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Application of rhodamine 6G ramifications

A technology of derivatives and compounds, applied in the fields of rhodamine 6G derivatives and cell lysosomal fluorescent dyes, can solve the problems of short retention period, loss of probes, loss of fluorescence performance, etc., and achieve high photostability and retention time long effect

Inactive Publication Date: 2011-08-17
XIAMEN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Common disadvantages of this type of probe include (1) relatively high background signal, resulting in non-specific labeling; (2) low stability, easy to be quenched by light, and loss of fluorescence properties; (3) short retention period in cells, Prolonged time, intracellular probes are easy to lose

Method used

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  • Application of rhodamine 6G ramifications
  • Application of rhodamine 6G ramifications
  • Application of rhodamine 6G ramifications

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0026] 1) Add rhodamine 6G (2g) into a flask containing 20mL of ethylenediamine, stir the system electromagnetically, react at 80°C for 12 hours, remove unreacted solvent, separate and purify through a silica gel column to obtain rhodamine 6G-ethylenediamine Amines, whose chemical structural formula is:

[0027]

[0028] R=-NH 2 ,-N(CH 3 ) 2 ,-CH 2 -N(CH 3 ) 2 .

[0029] 2) Detection of the fluorescence emission intensity of rhodamine 6G-ethylenediamine (1 μg / mL) containing a 5-membered ring in the molecule in buffer solutions of different pH values ​​(7.0, 6.5, 6.0, 5.5, 5.0, 4.5, 4.0) . It was found that under the conditions of pH4.0 and 7.0, the fluorescence intensity of rhodamine 6G-ethylenediamine was increased by 1000 times (Ex: 530 / Em 560nm) (see figure 1 with 2 ), the acid of rhodamine 6G-ethylenediamine derivative in embodiment 1 initiates and produces fluorescent chemical reaction route as follows:

[0030]

[0031]3) Rhodamine 6G-ethylenediamine (10 ...

Embodiment 2

[0036] Embodiment 2: Rhodamine 6G-N, the application of N-dimethylethylenediamine as cell lysosome fluorescent dye

[0037] 1) Add rhodamine 6G (2g) into a flask containing 20mL N,N-dimethylethylenediamine, stir the system electromagnetically, react at 80°C for 12h, remove unreacted solvent, separate and purify it through a silica gel column Rhodamine 6G-N,N-dimethylethylenediamine was obtained.

[0038] 2) Utilize rhodamine 6G-N, the steps 2) of N-dimethylethylenediamine repeat embodiment 1), 3), 4), 5), 6), 7), the result obtained is the same as that of rhodamine 6G-B The experimental results of the diamine derivatives are similar, indicating that the performance of the two as specific probes for lysosomes of cells is basically the same.

Embodiment 3

[0039] Example 3: Application of rhodamine 6G-propylenediamine as a fluorescent dye for cell lysosomes

[0040] 1) Add rhodamine 6G (2g) into a flask containing 20mL propylenediamine, stir it electromagnetically, react at 80°C for 12h, remove the unreacted solvent, separate and purify through a silica gel column to obtain rhodamine 6G-propylenediamine .

[0041] 2) Utilize rhodamine 6G-propylenediamine to repeat the steps 2) of embodiment 1), 3), 4), 5), 6), 7), the result obtained is similar to the experimental result of rhodamine 6G-ethylenediamine, It shows that the performance of the two as the specific probe of the lysosome of the cell is basically the same.

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Abstract

The invention provides application of rhodamine 6G ramifications, and relates to the use of the molecule inner spiral ring-containing rhodamine 6G ramifications which are taken as cell lysosome fluorescent coloring agent. The rhodamine 6G ramifications are the molecule inner 5 member ring-containing rhodamine 6G ramifications which can be used as the cell lysosome fluorescent colouring agent to stably mark the cell lysosome at high selectivity and for a long term. The application of the rhodamine 6G ramifications has the beneficial effects that (1) the azyl and molecule inner 5 member ring-containing rhodamine 6G ramifications can be taken as a lysosome fluorescent labeled substance for the cells with different types; (2) the rhodamine 6G ramifications are long in retention time and high in photostability in the cell; and (3) the rhodamine 6G ramifications can be used for labeling and tracking the lysosome in the cell for a long time.

Description

technical field [0001] The invention relates to the use of a class of rhodamine 6G derivatives with intramolecular spiral rings as cell lysosome fluorescent staining agents. Background technique [0002] Lysosome (lysosome) is a kind of organelle in eukaryotic cells, its internal environment is slightly acidic (pH 4-6), and contains a variety of hydrolytic enzymes. Lysosomes not only have intracellular digestion function, but are also directly related to the development of cell autophagy, apoptosis, immune defense and cancer (1, Luis Avila J.[Structure and function of lysosomes].Acta Cient Venez.1974; 25: 130-131; 2. Luzio JP, Pryor PR, Bright NA. Lysosomes: fusion and function. Nat Rev Mol Cell Biol. 2007; 8: 622-632; 3. Kroemer G, Jaattela M. Lysosomes and autophagy in cell death control.Nat Rev Cancer.2005;5:886-897), so the development and application of molecular probes that can label and track lysosomes in living cells are of great importance for the study of the biol...

Claims

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Application Information

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IPC IPC(8): C12Q1/34C12Q1/02
Inventor 韩守法韩家淮李柱孟宪军
Owner XIAMEN UNIV
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