High-sensitivity hydrogen sulfide response type nanoprobe as well as preparation method and application thereof

A high-sensitivity, nano-probe technology, applied in the field of near-infrared and photoacoustic nano-probe biological imaging, can solve the problems of shallow penetration and poor spatial resolution, achieve remarkable results, realize the integration of diagnosis and treatment, and achieve good passive target tropism effect

Pending Publication Date: 2022-04-29
SUZHOU UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, most probes still face challenges in in vivo H2S imaging due to shallow tissue penetration, poor spatial resolution, and severe photon scattering.

Method used

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  • High-sensitivity hydrogen sulfide response type nanoprobe as well as preparation method and application thereof
  • High-sensitivity hydrogen sulfide response type nanoprobe as well as preparation method and application thereof
  • High-sensitivity hydrogen sulfide response type nanoprobe as well as preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0074] Example 1: Synthesis of novel high-sensitivity hydrogen sulfide-responsive nanoprobes ZNNPs and ZNNPs@FA. The schematic diagram of the reaction and the chemical structural formulas related to the products of each step are as follows: figure 1 shown in .

[0075] (1) Under nitrogen protection, add naphthalimide (1.69 g, 10 mmol), methyl 3-bromopropionate (2.38 g, 20 mmol) and 10 mL of anhydrous N,N- Dimethylformamide was used as a solvent, and the mixture was heated to 100 °C with magnetic stirring and refluxed for 5 h. The reaction was completed, cooled to room temperature, the mixture was poured into 500 mL of ice-water mixture, and the pH was adjusted to neutral with 1mol / L hydrochloric acid aqueous solution, filtered under reduced pressure, and the crude product was purified by silica gel column chromatography (petroleum ether: ethyl acetate = 9:1, v / v), the product was yellow solid compound 1 (1.56 g, yield: 75 %).

[0076] (2) Under nitrogen-protected ice-bath c...

Embodiment 2

[0083] Example 2: Chemical characterization of ZNNPs and ZNNPs@FA.

[0084] Firstly, the average hydrodynamic sizes determined by dynamic light scattering (DLS) were 70 and 75 nm, respectively, indicating that ZNNPs and ZNNPs@FA were monodisperse nanoparticles in aqueous solution ( Figure 5 a and Figure 6 a). In the same way, Figure 5 b and Figure 6 The transmission electron microscopy (TEM) results of b show that their average diameters are 70 ± 3.5 nm and 77 ± 5 nm, respectively. The structure of the nanoparticles was then characterized by Fourier transform infrared spectroscopy (IR), zeta potential analysis, and UV-Vis absorption spectroscopy. Figure 6 The infrared spectrum results of c show that at 3200-3300 m -1 and 1637 cm -1 The characteristic absorption peaks at correspond to amino and ester groups, respectively. In addition, another maximum absorption peak recorded by ZNNPs and ZNNPs@FA at 1000 nm should be the ether bond, which is very consistent with the...

Embodiment 3

[0088] Example 3: Derivation and verification of the living hydrogen sulfide quantitative equation of the novel high-sensitivity hydrogen sulfide-responsive nanoprobe ZNNPs

[0089] In order to establish a quantitative method for endogenous H2S in vivo, Balbc-Nu mice (18 ± 0.5 g) were injected intraperitoneally with 100 μL of L-Cys solution (0, 1, 2, 3, 4, 5 mM) to construct H2S in the liver. 2Mouse models with different S concentrations. After 30 min, the experimental group probe ZNNPs (1 mg / mL, 200 μL) prepared in Example 1 was injected through the tail vein. 680 nm and 900 nm PA images were collected at 90 min time point ( Figure 8 a), using iThera MSOT imaging software to measure the average intensity of PA signal in the liver ROI area at 90 min and draw the curve ( Figure 8 b). Finally, the livers of each group (n=3) were dissected and homogenized, and the H 2 S colorimetric kit for determination of H in liver 2 The actual concentration of S ( Figure 8 d). Then ...

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Abstract

The invention discloses a high-sensitivity hydrogen sulfide response type nanoprobe and a preparation method thereof. The application of the near-infrared two-region nano fluorescent probe is preliminarily tried, and compared with a common probe, the near-infrared two-region nano fluorescent probe has the advantages that the near-infrared two-region nano fluorescent probe has deep tissue penetrating power and is hardly interfered by autofluorescence, the EPR effect enables the near-infrared two-region nano fluorescent probe to have longer residence time in tumor cells, and long-time high-temporal-spatial-resolution in-vivo near-infrared two-region fluorescence and photoacoustic imaging can be realized; the photo-thermal treatment effect on tumors is obvious, and the integration of diagnosis and treatment on the tumors is realized.

Description

technical field [0001] The invention belongs to the technical field of near-infrared and photoacoustic nano-probe biological imaging, and specifically relates to a novel high-sensitivity H 2 Preparation method of S quantitative nanoprobe ZNNPs and ZNNPs@FA, and ZNNPs living H 2 S Visualization Quantification and Photodynamic Therapy of Colon Cancer with ZNNPs@FA. Background technique [0002] Intracellular hydrogen sulfide (H 2 S) is derived from L-cysteine ​​(L-cysteine)-related enzymatic biosynthesis, which has been well proven to be an important gas transporter closely related to various physiological and pathological processes . H in vivo 2 The abnormality of S is essentially related to the occurrence of many diseases, such as Alzheimer's disease, liver cirrhosis, inflammation, and cancer. Therefore, accurate monitoring of endogenous H in living systems 2 S, to H 2 Early diagnosis and treatment of S-related diseases are of great significance. The most commonly us...

Claims

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Application Information

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IPC IPC(8): C09K11/02C09K11/06A61K49/00A61K49/22A61K41/00A61K9/51A61K47/34A61P35/00B82Y5/00B82Y40/00B82Y20/00G01N21/64
CPCC09K11/025C09K11/06A61K49/0021A61K49/0054A61K49/0093A61K49/221A61K49/225A61K41/0057A61K9/5153A61P35/00B82Y5/00B82Y40/00G01N21/6428B82Y20/00C09K2211/1007C09K2211/1029
Inventor 史海斌张誉荠
Owner SUZHOU UNIV
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