A coumarin fluorescent group ratio fluorescent molecular probe for iron ion detection and its synthesis and use method

A fluorescent molecular probe and fluorescent group technology, which is applied in the field of fluorescent molecular probe synthesis, can solve the problems of unsatisfactory detection limit, metal ion interference, poor sensitivity, etc., and achieves low cost, simple steps, and strong anti-interference ability. Effect

Active Publication Date: 2020-01-17
UNIV OF SCI & TECH LIAONING
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0006] The present invention is to solve the existing identification Fe 3+ The fluorescent probe of the present invention is susceptible to the problems of pH impact, interference from other metal ions, poor water solubility, unsatisfactory detection limit and poor sensitivity, and a coumarin fluorescent group ratio fluorescent molecular probe for iron ion detection and its resolve resolution

Method used

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  • A coumarin fluorescent group ratio fluorescent molecular probe for iron ion detection and its synthesis and use method
  • A coumarin fluorescent group ratio fluorescent molecular probe for iron ion detection and its synthesis and use method
  • A coumarin fluorescent group ratio fluorescent molecular probe for iron ion detection and its synthesis and use method

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specific Embodiment approach 1

[0030] Specific embodiment 1: The coumarin fluorescent group ratio fluorescent molecular probe for iron ion detection in this embodiment is 4-methyl-7-hydroxyl-8-[3-(1H-imidazole) propionate- 2-aminomethylene]-2H-benzopyran-2-one, its structural formula is:

[0031]

specific Embodiment approach 2

[0032] Specific embodiment two: the preparation method of the coumarin fluorescent group ratio fluorescent molecular probe for iron ion detection described in specific embodiment one is as follows:

[0033] 1. According to the molar ratio of 4-methyl-7-hydroxyl-8-formyl coumarin and L-histidine is 1: (1~2), the 4-methyl-7-hydroxyl-8-aldehyde Dicoumarin and L-histidine were added to the acidic solvent, refluxed for 4-6 hours, and filtered while hot to obtain the reaction mixture;

[0034] 2. Add the reaction mixture to a mixed solvent of N,N-dimethylformamide and ethanol, heat to dissolve, then cool, and recrystallize to precipitate a solid; filter the solid to obtain 4-methyl-7-hydroxy-8 -[3-(1H-imidazole)propionyl-2-aminomethylene]-2H-benzopyran-2-one, which is the ratio fluorescent molecular detector of coumarin fluorescent group for iron ion detection Needle.

specific Embodiment approach 3

[0035] Embodiment 3: The difference between this embodiment and Embodiment 2 is that the acidic solvent in step 1 is glacial acetic acid, concentrated sulfuric acid or concentrated hydrochloric acid; the others are the same as Embodiment 2.

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Abstract

The invention relates to a coumarin fluorophore containing fluorescence molecular probe for iron ion detection as well as a synthesis and use method thereof, and relates to a fluorescence molecular probe and synthesis and application thereof. The coumarin fluorophore containing fluorescence molecular probe aims at solving the problems of the existing Fe<3+> fluorescence probe of pH influence, other metal ion interference, poor water solubility, high detection limit and poor sensitivity. The fluorescence molecular probe is 4-methyl-7-hydroxy-8-[3-(1H-imidazole) propionyloxy-2-methylene ammonia]-2H-pyran-2-ketone. The fluorescence molecular probe is formed by 4-methyl-7-hydroxy-8-formyl coumarin and L-histidine through condensation; the yield is 70 to 80 percent. The fluorescence molecular probe is dissolved into mixed solution of dimethyl sulfoxide and an HEPES buffering solution; the existence of iron ions is judged through the change of the absorbance value or the fluorescence intensity before and after the test sample addition; the fluorescence molecular probe can be used for detection of Fe<3+> pollution in water.

Description

technical field [0001] The invention relates to the synthesis and application of fluorescent molecular probes for iron ion detection. Background technique [0002] Iron is one of the important life elements in organisms, widely exists in organism cells, such as myoglobin, hemoglobin, cytochrome and so on. Its existence has a great relationship with the hematopoietic function of the human body. It participates in the synthesis of hemoglobin and various biological enzymes in cells, and promotes the growth and metabolism of cells. Due to its active redox properties and strong affinity for oxygen, it plays an irreplaceable role in oxygen metabolism and the electron transfer process of forming DNA and RNA. In addition, it also plays a role in transporting nutrients and oxygen in the blood. Iron deficiency in the human body will cause iron deficiency anemia, and may lead to metabolic disorders and immune function decline, thereby inducing various diseases. However, high concentr...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D405/12C09K11/06G01N21/64
CPCC07D405/12C09K11/06C09K2211/1029C09K2211/1088G01N21/6428G01N21/643G01N2021/6432
Inventor 高妍高云张丽华
Owner UNIV OF SCI & TECH LIAONING
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