Two-photon fluorescent probe for detecting activity of pneumonia marker and synthesis method

A two-photon fluorescence and probe technology, used in fluorescence/phosphorescence, chemical instruments and methods, luminescent materials, etc., can solve the problems of lack of probes and few probes, and achieve low cytotoxicity and high yield. , the effect of easy purification

Inactive Publication Date: 2020-05-05
SHANDONG NORMAL UNIV
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Now for detecting LTA 4 H and probes for screening its inhibitors are extremely scarce, and are used in cells and in vivo detection of LTA 4 H probes are even rarer

Method used

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  • Two-photon fluorescent probe for detecting activity of pneumonia marker and synthesis method
  • Two-photon fluorescent probe for detecting activity of pneumonia marker and synthesis method
  • Two-photon fluorescent probe for detecting activity of pneumonia marker and synthesis method

Examples

Experimental program
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Effect test

Embodiment

[0052] Example: Synthesis of Fluorescent Probes

[0053] Dissolve raw material a in 5 mL of dichloromethane, then add 2 mL of thionyl chloride, and react at room temperature for 2 h. After the reaction was complete, the solvent was removed by rotary evaporation. Then petroleum ether: dichloromethane = 5:1, recrystallized to precipitate a beige solid, that is, compound b (82%).

[0054] Take compound b and compound c (the molar ratio of compound b and compound c is 1:1), dissolve in 10 mL of acetic acid, and heat at reflux at 90° C. for 5 h. After the reaction was complete, the solvent was removed by rotary evaporation. Redissolved in dichloromethane and separated through a silica gel column (eluent: ethyl acetate) to obtain an off-white solid, ie ASPC (42%).

[0055] NMR and mass spectrometry characterization:

[0056] 1 HNMR(400MHz,DMSO)2.41(s,3H),2.59-2.63(m,2H),2.65-2.80(m,2H),3.76-3.79(m,1H),5.11(s,2H),6.28(s ,1H),7.30-7.35(m,5H),7.55(d,J=12HZ,1H),7.71(d,J=12HZ, 1H),...

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Abstract

The invention discloses a two-photon fluorescent probe for detecting the activity of a pneumonitis marker, and a synthesis method of the two-photon fluorescent probe. The structural formula of the fluorescent probe is described in the description. When the active center of an LTA4H protein recognizes a corresponding substrate part in the probe, an amide bond is cut off, and the fluorescence of theprobe is further enhanced. The probe has good two-photon absorption property, thus having the advantages of deep tissue penetration, small damage to the living cells, and the like. According to a fluorescence spectrum, responding to LTA4H and other biologically relevant components, of the probe, the probe is proved to have high response sensitivity to the LTA4H and good selectivity. The result ofmouse nuclear lung imaging shows that the probe can quickly and accurately detect the activity of the LTA4H in real time, and can realize the detection of pneumonitis. The probe provided by the invention is novel in structure and excellent in photophysical properties.

Description

technical field [0001] The invention relates to a two-photon fluorescent probe and a synthesis method for detecting the activity of a pneumonia marker, especially for detecting the pneumonia marker LTA 4 A two-photon fluorescent probe active on H protease and its synthesis method. Background technique [0002] Pneumonia is a disease of the alveoli and respiratory bronchus caused by pathogenic bacteria, which can cause local and systemic inflammatory reactions in patients. Moreover, pneumonia can lead to a variety of complications, such as meningitis, sepsis, lung abscess, brain damage, and hearing loss. Therefore, the morbidity and mortality of pneumonia remain high. Clinically, the diagnosis of pneumonia requires a variety of technical methods and clinical indicators, including chest X-ray and CT imaging scans, bacterial culture of samples such as blood and coughed up sputum, and certain clinical features. Among them, chest X-ray and CT imaging scan are important means fo...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D311/16C09K11/06G01N21/64
CPCC07D311/16C09K11/06C09K2211/1088G01N21/6428
Inventor 唐波王慧薛珂仇裕鹤姜雪雪
Owner SHANDONG NORMAL UNIV
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