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A fluorescent probe for fast and specific labeling of snap-tag and its preparation and biological application

A fluorescent probe and specific technology, applied in the field of protein fluorescent labeling, can solve the problem of low cell permeability and binding rate, and achieve the effect of simple and general method, low-cost synthetic raw materials, and good photostability.

Active Publication Date: 2022-06-03
DALIAN INST OF CHEM PHYSICS CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, its cell permeability, binding rate with SNAP-tag is low, and the reaction constant is less than 6000M -1 S -1 , the live cell labeling time is usually more than 1h

Method used

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  • A fluorescent probe for fast and specific labeling of snap-tag and its preparation and biological application
  • A fluorescent probe for fast and specific labeling of snap-tag and its preparation and biological application
  • A fluorescent probe for fast and specific labeling of snap-tag and its preparation and biological application

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Embodiment 1

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Embodiment 2

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Embodiment 3

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Abstract

The invention provides a fluorescent probe for rapidly labeling SNAP-tag, its preparation and biological application. The structural formula of the probe is shown in (1), and the introduction of the 4,5-position bulky hindered group through the naphthalimide destroys the overall planarity of the probe, thereby inhibiting the aggregation of the probe molecules in water, so that The substrate molecule benzylguanine of the SNAP-tag protein is exposed to the solution to achieve a rapid reaction with the SNAP-tag. The probe and SNAP-tag can achieve the labeling of SNAP-tag within 1 minute, and the reaction constant reaches 15000M ‑1 S ‑1 , t 1 / 2 = 6s. In addition, the probe of the present invention can achieve specific labeling of SNAP-tag in living cells and achieve wash-free fluorescence imaging of living cells.

Description

A kind of fluorescent probe for rapid and specific labeling of SNAP-tag and its preparation and biological application technical field The invention belongs to the field of protein fluorescent labeling, be specifically related to a kind of fluorescent probe of rapid specific mark SNAP-tag Needles and their preparation and biological applications. Background technique [0002] Due to the advantages of small size, easy modification, broad fluorescence emission spectrum, and multiple selectivity, protein fluorescence is widely used in protein fluorescence. Organic small molecule dyes have gradually become an alternative to fluorescent proteins in the field of labeling and imaging. But the target protein localization Accuracy and labeling stability are the huge problems faced by organic small molecule fluorescent dyes. For this reason, researchers are based on A variety of highly specific enzymatic reactions achieve small molecule fluorescent labeling of specific tagge...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D471/06C09K11/06G01N21/64
CPCC07D471/06C09K11/06G01N21/6486G01N21/6428C09K2211/1007C09K2211/1029C09K2211/1044G01N2021/6439Y02P20/55
Inventor 徐兆超乔庆龙
Owner DALIAN INST OF CHEM PHYSICS CHINESE ACAD OF SCI
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