Amphiphilic Eu (III) complex, preparation method thereof and application thereof in sensing identification of citric acid/isocitric acid

A complex and amphiphilic technology, used in fluorescence/phosphorescence, organic chemistry, material excitation analysis, etc., can solve the problems of different interactions, high experimental cost, narrow application range, etc., and achieve a large Stokes shift. , the preparation method is simple, the effect of Stokes shift coordination unsaturated

Inactive Publication Date: 2015-03-25
SHAANXI NORMAL UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0003] Traditional methods for identifying and detecting citric acid include chromatographic analysis, electrolytic analysis, enzymatic method, and single-molecule fluorescence sensing method, while the detection methods for isocitric acid are mostly high-performance liquid chromatography, although the above methods can be used to detect lemon acid or isocitric acid, but most methods have disadvantages such as high experimental cost, large measurement error, low sensitivity and

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  • Amphiphilic Eu (III) complex, preparation method thereof and application thereof in sensing identification of citric acid/isocitric acid
  • Amphiphilic Eu (III) complex, preparation method thereof and application thereof in sensing identification of citric acid/isocitric acid
  • Amphiphilic Eu (III) complex, preparation method thereof and application thereof in sensing identification of citric acid/isocitric acid

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Experimental program
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Effect test

Embodiment 1

[0051] 1. Synthetic formula I compound

[0052] 4.000g (16.2mmol) Boc-L-glutamic acid, 12.400g (64.8mmol) 1-ethyl-(3-dimethylaminopropyl) carbodiimide hydrochloride (WSC), 0.160g ( Add 1.3mmol) of 4-dimethylaminopyridine (DMAP) into 100mL of dichloromethane, stir to dissolve it completely, add 4.857g (40.5mmol) of n-hexylamine under ice bath conditions, continue stirring for 30 minutes, remove the ice bath, and The reaction was stirred for 24 hours, and the resulting clear solution was extracted with saturated NaCl aqueous solution, and the extracted organic phase was washed with anhydrous NaCl 2 SO 4 Drying, then rotary evaporation, column chromatography (the eluent is a mixture of chloroform and methanol in a volume ratio of 10:1), and vacuum drying to obtain a white solid, the compound of formula I, with a yield of 85.6%. The equation is as follows:

[0053]

[0054] The structural characterization data of the compound of formula I are: 1 H NMR (300MHz, CDCl 3 , Me ...

Embodiment 2

[0080] The use of amphiphilic Eu(Ⅲ) complexes in sensing and identifying citric acid and isocitric acid, the detection method is as follows:

[0081] 1.68 mg (2 μmol) of the amphiphilic Eu(Ⅲ) complex was completely dissolved in 20 mL of 10 mmol / L 4-hydroxyethylpiperazineethanesulfonic acid buffer solution with a pH value of 7.4 to obtain 100 μmol / L amphiphilic Eu( III) The complex solution was kept at 60° C. for 2 hours, then naturally cooled to room temperature, and uniform vesicles were formed after 8 hours. The morphology of the formed vesicles was characterized by dynamic light scattering, scanning electron microscopy, and transmission electron microscopy, and the results are shown in Figure 2~4 . Depend on figure 2 It can be seen that the amphiphilic Eu(Ⅲ) complexes are spherical aggregates in the buffer solution with an average diameter of 196nm. At the same time by image 3 It is further confirmed that the aggregates are spherical structures. A more accurate micr...

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Abstract

The invention discloses an amphiphilic Eu (III) complex, a preparation method thereof and application thereof in sensing identification of citric acid/isocitric acid. The structural formula of the complex is shown in the specification; the complex is prepared by complexing a compound with lanthanide-series Eu (III), wherein the compound contain a double-alkyl-chain flexible tail group and a double pyridine carboxylic acid head group and serves as a ligand; the preparation method is simple and reaction conditions are mild. The amphiphilic Eu (III) complex has the characteristics that the fluorescent life is long, Stokes shift is large, and the coordination is unsaturated; the amphiphilic Eu (III) complex can be self-assembled in a water phase to form a vesicular supermolecule sensing interface with stable structure and uniform size, the vesicular supermolecule sensing interface is taken as a sensing platform, and by virtue of a synergetic complexation action between the Eu (III) complex assembled on the surfaces of vesicae and negative ions as well as the difference in capability of substituting water molecules bonded to Eu (III) ions by using carboxylic acid, the fluorescent sensitization degrees of the Eu (III) ions on the surface of the vesicae are differed, so that the high-sensitive and high-selectivity differentiation and identification for citric acid and isocitric acid and detection are achieved.

Description

technical field [0001] The invention belongs to the technical field of supramolecular sensing materials, and specifically relates to an amphiphilic Eu(III) complex and a preparation method thereof, and a preparation method and application of a vesicle-type fluorescent supramolecular sensor. Background technique [0002] Citric acid exists in all living cells, participates in the metabolism and energy storage process of most living organisms, and is an important intermediate in the tricarboxylic acid cycle. It not only serves as a precursor for the synthesis of new biomolecules, but also is an important component of fatty acid synthesis, photorespiration, glyoxylate cycle, and nitrogen metabolism. Isocitrate is an isomer of citric acid. Under the catalysis of aconitase, citric acid can be converted into isocitrate, and the physiological functions of isocitrate and citric acid are quite different. Therefore, the sensory recognition Citric acid and isocitric acid are of great ...

Claims

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Application Information

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IPC IPC(8): C07D213/79G01N21/64
CPCC07D213/79C07D213/803G01N21/64
Inventor 刘静刘华卫雷海瑞严军林王小静
Owner SHAANXI NORMAL UNIV
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