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Fluorescence labeling molecule capable of emitting fluorescence in high aggregation state and preparation method of fluorescence labeling molecule

A technology of aggregated fluorescence and fluorescent labeling, applied in the field of fluorescence-based optical imaging, can solve the problems of complex operation, poor specificity, and high cost, and achieve the effects of simple operation, low cost, and low toxicity

Active Publication Date: 2015-08-12
东营市东凯新材料技术研发有限责任公司
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Problems solved by technology

However, these non-optical imaging methods have a series of shortcomings such as large radiation, high cost, complicated operation, and poor specificity.

Method used

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  • Fluorescence labeling molecule capable of emitting fluorescence in high aggregation state and preparation method of fluorescence labeling molecule
  • Fluorescence labeling molecule capable of emitting fluorescence in high aggregation state and preparation method of fluorescence labeling molecule
  • Fluorescence labeling molecule capable of emitting fluorescence in high aggregation state and preparation method of fluorescence labeling molecule

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Embodiment

[0033] A fluorescent labeling molecule with high aggregation fluorescence emission, the compound name is (2Z,2'Z)-3,3'-(2,5-bis(diphenylamino)-1,4-phenyl)bis(2 -(3,5-bis(trifluoromethyl)phenyl)acrylonitrile[(2Z,2'Z)-3,3'-(2,5-bis(diphenylamino)-1,4-phenylene)bis( 2-(3,5-bis(trifluoromethyl)phenyl)acrylonitrile), DPTPA], the molecular formula is C 52 h 30 f 12 N 4 , emits red fluorescence under the irradiation of an ultraviolet lamp with a wavelength of 365nm, and the molecular structural formula of the compound DPTPA is:

[0034]

[0035] Its preparation method, the steps are as follows:

[0036] 1) In a 100mL round bottom flask, mix 0.3300g (1.130mmol) of 1,4-dibromo-2,5-diformylbenzene, 0.5718g (2.260mmol of 3,5-bis(trifluoromethyl)benzene with Mix 20mL absolute ethanol evenly to obtain a mixed solution;

[0037] 2) Dissolve 6.0g (16.70mmol) NaOH in 10mL absolute ethanol to obtain NaOH-ethanol solution;

[0038] 3) Using a constant pressure low liquid funnel, under N...

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Abstract

The invention discloses a fluorescence labeling molecule with the compound name of (2Z, 2'Z)-3,3'-(2,5-bi(diphenylamino)-1,4-phenyl)bi(2-(3,5-bi(trifluoromethyl)phenyl)acrylonitrile and the molecular formula of C52H30F12N4, wherein the fluorescence labeling molecule can emit red fluorescence under the irradiation of an UV lamp with the wavelength of 365nm; nanoparticles in the prepared fluorescence labeling molecule are coated in a water solution by using Pluronic, and tumor cells are labeled in a region filled with near infrared light with the wavelength of larger than 650nm. The fluorescence labeling molecule has the advantages that the fluorescence labeling molecule has the characteristics of aggregation induced emission and high-aggregation light emission and is high in brightness and low in toxicity; and when being used for labeling tumor cells, the fluorescence labeling molecule is simple in operation, low in cost, good in specificity and capable of effectively avoiding autofluorescence interference of biological tissues and improving the fluorescence imaging sensitivity, and an available fluorescence labeling material is provided for researching a near infrared fluorescence labeling method for tumor cells.

Description

technical field [0001] The invention relates to fluorescence-based optical imaging technology, in particular to a fluorescent marker molecule with high aggregation state fluorescence emission and a preparation method thereof. Background technique [0002] Malignant tumor (cancer) is one of the major diseases threatening human health. Taking my country as an example, the "2013 China Cancer Registration Annual Report" shows that in 2010, the national malignant tumor incidence rate was 235.23 / 100,000 (male 268.65 / 100,000, female 200.21 / 100,000), and the mortality rate was 148.81 / 100,000 (male 186.37 / 100,000, women 109.42 / 100,000), which means that 6 people are diagnosed with malignant tumors every minute every day. According to the average life expectancy of 74 years, the probability of a person suffering from malignant tumors is 22%. Malignant tumors have become a common disease. In addition to strengthening prevention, early diagnosis can detect early malignant tumors and gi...

Claims

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Application Information

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IPC IPC(8): C09K11/06C07C255/30C07C253/30A61K49/00
Inventor 吕宏光高辉石季郑雅丹
Owner 东营市东凯新材料技术研发有限责任公司
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