Organic silicon nanometer dye probe for detecting endogenous H2S, as well as preparation method and application thereof

An organosilicon and endogenous technology, applied in the direction of organic dyes, methine/polymethine dyes, chemical instruments and methods, etc., can solve the problems of limited detection range and poor water solubility, and achieve the goal of improving water solubility and stability Effect

Inactive Publication Date: 2017-06-13
EAST CHINA UNIV OF SCI & TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

At present, there are still deficiencies in the research work on the synthesis of such dyes, such as poor water solubility and relatively limited detection range. Most of them are used to detect exogenous small molecules, etc.
At present, the development of photoacoustic probes that can be activated for target molecules still faces great challenges.

Method used

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  • Organic silicon nanometer dye probe for detecting endogenous H2S, as well as preparation method and application thereof
  • Organic silicon nanometer dye probe for detecting endogenous H2S, as well as preparation method and application thereof
  • Organic silicon nanometer dye probe for detecting endogenous H2S, as well as preparation method and application thereof

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0038] The synthesis of embodiment 1 compound BODPA2

[0039] N 2 Under gas protection, A (386mg, 1mmol) and B (298mg, 1mmol; R=COOH) were added to 30ml of absolute absolute ethanol and refluxed for five hours, cooled, spin-dried the solvent, purified by column chromatography to obtain 466mg of a black solid, the yield 70%. (A is self-made in this laboratory, the self-made method refers to the patent number: ZL 201410766204.6, B is purchased)

Embodiment 2

[0040] Synthesis of Example 2 Compound Si@BODPAs

[0041]BODPAs (0.3 μmol) were quickly added to 3 mL of 0.85N dilute hydrochloric acid solution in which mPEG-DSPE (19.1 mg) was dissolved, ultrasonicated for 10 minutes, then a certain amount of TBNBr silane reagent was added, stirred for 24 hours, and dialyzed for two days to obtain photoacoustic probe needle solution.

[0042] TBNBr weighed 5.73mg (TBNBr / mPEG-DSPE=30 / 100, w / w), 17.19mg (TBNBr / mPEG-DSPE=90 / 100,w / w), 34.38mg (TBNBr / mPEG-DSPE=180 / 100, w / w) and 51.57 mg (TBNBr / mPEG-DSPE=270 / 100, w / w), resulting in Si@BODPA30, Si@BODPA90, Si@BODPA180 and Si@BODPA270.

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Abstract

The invention discloses an organic silicon nanometer dye probe for detecting endogenous H2S, as well as a preparation method and application thereof. The organic silicon nanometer dye probe is structured as follows: a micromolecular probe BODPA (butyl-octanol diphenylamine) is wrapped with a hydrophobic inner cavity of a micelle formed by mPEG-DSPE2000 (methoxy polyethylene glycol-distearoyl phosphoethanolamine 2000), and an outer layer of the micelle is a silicon shell formed by N-trimethoxysilylpropyl-N,N,N-tri-n-butylammonium bromide. According to the organic silicon nanometer dye probe, as well as the preparation method and application thereof, the water solubility and the stability of a macromolecular probe and the reaction speed of the molecular probe and a hydrogen sulfide are remarkably improved by virtue of mPEG-DSPE and TBNBr, and moreover, photoacoustic analysis over hydrogen sulfides outside and in living bodies is realized for the first time.

Description

technical field [0001] The invention belongs to the field of biochemical industry, and relates to a method that can be used to detect endogenous H in vivo by using photoacoustics to detect endogenous H 2 A novel organosilicon nano-dye probe of S, specifically related to a method for detecting endogenous H 2 S organosilicon nano dye probe and its preparation method and application. Background technique [0002] Boron-dipyrromethene (BODIPY for short) fluorescent dyes complexed with boron fluoride is a new type of fluorescent molecular dyes with excellent performance. This kind of dyes has a high molar extinction coefficient and can improve the photosensitivity of dyes. It has a high fluorescence quantum yield. Its spectral properties are quite stable and not easily affected by solvent polarity and pH value. It can be applied to biomolecular markers, such as the field of DNA. The peak width of its fluorescence spectrum is small, which makes the detection sensitivity of the...

Claims

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Application Information

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IPC IPC(8): C09K11/02C09K11/06C09B23/10A61K49/22
CPCC09K11/025A61K49/225C09B23/105C09K11/06C09K2211/1029C09K2211/1055
Inventor 赵春常石奔
Owner EAST CHINA UNIV OF SCI & TECH
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