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Synthesis and application of a fluorescent sensor capable of single and selective recognition of l-arginine

A fluorescent sensor, arginine technology, applied in fluorescence/phosphorescence, instruments, luminescent materials, etc., can solve the problem of slow generation speed

Active Publication Date: 2022-05-03
NORTHWEST NORMAL UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

It is a non-essential amino acid for adults, but it is produced slowly in the body. It is an essential amino acid for infants and young children, and has a certain detoxification effect

Method used

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  • Synthesis and application of a fluorescent sensor capable of single and selective recognition of l-arginine
  • Synthesis and application of a fluorescent sensor capable of single and selective recognition of l-arginine
  • Synthesis and application of a fluorescent sensor capable of single and selective recognition of l-arginine

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0031] Example 1, the fluorescent sensor FINH

[0032](1) Synthesis of 4,4 ́-bisorcinol derivatives: weighing 0.9g (50mmol) 4,4 ́-bisphenol, 17g of six methyltetraamines (500mmol) was added to 10mL trifluoroacetic acid, reacted at 140 °C for 72 h; after the reaction, dilute hydrochloric acid was added, stirred and filtered, the product was an orange solid, recrystallized with dimethyl sulfoxide, 7.45g4,4 ́- bisclicdiol derivative was obtained, the yield was 52%;

[0033] (2) Synthesis of fluorescence sensor FINH: weigh 0.82g (4mmol) isoniazid and 0.29g (1mmol) 4,4 ́-biphenyldiol derivatives were added to 20mL of absolute ethanol, reacted at 80 °C for 24h, after the end of the reaction precipitated yellow solid, filtered, washed with hot ethanol, the resulting product is the fluorescent sensor FINH. The yield was 35 per cent.

Embodiment 2

[0034] Example 2, the fluorescent sensor FINH identification L- arginine

[0035] Pipette the DMSO-H of the 2 mL fluorescent sensor FINH 2 O solution (C FINH =8×10 -5 M，V DMSO : V 水 = 3:2) In a series of colorimetric tubes, L-glycine, L-alanine, L-valine, L-leucine, L-isoleucine, L-methionine (methionine), L-proline, L-tryptophan, L-serine, L-tyrosine, L-cysteine, L-phenylalanine, L-asparagine, L-glutamine, L-threonine, L-aspartic acid, L-glutamic acid, L-glutamic acid, L-lysine, L-arginine and L-histidine aqueous solution (C=0.1M), DMSO-H for sensor molecules 2 The fluorescence of the O solution is significantly enhanced, indicating that the L-arginine solution is added; if the fluorescence intensity of the sensor molecule does not change, it means that the addition is not L-arginine.

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Abstract

The present invention designs and synthesizes a fluorescent sensor capable of single and selective recognition of L-arginine, which first uses 4,4´-biphenol and hexamethylenetetramine as substrates in a trifluoroacetic acid solvent The reaction produces 4,4´-biphenol derivatives; and then reacts in absolute ethanol with isoniazid and 4,4´-biphenol derivatives as substrates to obtain the target fluorescent sensor FINH. DMSO‑H in fluorescent sensors 2 O solution, respectively add L-glycine, L-alanine, L-valine, L-leucine, L-isoleucine, L-methionine, L-proline, L- Tryptophan, L-Serine, L-Tyrosine, L-Cysteine, L-Phenylalanine, L-Asparagine, L-Glutamine, L-Threonine, L-Asparagine amino acid, L-glutamic acid, L-lysine, L-arginine and L-histidine, and found that only the addition of L-arginine can enhance the fluorescence of the fluorescent sensor FINH, thus realizing Highly sensitive and single selective recognition of L-arginine.

Description

Technical field [0001] The present invention relates to a synthesis method capable of highly sensitive single selective identification of L- arginine fluorescence sensor; the present invention also relates to the fluorescence sensor in DMSO-H 2 The application of fluorescence recognition of L-arginine in O solution belongs to the field of chemical synthesis and molecular detection. Background [0002] L-Arginine, the formula is C 6 H 14 N 4 O 2 。 After water recrystallization, crystalline water is lost at 105 °C, and its water solubility is strongly alkaline, which can absorb carbon dioxide from the air. Soluble in water (15%, 21 °C), insoluble in ether, slightly soluble in ethanol. It is a non-essential amino acid for adults, but the production rate in the body is slower, and it has a certain detoxification effect on infants and young children as essential amino acids. It is found in a large number of protamines, etc., and is also the basic component of various proteins, so it ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D213/86C09K11/06G01N21/64
CPCC07D213/86C09K11/06G01N21/6402C09K2211/1007C09K2211/1029
Inventor 林奇黄婷婷魏太保张有明姚虹
Owner NORTHWEST NORMAL UNIVERSITY
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