Synthesis method of compound for protein fluorescent labeling

一种蛋白质荧光、合成方法的技术，应用在化合物的合成领域，能够解决探针连接基团长、亲水端与疏水端分布不均匀等问题，达到毒性小、降低背景荧光干扰、减少距离的效果

Inactive Publication Date: 2015-04-01
顾新华
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0005] The purpose of the present invention is to provide a kind of synthetic method that is used for the compound of protein fluorescent labeling, and it has introduced a plurality of hydrophilic sulfonic acid groups into the compound of cyanine class, has improved water solubility; The distance between the point and the fluorescent group improves the rigidity of the probe; thereby solving the problems of uneven distribution of hydrophilic and hydrophobic ends of protein fluorescent probes and long probe linking groups

Method used

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Embodiment Construction

[0015] see Figure 1-Figure 4 , the specific embodiment adopts the following technical scheme: its synthetic method is divided into two steps, and the first step reaction one is to heat and stir the compound I of 1.2-1.5 equivalents and the compound II of 1 equivalent in the acetic anhydride of 1.5-3.5 equivalents for 0.5 -1 hour to obtain the intermediate product III; the second step reaction two is to heat 1 equivalent of the intermediate product III and 1.1-1.5 equivalents of sodium iodide in the organic solvent 2 to 40-70 ° C and reflux for 2-24 hours to obtain the target Product IV, the water-soluble fluorescent compound.

[0016] In the compound I structure, the corresponding cation is potassium ion or sodium ion.

[0017] In the compound II structure, the corresponding cation is potassium ion or sodium ion.

[0018] The organic solvent 1 is a mixed solvent of methanol and chloroform or a mixed solvent of methanol and dichloromethane.

[0019] The advantage of this sp...

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Abstract

The invention discloses a synthesis method of a compound for protein fluorescent labeling and relates to the technical field of biomacromolecule fluorescent labeling. The synthesis method comprises the following steps of 1, reaction 1: heating 1.2-1.5 equivalent of a compound I and 1 equivalent of a compound II in 1.5-3.5 equivalent of acetic anhydride with stirring for 0.5-1h to obtain an intermediate III, and 2, reaction 2: heating 1 equivalent of the intermediate III and 1.1-1.5 equivalent of sodium iodide in an organic solvent 2 to a temperature of 40-70 DEG C, and carrying out reflux for 2-24h to obtain a desired product IV which is a water-soluble fluorescent compound. A cyanine compound is introduced with multiple hydrophilic sulfonic acid groups so that water solubility is improved. A distance between a connection locus and a fluorescent group is further reduced so that probe rigidity is improved and thus the problem that the existing protein fluorescent probe has nonuniform hydrophobic ends and hydrophilic ends and has long length of a probe connection group.

Description

Technical field: [0001] The invention relates to the technical field of fluorescent labeling of biomacromolecules, in particular to a synthesis method of a compound used for protein fluorescent labeling. Background technique: [0002] Research methods of biomacromolecular dynamics include nuclear magnetic resonance, X-ray crystallography, small-angle X-ray scattering, fluorescence resonance energy transfer, etc. Among them, the fluorescence method is one of the most widely used research methods because of its high detection sensitivity and convenient experimentation. [0003] Fluorescence resonance energy transfer is an energy transfer phenomenon between two fluorescent molecules that are very close to each other. When the emission spectrum of the donor fluorescent molecule overlaps with the absorption spectrum of the acceptor fluorescent molecule, and the distance between the two molecules is within 10nm, a non-radioactive energy transfer occurs, that is, the FRET phenomen...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D209/04C09K11/06G01N21/64C07K1/13
CPCC07D209/04C07K1/13C09K11/06C09K2211/1029G01N21/64
Inventor 顾新华郭大川
Owner 顾新华
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