Compound and application thereof

A technology of compounds and microorganisms, applied in organic chemistry, chemical instruments and methods, instruments, etc., can solve problems such as complex chemical structures, tedious synthetic routes, complex purification procedures, etc., and achieve good biocompatibility

Pending Publication Date: 2022-04-15
THE HONG KONG UNIV OF SCI & TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

For traditional fluorescent probe development, it is cumbersome to design NIR probes due to their complex chemical structures, tedious synthetic routes, and complicated purification procedures

Method used

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  • Compound and application thereof
  • Compound and application thereof
  • Compound and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0112] Embodiment 1: the synthesis of DCQA

[0113] The design principle and synthesis route of DCQA are as follows: figure 1 shown. Specifically, 7-(diphenylamino)-9-ethyl-9H-carbazole-2-carbaldehyde (0.50 g, 1.28 mmol) and 1-(3-trimethylaminopropyl)-4-methanol Quinoline dibromide (0.52 g, 1.28 mmol) was dissolved in absolute ethanol (15 mL). 2 drops of piperidine were added and the solution was refluxed overnight under nitrogen. After cooling to room temperature, the solvent was removed by evaporation under reduced pressure. The residue was purified by column chromatography on neutral alumina, eluting with a dichloromethane / methanol mixture solvent, to afford DCQA as a dark brown crystalline solid. (0.62g, Yield: 62%). 1 H NMR (400MHz, DMSO-d 6 , ppm): δ9.45(d, J=6.5Hz, 1H), 9.17(d, J=8.7Hz, 1H), 8.64-8.59(m, 2H), 8.51-8.41(m, 2H), 8.30- 8.26(m,2H),8.17(d,J=8.1Hz,1H),8.11-8.06(m,2H),7.82(d,J=8.3Hz,1H),7.33-7.29(m,4H),7.18 (s,1H),7.08-7.03(m,6H),6.87(d,J=8.4Hz,1H),5.0...

Embodiment 2

[0118] Embodiment 2: the application of DCQA in microbial staining

[0119] Microbial imaging experiments were initially performed by incubating DCQA with strains of three indicator types, S. aureus (representing Gram-positive bacteria), E. coli (representing Gram- negative bacteria), C.albicans (representing fungi), followed by CLSM imaging excited at 560nm as figure 2 A-2C shown. Depend on figure 2 It can be seen from A-2C that all three microorganisms are highly stained by DCQA.

[0120] In addition, DCQA showed good staining ability in both live and dead states. The incubation time test showed that DCQA can interact with various microorganisms in a short time, and a strong signal can be detected in only 5 minutes, such as Figure 8shown. Afterwards, the fluorescence signal did not change much, indicating that DCQA has a suitable staining window for both imaging and high-throughput analysis. This proves that DCQA can be used as a general detection probe for various ...

Embodiment 3

[0123] Example 3: Application of two-component aggregation-induced luminescent fluorescent luminescent agent system in monitoring the metabolic state of microorganisms

[0124] The metabolic state of microorganisms is closely related to their functions, biofilm formation ability, virulence factor secretion, drug resistance generation and other characteristics. As the environment changes, the metabolic state of microorganisms also changes. Especially for opportunistic pathogens, changes in their metabolic levels can lead to situations that are harmful to us. Microbial activity is a key factor in microbial metabolism. When confronted with certain antibiotics, some bacteria reportedly sacrifice themselves to warn other bacteria of the danger by spreading out their resistance genes. The remaining microbial species will pick up resistance genes and acquire resistance to specific antibiotics directly. Therefore, it is very important to monitor the metabolic state of microorganism...

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Abstract

The invention belongs to the technical field of biology, and discloses a compound as shown in a formula (1) and a double-aggregation-induced-emission fluorescence emitting agent system comprising the compound. The invention further discloses application of the compound to staining microorganisms. The double-aggregation-induced-emission fluorescence emitting agent system is used for monitoring the metabolic state of microorganisms and the form and metabolic state of biological membranes of the microorganisms.

Description

technical field [0001] The present invention relates to a compound, the application of the compound in dyeing microorganisms, a method for dyeing microorganisms, a double aggregation-induced luminescent fluorescent luminescence agent (AIEgen) system comprising the compound, and a fluorescent light-emitting agent using double aggregation-induced luminescence The luminescent agent (AIEgen) system is a method for monitoring the metabolic state of microorganisms, quantitatively monitoring the activity of microorganisms, and monitoring the morphology and metabolic state of microbial biofilms. Background technique [0002] Microorganisms are the oldest and most abundant populations on Earth. Since their appearance on this world 4 billion years ago, they have ruled the planet in every way. Their total number is estimated at one trillion species, some of which have been domesticated by humans and used in our daily lives. However, the pathogenic microorganisms therein have been thr...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D401/06C09B23/10C09K11/06G01N21/64
CPCC07D401/06C09K11/06C09B23/105G01N21/6428G01N21/6456C09K2211/1007C09K2211/1014C09K2211/1029G01N2021/6439
Inventor 唐本忠郑正何威郭子健
Owner THE HONG KONG UNIV OF SCI & TECH
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