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Application of trans-cucurbiturils iQ[7] and preparation method

A seven-member melon ring and recognition method technology, applied in the field of supramolecular chemistry, can solve the problems of low yield, low yield, difficult separation and purification, etc., and achieve the effect of wide application prospects

Active Publication Date: 2017-07-07
GUIZHOU UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

But the yield was very low, only 2.0% (iQ[6]) and 0.4% (iQ[7]) were obtained
It is precisely because of the low yield and the difficulty of separation and purification that the development of the trans-cucurbitan ring is inhibited

Method used

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  • Application of trans-cucurbiturils iQ[7] and preparation method
  • Application of trans-cucurbiturils iQ[7] and preparation method
  • Application of trans-cucurbiturils iQ[7] and preparation method

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0038] Example 1. A trans seven-membered melon ring iQ[7] is prepared according to the following steps:

[0039] a. Mix glycoside urea and paraformaldehyde in a weight ratio of 2 to 3:1 to 1.5, add it to iced concentrated hydrochloric acid medium, heat and reflux at 100 to 120°C for 5 to 6 hours, and cool to obtain product A;

[0040] b. Cool product A to room temperature, add a small amount of distilled water to product A while stirring, and then let it settle for 18-24 hours to obtain a light yellow precipitate, then filter it with suction, and the filter residue is a mixture of various melon rings. Then add a small amount of distilled water to the filtrate, repeat the above steps, until no precipitation occurs after adding distilled water, and the filtrate is light yellow transparent liquid, that is, product B;

[0041] c. Concentrate product B, then add distilled water, filter to remove the white precipitate, repeat this operation many times, and finally obtain the concen...

Embodiment 2

[0044] Example 2. An application of a trans seven-membered melon ring iQ[7] is used to identify lysine, and the identification method is as follows:

[0045] a. Weigh 2mg of trans-heptacycline iQ[7] and put it into a NMR tube, add 0.6mL D 2 O shock, make it dissolve, obtain the solution of trans seven-membered melon ring iQ[7];

[0046] b. Weigh 2mg of lysine into a cryovial, add 1.0mL D 2 O makes it dissolve to obtain a lysine solution;

[0047] c. Add the lysine solution prepared in step b into the nuclear magnetic tube successively with a pipette gun, and a corresponding nuclear magnetic spectrum will appear every time it is added dropwise. With the increase of the amount of lysine in the nuclear magnetic tube , there are 5 groups of signal peaks H1, H2, H3, H4, H5 in the spectrum. Compared with the lysine NMR spectrum, the 5 groups of signal peaks all move to the lower field; the signal peaks of H2 and H4 are divided into two groups of peaks, and also move downfield (e...

Embodiment 3

[0048] Example 3. An application of a trans seven-membered melon ring iQ[7] is used to identify arginine, and the identification method is as follows:

[0049] a. Weigh 2mg of trans-heptacycline iQ[7] and put it into a NMR tube, add 0.6mL D 2 O shock, make it dissolve, obtain the solution of trans seven-membered melon ring iQ[7];

[0050] b. Weigh 2mg of arginine into a cryovial, add 1.0mL D 2 O makes it dissolve to obtain arginine solution;

[0051] c. Add the arginine solution prepared in step b into the nuclear magnetic tube successively with a pipette, and a corresponding nuclear magnetic spectrum will appear every time you add it dropwise. With the increase of the amount of arginine in the nuclear magnetic tube , a group of signal peaks H1 and H4 appear in the spectrum. Compared with the arginine NMR spectrum, H1 and H4 move to the lower field; the signal peaks of H2 and H3 are split into two groups of peaks, and also move to the lower field (such as image 3 shown), ...

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Abstract

The invention discloses application of trans-cucurbiturils iQ[7] and a preparation method. The trans-cucurbiturils iQ[7] can be used for recognizing lysine, arginine or histidine. The trans-cucurbiturils iQ[7] can effectively recognize lysine, arginine and histidine of 10 amino acids essential for human bodies, has great significances in revealing biological phenomena and process, and has wide application prospects.

Description

technical field [0001] The invention relates to the field of supramolecular chemistry, in particular to the application and preparation method of a trans seven-membered melon ring iQ[7]. 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 calixarenes, th...

Claims

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Application Information

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IPC IPC(8): G01N24/08G01N25/48
CPCG01N24/08G01N25/48
Inventor 肖昕高中政张静白东陶朱
Owner GUIZHOU UNIV
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