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Structure, preparation and applications of reduction responsive fluorescent probe

A fluorescent nanoprobe and responsive technology, applied in the field of organic fluorescent probes, can solve the problems of insufficient imaging signal-to-noise ratio, low response efficiency, affecting imaging signal-to-noise ratio, etc., and achieve good tumor imaging specificity and improve High response efficiency and high imaging signal-to-noise ratio

Inactive Publication Date: 2020-03-31
PEKING UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Although bioresponsive nanoprobes have the above advantages, their in vivo imaging signal-to-noise ratio is still not high enough, which limits their application in precise tumor imaging.
There are two main reasons for the low signal-to-noise ratio of this type of probes: First, the response efficiency of biologically responsive nanoprobes is generally low, which affects the imaging signal-to-noise ratio.
There are two main reasons for the low response efficiency: first, because the concentration of stimulating factors in the body is often low, the reaction efficiency of many bio-responsive nanomaterials under the action of low-concentration stimulating factors is not high for chemical bond breaking; second, some stimuli Sensitive chemical bonds take a long time to break, such as polycarbonate or some aliphatic polyesters often take hours or even days to degrade in vivo
The second is the question of whether the fluorescent dye molecules can be released quickly and effectively from the nanoparticle core.

Method used

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  • Structure, preparation and applications of reduction responsive fluorescent probe
  • Structure, preparation and applications of reduction responsive fluorescent probe
  • Structure, preparation and applications of reduction responsive fluorescent probe

Examples

Experimental program
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Embodiment example 1

[0026] Implementation Case 1. Synthesis of Reduction-Sensitive Indocyanine Chloride Fluorescent Nanomaterials

[0027] (1) The reduction-responsive copolymers were synthesized in three steps. In the first step, a certain amount of CTAm, diisopropylaminoethyl methacrylate (DPA), and azobisisobutyronitrile (AIBN) were dissolved in dimethylformamide (DMF), and subjected to three freeze-thaw cycles Finally, react under the protection of argon at 70°C for 24 hours, and the reaction product is dialyzed with pure water for 2 days and freeze-dried; the second step is to weigh a certain amount of the product obtained in the previous step, and dissolve it together with butyl methacrylate (BMA) in In DMF, after three freeze-thaw cycles, react under argon protection at 70°C for 24 hours, and the reaction product is dialyzed with pure water for 2 days and freeze-dried; the third step is to combine the carboxyl end of the product of the second step with the hydroxyl end of mPEG5000 couplin...

Embodiment example 2

[0030] Implementation Case 2, Preparation of Reduction Sensitivity Indocyanine Chloride Fluorescent Nanomaterial (Method I)

[0031] Weigh a certain amount of copolymer-indocyanine chloride lyophilized powder, dissolve it with tetrahydrofuran, add it dropwise to deionized water under ultrasonic conditions, and then use a 100KD ultrafiltration tube to ultrafiltration at 4000rpm. After filtering 4-5 times, dilute to an appropriate concentration. In order to obtain fluorescent nanoprobes, weigh an appropriate amount of copolymer-albumin conjugate, dissolve it in the nanoparticle solution of copolymer-indocyanine chloride conjugate, and vortex.

Embodiment example 3

[0032] Implementation Case 3, Preparation of Reduction Sensitivity Indocyanine Chloride Fluorescent Nanomaterials (Method II)

[0033]Weigh a certain amount of copolymer-indocyanine chloride conjugates with double bonds, dissolve them in tetrahydrofuran, add them dropwise to deionized water under ultrasonic conditions, and then use a 100KD ultrafiltration tube to ultrafiltration at 4000rpm. After filtering 4-5 times, dilute to an appropriate concentration. Then, add bovine serum albumin in an equal proportion to the double bond, and stir magnetically for 24 hours.

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PUM

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Abstract

The invention relates to a structure, a preparation and applications of a reduction responsive fluorescent probe, and belongs to the field of organic fluorescent probes. Based on the problem of generally not high signal-to-noise ratio of the imaging of the existing fluorescent probe, the invention discloses an efficient fluorescent nano-probe, wherein the outermost layer is albumin, the middle layer is a hydrophilic polymer block, and the inner layer is a hydrophobic polymer block core simultaneously coupled with a reduction-responsive chemical bond and a fluorescent dye. According to the invention, in a non-reducing environment, the fluorescent molecules in the nanometer core are subjected to fluorescence quenching, so that the nano-probe is in an extremely low fluorescence state; in a reducing environment, the fluorescence molecules are subjected to core / shell transition under the combined action of a reducing agent and nano-shell albumin, so that the nano-probe is converted to an extremely high fluorescence state so as to achieve high signal-to-noise ratio; and the nano-probe disclosed by the invention can be used for specific living body imaging of tumors, imaging-guided operations, tumor-related lymph node imaging, tumor pathological section imaging and the like.

Description

technical field [0001] The invention relates to the structure, preparation and application of a reduction-responsive fluorescent probe, belonging to the field of organic fluorescent probes. Background technique: [0002] Tumors seriously threaten human health. According to statistics, 8.8 million people died of tumors in the world in 2017. In addition to radiotherapy, chemotherapy, and immunotherapy, most patients with early-stage tumors currently receive surgical treatment. However, due to the complexity of the growth site of malignant tumors and the characteristics of invasive growth, it is often difficult for surgeons to accurately judge the boundary between tumor tissue and surrounding normal tissue, and it is also difficult to identify scattered tiny tumor lesions in normal tissue only by visual judgment. If the tumor cannot be completely removed, it will easily lead to postoperative tumor recurrence; if the normal tissue around the tumor is excessively removed, it may...

Claims

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Application Information

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IPC IPC(8): C09K11/02C09K11/06G01N21/64A61K49/00
CPCA61K49/0034A61K49/0056A61K49/0093C09K11/025C09K11/06G01N21/6428G01N21/6486G01N2021/6432
Inventor 林志强龚礼栋
Owner PEKING UNIV
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