Cr<3+> sensor based on rhodamine B as well as preparation and application of Cr<3+> sensor

A fluorescence sensor and reaction technology, applied in the field of biochemistry, can solve the problems of not particularly good selectivity, low reaction yield, and many synthesis steps, and achieve the effects of simple synthesis steps, high sensitivity, and simple synthesis methods.

Inactive Publication Date: 2015-03-25
NANJING UNIV OF SCI & TECH
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Trivalent chromium is an element beneficial to the human body, but excessive content can cause heavy metal poisoning
[0008] (1) As in Document 1, the selectivity is not particularly good, for Hg 2+ There is also a response, and the effect and Cr 3+ quite
[0009] (2) As in document 2, there are many synthetic steps, and the reaction yield is not high
[0010] The above-mentioned defects have caused so far that it is difficult to obtain Cr with simple synthesis, high yield and good selectivity by applying existing processes. 3+ Sensor preparation method

Method used

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  • Cr&lt;3+&gt; sensor based on rhodamine B as well as preparation and application of Cr&lt;3+&gt; sensor
  • Cr&lt;3+&gt; sensor based on rhodamine B as well as preparation and application of Cr&lt;3+&gt; sensor
  • Cr&lt;3+&gt; sensor based on rhodamine B as well as preparation and application of Cr&lt;3+&gt; sensor

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0038] Synthesis of fluorescent chemical sensors

[0039] 1. Synthesis of Compound 2

[0040] Rhodamine B (960mg, 2mmol) and ethylenediamine (1.3ml, 20mmol) were dissolved in absolute ethanol (40ml), the reaction temperature was controlled at 80°C, and the reaction time was 12h. After the reaction was completed, the solvent was removed under reduced pressure, and extracted , separated by silica gel column to obtain light yellow solid (880 mg, 92%). Compound 2 1 H NMR, 13 C NMR respectively as figure 1 , figure 2 shown.

[0041] 2. Synthesis of compound 3

[0042]Compound 2 (121mg, 0.25mmol) was dissolved in dichloromethane (5ml), and DCC (N,N'-dicyclohexylcarbodiimide, 62mg, 0.3mmol), HOBT (1-hydroxybenzotriazole , 40mg, 0.3mmol), TEA (N,N-diethylethylamine, 52uL, 0.375mmol), then added thiodiglycolic acid (19mg, 0.125mmol), after the reaction was completed, the solvent was removed under reduced pressure, extracted, After column separation, a light red solid (105 mg, ...

Embodiment 2

[0044] UV selective performance test

[0045] Cr 3+ Fluorescent sensor 3 has good solubility in methanol. It has been verified that compound 3 can be dissolved in MeOH:HEPES (10mM, pH=7.2) = 3:1 mixture, and 500ml of this solution was prepared as a stock solution (pH=7.2 ).

[0046] Precise configuration of Cr 3+ Fluorescence sensor 3 is 1×10 -3 mol / L MeOH-H 2 O mixed solution (3 / 1, V / V), metal ion Cr 3+ , Ca 2+ , Ag + , Mg 2+ , Na + , K + , Ba 2+ ,Co 2+ , Zn 2+ , Li + , Cd 2+ , Fe 2+ , Cu 2+ , Cu + , Mn 2+ , Pb 2+ , Hg 2+ , Cs 2+ , Al 3+ , Ni 2+ , Fe 3+ Isoconcentration is 5×10 -3 mol / L aqueous solution, and MeOH:HEPES (10mM, pH=2.1, 3 / 1, V / V) solution.

[0047] UV selectivity experiments such as Figure 5 As shown, take 3ml stock solution and put it in the liquid pool, add 60uL Cr 3+ Fluorescent sensor 3 solution, measure its initial ultraviolet absorption value, and then add 60uL of various metal ion solutions prepared respectively, and measure i...

Embodiment 3

[0049] Fluorescent selective performance test

[0050] Cr 3+ Fluorescent sensor 3 has good solubility in methanol. It has been verified that compound 3 can be dissolved in MeOH:HEPES (10mM, pH=7.2) = 3:1 mixture, and 500ml of this solution was prepared as a stock solution (pH=7.2 ).

[0051] Precise configuration of Cr 3+ Fluorescence sensor 3 is 1×10 -3 mol / L MeOH-H 2 O mixed solution (3 / 1, V / V), metal ion Cr 3+ , Ca 2+ , Ag + , Mg 2+ , Na + , K + , Ba 2+ ,Co 2+ , Zn 2+ , Li + , Cd 2+ , Fe 2+ , Cu 2+ , Cu + , Mn 2+ , Pb 2+ , Hg 2+ , Cs 2+ , Al 3+ , Ni 2+ , Fe 3+ Isoconcentration is 5×10 -3 mol / L aqueous solution, and MeOH:HEPES (10mM, pH=2.1, 3 / 1, V / V) solution.

[0052] Fluorescent selectivity experiments such as Image 6 As shown, take 3ml stock solution and put it in the liquid pool, add 60uL Cr 3+ Fluorescence sensor 3 solution, measure its initial fluorescence intensity value, and then add 60 uL of various metal ion solutions prepared respecti...

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Abstract

The invention discloses a Cr<3+> sensor based on rhodamine B as well as a preparation and application of the Cr<3+> sensor. The intensity change of a characteristic peak of a rhodamine probe in a water phase is determined by adopting an ultraviolet-visible spectrophotometer and a fluorospectro photometer, so as to determine the presence of Cr<3+>. A target product 2,2'-sulfo-bi(N-(2-(3',6'-bi(lignocaine)-3-oxospiro[isoindoline-1,9'-xanthene]-2-yl)ethyl) acetamide) is synthesized by the rhodamine B as a precursor. The invention provides application of the target product in Cr<3+> detection; and the target product has a good detection effect on Cr<3+>. Compared with the prior art, the Cr<3+> sensor is easily available in raw materials, and simple in synthesis step, and has great application prospect in detection of the Cr<3+>; post-treatment is also convenient; and large-scale production is relatively easy to achieve.

Description

technical field [0001] The invention belongs to the field of biochemistry, in particular to a rhodamine B-based Cr 3+ Fluorescence sensor, preparation and application. Background technique [0002] Chromium is an essential trace element for the human body. Its important function in the human body is as a cofactor for insulin. It can improve insulin sensitivity, increase its activity, promote tissue uptake of glucose in circulation, and maintain blood sugar stability. In addition, Cr 3+ It also has an anti-stress effect. Trivalent chromium is an element beneficial to the human body, but excessive content can cause heavy metal poisoning. In view of the serious impact of chromium poisoning on the human body, a rapid and convenient detection of Cr 3+ method is of great significance. [0003] Currently, detection of Cr 3+ Ion methods mainly include: atomic absorption spectrometry, atomic fluorescence spectrometry, visible spectrophotometry, ion chromatography-inductively cou...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C09K11/06C07D519/00G01N21/64
Inventor 包晓峰曹乾升吴小磊史加新舒海
Owner NANJING UNIV OF SCI & TECH
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