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RNA fluorescent probe, and preparation method and application thereof

A fluorescent probe, -NH2 technology, applied in the field of RNA fluorescent probe and its preparation, can solve the problems of limiting RNA research and low selectivity

Active Publication Date: 2021-07-06
GUANGXI NORMAL UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

At present, the existing RNA probes generally only realize RNA positioning through electrostatic attraction, but such probes generally have low selectivity and strong selectivity to DNA. The lack of efficient RNA probes greatly limits the ability of RNA and its Physiological research

Method used

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  • RNA fluorescent probe, and preparation method and application thereof
  • RNA fluorescent probe, and preparation method and application thereof

Examples

Experimental program
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Effect test

Embodiment 1

[0040] A preparation method for RNA fluorescent probes, comprising the steps of: in a round bottom flask, compound A3 (molecular formula: C 13 h 14 BrNO, consumption 2mmol) and 250mg of 3-aminothiophenol (molecular formula is: C 6 h 7 NS, dosage 2mmol) was dissolved in 50mL of methanol solvent, then 5mL of acetic acid was added, under nitrogen protection, stirred at room temperature for 1h, after the reaction was completed, distilled water was added to the round bottom flask, and then perchloric acid was added dropwise until precipitation was formed, and static After standing for a while, the crude product was obtained by suction filtration; subsequently, using dichloromethane and methanol at a volume ratio of 20:1 as eluent, the resulting crude product was purified with a silica gel (200-300 mesh) chromatography column to obtain a red Solid, namely Probe 3.

[0041] The prepared RNA fluorescent probe 1 H NMR spectrum as figure 1 . 1 H NMR (400MHz, CD 3 OD)δ8.19(s,1H),7...

Embodiment 2

[0044]A preparation method for RNA fluorescent probes, comprising the steps of: in a round bottom flask, compound A1 (molecular formula: C 13 h 9 BrO, consumption 2mmol) and 250mg of 3-aminothiophenol (molecular formula is: C 6 h 7 NS, dosage 2mmol) was dissolved in 50mL of methanol solvent, then 5mL of acetic acid was added, under nitrogen protection, stirred at room temperature for 1h, after the reaction was completed, distilled water was added to the round bottom flask, and then perchloric acid was added dropwise until precipitation was formed, and static Leave it for a while, and obtain the crude product by suction filtration; subsequently, use dichloromethane and methanol with a volume ratio of 20:1 as the eluent, and purify the gained crude product with a silica gel (200-300 mesh) chromatographic column to obtain Probe Probe 1.

Embodiment 3

[0046] A preparation method for RNA fluorescent probes, comprising the steps of: in a round bottom flask, compound A3 (molecular formula: C 13 h 14 BrNO, consumption 2mmol) and 252mg of 3-hydroxybenzenethiol (molecular formula is: C 6 h 6 OS, dosage 2mmol) was dissolved in 50mL of methanol solvent, then 5mL of acetic acid was added, under nitrogen protection, stirred at room temperature for 1h, after the reaction was completed, distilled water was added to the round bottom flask, and then perchloric acid was added dropwise until precipitation was formed, and static Leave it for a while, and obtain the crude product by suction filtration; subsequently, use dichloromethane and methanol with a volume ratio of 20:1 as the eluent, and purify the gained crude product with a silica gel (200-300 mesh) chromatographic column to obtain Probe Probe 9.

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Abstract

The invention discloses an RNA fluorescent probe, and a preparation method and application thereof. The RNA fluorescent probe can be used for rapidly detecting, marking or displaying the existence and distribution of RNA in cells. The fluorescent probe provided by the invention is a novel RNA fluorescent probe molecule, has the characteristics of low biotoxicity and good membrane permeability compared with a fluorescent probe with similar functions, and has wide application as the RNA fluorescent probe; and the preparation method provided by the invention is simple, purification is convenient, and the yield is relatively high.

Description

technical field [0001] The invention belongs to the technical field of organic small molecule fluorescent probe preparation, and in particular relates to an RNA fluorescent probe and its preparation method and application. Background technique [0002] RNA is a product of cell metabolism and has multiple functions such as protein synthesis, gene regulation, and reaction catalyst. RNA mainly includes mRNA, tRNA and rRNA, among which transfer RNA (tRNA) carries and transfers activated amino acids; messenger RNA (mRNA) is a template for protein synthesis; ribosomal RNA (rRNA) is the main site for cell protein synthesis. rRNA, the most abundant RNA, is produced in the nucleolus and can be assembled with ribosomal proteins into ribosomes in all organisms. Compared with DNA, mRNA, and tRNA, rRNA has a more complex and complex three-dimensional structure, which is folded by more diverse two-dimensional structures, such as single strands, inner loops, and bulges. RNA mainly exists...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D335/04C07D409/04C09K11/06G01N21/64
CPCC07D335/04C07D409/04C09K11/06G01N21/6428C09K2211/1092C09K2211/1029G01N2021/6439
Inventor 陈华王丽萍刘春丽沈星灿
Owner GUANGXI NORMAL UNIV
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