Up-conversion luminescent nano-sensing material for detection of arginine and application thereof in detection of the arginine

A sensing material, arginine technology, applied in the field of ratiometric luminescence upconversion nano-sensing materials, can solve the problems of biological damage, poor tissue penetration ability, etc., achieve small damage, strong tissue penetration ability, and good stability Effect

Inactive Publication Date: 2017-07-14
ZHENGZHOU UNIV
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  • Abstract
  • Description
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  • Application Information

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Problems solved by technology

[0004] Molecular imaging labeling materials include organic dyes, fluorescent proteins, quantum dots, rare earth nanomaterials, etc. Traditional biomarker dyes have the characteristics of good water solubility and easy labeling, but are generally based on single-photon excitation, and the light source is in the ultraviolet or visible light region. Time excitation may cause damage to organisms, and the autofluorescence of organisms cannot be avoided, and the tissue penetration ability is poor

Method used

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  • Up-conversion luminescent nano-sensing material for detection of arginine and application thereof in detection of the arginine
  • Up-conversion luminescent nano-sensing material for detection of arginine and application thereof in detection of the arginine
  • Up-conversion luminescent nano-sensing material for detection of arginine and application thereof in detection of the arginine

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Embodiment 1

[0030] The preparation of compound 1 adopts the following synthetic route:

[0031]

[0032] 1) Synthesis of 3-pyrrolidinyl-1-phenol (compound 6):

[0033] 3-Aminophenol (1.0913 g, 10.0 mmol), potassium carbonate (1.5203 ​​g, 11.0 mmol) and 1,4-dibromobutane (1340 μL, 11.0 mmol) were dissolved in 10 mL of DMF. Heated to 80°C, reacted for 2 hours, and cooled to room temperature. Purified by column (developing solvent: ethyl acetate:petroleum ether=1:10) to obtain 3-pyrrolidinylphenol, yield: 58.8%.

[0034] Characterized as follows: 1 H NMR (400MHz, DMSO-d 6 , TMS): δ H 7.10(t, 1H), 6.19(t, 2H), 6.09(s, 1H), 4.86(s, 1H), 3.28(t, 4H), 2.02(t, 4H). 13 C NMR (100MHz, DMSO-d 6 ):δ C 156.55, 149.47, 130.06, 104.81, 102.57, 98.69, 47.71, and 25.44.

[0035] 2) Synthesis of 2-nitroso-5-pyrrolidine-1-phenol (compound 5):

[0036] 3-Pyrrolidinylphenol (324.6 mg, 2 mmol) was dissolved in 12 ml of concentrated hydrochloric acid (37 wt%) and 4 mL of water mixed solvent, and 4...

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Abstract

The invention relates to a novel ratio-luminescent up-conversion nano-sensing material, which is used for detecting the lysosome cell localization luminescence resonance energy transfer principle of arginine, and a preparation method of same. The nano-sensing material is prepared through the steps of: with oxides of yttrium, ytterbium and erbium as raw materials to produce a rare earth up-conversion luminescent nano-crystal; modifying the rare earth up-conversion luminescent nano-crystal with polyacrylic acid (PAA) and supporting a 2,3,3-trimethyl-3H-indole-5-carboxylic acid derivative on the polyacrylic acid in the rare earth up-conversion luminescent nano-crystal, excitation wavelength being 980 nm. The material has low damage on cell and effectively avoids autofluorescence of an organism and has good tissue penetrating capability. The material detects the arginine in a ratio luminescence manner; in addition, as a novel ratio-luminescent up-conversion sensor for detecting the lysosome cell localization luminescence resonance energy transfer principle of arginine, the material has good stability and anti-interference property and can be used for detecting the arginine in solutions and living cells.

Description

technical field [0001] The invention belongs to the technical field of analytical chemistry, and in particular relates to a novel ratio luminescence up-conversion nanometer sensing material for detecting arginine in a lysosome cell localization luminescence resonance energy transfer mechanism. Background technique [0002] Among the 20 kinds of amino acids that make up proteins, arginine is one of the amino acids that can form the most diverse proteins in animals. It is not only the precursor of protein synthesis, but also produces nitric oxide, urea, polyamines, proline, Precursor of glutamic acid, creatine and agmatine etc. Arginine plays a vital role in cell division, wound healing, immune function and hormone release. [0003] However, due to the strong hydrophilicity of arginine and its weak interaction with receptors, its detection faces great challenges. There are few probes that have been reported so far. In 2015, Parveen, S.D.S. et al. and 2014, He, L. reported tw...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C09K11/06C09K11/02C09K11/85B82Y20/00B82Y30/00B82Y40/00C07D413/14G01N21/64
CPCB82Y20/00B82Y30/00B82Y40/00C07D413/14C09K11/025C09K11/06C09K11/7705C09K2211/1029C09K2211/1033G01N21/6486
Inventor 李占先班亚楠李海霞于明明魏柳荷
Owner ZHENGZHOU UNIV
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