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Cell imaging composition and cell substance imaging method using same

A technology of cell imaging and imaging methods, applied in biochemical equipment and methods, chemical instruments and methods, microbial measurement/inspection, etc., can solve the problems of complex labeling operations, changing the structure of chemical labels, etc., and achieve excellent selectivity effects

Pending Publication Date: 2022-07-08
EWHA UNIV IND COLLABORATION FOUND
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] Although many chemical tags that induce fluorescence in proteins have been developed, these tags require complex manipulations such as introducing adapters such as peptides into target proteins and also changing the structure of the chemical tags themselves

Method used

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  • Cell imaging composition and cell substance imaging method using same
  • Cell imaging composition and cell substance imaging method using same
  • Cell imaging composition and cell substance imaging method using same

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0148]

[0149]

[0150] 2-Aminobenzophenone (2-Aminobenzophenone) (2.00g, 10.1mmol), 2-bromomethylphenyl boronic acid (2.59g, 12.1mmol), potassium carbonate (potassiumcarbonate) ( 1.39 g, 10.1 mmol) was added to acetonitrile solvent (15 mL) and refluxed for 8 hours. After drying the reaction solution using an evaporator, Compound 1 (2.5 g, 7.6 mmol) was obtained through a silica gel column using EA / hexane (1 / 4) as a developer immediately.

[0151] Yield: 76%. 1 H NMR (300MHz, CD 3 CN): δ7.64-7.61(m, 1H), 7.60-7.59(m, 1H), 7.58-7.55(m, 2H), 7.53-7.52(m, 1H), 7.51-7.47(m, 1H), 7.43-7.39(m, 2H), 7.38-7.33(m, 2H), 7.30-7.25(m, 1H), 6.88(d, 1H, 9Hz), 6.59-6.54(m, 1H), 4.65(s, 2H) ). 13 C NMR (125MHz, CDCl 3 ): 199.58, 151.38, 143.75, 140.62, 135.42, 135.20, 134.56, 131.24, 129.91, 129.11, 128.39, 128.01, 126.77, 114.63, 112.68, 46.99. HRMS(EI): for C 20 H 19 N 1 O 1 B 1 [M+H] + Calculated: 332.1850; Found: 332.2168.

Embodiment 2

[0152]

[0153] Instrument used: Scinco FS-2

[0154] Concentration of compound 1: 1.5mM

[0155] result: figure 1 .

[0156] refer to figure 1 The fluorescence spectrum of compound 1 as a probe can be confirmed: (a) compound 1 + ethanolamine, (b) compound 1 + alaninol, (c) compound 1 + phenylalaninol, (d) Compound 1 + Aminobutanol, (e) Compound 1 + Valinol, (f) Compound 1 + Leucinol, (g) Compound 1 + Tryptophanol, and (h) Comparative (Compound 1 + Alaninol, Leucinol) Amino alcohol, amino butanol, phenylalaninol) (can be omitted).

Embodiment 3

[0157]

[0158] The instruments, concentrations and parameters used were the same as in the case of ethanolamine and alaninol.

[0159] result: figure 1 .

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Abstract

The present application relates to a cell imaging composition comprising 1-(o-benzoylphenylaminoalkyl)-phenylboronic acid [1-(ormo-benzoylphenoalkyl)-phenylboronic acid] or a derivative thereof as a fluorescent probe compound, and a method for imaging a cell substance using the same. The present invention also relates to a method for imaging a cell substance using the composition.

Description

technical field [0001] The present application provides a cell imaging composition comprising 1-(ortho-benzophenylaminoalkyl)-phenylboric acid [1-(ortho-benzophenylaminoalkyl)-phenylboric acid] or a derivative thereof as a fluorescent probe compound, and Imaging methods of cellular material using this compound. Background technique [0002] The present inventors have developed a new compound capable of producing strong circular dichroism (CD) and fluorescence by selectively reacting with amino alcohols to form structures similar to bodipy. [0003] [0004] Within cells, the basis of life, there are organelles such as mitochondria, endoplasmic reticulum, reticulum, and biomolecules such as lipids, amino acid derivatives, and proteins. Real-time fluorescence imaging of their intracellular location plays an important role in the diagnosis and therapeutic prevention research of related diseases and aging, in addition to the study of their own functions. Currently, in order...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): G01N33/52
CPCC09K11/06G01N21/19G01N2021/6439C09K2211/1007C09K2211/104C09K2211/1055G01N33/582G01N15/1433G01N33/52G01N21/6428G01N31/22C09K2211/188C12Q1/04G01N33/5005C07F5/025Y10T436/173845G01N21/77G01N2021/7786
Inventor 金宽默尹柱荣车宣信
Owner EWHA UNIV IND COLLABORATION FOUND
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