Small-molecule fluorescent probe and application thereof in chromosome analysis and cytogenetics

A fluorescent probe and small molecule technology, applied in the field of biochemistry and chemical biology detection, can solve problems such as hindering the observation of g-bands and telomeres, chromosome identification and gene locus positioning difficulties

Active Publication Date: 2020-06-19
陈斯杰 +2
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, there is currently no method for visualizing entire chromosome boundaries, which leads to many limitations
For example, overlapping, touching or even aggregation of chromosomes can hinder the observation of G-bands and telomeres
In addition, there is no quick, direct method to visualize and determine centromeric regions, which would make identification of chromosomes and localization of genetic loci difficult

Method used

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  • Small-molecule fluorescent probe and application thereof in chromosome analysis and cytogenetics
  • Small-molecule fluorescent probe and application thereof in chromosome analysis and cytogenetics
  • Small-molecule fluorescent probe and application thereof in chromosome analysis and cytogenetics

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0056] Embodiment 1: the preparation of trifluoroacetic acid dihydroisoquinone derivative IQ-IQ, its synthetic route is as follows:

[0057]

[0058] 1-Phenyl-4,9-dihydro-3H-pyridine[3,4-β]indole (ID, 123.1mg, 0.5mmol), 1,-2-diphenylacetylene 2a (89.1mg, 0.5mmol), dichloro(pentamethylcyclopentadienyl) rhodium (III) dimer [(Cp*RhCl 2 ) 2 , 1.05 mg, 0.5% mmol], AgOOCCF 3 (165.6mg, 0.75mmol) and Cu(OAc) 2 (90.8 mg, 0.5 mmol) was added to a 25 mL round bottom flask, followed by 5 mL of absolute ethanol. N 2 Heating to reflux under protection for 30 minutes stopped the reaction, filtered through 100-200 mesh silica gel, and washed with ethanol. The organic phase was collected, and the organic solvent was distilled off under reduced pressure. The residue was separated and purified by 200-300 mesh silica gel column chromatography, and eluted with dichloromethane / methanol=20:1 (V / V) to obtain 230.7 mg of pure trifluoroacetate Salt dihydroisoquinate derivative ID-IQ. The prod...

Embodiment 2

[0060] Embodiment 2: the preparation of trifluoroacetic acid dihydroisoquinone derivative 3aa, its synthetic route is as follows:

[0061]

[0062] 1-phenyl-3,4-dihydroisoquinone 1a (104mg, 0.5mmol), 1,-2-diphenylacetylene 2a (89.1mg, 0.5mmol), dichloro(pentamethylcyclopentadiene Alkenyl) rhodium (III) dimer [(Cp*RhCl 2 ) 2 , 1.05 mg, 0.5% mmol], AgOOCCF 3 (165.6mg, 0.75mmol) and Cu(OAc) 2 (90.8 mg, 0.5 mmol) was added to a 25 mL round bottom flask, followed by 5 mL of absolute ethanol. N 2 Heating to reflux under protection for 30 minutes stopped the reaction, filtered through 100-200 mesh silica gel, and washed with ethanol. After collecting the organic phase, the organic solvent was distilled off under reduced pressure, and the residue was separated and purified by 200-300 mesh silica gel column chromatography, and eluted with dichloromethane / methanol=20:1 (V / V) to obtain 219 mg of pure trifluoroacetic acid Salt Dihydroisoquininium salt derivative 3aa. The product...

Embodiment 3

[0064] Embodiment 3: the preparation of trifluoroacetic acid dihydroisoquinone derivative 3ab, its synthetic route is as follows:

[0065]

[0066] 6-methoxyl-phenyl-3,4-dihydroisoquinone 1b (118.7mg, 0.5mmol), 1,-2-diphenylacetylene 2a (89.1mg, 0.5mmol), dichloro( Pentamethylcyclopentadienyl) rhodium (III) dimer [(Cp*RhCl 2 ) 2 , 1.05 mg, 0.5% mmol], AgOOCCF 3 (165.6mg, 0.75mmol) and Cu(OAc) 2 (90.8mg, 0.5mmol) was added to a 25mL round bottom flask, and then 5mL of absolute ethanol was added. N 2 Heating to reflux under protection for 30 minutes stopped the reaction, filtered through 100-200 mesh silica gel, and washed with ethanol. After collecting the organic phase, the organic solvent was distilled off under reduced pressure, and the residue was separated and purified by 200-300 mesh silica gel column chromatography, and eluted with dichloromethane / methanol=20:1 (V / V) to obtain 253.2 mg of pure trifluoroacetate Acid dihydroisoquinate derivative 3ab. The product ...

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Abstract

The invention discloses a small-molecule fluorescent probe and an application thereof in chromosome analysis and cytogenetics, and the small-molecule fluorescent probe can be used as a universal toolfor chromosome image segmentation and is used for identifying and distinguishing overlapped, aggregated or contacted chromosomes. The small-molecule fluorescent probe is used as a reference marker forpositioning centromere positions, is used for classifying homologous chromosomes, distinguishing different forms of chromosomes and estimating chromosome arm lengths, is used in cooperation with karyotype analysis for chromosome deletion and polyploid, is used in cooperation with fluorescence in situ hybridization (FISH), and is used for positioning designated genes and judging chromosome abnormalities. The invention provides a rapid and reliable method for auxiliary chromosome analysis, and has great potential in conventional clinical practice.

Description

technical field [0001] The invention belongs to the field of biochemistry and chemical biology detection, in particular to a small molecular fluorescent probe and its application in chromosome analysis and cytogenetics. Background technique [0002] Chromosome is the main carrier of eukaryotic cell genetic information (gene) and the basis of mitosis. Chromosomes are usually composed of five parts, namely nucleosomes (the basic structural unit of chromatin, composed of DNA and histones), chromosome scaffolds, centromeres (linking a pair of sister chromatids), telomeres and extrachromosomal Box (chromosome periphery, also known as sheath, chromosome outer membrane, chromosome periphery, etc.). The former four regions have been widely studied, and they play an important role in protecting chromosome structure and maintaining cell mitosis. However, researchers still know little about the fifth structure - the outer chromosome box (CP). [0003] Although the sheath-like struct...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D455/03C07D471/14C09K11/06C12Q1/68C12N15/11G01N21/64
CPCC07D455/03C07D471/14C09K11/06C12Q1/68G01N21/6486C09K2211/1029C09K2211/1044C12Q2563/107
Inventor 陈斯杰吴明雨梁容恺
Owner 陈斯杰
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