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Amphiphilic guanosine derivatives, preparation method thereof and application in sensing and recognition of cytidine triphosphate

A cytidine triphosphate and amphiphilic technology, which is applied in the preparation of sugar derivatives, sugar derivatives, sugar derivatives, etc., can solve the problems that limit the practical application of chemical sensors, achieve selective recognition, mild reaction conditions, The effect of simple preparation method

Inactive Publication Date: 2018-01-12
SHAANXI NORMAL UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Most of the currently reported sensors based on hydrogen bonding and electrostatic interactions can only work in organic solvents, but not in physiological environments, thus limiting the practical application of chemical sensors based on hydrogen bonding and electrostatic interactions to a large extent. application

Method used

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  • Amphiphilic guanosine derivatives, preparation method thereof and application in sensing and recognition of cytidine triphosphate
  • Amphiphilic guanosine derivatives, preparation method thereof and application in sensing and recognition of cytidine triphosphate
  • Amphiphilic guanosine derivatives, preparation method thereof and application in sensing and recognition of cytidine triphosphate

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0042] 1. Synthetic formula I compound

[0043] Dissolve 3.5g (12mmol) of guanosine in 140mL of acetone, then add 2.34g (12mmol) of p-toluenesulfonic acid (TsOH), 35mL (284mmol) of 2,2-methoxypropane, and stir at room temperature for 24 hours. After the reaction was completed, the acetone was distilled off under reduced pressure, and 25 mL of distilled water was added to stir and 1.038 g of NaHCO was added in batches. 3 solid, stirred at room temperature for 2 hours, then added 25 mL of saturated NaHCO dropwise 3 The aqueous solution was stirred for 2 hours, suction filtered, and then washed with water. After repeating 2 to 3 times, the obtained solid was vacuum-dried to obtain a white powdery solid, which was the compound of formula I. The reaction equation was as follows:

[0044]

[0045] The structural characterization data of the compound of formula I obtained is: 1 H-NMR (600MHz, DMSO, Me 4 Si): 10.69 (1H, NH), 7.92 (1H, CHN), 6.52 (2H, NH 2 ), 5.93 (1H, CHN), 5.1...

Embodiment 2

[0059] The use of the amphiphilic guanosine derivatives of Example 1 in the sensing and recognition of cytidine triphosphate, the specific method is as follows:

[0060] 1. Add the amphiphilic Tb(III) complex into 10mmol / L 4-hydroxyethylpiperazineethanesulfonic acid buffer solution with a pH value of 7.4, keep it warm at 50-60°C for 1-3 hours, and cool naturally to Stand at room temperature for 8-12 hours to obtain a 100 μmol / L amphiphilic Tb(III) complex solution.

[0061] The structural formula of the above-mentioned amphiphilic Tb(III) complex is as follows:

[0062]

[0063] 2. Add amphiphilic guanosine derivatives to 10mmol / L 4-hydroxyethylpiperazineethanesulfonic acid buffer solution with a pH value of 7.4, keep warm at 50-60°C for 1-3 hours, and cool naturally to room temperature. Stand at room temperature for 8-12 hours to obtain a 200 μmol / L amphiphilic guanosine derivative solution.

[0064] 3. Mix the 100 μmol / L amphiphilic Tb(III) complex solution obtained in ...

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Abstract

The present invention discloses an amphiphilicity guanosine derivative, a preparation method therefor and an application thereof in cytidine triphosphate sensing and recognition. The amphiphilicity guanosine derivative takes a hexadecyl chain as a tail group and a guanosine derivative as a head group, and has the features of biocompatibility and nontoxicity; the amphiphilicity guanosine derivative can be assembled with an amphiphilicity Tb (III) complex to form a vesicle type nano interface; characteristic fluorescence of the Tb (III) complex is greatly sensitized by an energy transfer process between a guanosine construction unit assembled on the interface and the Tb (III) complex; and when cytidine triphosphate which can be in complementary pairing with guanosine is added in the system, the energy transfer process between the guanosine derivative and the Tb (III) complex can be blocked drastically, thereby quenching the characteristic fluorescence of the Tb (III) complex and achieving selective recognition for the cytidine triphosphate. The amphiphilicity guanosine derivative provided by the present invention is simple in preparation method and mild in reaction condition, and can be used for cytidine triphosphate detection.

Description

technical field [0001] The invention belongs to the technical field of supramolecular sensing materials, in particular to an amphiphilic guanosine derivative and a preparation method thereof, and a vesicle-type fluorescent supramolecular sensor prepared by using the amphiphilic guanosine derivative in sensing and identifying Application of cytidine triphosphate. Background technique [0002] Bioanions play an essential role in the normal operation of living organisms, so their identification and detection are of great significance. Phosphate anions and their derivatives are involved in most life processes in living cells. For example: the reversible phosphorylation reaction of protein can be used as a molecular switch to regulate the activity of protein. The phosphorylation process of serine, threonine and tyrosine in protein structure is the basis of protein transmission information; adenosine triphosphate (ATP) is the The energy carrier widely exists in the nucleus, mito...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07H19/167C07H1/00C09K11/06G01N21/64
CPCC07H1/00C07H19/167C09K11/06C09K2211/1044G01N21/643G01N2021/6432
Inventor 刘静张琴琴雷海瑞严军林花盼盼
Owner SHAANXI NORMAL UNIV
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