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Single-component near-infrared afterglow imaging nanoprobe and preparation method thereof

A nanoprobe, near-infrared technology, applied in chemical instruments and methods, climate sustainability, luminescent materials, etc., can solve the problems of easy dissociation of PPV-based probes, and achieve good stability and tumor enrichment ability. Effect

Pending Publication Date: 2022-06-07
NANJING UNIV OF POSTS & TELECOMM
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] The purpose of the present invention is to overcome the problem of easy dissociation of existing PPV-based probes, and propose a single-component afterglow imaging nanoprobe, which can emit near-infrared afterglow signals after white light irradiation

Method used

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  • Single-component near-infrared afterglow imaging nanoprobe and preparation method thereof
  • Single-component near-infrared afterglow imaging nanoprobe and preparation method thereof
  • Single-component near-infrared afterglow imaging nanoprobe and preparation method thereof

Examples

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Effect test

Embodiment 1

[0037](1) Add 100mg of 5,10,15,20-tetrakis(4-hydroxyphenyl)porphyrin, 204mg of potassium carbonate and 18mL of dimethyl sulfoxide into a single-port reaction flask, seal the device, vacuumize and then fill with nitrogen Protection; Stir and activate at 50°C for 20min, then add 17μL of propyne bromide in toluene solution, stir and react at 50°C for 8h, after the reaction is completed, add 200mL deionized water to dilute the reaction mother liquor after the reaction system is cooled to room temperature, and use 50mL ethyl acetate Ester extracted the aqueous phase three times, collected the organic phase, added an appropriate amount of anhydrous sodium sulfate to dry and remove water for 12 hours, and removed the sodium sulfate solid and ethyl acetate after drying. The crude product was purified by silica gel chromatography. After concentrating the product, add an appropriate amount of hot ethyl acetate The solid of the dissolved product was saturated and settled in an appropriate...

Embodiment 2

[0048] (1) Add 100mg of 5,10,15,20-tetrakis(4-hydroxyphenyl)porphyrin, 190mg of sodium carbonate and 18mL of dimethyl sulfoxide into a single-port reaction flask, seal the device, vacuumize and then fill with nitrogen Protection, stirring and activation at 50°C for 20min, then adding 17μL of propyne bromide in toluene solution, stirring at 50°C for 8h, after the reaction was completed, after the reaction system was cooled to room temperature, 200mL of deionized water was added to dilute the reaction mother liquor, and 50mL of ethyl acetate was used to Extract the water phase three times, collect the organic phase, add an appropriate amount of anhydrous sodium sulfate to dry and remove water for 12 hours, remove the sodium sulfate solid and ethyl acetate after drying, purify the crude product through a silica gel column, concentrate the product, add an appropriate amount of hot ethyl acetate to dissolve The product solid reaches a saturated state, and settles in an appropriate a...

Embodiment 3

[0054] (1) Add 100 mg of 5,10,15,20-tetrakis(4-hydroxyphenyl)porphyrin, 200 μL of triethylamine and 18 mL of dimethyl sulfoxide into a single-port reaction flask, seal the device, vacuumize and then fill Under nitrogen protection, stir and activate at 50°C for 20min, then add 17μL toluene solution of propyne bromide, stir and react at 50°C for 8h, after the reaction is finished, wait for the reaction system to cool to room temperature, add 200mL deionized water to dilute the reaction mother liquor, and use 50mL ethyl acetate Ester extracted the aqueous phase three times, collected the organic phase, added an appropriate amount of anhydrous sodium sulfate to dry and remove water for 12 hours, and removed the sodium sulfate solid and ethyl acetate after drying. The crude product was purified by silica gel chromatography. After concentrating the product, add an appropriate amount of hot ethyl acetate The solid of the dissolved product reaches a saturated state, and settles in an a...

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Abstract

The invention provides a single-component near-infrared afterglow imaging nanoprobe and a preparation method thereof, and the nanoprobe is formed by taking polyphenylene ethylene (PPV) as a main chain and modifying polyethylene glycol (PEG) and 5, 10, 15, 20-tetra (4-hydroxyphenyl) porphyrin with different proportions on a side chain. The probe can be self-assembled in water to form nanoparticles, and the particle size is 10-100 nanometers. Under white light irradiation, PPV and 5, 10, 15, 20-tetra (4-hydroxyphenyl) porphyrin generate singlet oxygen, the singlet oxygen can oxidize a PPV main chain to form a dioxetane intermediate, the intermediate is then broken to release chemical energy and excite PPV to emit light, then energy is transmitted to 5, 10, 15, 20-tetra (4-hydroxyphenyl) porphyrin through fluorescence resonance energy transfer, and finally a near-infrared afterglow signal is emitted. And afterglow imaging is realized.

Description

technical field [0001] The invention belongs to the technical field of biological imaging, and in particular relates to a single-component near-infrared afterglow imaging nanoprobe and a preparation method thereof. Background technique [0002] For a long time, cancer has been one of the major diseases threatening human life and health, and the worldwide morbidity and mortality rates remain high all the year round. Studies have shown that early diagnosis plays an important role in improving the survival rate of cancer patients. Therefore, the development of early diagnosis technology for cancer has important clinical significance. Compared with traditional diagnostic methods such as CT and magnetic resonance imaging, optical imaging can play an important role in the early diagnosis of cancer due to its higher sensitivity. [0003] Optical imaging is an emerging biomedical imaging method, which has the advantages of good safety, low cost, high sensitivity, and high temporal ...

Claims

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Application Information

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IPC IPC(8): C09K11/06C08G81/00
CPCC09K11/06C08G81/00C09K2211/1466Y02B20/00
Inventor 谢晨顾许轩尹超范曲立
Owner NANJING UNIV OF POSTS & TELECOMM
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