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Fluorescence sensor for rhodamine B as well as preparation and application thereof

A fluorescent sensor and reaction technology, applied in the field of biosensors, can solve the problems of large detection limit, low sensitivity, and inaccurate detection of Fe, etc., and achieve the effects of small detection limit, good sensitivity, and excellent specificity

Inactive Publication Date: 2014-07-09
NANJING UNIV OF SCI & TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, due to the length of the carbon chain of the fluorescent sensor compound and the influence of the group, the specificity and sensitivity of some fluorescent sensors are not strong.
Fe as reported in literature 1 (Sikdar, A.; Panja, S.S.; Biswas, P.; Roy, S.J Fluoresc, 2012, 22, 443-50.) 3+ The specificity of the fluorescent sensor is not strong, and it cannot accurately detect Fe 3+
Document 2 (Wang, J.; Zhang, D.; Liu, Y.; Ding, P.; Wang, C.; Ye, Y.; Zhao, Y. Sensors Actuators B Chem, 2014, 191, 344-350.) report Fe 3+ The specificity of the sensor is poor and the detection limit is large, and it cannot be measured in a low-concentration environment

Method used

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  • Fluorescence sensor for rhodamine B as well as preparation and application thereof
  • Fluorescence sensor for rhodamine B as well as preparation and application thereof
  • Fluorescence sensor for rhodamine B as well as preparation and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0034] Synthesis of embodiment 1 sensor compound

[0035] 1, the synthetic method of compound 3

[0036] Weigh 500mg of compound 2 (1.13mmol) into a 25ml round bottom flask, add about 5ml of absolute ethanol, stir to dissolve, add 754μl (11.3mmol) of ethylenediamine dropwise to the flask, and heat to reflux. During the reaction process, the progress of the reaction was detected by TLC. After 12 hours of complete reaction, the mixture was cooled to room temperature, and the mixture was separated to obtain about 510 mg of pure compound 3.

[0037] 2. Synthesis of target compound 1

[0038]Weigh 200mg of compound 3 (0.413mmol) obtained in step 1 and dissolve it in about 5ml of methanol, then add 118mg (1.24mmol) of pyrrole-2-carbaldehyde, stir at room temperature, and use TLC to detect the reaction progress during the reaction, 12 The reaction is complete within 1 hour, then weigh 175 mg of sodium triacetoxyborohydride and add it to the reaction, and continue the reaction for 3...

Embodiment 2

[0039] Embodiment 2 UV-Vis absorption performance test

[0040] 1. UV absorption performance test for different heavy metal ions

[0041] Compound 1 was prepared into a 10 μmol / L methanol-water mixed solution (3:2, v:v), and 3000 μL of the mixed solution was placed in a liquid pool to detect the ultraviolet absorption value. Use a pipette gun to measure the prepared CdCl 2 2.5H 2 O, CuCl 2 2H 2 O,AlCl 3 ,KCl,FeCl 3 ·6H 2 O,PbCl 2 ,SnCl 2 ·H 2 O, AgNO 3 ,HgCl 2 ,NiCl 2 ·6H 2 O,FeCl 2 4H 2 O,MgCl 2 ·6H 2 O, NaCl, ZnCl 2 ,CrCl 3 ·6H 2 O,Ba(NO 3 ) 2 , CuCl, LiCl·H 2 O,MnCl 2 4H 2 O,CoCl 2 ·6H 2 O,CaCl 2 ,NH 4 Cl, the plasma solution was added to the liquid pool, so that the concentration ratio of compound 1 and ions was 1:5, and after 10 minutes, the changes in the ultraviolet absorption spectrum were observed and recorded. The absorption spectrum is as figure 2 As shown, it was found that adding FeCl 3 ·6H 2 After O, the UV absorption value has a...

Embodiment 3

[0042] Embodiment 3 Fluorescence performance test

[0043] 1. Fluorescence response test to different heavy metal ions

[0044] Compound 1 was prepared into a 10 μmol / L methanol-water mixed solution (3:2, v:v), and 3000 μL was placed in a liquid pool to detect its initial fluorescence value. Measure the prepared CdCl with a pipette gun 2 2.5H 2 O, CuCl 2 2H 2 O,AlCl 3 ,KCl,FeCl 3 ·6H 2 O,PbCl 2 ,SnCl 2 ·H 2 O, AgNO 3 ,HgCl 2 ,NiCl 2 ·6H 2 O,FeCl 2 4H 2 O,MgCl 2 ·6H 2 O, NaCl, ZnCl 2 ,CrCl 3 ·6H 2 O,Ba(NO 3 ) 2 , CuCl, LiCl·H 2 O,MnCl 2 4H 2 O,CoCl 2 ·6H 2 O,CaCl 2 ,NH 4 Cl, the plasma solution was added to the liquid cell, so that the molar ratio of compound 1 and ions in the solution was 1:5, and the changes in the fluorescence spectrum were observed and recorded. Fluorescence spectrum such as image 3 As shown, it was found that when FeCl was added 3 ·6H 2 After O, the fluorescence value at 581nm changes significantly, which shows that the fl...

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Abstract

The invention discloses a fluorescence sensor for rhodamine B as well as preparation and a detection application thereof to Fe<3+>. The rhodamine B is used as a raw material to synthesize (2-(2-(((1H-pyrrol-2-yl)methyl)amino)ethyl)-3',6'-bis(dithylamino)spiro(isoindoline-1,9'-xanthen)-3-one). The structure is used as a substrate and a solution is prepared by the substrate; different metal ions are added into the solution; after ultraviolet visible light and fluorescence tests are carried out, ultraviolet and fluorescence absorption values are obviously changed after FeCl3*6H2O is added; in a certain range, the ultraviolet and fluorescence absorption values and the concentration of the Fe<3+> are in a linear relation so as to invent the fluorescence sensor for specially detecting the Fe<3+> based on the rhodamine B. The sensor has great application potential in medical and environmental sciences.

Description

technical field [0001] The invention relates to a fluorescent sensor for rhodamine B, its preparation and application, and belongs to the field of biosensors. Background technique [0002] Iron is an earlier metal discovered by people. It has a history of more than two thousand years. On the earth, from the center of the earth to the surface of the earth, and then to the animals and plants on the earth, iron is contained, and iron is present in the earth. It plays an irreplaceable role in the life activities of prokaryotes and eukaryotes. In the human body, iron is an indispensable trace element, and it also plays an important role: it is the key to hemoglobin carrying oxygen, is an important part of hemoglobin, participates in the synthesis of some enzymes in the human body, participates in human breathing, It catalyzes the production of antibodies and detoxifies the drug in the liver. In plants, iron exists on the electron transfer bond of hemoglobin, and also participat...

Claims

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Application Information

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IPC IPC(8): G01N21/64
CPCC09B11/24C09K11/06
Inventor 包晓峰史加新曹乾升曹小伟陈晓燕
Owner NANJING UNIV OF SCI & TECH
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