Publication Date: 2019-06-25
UNIV OF JINAN
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] Aiming at the current problems of poor water solubility, low sensitivity, and great influence of pH changes on the detection effect, the present invention provides an organosilicon fluorescent probe for detecting thiocyanate, which has fast response speed and strong anti-interference ability

Method used

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  • Fluorescent probe for detecting thiocyanate radicals as well as preparation method and application thereof
  • Fluorescent probe for detecting thiocyanate radicals as well as preparation method and application thereof
  • Fluorescent probe for detecting thiocyanate radicals as well as preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0040] Example 1 Synthesis of Fluorescent Probes

[0041] (1) Dissolve 2.77 g of 4-bromo-1,8-naphthalene anhydride in 50 mL of ethanol, then dissolve 3 g of sodium methyl mercaptide in 50 mL of ethanol, and then add them together into a 250 mL eggplant-shaped reaction flask, at room temperature The reaction was stirred for 24 h. After the reaction, 100 mL of water was added to the reaction flask to obtain a yellow precipitate, which was filtered and dried to obtain a yellow solid, which was purified by column chromatography, and the eluent was methanol:dichloromethane (V / V)=1:20, to obtain Pure compound A:

[0042] ;

[0043] (2) Weigh 11.94 g of aminopropyl double-head and add 50 mL of absolute ethanol to dissolve, then weigh 4.8 g of glacial acetic acid, and slowly add it to the system; then weigh 6.38 g of glyoxal and 4.87 g of formaldehyde and mix well Add to the system; react at room temperature for 6h; add anhydrous MgSO 4 Remove the water in the system; after suct...

Embodiment 2

[0047] Example 2 Selectivity of fluorescent probes to different anions

[0048] Prepare 5 mL of various conventional anions in PBS aqueous solution (pH=7.4) with a concentration of 1 mM and the fluorescent probe mother solution obtained in Example 1 with a concentration of 1 mM as spares.

[0049] Add the probe mother solution and each anion solution respectively, the final concentration of the probe is 10 μM, the final concentration of the selective anion is 0.1 mM, and the volume is adjusted to 3 mL with phosphate buffer solution PBS, and the fluorescence detection (λ ex =405 nm, λ em =520nm), establish a histogram of fluorescence intensity and each ion, such as figure 2 As shown, 1-12 added sodium chloride, sodium acetate, sodium sulfide, sodium bicarbonate, sodium thiocyanate, sodium bisulfate, sodium nitrite, sodium nitrate, sodium sulfate, sodium carbonate, and probes. Depend on figure 2 It can be found that other ions have almost no effect on the fluorescence of th...

Embodiment 3

[0050] Example 3 Fluorescence titration detection of different concentrations of thiocyanate on the probe

[0051] Prepare 10 mL of an aqueous solution with a concentration of 1 mM thiocyanate and the fluorescent probe mother solution obtained in Example 1 with a concentration of 1 mM as backup.

[0052]The final concentration of the prepared probe was 10 μM, which interacted with different concentrations of thiocyanate (0, 5, 10, 15, 20, 30, 40, 50, 60, 70, 80, 90, 100 μM), and carried out Fluorescence detection (λex=405 nm, λem=520 nm), calculate the fluorescence intensity in each system, and establish a standard curve of fluorescence intensity and thiocyanate concentration, such as image 3 . Depend on image 3 It can be seen that as the concentration of thiocyanate increases, the fluorescence intensity of the reaction system decreases gradually.

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Abstract

The invention provides an organic silicon fluorescent probe for detecting thiocyanate radicals. The structural formula of the organic silicon fluorescent probe is shown in the specification. The invention also provides a synthesis method of the probe. The probe is synthesized from 4-bromo-1,8-naphthalene anhydride, sodium methyl mercaptide, an aminopropyl double-terminator, glyoxal, formaldehyde and other raw materials. The method is easily available in raw materials and simple. The probe can specifically identify thiocyanate radicals. The probe emits fluorescence of thiomethyl naphthalimide;after thiocyanate radicals are added, thiomethyl on the site 4 in the probe is replaced by the thiocyanate radicals to cause fluorescence quenching. The probe is high in response speed and strong in anti-interference capability, and can be applied to detection of thiocyanate radicals in solutions, cells or organisms.

Description

technical field [0001] The invention belongs to the technical field of analytical chemistry, and in particular relates to a fluorescent probe for detecting thiocyanate and an application thereof. Background technique [0002] Most anions have toxic effects on living systems, very few anions control several metabolic processes, thiocyanate (SCN - ) is one such anion. SCN - Ions are the metabolites of cyanide after detoxification in the body and mainly exist in saliva, serum and urine. It is normally present in blood at levels of 30-100 mM, and can reach 0.5-1.6 mM in saliva and milk, and acts as an antimicrobial agent. Available at H 2 o 2 Oxidizes thiocyanate in the presence, which has bactericidal or bacteriostatic activity. A lack of it can lead to cystic fibrosis and other inflammation-related diseases. SCN in normal human plasma - Levels varied between 10 and 140 mM. Although a small amount of SCN - Ions are non-toxic and harmless to the human body, but studies...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G73/06C09K11/06G01N21/64
Inventor 林伟英杨婷新左育静
Owner UNIV OF JINAN
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