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Application and preparation method of 14-membered cucurbituril tQ[14]

A melon ring, C84H84O28N56 technology, applied in the application and preparation of the fourteen-membered melon ring tQ[14], can solve the problem of poor water solubility

Active Publication Date: 2016-11-16
GUIZHOU UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] Usually, the water solubility of the common melon ring with an odd degree of polymerization is better, such as at room temperature, the solubility of the five-membered melon ring (Q[5]) and the seven-membered melon ring (Q[7]) is 20-30mM, and β -The solubility of cyclodextrin (β-CD) is quite (16mM); while the water solubility of ordinary melon rings with even polymerization degrees is poor, such as six-membered melon rings (Q[6]), eight-membered melon rings (Q[ 8]) and the ten-membered melon ring (Q[10]) have poor water solubility (<0.01mM), and the common melon ring is insoluble in organic solvents, only soluble in concentrated acids such as formic acid, acetic acid, and hydrochloric acid.

Method used

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  • Application and preparation method of 14-membered cucurbituril tQ[14]
  • Application and preparation method of 14-membered cucurbituril tQ[14]
  • Application and preparation method of 14-membered cucurbituril tQ[14]

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0042] Example 1: The application of a fourteen-membered melon ring tQ[14] is used to identify arginine, and the identification method is as follows:

[0043] (1) Weigh 3 mg of the fourteen-membered melon ring tQ[14] and put it into an NMR tube, add 0.5 mL of deuterated DMSO to dissolve it, and obtain the fourteen-membered melon ring tQ[14] solution;

[0044] (2) Weigh 5 mg of amino acid and place it in a cryopreservation tube, add 1 mL of deuterated DMSO to dissolve it, and obtain an amino acid solution;

[0045] (3) Add the amino acid solution prepared in step (2) into the nuclear magnetic tube successively with a pipette gun, and a corresponding nuclear magnetic spectrum will appear every time it is added dropwise. When the fourteen-membered melon ring tQ in the nuclear magnetic tube [14] Solution: When amino acid solution≦1:1, a group of signal peaks A' and B' appear in the spectrum. The second group of proton peaks A", B", C" (as attached Figure 4 shown), it means that...

Embodiment 2

[0046] Example 2: The application of a fourteen-membered melon ring tQ[14] is used to identify lysine, and the identification method is as follows:

[0047] (1) Weigh 3 mg of the fourteen-membered melon ring tQ[14] and put it into an NMR tube, add 0.5 mL of deuterated DMSO to dissolve it, and obtain the fourteen-membered melon ring tQ[14] solution;

[0048] (2) Weigh 5 mg of amino acid and place it in a cryopreservation tube, add 1 mL of deuterated DMSO to dissolve it, and obtain an amino acid solution;

[0049] (3) Add the amino acid solution prepared in step (2) into the nuclear magnetic tube successively with a pipette gun, and a corresponding nuclear magnetic spectrum will appear every time it is added dropwise. When the fourteen-membered melon ring tQ in the nuclear magnetic tube [14] Solution: When amino acid solution≦1:1, a group of signal peaks A', B', β', γ', δ' appear in the spectrum, when the fourteen-membered melon ring tQ in the NMR tube[14]: When amino acid ≧1:1...

Embodiment 3

[0050] Embodiment 3: a fourteen-membered melon ring tQ[14], its preparation method is as follows:

[0051] (1) Mix glycoside urea and paraformaldehyde in a weight ratio of 2.5:1 and add to iced concentrated hydrochloric acid medium, heat and reflux at 100°C for 5 hours, and cool to obtain a mixed solution;

[0052] (2) Stir while adding distilled water to the mixed solution, then let it stand for precipitation to obtain a light yellow precipitate, then suction filter, the filter residue is a mixture of various melon rings, then add distilled water to the filtrate, repeat the above steps until the filtrate It is light yellow transparent liquid;

[0053] (3) Concentrate the light yellow transparent liquid and continuously filter to remove the white precipitate to finally obtain the concentrate;

[0054] (4) Pack the concentrated solution into a silica gel G cationic exchange resin column, rinse with water: 1:1 eluent with acetic acid, and constantly add hydrochloric acid to the...

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Abstract

The invention discloses application of 14-membered cucurbituril tQ[14] used for identifying lysine or arginine. Due to the fact that 14-membered cucurbituril tQ[14] has two cavity structures and special solubility, and small molecules such as amino acids have acting sites different from those of 14-membered cucurbituril tQ[14], the structures of supermolecular complexes formed by amino acids and 14-membered cucurbituril tQ[14] are different, the different amino acids are different in acting mode, shown property and acting intensity, and a potential application value in amino acid identification is achieved.

Description

technical field [0001] The present invention relates to a fourteen-membered melon ring tQ[14], in particular to the application and preparation method of a fourteen-membered melon ring tQ[14]. Background technique [0002] As a class of macrocyclic compounds, cucurbit rings are macrocyclic cage compounds that are bridged by glycoside urea units through methylene groups. Its structure is characterized by a cavity with two ends open. The two ports have the same size and the diameter of the port is smaller than that of the cavity. lumen diameter. The two ports of the melon ring are respectively distributed with carbonyl oxygen atoms with the same number of structural units, forming a cationic bonding site, so it can interact with hydrophilic substances, metal ions, etc.; and its cavity is hydrophobic, not only It can include organic molecules, small inorganic molecules and inorganic anions. Compared with macrocyclic molecules such as crown ethers, cyclodextrins, and calixaren...

Claims

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Application Information

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IPC IPC(8): C07D487/22G01N24/08
CPCC07D487/22G01N24/087
Inventor 黄英张静高中政唐青陶朱
Owner GUIZHOU UNIV