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A kind of bipyridine derivative and its synthesis method and application

A synthesis method and derivative technology, applied in the field of fluorescent probes, can solve the problem of inability to distinguish and identify immune responses or two simultaneously participating in immune responses, unable to ensure that fluorescent groups link an antigen and an antibody, affecting the specificity of coupled protein immune responses. To improve the detection and tracking accuracy, improve the sensitivity and specificity, and achieve the effect of high yield

Active Publication Date: 2021-08-13
章健
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

This patent cannot guarantee that each fluorophore is linked to an antigen and an antibody, which reduces the accuracy of 1-to-1 tracking as a fluorescent marker, making it impossible for the fluorescent marker to distinguish whether one antigen or antibody is involved in the immune response or two are involved in the immune response at the same time response, so its application in immunodiagnostics is limited
In addition, the patent has short branch arm lengths on the binding protein, and its own hydrophilicity or site affects the coupling of the coupling, and even affects the specificity of the immune response of the coupling protein

Method used

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  • A kind of bipyridine derivative and its synthesis method and application
  • A kind of bipyridine derivative and its synthesis method and application
  • A kind of bipyridine derivative and its synthesis method and application

Examples

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Embodiment 1

[0053] The synthetic route of compound (1) is as follows:

[0054]

[0055] The synthetic method comprises the following steps:

[0056] A, a pyridine epoxidation of compound (4) is epoxidized with m-CPBA to generate compound (5);

[0057] B, compound (5) is nitrated with sulfuric acid and nitric acid to generate compound (6);

[0058] C, the nitro group on the compound (6) is converted into bromine with acetyl bromide to generate compound (7);

[0059] D, compound (7) is reduced to compound (8) with phosphorus tribromide;

[0060] E, compound (8) is condensed with 3-amino propanol, generates compound (9);

[0061] F, compound (9) reacts with benzoyl chloride to generate compound (10);

[0062] G, compound (10) is oxidized to compound (11) with m-CPBA;

[0063] H, compound (11) reacts with acetic anhydride, reduces N-oxide compound, generates compound (12);

[0064] 1. Compound (12) is hydrolyzed into compound (13);

[0065] J. Bromating compound (13) with phosphorus t...

Embodiment 2

[0067] This embodiment is on the basis of embodiment 1:

[0068] In step A, one pyridine of compound (4) is epoxidized with benzoic acid peroxide.

[0069] The compound that undergoes acylation reaction with compound (9) in step F is benzyl chloroformate.

Embodiment 3

[0071] This embodiment is on the basis of embodiment 1:

[0072] In the step A, one pyridine of compound (4) is epoxidized with ammonium persulfate or the like.

[0073] The compound that undergoes acylation reaction with compound (9) in step F is tert-butyl chloroformate.

[0074] The bromination reagent used in the J step is hydrogen bromide.

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PUM

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Abstract

The invention provides a bipyridine compound. The cryptate product of the bipyridine compound is a kind of fluorescent material that shows potential application prospects in the fields of luminescence, illumination, fluorescent probes, etc., and can completely change the current dissociation-enhancement time. Disadvantages of Resolving Fluorescence Immunoassay (DELFLA), high sensitivity, high throughput, fully automatic time-resolved immunofluorescence detection can be achieved.

Description

technical field [0001] The invention belongs to the technical field of fluorescent probes, and in particular relates to a bipyridine derivative and its application. Background technique [0002] With the rapid development of medicine and life sciences, the requirements for the detection of trace substances are getting higher and higher, so corresponding new detection technologies are constantly being developed. Time-Resolved Fluorescence Immunoassay (Time-Resolvedfluoroimmunoassay, TRFIA) is a new type of analysis method first proposed by Soini and Kojola in the late 1970s. Since the lanthanide ion chelate has a large Stokes shift, non-specific fluorescence interference can be discarded by selecting a filter; and because the lanthanide ion chelate can emit long-lived fluorescence, the time-resolved fluorescence analysis technique can eliminate short-lived Fluorescent background effects greatly improve the signal-to-noise ratio and greatly improve the detection sensitivity. ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D213/68C07D471/22C09K11/06G01N21/64G01N33/533G01N33/543
CPCC07D213/68C07D471/22C09K11/06C09K2211/1007C09K2211/1029G01N21/6408G01N21/6428G01N33/533G01N33/54326G01N2021/6439
Inventor 吴俊清郭廷翘章健吴冠英
Owner 章健
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