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A kind of modified cyclodextrin for phenylalanine fast chiral recognition sensor and sensor preparation method

A technology of chiral recognition and phenylalanine, which is applied in the field of chiral sensing and molecular recognition, can solve the problems of source-drain electrode damage, high cost, and transistor devices cannot be reused, and achieve simple preparation, good recognition effect, Guaranteed reusable results

Active Publication Date: 2022-08-05
TIANJIN UNIV
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  • Description
  • Claims
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Problems solved by technology

But because the detection environment is an aqueous solution system, the source and drain electrodes are very easy to be damaged during the detection process, so it is necessary to add a polystyrene layer to protect the electrodes
However, with the addition of a protective layer, the transistor device still cannot be reused, making this approach costly

Method used

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  • A kind of modified cyclodextrin for phenylalanine fast chiral recognition sensor and sensor preparation method
  • A kind of modified cyclodextrin for phenylalanine fast chiral recognition sensor and sensor preparation method
  • A kind of modified cyclodextrin for phenylalanine fast chiral recognition sensor and sensor preparation method

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preparation example Construction

[0032] like figure 1 The present invention is shown, and the preparation method of the cyclodextrin field effect sensor that can be used for the rapid chiral recognition of phenylalanine, the steps are as follows:

[0033] Synthesis of a Modified Cyclodextrin for Fast Chiral Recognition Sensors of Phenylalanine:

[0034] Add mono-6-p-methylbenzenesulfonyl cyclodextrin and 1-allylimidazole to the organic solvent, the used mono-6-p-methylbenzenesulfonyl cyclodextrin is mono-6-p-methylbenzene One of sulfonyl-α-cyclodextrin, mono-6-p-methylbenzenesulfonyl-β-cyclodextrin and mono-6-p-methylbenzenesulfonyl-γ-cyclodextrin. The organic solvent used is one of toluene, ethanol, acetonitrile, pyridine, N,N-dimethylformamide and dimethyl sulfoxide; The amount of organic solvent is 0.5~15mL. The molar ratio of the mono-6-p-methylbenzenesulfonyl cyclodextrin and 1-allylimidazole is 1:2 to 1:5, the reaction is carried out at 50 to 150° C. for 20 to 40 hours, and then the reaction system ...

Embodiment 1

[0042] 5g mono-6-p-methylbenzenesulfonyl-β-cyclodextrin, 20mL DMF and 2mL 1-allyl imidazole were successively added to the 100mL three-necked flask, and the reaction was stirred at 90°C for 36 hours to obtain mono-6-(1 -allylimidazole)-beta-cyclodextrin. After the chloride ion exchange was completed, 2.14 g of mono-6-(1-allylimidazole)-β-cyclodextrin, 50 mL of pyridine and 12 mL of p-toluene isocyanate were added to a 100 mL three-necked flask. N 2 protected, and the reaction was stirred at 85°C for 18 hours. The reaction solution was treated, and the crude product was obtained by rotary evaporation. The crude product was washed with 50 mL of ethyl acetate and 15 mL of saturated sodium chloride solution, respectively, and the solid product was obtained by rotary evaporation. It is further purified by column chromatography to obtain a dried product.

[0043] The glass sheet was cut into specifications of length 5mm, width 5mm and height 1mm, after cleaning and drying, a lay...

Embodiment 2

[0051] In the 100mL there-necked flask, 5g of mono-6-p-methylbenzenesulfonyl-α-cyclodextrin, 40mL of toluene and 3.5mL of 1-allyl imidazole were added successively, and the reaction was stirred at 50°C for 20 hours to obtain mono-6-( 1-allylimidazole)-α-cyclodextrin. After the chloride ion exchange was completed, 2.14 g of mono-6-(1-allylimidazole)-α-cyclodextrin, 50 mL of pyridine and 3 mL of p-toluene isocyanate were added to a 100 mL three-necked flask. N 2 protection, and the reaction was stirred at 30°C for 10 hours. The reaction solution was treated, and the crude product was obtained by rotary evaporation. The crude product was washed with 65 mL of ethyl acetate and 20 mL of saturated sodium chloride solution, respectively, and rotary-evaporated to obtain a solid product. It is further purified by column chromatography to obtain a dried product.

[0052] The glass sheet was cut into specifications of length 25mm, width 25mm and height 25mm, after cleaning and drying...

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Abstract

The invention discloses a modified cyclodextrin used for a phenylalanine fast chiral recognition sensor and a sensor preparation method; by using p-toluene isocyanate to modify natural cyclodextrin, π-π stacking, dipole- The dipole interaction enhances the chiral recognition ability of Phe. At the same time, the film-forming property of the cyclodextrin material is also improved, so that it can be directly spin-coated on the surface of the gate to form a sensitive unit, which simplifies the steps of platform construction. The field effect device structure of the epitaxial gate is used to separate the molecular recognition unit and the signal conversion unit, which ensures the reusability of the device, the preparation of the chiral sensing medium is simple, and the immobilization method saves time and effort; Amino acid enantiomers are well recognized.

Description

technical field [0001] The invention belongs to the field of chiral sensing and molecular recognition, and relates to the preparation and application of a field effect sensor based on a cyclodextrin chiral recognition material. In particular, it relates to a modified cyclodextrin used for a phenylalanine fast chiral recognition sensor and a sensor preparation method. Background technique [0002] Chirality is a fundamental property of nature. Enantiomers may have similar chemical and physical properties, but usually exhibit different biological effects on living systems due to specific interactions with biomolecules. Chirality is also widely present in amino acids. Amino acids are the basic building blocks of proteins and play a key role in the metabolism of organisms. L-Phenylalanine (L-Phe) is one of the essential amino acids in the human body and is involved in eliminating functional consumption of the kidneys and bladder. D-phenylalanine (D-Phe) is not an amino acid ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08B37/16G01N27/414
CPCC08B37/0012G01N27/414
Inventor 肖殷王思颖王勇
Owner TIANJIN UNIV
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