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Near infrared fluorescent probe for detecting hydroxyl free radicals, synthesis method and use thereof

A technology of fluorescent probes and synthesis methods, applied in the direction of fluorescence/phosphorescence, chemical instruments and methods, luminescent materials, etc., to achieve the effects of small toxic and side effects, short response time, and simple structure

Inactive Publication Date: 2006-09-27
SHANDONG NORMAL UNIV
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  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Currently available for intracellular NO and H 2 o 2 Near-infrared fluorescent probes for detection and imaging (Sasaki, E.; Kojima, H.; Nishimatsu, H.; Urano, Y.; Kikuchi, K.; Hirata, Y.; Nagano, T.J.Am.Chem.Soc.2005 , 127, 3684-3685; Xu, K H.; Tang, B.; Huang, H.; Yang, G.W.; Chen, Z.Z.; Li, P.; 5976), while the near-infrared fluorescent probes for intracellular HO detection imaging have not been reported yet

Method used

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  • Near infrared fluorescent probe for detecting hydroxyl free radicals, synthesis method and use thereof
  • Near infrared fluorescent probe for detecting hydroxyl free radicals, synthesis method and use thereof
  • Near infrared fluorescent probe for detecting hydroxyl free radicals, synthesis method and use thereof

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Embodiment 1

[0048] Probe Synthesis

[0049]

[0050] Cyanine 7 (Cy.7.Cl) Probe (Cy.7.TEMPO)

[0051] Under nitrogen protection, 382.7mg (2.15mmol) 2,2,6,6-tetramethylpiperidinol was added to a 100ml three-necked flask, and 10ml of anhydrous N,N-dimethylformamide (DMF) was stirred under ice-water bath cooling dissolve. Slurry sodium hydroxide 65mg (2.15mol, 80%, stored in kerosene, washed with n-hexane) was dissolved in 5ml of anhydrous N, N-dimethylformamide (DMF), added to the flask under stirring, and reacted Return to room temperature after 30 minutes. Cyanine 7 (Cy.7.Cl) 378 mg (2.15 mmol) was dissolved in 50 ml of anhydrous N,N-dimethylformamide DMF, and the solution obtained above was added dropwise to cyanine 7 (Cy.7.Cl) at room temperature under nitrogen protection. .7.Cl) in anhydrous N,N-dimethylformamide (DMF) solution, the addition was completed in 15 minutes and the reaction was terminated in dry crushed ice after 30 minutes. Oil pump decompression, 40 ℃ rotary evapora...

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Abstract

This invention relates to a near infrared fluorescent probe for detecting hydroxyl free radicals, synthesis method and use thereof. The near-IR fluorescent probe, manufacture method and application for -OH Free Radical --a. adding the 2, 2, 6, 6-tetramethyl peridol and strong base by mole ratio as 1:0.5~2.5 into the DMF to dissolve and water-bath react for 25-40min with IG protection; b. adding Cyanine-7 into the solution by same mole rate with the DMF to obtain the Cyanine-7 solution; adding former mixed liquid into the current solution slowly within 10-20min for reaction 25-35min in dried brash ice; c. vacuum evaporating the product to remove the DMF, cleaning with aether, and vacuum drying to obtain the coarse product; d. separating with silica gel column chromatography for the deep-blue solid pure product.

Description

technical field [0001] The present invention relates to the fields of biological detection technology and clinical medical detection, in particular to a near-infrared fluorescent molecular probe for hydroxyl radical detection; the present invention also relates to a synthesis method of the fluorescent molecular probe; in addition, the present invention also relates to the fluorescent molecule The purpose of the probe. Background technique [0002] Numerous active oxygen free radicals are produced in the process of biological metabolism, including superoxide anion free radicals (O 2 - ), hydrogen peroxide (H 2 o 2 ), hydroxyl radicals (HO·), nitric oxide (NO), peroxynitroso (ONOO - ), etc., these free radicals are related to the pathogenesis of cancer and inflammation, tissue peroxidation, protein cross-linking denaturation, nucleic acid damage and signal transduction (Wiseman, H.; Halliwell, B.Biochem.J.1996, 313, 17-29; McCord , J.M.; Science.1974, 185, 529-531; Dobash...

Claims

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Application Information

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IPC IPC(8): G01N21/64C09K11/06
Inventor 唐波王晶
Owner SHANDONG NORMAL UNIV
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