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Fluorescence system with fluorescence intensity insensitive to temperature

A fluorescent intensity and sensitive technology, applied in the field of analytical chemistry, can solve problems such as complex effects and no fluorescence

Inactive Publication Date: 2016-02-10
DALIAN INST OF CHEM PHYSICS CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, the actual effect may be more complicated, since different kinds of aggregates may co-exist, and aggregates of some molecules are highly luminescent, or most have weak or almost no fluorescence.

Method used

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  • Fluorescence system with fluorescence intensity insensitive to temperature
  • Fluorescence system with fluorescence intensity insensitive to temperature
  • Fluorescence system with fluorescence intensity insensitive to temperature

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0049] 1. Synthesis of intermediate 4-dimethylamino-2-hydroxybenzaldehyde (fluorescent molecule 3)

[0050]

[0051] 30mmol of POCl at 0°C 3 It was slowly added dropwise into anhydrous DMF, and after stirring for 30 minutes, 20 mmol of 3-dimethylaminophenol previously dissolved in anhydrous DMF was slowly added dropwise into the solution, and the temperature was raised to 80°C. After reacting overnight, the reaction solution was poured into ice water, adjusted to neutrality with sodium hydroxide solution, and filtered to obtain a solid. The solid was dried in a vacuum oven for 6 hours, and the yellow solid 4-(dimethylamino)-2-hydroxybenzaldehyde was separated by column chromatography. The separation condition of the column chromatography was petroleum ether:ethyl acetate=3:1 .

[0052] The proton data of this intermediate are as follows: 1 HNMR (400MHz, CDCl 3 )δ11.59(s,1H),9.52(s,1H),7.28(d,J=8.9Hz,1H),6.28(dd,J=8.8Hz,2.4Hz,1H),6.07(s,1H) ,3.06(s,6H).

[0053] 2. Syn...

Embodiment 2

[0066] Normalized UV-vis absorption of fluorescent molecule 1 at different concentrations in chloroform solution:

[0067] Weigh 1.086 mg of 7-dimethylamino-3-formyl coumarin (fluorescent molecule 1), dissolve it in 5 ml of dichloromethane, make a mother solution with a concentration of c=1 mmol / L, and take four 5 ml centrifuge tubes , add 8 μL, 16 μL, 32 μL, and 80 μL of the mother solution into the centrifuge tubes, and after the dichloromethane in the tubes evaporates to dryness, add 4 ml of chloroform to the four centrifuge tubes to prepare the concentrations of 2 μM, 4 μM, 8 μM, and 20 μM. The solution to be tested was mixed uniformly and its UV absorption spectrum was measured.

[0068] The ultraviolet measuring instrument used is Cary60UV-Vis ultraviolet spectrophotometer. From Figure 6 After normalization, it can be seen that the overlap of ultraviolet absorption spectra of different concentrations is very good, and it can be seen that the aggregation of molecules i...

Embodiment 3

[0070] Two-dimensional absorption-emission spectrum of fluorescent molecule 1 in chloroform solution:

[0071] Weigh 1.086 mg of 7-dimethylamino-3-formyl coumarin (fluorescent molecule 1), dissolve it in 5 ml of dichloromethane, make a mother solution with a concentration of c=1 mmol / L, and add it to a 5 ml centrifuge tube 8 μL of mother liquor, after the dichloromethane in the tube evaporates to dryness, add 4ml of chloroform to the centrifuge tube to make a test solution with a concentration of 2 μM, mix well and measure its two-dimensional absorption-emission spectrum. The fluorescence measuring instrument used is the CaryEclipse Fluorescence Spectrophotometer fluorescence spectrophotometer. From Figure 7 The two-dimensional absorption-emission spectrum in chloroform solution shows that only one main peak can be seen, thus indicating that there is only one species in the solution.

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Abstract

The purpose of the invention is to provide a coumarin fluorescence molecule insensitive to temperature change. The coumarin fluorescence molecule adopts coumarin as a main ring, a monomer-aggregate system design is used to realize insensitivity of the system fluorescence intensity to the temperature change through selecting an appropriate excitation wavelength, and the coumarin fluorescence molecule can be used to design fluorescence probes capable of eliminating temperature factor interferences and can also be used to establish a rectification standard of temperature fluorescence probes.

Description

technical field [0001] The invention belongs to the field of analytical chemistry and relates to a coumarin-based fluorescent molecule which is not sensitive to temperature, the preparation of the fluorescent molecule and the variation relationship between the fluorescent intensity and temperature. It is a fluorescent molecule of coumarin derivatives designed with coumarin as the parent. By selecting a suitable excitation wavelength, its fluorescence intensity is not sensitive to temperature changes. It can be used to design fluorescent probes that can eliminate the interference of temperature factors. It can also be used to establish a calibration standard for temperature fluorescent probes. Background technique [0002] As an effective detection method, fluorescent probes have high spatiotemporal resolution and real-time monitoring performance, and have been widely used in the imaging research of important species and physiological processes in biological systems. 1 , and...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C09K11/06C07D311/16G01N21/64
Inventor 徐兆超毛德琪刘晓刚
Owner DALIAN INST OF CHEM PHYSICS CHINESE ACAD OF SCI