CN110108682B - Application of several atypical red silicon-containing dyes - Google Patents

Abstract

The invention discloses application of a plurality of atypical red silicon-containing dyes, belonging to the technical field of analytical chemistry. Several dyes according to the present invention can emit weak red fluorescence (peak around 570nm) from the accumulation of lone pair electrons on oxygen atoms. Can be used for imaging detection of in vitro living cells and has wide application prospect. And the fluorescent dye is not required to be obtained through chemical synthesis, and has the advantages of cheap and easily-obtained raw materials, low cost and easy popularization.

Description

Application of several atypical red silicon-containing dyes

Technical Field

The invention relates to development and application of an atypical red dye for cell imaging, and belongs to the technical field of analytical chemistry.

Background

Small molecule organosilicon compounds with functional groups on the silicon atom, called functionalized silanes, are classified into pi-type functionalized silanes and heteroatom-type functionalized silanes. The silicon atom has an empty 3d orbital, which imparts a number of unique properties to the organosilicon compound. Wherein, heteroatom type functional groups can respectively give out an unshared electron and a lone pair of electrons. Thus, functionalized silanes have many novel structures and better optical, electrical, magnetic, etc. properties. On the other hand, compared with the traditional carbon compound, the functionalized silane has the advantages of simple synthesis method, high thermal stability, high optical purity and the like. Therefore, the functionalized silane and the functionalized silane complex are widely applied to the fields of organic photoelectric materials, chemical sensors, biosensors and the like.

The fluorescence imaging analysis method has the advantages of high sensitivity, good selectivity, short response time, simple operation and the like, basically has no damage to cells, and is widely used for detection of various ions and biological species or cell fluorescence imaging. Related dyes for cellular imaging have also been rapidly developed, some of which are already commercialized. However, most of the dyes reported and commercialized today are conjugated molecules based on typical fluorophores. Red dyes and applications based on atypical fluorescence have not been reported. The development of new red dyes based on atypical fluorescence is therefore of great interest.

Disclosure of Invention

The present invention aims to provide the application of several atypical fluorescent dyes.

The invention adopts the following technical scheme:

the application of several atypical silicon-containing red-light dyes for in vitro cell imaging detection; the chemical structural formulas of the atypical silicon-containing red dyes are shown as a formula (I):

several dyes according to the present invention can emit weak red fluorescence (peak around 570nm) from the accumulation of lone pair electrons on oxygen atoms. The fluorescence properties of several silicon-containing dyes according to the invention were tested. The specific determination method comprises the following steps: at room temperature, 100. mu.M of a PBS/ethanol solution of the dye was prepared, and the fluorescence intensity of the solution was measured. See fig. 1-6.

The fluorescent dyes can be used for imaging detection of in-vitro living cells and have wide application prospect.

The invention has the beneficial effects that:

the atypical fluorescent dye disclosed by the invention is not required to be obtained through chemical synthesis, and has the advantages of cheap and easily-obtained raw materials, low cost and easiness in popularization.

The dyes of the present invention all emit atypical red light, and the dyes are not reported and have wide application prospects.

The dye of the invention can be successfully applied to the aspect of cell imaging.

Drawings

FIG. 1 is the fluorescence spectrum, λ, of dye AS-1 in PBS/EtOH_Ex＝520nm。

FIG. 2 is the fluorescence spectrum, λ, of dye AS-2 in PBS/EtOH_Ex＝520nm。

FIG. 3 is a dyeFluorescence spectrum of AS-3 in PBS/EtOH, lambda_Ex＝520nm。

FIG. 4 is the fluorescence spectrum, λ, of dye AS-4 in PBS/EtOH_Ex＝520nm。

FIG. 5 is the fluorescence spectrum, λ, of dye AS-5 in PBS/EtOH_Ex＝520nm。

FIG. 6 is the fluorescence spectrum, λ, of dye AS-6 in PBS/EtOH_Ex＝520nm。

FIG. 7 shows the imaging results of dye AS-1 in HeLa cells.

Detailed Description

The present invention will be further described with reference to the following examples and drawings, but the present invention is not limited thereto.

Example 1

Fluorescence spectrum of the dye of the invention under excitation of 520nm excitation wavelength

6 mL portions of a 3mL PBS/EtOH mixed solution containing 20% ethanol were prepared in advance at pH 7.4. mu.M of a dye stock solution (stock solution concentration 10mM) was added to the system, respectively, followed by fluorescence detection (. lamda.)_Ex520 nm). Fluorescence spectra were obtained as shown in FIGS. 1-6.

Example 2

Imaging application of dye AS-2 in living cells

Hela cells were placed in a culture medium (DMEM medium and 10% fetal bovine serum) at 37 deg.C with 5% CO₂And 20% of O₂Culturing for 24-48h in the incubator. The dye AS-2 (10. mu.M) according to the present invention was pipetted by a micro-injector into the culture medium containing Hela cells, and the culture was continued in the incubator for 30 min. The cultured cells were then washed 3 times with PBS (phosphate buffered saline) and then subjected to fluorescence imaging. The results are shown in FIG. 7.

Claims (1)

1. The application of several atypical silicon-containing red-light dyes is characterized by that it can be used for in vitro cell imaging detection; the chemical structural formulas of the atypical silicon-containing red dyes are shown as a formula (I):

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