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Technetium-99m-labeledgraphene oxide nanoparticle and preparation method thereof

A -99m, nanoparticle technology, applied in the field of graphene oxide nanoparticles and their preparation, to achieve the effects of mild conditions, simple post-processing steps, and high labeling yield

Inactive Publication Date: 2014-08-06
SHANGHAI INST OF APPLIED PHYSICS - CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] The technical problem solved by the present invention is to overcome the defects in the prior art that it is difficult to use graphene oxide for analysis and detection at the cell level, and to provide a graphene oxide nanoparticle labeled with technetium-99m and its preparation method

Method used

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  • Technetium-99m-labeledgraphene oxide nanoparticle and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0054] In this example, the alkynyl-modified ligand compound was prepared by the following preparation method:

[0055] ① Mix 50mg (0.09727mmol) ligand compound 1,4,7-tris(tert-butoxycarbonylmethyl)-1,4,7,10-azacyclotetradecane and 0.134g (0.9727mmol) potassium carbonate Stir evenly in 5 mL of acetonitrile; add 23.1 mg (0.194 mmol) of propargyl bromide, heat up to 70°C, and reflux for 12 hours;

[0056] ② After cooling down to room temperature, remove potassium carbonate by filtration, wash with 5 mL of acetonitrile for 3 times, evaporate acetonitrile under reduced pressure to obtain a crude product, and use dichloromethane and methanol at a volume ratio of 9:1 as eluents to carry out By column chromatography, alkynyl-modified 1,4,7-tris(tert-butoxycarbonylmethyl)-1,4,7,10-azacyclotetradecane was obtained.

[0057] The alkynyl-modified 1,4,7-tris(tert-butoxycarbonylmethyl)-1,4,7,10-azacyclotetradecane was tested by nuclear magnetic resonance and mass spectrometry, and the res...

Embodiment 2

[0067] In this example, the alkynyl-modified ligand compound was prepared by the following preparation method:

[0068] ①Stir 0.1mmol of the ligand compound 1,4,7-tris(tert-butoxycarbonylmethyl)-1,4,7,10-azacyclotetradecane and 0.8mmol of potassium carbonate in 5mL of acetonitrile; Add 0.5mmol propargyl bromide, heat up to 65°C, and reflux for 16 hours;

[0069] ② After cooling down to room temperature, remove potassium carbonate by filtration, wash with 5 mL of acetonitrile for 5 times, evaporate acetonitrile under reduced pressure to obtain a crude product, and use dichloromethane and methanol with a volume ratio of 8:1 as eluents to carry out By column chromatography, alkynyl-modified 1,4,7-tris(tert-butoxycarbonylmethyl)-1,4,7,10-azacyclotetradecane was obtained.

[0070] The alkynyl-modified 1,4,7-tris(tert-butoxycarbonylmethyl)-1,4,7,10-azacyclotetradecane was tested by nuclear magnetic resonance and mass spectrometry, and the results are as follows: 1 H NMR: (CDCl 3 ...

Embodiment 3

[0078] In this example, the alkynyl-modified ligand compound was prepared by the following preparation method:

[0079] ①Stir 0.1mmol of the ligand compound 1,4,7-tris(tert-butoxycarbonylmethyl)-1,4,7,10-azacyclotetradecane and 1.2mmol of potassium carbonate in 5mL of acetonitrile; Add 0.2mmol propargyl bromide, raise the temperature to 75°C, and reflux for 12 hours;

[0080] ② After cooling down to room temperature, remove potassium carbonate by filtration, wash twice with 5 mL of acetonitrile, evaporate acetonitrile under reduced pressure to obtain a crude product, and use dichloromethane and methanol at a volume ratio of 10:1 as eluents to carry out By column chromatography, alkynyl-modified 1,4,7-tris(tert-butoxycarbonylmethyl)-1,4,7,10-azacyclotetradecane was obtained.

[0081] The alkynyl-modified 1,4,7-tris(tert-butoxycarbonylmethyl)-1,4,7,10-azacyclotetradecane was tested by nuclear magnetic resonance and mass spectrometry, and the results are as follows: 1 H NMR: (C...

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Abstract

The invention discloses a technetium-99m-labeled graphene oxide nanoparticle and a preparation method thereof. The preparation method comprises the steps as follows: (1) enabling an alkynyl-modified ligand compound and azido-modified graphene oxide to have a Click reaction, and purifying coarse products to obtain a reactant A, wherein the ligand compound is a macrocyclic ligand compound; (2) evenly mixing the reactant A, a hydrochloric acid of stannous chloride and high-technetium acid radial ions in a solvent to obtain mixed liquor, adjusting the pH of the mixed liquor to 6.0-7.5, and performing a reduction coordination reaction to obtain the nanoparticle. The preparation method is high in reaction selectivity, mild in condition, simple to operate and higher in labeling yield. The technetium-99m-labeled graphene oxide nanoparticle is very good in biocompatibility and better in water solubility, can be used for studying the real-time distribution condition of graphene oxide in the cell level and the small animal level and provides more basic information for the application of the graphene oxide to organisms later.

Description

technical field [0001] The invention relates to a technetium-99m-labeled graphene oxide nanoparticle and a preparation method thereof. Background technique [0002] Graphene (graphene), that is, single-layer graphite, is a new type of carbon nanomaterial recently discovered, which has sp 2 The single-layer two-dimensional (2-D) honeycomb lattice structure formed by the close packing of hybridized carbon atoms has a C-C bond length of about 0.142nm and a thickness of only 0.335nm, which is the thinnest nanomaterial so far. Because of its excellent mechanical, electrical, thermal, optical and mechanical properties, it has attracted extensive attention and research from various aspects such as experiments and theory. Therefore, graphene has great potential in many fields such as micro-nano devices, optoelectronic materials, energy storage and biological detection. potential application value. On the other hand, graphene has excellent biocompatibility and has attracted much at...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F13/00C01B31/04B82Y30/00B82Y40/00C01B32/198
Inventor 张岚江大卫彭程黄庆李剑波贾丽娜
Owner SHANGHAI INST OF APPLIED PHYSICS - CHINESE ACAD OF SCI
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