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Open-closed type zinc ion fluorescent probe and preparation method and application thereof

A fluorescent probe, zinc ion technology, applied in fluorescence/phosphorescence, chemical instruments and methods, luminescent materials, etc., can solve the problems of lack of comprehensive characteristics of prostate cancer, unable to meet the needs of early diagnosis of prostate cancer, etc., and achieve simple post-processing Convenience, easy product and fast response

Active Publication Date: 2017-06-20
DALIAN INST OF CHEM PHYSICS CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Benefits of technology

The technical effect of this patented process is that it provides an efficient way to create small chemical probes with unique properties such as being able to recognize metal cations specifically while also having excellent sensitivity towards other metals or organic substances found within cell membranes. These probes have been developed from various sources including natural resources, chemistry, medicine, biochemistry, physics, etc., making them ideal tools for studying physiological processes related to these fields.

Problems solved by technology

This patented technical problem addressed by this patents relates to improving methods used to diagnose diseased individuals' blood vessels containing excessive amounts of metal elements like calcium or magnesium through their metabolism. These techniques help identify those who may benefit from treatment based on these levels rather than just measuring physical quantities themselves.

Method used

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  • Open-closed type zinc ion fluorescent probe and preparation method and application thereof
  • Open-closed type zinc ion fluorescent probe and preparation method and application thereof
  • Open-closed type zinc ion fluorescent probe and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0049] 1. Synthesis of intermediate N-(6-picoline)-2,2-dimethylpentanamide

[0050]

[0051] Add 7g (64.73mmol) of 2-amino-6-picoline, 10.8mL (7.86g, 77.68mmol) of triethylamine, and 20mL of dichloromethane into a 100mL two-necked flask, stir in an ice-water bath, and add 8.72 within 40 minutes mL (8.6g, 71.2mmol) of pivaloyl chloride was dissolved in 20mL of dichloromethane, reacted in an ice-water bath for 1 hour after the addition, and then reacted at room temperature for 3 hours. After TLC detection confirmed that the reaction was completed, the reaction solution was poured into a separatory funnel, washed with saturated sodium bicarbonate and saturated brine, and the organic phase was dried with magnesium sulfate and then spin-dried. 1 H NMR (400MHz, CDCl 3 )δ8.50(s,1H),8.13(d,J=8.4Hz,1H),7.65(t,J=7.9Hz,1H),6.92(d,J=7.5Hz,1H),2.50(s, 4H), 1.34(s, 9H).

[0052] 2. Synthesis of intermediate N-(6-bromomethylpyridine)-2,2-dimethylpentanamide

[0053]

[0054] Add 1....

Embodiment 2

[0068] Fluorescent probe 1 prepared in embodiment 1 is to the absorption titration of zinc ion

[0069] 0.0073g of Probe 1 was dissolved in 5mL DMSO to prepare a 2mM stock solution. Make a 10μM solution with HEPES (pH=7.4), gradually add 2mM Zn(ClO 4 ) 2 solution. Test for changes in its absorption. The result is as image 3 shown.

Embodiment 3

[0071] Fluorescence response titration of fluorescent probe 1 prepared in Example 1 to zinc ions

[0072] 0.0073g of Probe 1 was dissolved in 5mL DMSO to prepare the mother solution. Make a 10μM solution with HEPES (pH=7.4), gradually add 2mM Zn(ClO 4 ) 2 solution. Test for its fluorescence change. (The excitation wavelength is 510nm, the slit [5,5].) The results are as follows Figure 4 shown.

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Abstract

The invention provides a open-closed type zinc ion fluorescent probe and a preparation method and an application thereof; the open-closed type zinc ion fluorescent probe has the structure described in the specification. The probe takes a rhodamine dye as a luminescent group, and a recognition group has specific selectivity and high sensitivity on zinc ions; through a rhodamine open-closed ring, the fluorescence is enhanced by 96 times after the probe is combined with the zinc ions. The probe is simple in preparation method and is suitable for amplified synthesis and practical application. The probe can be used for detection of intracellular zinc ions in the field of chemical analysis and detection, and has broad application prospects in detection of zinc ions in other biological samples.

Description

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Claims

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Application Information

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Owner DALIAN INST OF CHEM PHYSICS CHINESE ACAD OF SCI
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