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Preparation and application of a fluorescent sensor capable of detecting endogenous glutathione

A fluorescence sensor, glutathione technology, applied in fluorescence/phosphorescence, material excitation analysis, etc., can solve the problems of normal organism threat, endogenous GSH imaging and detection without targeting cancer cells, and achieve high sensitivity, The effect of high selectivity and low cost investment

Active Publication Date: 2019-09-10
HUNAN UNIV OF SCI & TECH
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0004] In addition, for glutathione (GSH), many specific oxidation fluorescent sensors based on manganese dioxide nanosheets have been prepared, such as carbon quantum dots (Liu, J, et al. J Agric Food Chem 2016, 64(1), 371-380; Das, K.et al.ACS Appl Mater Interfaces 2016, 8(39), 25691-25701; CN104597019 A), graphene quantum dots (Yan, X.et al.ACS Appl Mater Interfaces 2016,8(34),21990-21996.), small organic molecules (Dong,Z.et al.Nanoscale 2017,9(14),4677-4682.), silicon nanoparticles (Meng,H.M.et al.Anal Chem 2014,86(24),12321-12326; Meng,H.M.et al.AnalChem 2015,87(8),4448-4454.), upconversion nanoparticles (Yuan,J.et al.ACSAppl.Mater.Interfaces 2015 ,7,10548-10555), but there are still several problems, firstly, these sensors that have been reported are all simple cell imaging, and do not target endogenous GSH imaging and detection of cancer cells; secondly, whether carbon quantum dots , silicon nanoparticles, or small molecules, all have a common defect, that is, when the concentration increases to a certain level, there will be aggregation-induced fluorescence quenching effect (ACQ); for these materials, they cannot be normalized by organisms in vivo. Metabolism, a potential threat to normal organisms

Method used

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  • Preparation and application of a fluorescent sensor capable of detecting endogenous glutathione
  • Preparation and application of a fluorescent sensor capable of detecting endogenous glutathione
  • Preparation and application of a fluorescent sensor capable of detecting endogenous glutathione

Examples

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Embodiment 1

[0024] Example 1: Preparation of a fluorescent sensor for detecting glutathione based on cancer cell targeting, the specific steps are as follows:

[0025] (1) A certain polymer prepared according to mature technology (PEO-bP(AEMH-co-St)) (50mg0.005), N-hydroxysuccinimide sulfonate sodium salt (20mg) and 1-ethyl -(3-Dimethylaminopropyl)carbodiimide hydrochloride (15mg) was dissolved in 2mL of N,N-dimethylformamide. After a period of time at room temperature, folic acid (7mg) was added to complete the reaction After removing most of the solvent, precipitation with methanol, product 1 was obtained.

[0026] (2) Dissolve product 1 (2 mg) in 1 mL of N,N-dimethylformamide, dissolve product 2 (p-DTPACO) (0.2 mg) in 1 mL of tetrahydrofuran, and further prepare the polymer by co-precipitation. Compound micelles, namely product 3.

[0027] (3) Take a certain amount of product 3 (3mL) and manganese dioxide nanosheets (150μL) prepared according to the prior art, and place the mixed solution i...

Embodiment 2

[0028] Example 2: Preparation of a fluorescent sensor for detecting endogenous glutathione based on cancer cell targeting, the specific steps are as follows:

[0029] (1) A certain polymer (PEO-bP(AEMH-co-St)) (50mg), N-hydroxysuccinimide sulfonate sodium salt (25mg) and 1-ethyl sulfonic acid prepared according to mature technology (CN106221107A) -(3-Dimethylaminopropyl)carbodiimide hydrochloride (20mg) was dissolved in 2mL of N,N-dimethylformamide. After a period of time at room temperature, folic acid (10mg) was added to the reaction. After completion, most of the solvent was removed, and the product 1 was obtained by precipitation with methanol.

[0030] (2) Dissolve product 1 (1 mg) in 1 mL of N,N-dimethylformamide, dissolve product 2 (p-DTPACO) (0.2 mg) in 0.5 mL of tetrahydrofuran, and further prepare by co-precipitation Polymer micelles, product 3.

[0031] (3) Take a certain amount of product 3 (2mL) and manganese dioxide nanosheets (150μL) prepared according to the prior a...

Embodiment 3

[0032] Example 3: Preparation of a fluorescence sensor capable of detecting endogenous glutathione, the specific steps are as follows:

[0033] (1) A certain polymer (PEO-bP(AEMH-co-St)) (50mg), N-hydroxysuccinimide sulfonate sodium salt (18mg) and 1-ethyl sulfonic acid prepared according to mature technology (CN106221107A) -(3-Dimethylaminopropyl)carbodiimide hydrochloride (26mg) was dissolved in 2mL of N,N-dimethylformamide. After a period of time at room temperature, folic acid (5mg) was added to the reaction. After completion, most of the solvent was removed, and the product 1 was obtained by precipitation with methanol.

[0034] (2) Dissolve product 1 (1 mg) in 1 mL of N,N-dimethylformamide, dissolve product 2 (p-DTPACO) (0.15 mg) in 0.5 mL of tetrahydrofuran, and further prepare by co-precipitation Polymer micelles, product 3.

[0035] (3) Take a certain amount of product 3 (5mL) and manganese dioxide nanosheets (100μL) prepared according to the prior art, and place the mixed...

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Abstract

The invention discloses preparation and application of a water-soluble fluorescence sensor for detecting endogenous glutathione (GSH) in a targeting manner based on cancer cells (Hela cells). The water-soluble fluorescence sensor for detecting endogenous glutathione in a targeting manner based on the cancer cells is prepared from a manganese dioxide nanosheet, a block polymer and a dye, wherein the manganese dioxide nanosheet and the block polymer are prepared according to the prior art, and the dye has aggregation-induced emission (AIE) performance. By utilizing the water-soluble fluorescence sensor, the high-selectivity and high-sensitivity detection of endogenous glutathione in the cancer cells can be realized. Compared with an existing fluorescence detection technique, the water-soluble fluorescence sensor has the advantages that the high-selectivity rapid response to glutathione is realized, the cytotoxicity is low, the water dispersibility is excellent, the input cost is relatively low, the synthetic route is simple, and the like; and the water-soluble fluorescence sensor is applicable to amplification synthesis and practical production application and has huge application prospects in the technical fields of analytical chemistry, life sciences and the like.

Description

Technical field [0001] The invention relates to the preparation and application of a fluorescent sensor that can be used to detect glutathione, in particular to the preparation and application of a water-soluble fluorescent sensor that can detect endogenous glutathione in cancer cells, and belongs to The field of chemical material preparation and analysis and testing. Background technique [0002] Glutathione (GSH) is a very important reducing species widely found in biological cells. It is also one of the essential physiologically functional amino acids of the human body. It plays an important role in maintaining the redox process of cells. Abnormal biological GSH is associated with many diseases, such as cancer, liver damage, aging, diabetes, HIV, AIDS, Parkinson's disease, and children with autism. Especially in cancer cells, the level of GSH is 2 to 4 times higher than that in normal cells. Therefore, it is of great significance to be able to perform imaging analysis and de...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): G01N21/64
Inventor 张培盛王宏陈建洪永想余茂林
Owner HUNAN UNIV OF SCI & TECH
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