Mitochondrion 3,4,9,10-perylenetetracarboxylic dianhydride targeting fluorescent probe and application thereof

A technology of fluorescent probes and mitochondria, applied in fluorescence/phosphorescence, luminescent materials, and material analysis through optical means, can solve the problems of poor solubility of perylene anhydride molecules and unfavorable promotion of perylene anhydride, so as to improve water solubility and Effects of biocompatibility, improvement of fluorescence performance, and improvement of hydrophilicity

Inactive Publication Date: 2017-03-22
HEBEI UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Benefits of technology

In this patented technology, it uses polyethyleneglycols (PEG) with specific chemical groups attached onto their ends or terminal end to create polymers called polypolyether gels (PPG). These molecules have unique properties such as being able to attach drugs directly into biological tissues without damaging them during manufacturing processes while also making sure they are safe from harmful substances released when injected inside humans' bodies. They help deliver these medications more efficiently through various routes like injection, absorption through skin layers, etc., resulting in better patient outcomes.

Problems solved by technology

Technological Problem addressed in this patented text relates to improving the choice and optimal design of fluorophore probe moleculae used during fluoresceimaging analysis due to their ability to absorb light efficiently without being affected by environmental factors such as temperature and humidity. Current methods involve modifying certain parts of the molecules themselves but they may also affect some important ones like photosensitizers' efficiency. Therefore there is a technical problem how to optimize these modifications while maintaining good optoelectronic property and biocompatibility.

Method used

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  • Mitochondrion 3,4,9,10-perylenetetracarboxylic dianhydride targeting fluorescent probe and application thereof
  • Mitochondrion 3,4,9,10-perylenetetracarboxylic dianhydride targeting fluorescent probe and application thereof
  • Mitochondrion 3,4,9,10-perylenetetracarboxylic dianhydride targeting fluorescent probe and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0033] A fluorescent probe targeting mitochondrial perylene anhydride, characterized in that its structural formula is:

[0034]

[0035] The molecular formula of the fluorescent probe targeting mitochondrial perylene anhydride is C 104 h 108 Br 2 N 4 o 18 P 2 , with a molar mass of 1923.74.

Embodiment 2

[0037] Application of the fluorescent probe targeting mitochondrial perylene anhydride as in Example 1 above in live cell fluorescence imaging.

[0038] The applicant of the present invention applied the probe to label living cells and performed cytotoxicity and imaging analysis. The specific experimental methods are as follows:

[0039] 2.1 Reagents are shown in Table 1 below:

[0040] Table 1 Reagents

[0041]

[0042]

[0043] 2.2 Instruments are shown in Table 2 below:

[0044] Table 2 Instruments

[0045]

[0046] 2.3 Cell culture

[0047] (1) Inoculate human cervical cancer cells (HeLa) on high-sugar DMEM medium containing 10% fetal bovine serum, 100 U / mL streptomycin, and 100 U / mL penicillin;

[0048] (2) At 37°C, 5% CO 2 cultured in a separate incubator, and the medium was replaced every 24 hours;

[0049] (3) When the cells grow to 80%, they are digested and passaged with 0.25% trypsin.

[0050] 2.4 Cytotoxicity experiment and result analysis:

[0051] ...

Embodiment 3

[0078] A method for using a fluorescent probe targeting mitochondrial perylene anhydride, comprising the following steps: adding living cells to a probe solution containing a probe concentration n≥1 μg / mL for treatment for a certain period of time.

[0079] In a preferred embodiment, live cells are added to a probe solution containing a probe concentration n≥10 μg / mL for at least 60 min.

[0080] In a preferred solution, live cells are added to a probe solution containing a probe concentration n≥10 μg / mL for 60-120 min.

[0081] In a preferred embodiment, the probe concentration in the probe solution is 10 μg / mL≤n≤100 μg / mL.

[0082] In a preferred solution, the probe concentration in the probe solution is n=20 μg / mL.

[0083] 3.1 For the above method, the applicant of the present invention has done the following specific experiments and analysis on the upload rate of fluorescent probes to living cells:

[0084] 3.1.1 Cell upload rate experiment

[0085] Use HeLa cells in t...

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Abstract

The invention discloses a mitochondrion 3,4,9,10-perylenetetracarboxylic dianhydride targeting fluorescent probe and an application thereof. The molecular formula of the mitochondrion 3,4,9,10-perylenetetracarboxylic dianhydride targeting fluorescent probe is C104H108Br2N4O18P2, and the molar mass of the fluorescent probe is 1923.74. The mitochondrion 3,4,9,10-perylenetetracarboxylic dianhydride targeting fluorescent probe is characterized in that two sides of a fluorophore 3,4,9,10-perylenetetracarboxylic diimide are connected with two water-soluble PEO chains, and the hydrophilicity of the probe is improved greatly; by means of presence of a linking group, the whole conjugate plane is enlarged, and the fluorescence property of the probe is improved; a triphenylphosphine cation is introduced to the position of the linking group, so that the linking group serving as a targeting group can be specifically bound to the mitochondrion. The invention further provides the application of the mitochondrion 3,4,9,10-perylenetetracarboxylic dianhydride targeting fluorescent probe in living cell imaging and provides an application method of the mitochondrion 3,4,9,10-perylenetetracarboxylic dianhydride targeting fluorescent probe. Experiments prove that the fluorescent probe enters cells easily, is good in cell uploading rate and good in cell permeability and cannot produce cytotoxicity.

Description

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Claims

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Application Information

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Owner HEBEI UNIVERSITY
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