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Quinoline chenodeoxycholic acid sensor and its synthesis method and application

A technology of chenodeoxycholic acid and deoxycholic acid, which is applied in the field of quinoline chenodeoxycholic acid sensor and its synthesis, can solve problems such as interference, poor selectivity, and slow response speed, and achieve poor selectivity, easy Operates and detects effects with little interference

Active Publication Date: 2022-04-22
GUANGXI TEACHERS EDUCATION UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, currently reported mercury ion fluorescent sensors often have poor selectivity, slow response, and are susceptible to Cu 2+ , Fe 3+ , Al 3+ interference from competing metal ions

Method used

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  • Quinoline chenodeoxycholic acid sensor and its synthesis method and application
  • Quinoline chenodeoxycholic acid sensor and its synthesis method and application
  • Quinoline chenodeoxycholic acid sensor and its synthesis method and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0038] Synthesis of Compound 1 (CDCA-1): In a 125mL pear-shaped bottle, chenodeoxycholic acid (CDCA) (2.00g, 5.09mmol) was dissolved in 30.00mL of anhydrous methanol, and 1.50mL of concentrated hydrochloric acid was added in The reaction was stirred at room temperature for 6h. The solvent was distilled off under reduced pressure, and the obtained oil was dissolved in 300 mL of dichloromethane, washed with saturated sodium bicarbonate solution, 100 mL was added each time, washed twice, dried with anhydrous magnesium sulfate, and separated by column chromatography (washing Remove agent V 石油醚 :V 乙酸乙酯 =2:1), 1.30 g of compound 1 (CDCA-1) was obtained as a white powder, with a yield of 63%.

[0039] Synthesis of Compound 2 (CDCA-2): In a 125 mL pear-shaped flask, 1.30 g (3.01 mmol) of Compound 1 (CDCA-1) was dissolved in 30 mL of anhydrous CH 2 Cl 2, then add 1.68g (12.03mmol) anhydrous K 2 CO 3 , in an ice bath, 1.05 mL (12.03 mmol) of bromoacetyl bromide in anhydrous CH 2 ...

Embodiment 2

[0044] The quinoline chenodeoxycholic acid sensor (CDCA-3) that embodiment 1 obtains is to Hg 2+ selective test

[0045] A certain amount of quinolinated chenodeoxycholic acid sensor (CDCA-3) was dissolved in acetonitrile-water solution (V 乙腈 :V 水 = 4: 1), 1×10 -5 mol / L stock solution of compound CDCA-3. Take 20 4mL CDCA-3 stock solution, add 20uL successively, the concentration is 2.0×10 -3 mol / L Cr(NO 3 ) 3 .9H 2 O, Ni(NO 3 ) 2 .6H 2 O, Fe(NO 3 ) 3 .9H 2 O, Cd(NO 3 ) 2 .4H 2 O, Sr(NO 3 ) 3 , Pb(NO 3 ) 2 、KNO 3 、LiNO 3 , AgNO 3 , Co(NO 3 ) 2 .6H 2 O, Al(NO 3 ) 3 .9H 2 O, Hg(NO 3 ) 2 .1 / 2H 2 O, ZnSO 4 .7H 2 O, FeSO 4 .7H 2 O, MgSO 4 , CuCl 2 .2H 2 O, MnCl 2 .4H 2 O, CaCl 2 , NaCl, BaCl 2 .2H 2 O solution, the final concentration of metal ions is 1×10 -5 mol / L. The blank is to add 20uL deionized water.

[0046] After shaking well, measure the change of fluorescence spectrum before and after adding metal ions. Test conditions: excit...

Embodiment 3

[0048] The quinolinated chenodeoxycholic acid sensor (CDCA-3) that embodiment 1 obtains is to different concentration Hg 2+ fluorescence detection test

[0049] Add 0.02mL of different concentrations of Hg 2+ solution, mixed evenly, respectively to obtain Hg 2+ The final concentration of ions is solution a of 0mol / L, that is, there is no Hg in solution a 2+ ion, 1×10 - 6 m6ol / L solution b﹑1.5×10 -6 mol / L solution c﹑2×10 -6 mol / L solution d﹑3×10 -6 mol / L solution e﹑4×10 -6 mol / L solution f﹑5×10 -6 mol / L solution g﹑6×10 -6 mol / L solution h﹑7×10 -6 mol / L solution i﹑8×10 -6 mol / L solution j﹑9×10 -6 mol / L solution k﹑1×10 -5 mol / L solution l﹑1.25×10 -5 mol / L solution m﹑1.75×10 -5 mol / L solution n﹑2×10 -5 mol / L solution o﹑1×10 -5 mol / L solution p, for later use. The changes in the fluorescence spectra of the above solutions were tested. Test conditions: excitation wavelength is 295nm, slit: EX is 5nm, EM is 5nm. Test results such as Figure 5 as shown, Figure 5...

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Abstract

The invention discloses a quinoline chenodeoxycholic acid sensor, the molecular formula is C 36 h 49 NO 6 . The invention also discloses a quinoline chenodeoxycholic acid sensor as a Hg 2+ detection application. The quinolinated chenodeoxycholic acid sensor constructed by the invention detects Hg2+, which not only has high sensitivity and good selectivity, but also has less interference with the detection of mercury ions by other metal ions. Experimental results show that the fluorescent sensor provided by the invention is only sensitive to Hg 2+ Responsive, good selectivity. For different concentrations of Hg 2+ When testing, it shows a good linear relationship, and the linear response range is 3.0×10 ‑6 ~1.0×10 ‑ 5 mol / L, available for Hg 2+ quantitative detection. The lower limit of detection is 1.9×10 ‑7 mol / L, for Hg 2+ detection with high sensitivity. In addition, other metal ions have little interference on the detection of mercury ions, which solves the defects of poor selectivity and susceptibility to interference in existing mercury ion fluorescence sensors.

Description

technical field [0001] The invention belongs to the technical field of fluorescence detection, and in particular relates to a quinolinated chenodeoxycholic acid sensor and a synthesis method and application thereof. Background technique [0002] As a member of cholic acid compounds, chenodeoxycholic acid not only has a rigid concave structure and inherent asymmetry, but also is easy to derivatize, introduce recognition sites and fluorescent groups, and is an ideal structure for constructing artificial receptors unit. 8-Hydroxyquinoline has a large conjugated π bond structure and a rigid planar structure, and is an excellent fluorescent group. At the same time, 8-hydroxyquinoline contains heteroatoms such as N and O, which improves the ability to complex with metal ions, and can be used as a complexing agent and extraction agent for precipitation and separation of metal ions, and can be used with Fe 2+ , Fe 3+ , Hg 2+ 、Cu 2+ , Ca 2+ A variety of metal ions complex, so a...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07J43/00C09K11/06G01N21/64
CPCC07J43/003C09K11/06G01N21/6428C09K2211/1029C09K2211/1011G01N2021/6432
Inventor 展军颜甘春芳黄燕敏刘钦洲黄晓彤
Owner GUANGXI TEACHERS EDUCATION UNIV
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