Preparation method and application of multifunctional super-sensitive Zn<2+> two-photon detection fluorescence molecular probe

A fluorescent molecular probe and multifunctional technology, applied in the field of analytical chemistry, can solve the problems of inaccurate quantitative results, single detection method, unfavorable naked eye detection, etc., and achieve the effect of improving detection sensitivity, fast detection speed and excellent specificity

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A fluorescent molecular probe and multifunctional technology, applied in the field of analytical chemistry, can solve the problems of inaccurate quantitative results, single detection method, unfavorable naked eye detection, etc., and achieve the effect of improving detection sensitivity, fast detection speed and excellent specificity

CN108299402AActive Publication Date: 2018-07-20QUFU NORMAL UNIV

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Embodiment 1

[0050] Embodiment 1: Preparation of multifunctional ultrasensitive Zn 2+ two-photon detection probe

[0051] (1) Dissolve 2,4-dihydroxybenzaldehyde in ethanol at a concentration of 0.02-0.06g / mL, then add diethyl glutaconate at a concentration of 0.067g / mL, mix well and add anhydrous Piperidine 2-5 mL, refluxed for 24 hours, cooled, a yellow solid was precipitated, and the solid was recrystallized with absolute ethanol to obtain product 1;

[0052] (2) Dissolve product 1 in anhydrous pyridine at a concentration of 0.025g / mL, then add acetic anhydride at a concentration of 1mol / L, stir for 0.5h, add 40 times the mass of crushed ice, and stir for 10min to precipitate an off-white solid. The solid was eluted with acetonitrile-dichloromethane eluent with a volume ratio of 1:5, and rotary evaporated to obtain product 2;

[0053] (3) Dissolve product 2 in tetrahydrofuran at a concentration of 0.011 g / mL, then add 4% osmium tetroxide aqueous solution, stir for 0.5 h, then add sodiu...

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Abstract

The invention relates to a preparation method and application of a multifunctional super-sensitive Zn<2+> two-photon detection fluorescence molecular probe. Firstly, 2,4-dihydroxy benzaldehyde, diethyl glutaconate and anhydrous piperidine react in ethanol to obtain a product 1; the product 1 and acetic anhydride react in anhydrous pyridine to obtain a product 2; the product 2, osmium tetroxide andsodium periodate react in tetrahydrofuran to obtain a product 3; the product 3 and anhydrous potassium carbonate react in methyl alcohol to obtain a product 4; finally, the product 4 id dissolved into the ethanol; 2-hydrazinopyridine and glacial acetic acid are added; the steps of backflow, recrystallization and the like are performed; the multifunctional super-sensitive Zn<2+> two-photon detection fluorescence molecular probe is obtained. The probe is applicable to the qualitative and quantitative analysis of Zn<2+> in a biological sample; the detection is sensitive, accurate and fast; the probe can be applied to the relevant fields of analytical chemistry, life organic analytical chemistry, disease advanced diagnosis, medical clinic detection and the like.

Description

technical field [0001] The invention belongs to the field of analytical chemistry and relates to a multifunctional ultrasensitive Zn 2+ Preparation method and application of fluorescent molecular probe for two-photon detection. Background technique [0002] Zinc is one of the essential elements for living organisms. Its content in the human body is second only to iron, and it is the second most transition metal element. Zinc ions widely exist in the cells of the human body and play an important role in many physiological activities such as cell metabolism, gene expression, body immunity and nerve transmission. At present, the detection method of zinc ion is mainly based on fluorescent molecular probe detection method; although the reported methods have their own advantages, in general, their detection response ratio (10-60 times) needs to be improved, and the quantitative method and detection method still need to be improved. Some detection limitations imposed by the needl...

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Application Information

Patent Timeline

20 Jul 2018

Publication

CN108299402A

IPC: C07D405/12; C09K11/06; G01N21/64

CPC: C07D405/12; C09K11/06; C09K2211/1029; C09K2211/1088; G01N21/6486

Inventors: 陈光; 姜翱