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Organic compound based on gallocyanine and application of organic compound

A technology for organic compounds and cyanines, applied in the fields of organic chemistry, chemical instruments and methods, and instruments, can solve the problems of complex operation methods and large-scale instruments, and achieve the effects of rapid naked eye visibility, low cost, and improved detection accuracy.

Active Publication Date: 2014-10-15
YANTAI INST OF COASTAL ZONE RES CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] At present, the detection methods of diethylstilbestrol mainly include gas chromatography, liquid chromatography, gas chromatography-mass spectrometry, liquid chromatography-mass spectrometry, capillary electrophoresis, chemiluminescence, cyclic voltammetry, and enzyme-linked immunosorbent assay. However, most of these methods require The pretreatment of samples requires complicated operation methods and large instruments

Method used

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  • Organic compound based on gallocyanine and application of organic compound
  • Organic compound based on gallocyanine and application of organic compound
  • Organic compound based on gallocyanine and application of organic compound

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0021] Example 1. Preparation of cyanine-based organic compounds:

[0022] (1) Preparation of Compound 1

[0023] Dissolve 20-50mL of DMF in a graduated cylinder in 20-40mL of dichloromethane, pour it into a 250mL three-neck flask (stir with a magnet), and cool in an ice-water bath. Dissolve 20-40mL of phosphorus oxychloride into 20-40mL of dichloromethane, pour it into a constant pressure funnel, add dropwise to the above cooled solution, and keep stirring with a magnetic stirrer.

[0024] After the dropwise addition, 5-10 g of cyclohexanone was weighed and poured into the above-mentioned constant pressure funnel to add dropwise. At this time, the color of the solution gradually changed from colorless to yellow. Then the ice-water bath was removed, and heated to reflux for 3 hours. After the reaction was completed, the reaction liquid was poured into crushed ice. Place in a fume hood overnight. The upper layer in the water tank is yellow liquid and the bottom is yellow f...

Embodiment 2

[0040] The prepared compound of formula I is used as a probe in the water body to detect diethylstilbestrol. The following experiments are all carried out under the condition of pH5.0-11.0 (B-R buffer solution, the concentration is 1-30mM), and the concentration of the probe is 0.5-10 μM.

[0041] The pH effect of the above-mentioned prepared probe on the response of diethylstilbestrol:

[0042] The pH gradient was controlled with B-R buffer solution. Add 0.8-1mL of 1-10mMB-R buffer with different pH gradients into a 1.5ml colorimetric tube, then add 1-10μL of 100μM probe, shake the solution, and equilibrate at 25-40℃ for 10-30min, then mix the above The working solution was added to the cuvette to measure the ultraviolet spectrum. Variation of UV absorbance with pH figure 1 shown. Depend on figure 1 It is shown that the ultraviolet absorption value does not change significantly in the range of pH 5.0-11.0, that is, in the system of pH 5.0-11.0, the probes are all stable ...

Embodiment 3

[0044] Probe selectivity for diethylstilbestrol

[0045] The pH was controlled with B-R buffer solution. Take multiple 1.5ml colorimetric tubes, add 0.9-1mL1-10mMB-R buffer solution, pH9-10, to each colorimetric tube, then add 1-10μL 100μM probe shown in formula I as the working solution, and then respectively Add the analytes such as figure 2 As shown, the working solution of the analyte is as follows: blank (no other additives), diethylstilbestrol, bisphenol A, estradiol, estriol, cysteine, homocysteine, glutathione, wherein The final concentration of diethylstilbestrol and bisphenol A was 5 μM, and the other final concentrations were 50 μM. Shake the solution evenly, and after equilibrating at 25-40°C for 10-30 minutes, pour the working solution in each colorimetric tube into the cuvette to measure the ultraviolet spectrum. The selectivity of the probe to diethylstilbestrol is as follows image 3 shown. And it can be seen from the figure that the probe has good select...

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Abstract

The invention relates to a probe used for detecting diethylstilbestrol, and in particular to an organic compound based on gallocyanine and application of the organic compound. The structure of the compound is shown as the formula I; the compound is taken as the probe detecting diethylstilbestrol. According to the invention, when diethylstilbestrol exists, remarkable change occurs to corresponding fluorescent intensity; the compound can be used for detection of diethylstilbestrol, greatly reduces interference of external detecting conditions, and improves detection precision; besides, remarkable change occurs to ultraviolet absorption when diethylstilbestrol exists; an ultraviolet spectrophotometer and naked eyes can be adopted for detection at the same time; the probe has the advantages that the probe is simple, convenient and quick to operate, visible in naked eye, low in cost, and wide in application range.

Description

technical field [0001] The invention relates to a probe for detecting diethylstilbestrol, in particular to a cyanine-based organic compound and its application. Background technique [0002] Diethylstilbestrol is a kind of synthetic non-steroidal estrogen. It is mainly used clinically to treat various diseases caused by ovarian insufficiency or pituitary dysfunction or as a female oral contraceptive. It can also be used to treat breast cancer and prostate. cancer. Its oral effect is 2-3 times that of estradiol. Its main function is to promote the normal development of female sexual organs and secondary sexual characteristics; to promote endometrial hyperplasia and vaginal epithelial keratosis; to relieve systemic disorders caused by hypogonadism in women after menopause or gynecological surgery; to enhance uterine contraction and improve uterine Sensitivity to oxytocin; small doses stimulate, while large doses inhibit the secretion of anterior pituitary gonadotropins and p...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D209/12G01N21/33G01N21/64
CPCC07D209/12C09K11/06C09K2211/1029G01N21/33G01N21/6486
Inventor 陈令新殷堃于法标陈浩张卫卫
Owner YANTAI INST OF COASTAL ZONE RES CHINESE ACAD OF SCI
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