CN110108682A - The application of several atypia feux rouges silicide dyes - Google Patents

The application of several atypia feux rouges silicide dyes Download PDF

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Publication number
CN110108682A
CN110108682A CN201910379371.8A CN201910379371A CN110108682A CN 110108682 A CN110108682 A CN 110108682A CN 201910379371 A CN201910379371 A CN 201910379371A CN 110108682 A CN110108682 A CN 110108682A
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several
atypia
dyes
silicide
application
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CN201910379371.8A
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CN110108682B (en
Inventor
林伟英
左育静
杨婷新
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University of Jinan
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University of Jinan
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    • GPHYSICS
    • G01MEASURING; TESTING
    • G01NINVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N21/00Investigating or analysing materials by the use of optical means, i.e. using sub-millimetre waves, infrared, visible or ultraviolet light
    • G01N21/62Systems in which the material investigated is excited whereby it emits light or causes a change in wavelength of the incident light
    • G01N21/63Systems in which the material investigated is excited whereby it emits light or causes a change in wavelength of the incident light optically excited
    • G01N21/64Fluorescence; Phosphorescence
    • G01N21/6428Measuring fluorescence of fluorescent products of reactions or of fluorochrome labelled reactive substances, e.g. measuring quenching effects, using measuring "optrodes"
    • GPHYSICS
    • G01MEASURING; TESTING
    • G01NINVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N21/00Investigating or analysing materials by the use of optical means, i.e. using sub-millimetre waves, infrared, visible or ultraviolet light
    • G01N21/62Systems in which the material investigated is excited whereby it emits light or causes a change in wavelength of the incident light
    • G01N21/63Systems in which the material investigated is excited whereby it emits light or causes a change in wavelength of the incident light optically excited
    • G01N21/64Fluorescence; Phosphorescence
    • G01N21/6428Measuring fluorescence of fluorescent products of reactions or of fluorochrome labelled reactive substances, e.g. measuring quenching effects, using measuring "optrodes"
    • G01N2021/6439Measuring fluorescence of fluorescent products of reactions or of fluorochrome labelled reactive substances, e.g. measuring quenching effects, using measuring "optrodes" with indicators, stains, dyes, tags, labels, marks

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  • Health & Medical Sciences (AREA)
  • Immunology (AREA)
  • Chemical & Material Sciences (AREA)
  • Physics & Mathematics (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Optics & Photonics (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Analytical Chemistry (AREA)
  • Biochemistry (AREA)
  • General Health & Medical Sciences (AREA)
  • General Physics & Mathematics (AREA)
  • Pathology (AREA)
  • Investigating, Analyzing Materials By Fluorescence Or Luminescence (AREA)
  • Investigating Or Analysing Materials By The Use Of Chemical Reactions (AREA)

Abstract

The invention discloses the applications of several atypia feux rouges silicide dyes, belong to technical field of analytical chemistry.Several dyestuffs of the present invention can emit the weak red fluorescence that lone pair electrons are assembled on oxygen atom (peak value is about 570nm).It can be used for carrying out image checking in vitro living cells, be with a wide range of applications.And fluorescent dye does not need to obtain by chemical synthesis, and raw material is cheap and easy to get, and it is at low cost, it is easy to spread.

Description

The application of several atypia feux rouges silicide dyes
Technical field
The present invention relates to the exploitations and its application of a kind of atypia red dye for cell imaging, belong to analytical chemistry Technical field.
Background technique
Small molecule organo-silicon compound on silicon atom with functionalizing group are known as functionalized silane, are divided into π type function SiClx alkane and heteroatom type functionalized silane.Silicon atom has empty 3d track, and it is many unique to impart organo-silicon compound Property.Wherein, heteroatom type functional group can provide delocalized electrons and lone pair electrons respectively.Therefore, functionalized silane has There are many performances such as novel structure and better light, electricity, magnetic.On the other hand, compared with traditional carbon compound, function SiClx Alkane itself has many advantages, such as that synthetic method is simple, thermal stability is high, and optical purity is high.Therefore, functionalized silane and complex exist The fields such as organic photoelectrical material, chemical sensor and biosensor are widely used.
Fluorescence imaging analysis method has that high sensitivity, selectivity is good, the response time is short, simple operation and other advantages, and right Cell does not damage substantially, is widely used for the detection or cell fluorescence imaging of various ions and biological species.For cell The related dye of imaging is also rapidly developed, and some of them have been commercialized.But report at present and be commercialized Dyestuff be all based on greatly Representative fluorescence group conjugated type molecule.Red dye and application based on atypia fluorescence do not appear in the newspapers Road.Therefore the new red dye based on atypia fluorescence is developed to have great importance.
Summary of the invention
The purpose of the present invention is to provide the applications of several atypia fluorescent dyes.
The invention adopts the following technical scheme:
The application of several siliceous red dyes of atypia is used for isolated cells image checking;Several atypia are siliceous Shown in the chemical structural formula of red dye such as formula (I):
Several dyestuffs of the present invention can emit the weak red fluorescence (peak value that lone pair electrons are assembled on oxygen atom About 570nm).The fluorescence property of several silicide dyes of the present invention is tested.Specific measuring method are as follows: room temperature item Under part, the PBS/ ethanol solution of 100 μM of dyestuffs is prepared, measures solution fluorescence intensity.See Fig. 1-6.
Several fluorescent dyes of the invention can be used for carrying out image checking in vitro living cells, have a wide range of applications Prospect.
The invention has the benefit that
Atypia fluorescent dye of the present invention does not need to obtain by chemical synthesis, and raw material is cheap and easy to get, at low cost, It is easy to spread.
Dyestuff of the present invention issues atypia feux rouges, and this dyestuff has not been reported, has broad application prospects.
In terms of dyestuff of the present invention can be successfully applied to cell imaging.
Detailed description of the invention
Fig. 1 is fluorescence spectrum of the dyestuff AS-1 in PBS/EtOH, λEx=520nm.
Fig. 2 is fluorescence spectrum of the dyestuff AS-2 in PBS/EtOH, λEx=520nm.
Fig. 3 is fluorescence spectrum of the dyestuff AS-3 in PBS/EtOH, λEx=520nm.
Fig. 4 is fluorescence spectrum of the dyestuff AS-4 in PBS/EtOH, λEx=520nm.
Fig. 5 is fluorescence spectrum of the dyestuff AS-5 in PBS/EtOH, λEx=520nm.
Fig. 6 is fluorescence spectrum of the dyestuff AS-6 in PBS/EtOH, λEx=520nm.
Fig. 7 is imaging results of the dyestuff AS-1 in HeLa cell.
Specific embodiment
Below with reference to embodiment and attached drawing, the present invention will be further described, but the present invention protects content to be not limited only to this.
Embodiment 1
Fluorescence spectrum of the dyestuff of the present invention under the excitation of 520nm excitation wavelength
It prepares the PBS/EtOH mixed solution of 6 parts of 3mL in advance, contains 20% ethyl alcohol, pH=7.4.It is added respectively into system 30 μM of dye mother solution (mother liquid concentration 10mM) then carries out fluorescence detection (λEx=520nm).Fluorescence spectrum is obtained, sees Fig. 1- 6。
Embodiment 2
Imaging applications of the dyestuff AS-2 in living cells
Hela cell is placed in culture medium (DMEM culture solution and 10% fetal calf serum), the condition that is placed in is 37 DEG C, 5% CO2And 20%O2Incubator in cultivate 24-48h.(10 μM) of dyestuff AS-2 injections of the present invention are drawn with microsyringe In culture medium containing Hela cell, 30min is cultivated in continuation in the incubator.It is rinsed later with PBS (phosphate buffer solution) Culture cell 3 times, then carries out fluorescence imaging.As a result see Fig. 7.

Claims (1)

1. the application of several siliceous red dyes of atypia, which is characterized in that be used for isolated cells image checking;It is described several non- Shown in the chemical structural formula such as formula (I) of typical siliceous red dye:
CN201910379371.8A 2019-05-08 2019-05-08 Application of several atypical red silicon-containing dyes Expired - Fee Related CN110108682B (en)

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Application Number Priority Date Filing Date Title
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CN110108682B CN110108682B (en) 2021-09-24

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Citations (18)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN1898244A (en) * 2003-12-22 2007-01-17 辉瑞大药厂 Triazole derivatives as vasopressin antagonists
CN101960293A (en) * 2008-02-25 2011-01-26 皇家飞利浦电子股份有限公司 Optical sensor for measuring emission light from an analyte
CN102757784A (en) * 2012-07-20 2012-10-31 江苏博睿光电有限公司 Silicate red fluorescent powder and preparation method thereof
CN103194210A (en) * 2013-04-15 2013-07-10 北京工业大学 Preparation method for SiO2-based organic-inorganic hybridized fluorescent material
CN103773060A (en) * 2014-01-06 2014-05-07 中国科学院化学研究所 Organic fluorochrome molecule and synthesis method and application thereof
US20140255696A1 (en) * 2011-12-28 2014-09-11 The Hong Kong University Of Science And Technology Biotin-Decorated Fluorescent Silica Nanoparticles With Aggregation-Induced Emission for Tumor Cell Targeting and Long-Term Tumor Cell Tracking
KR20160095387A (en) * 2015-02-03 2016-08-11 한국세라믹기술원 Quantum dot bead sensor and manufacturing method threof
CN106883407A (en) * 2017-03-15 2017-06-23 浙江大学 A kind of non-conjugated fluorescent polymer and its preparation method and application
CN108130070A (en) * 2016-11-30 2018-06-08 苏州百源基因技术有限公司 A kind of feux rouges excitation fluorescent dye and preparation method and application
CN108164707A (en) * 2018-01-08 2018-06-15 济南大学 A kind of novel fluorescence polysiloxane group ionic liquid and its application
CN108164708A (en) * 2017-12-19 2018-06-15 济南大学 A kind of preparation method of-benzoxazinyl selfreparing elastomeric material of novel fluorescence polysiloxanes
CN108192405A (en) * 2017-12-04 2018-06-22 苏州吉人高新材料股份有限公司 A kind of Organic-inorganic composite fluorescent powder and preparation method thereof
CN108727592A (en) * 2018-06-27 2018-11-02 济南大学 It is a kind of to detect aluminum ions organosilicon macromolecule fluorescence probe and its preparation method and application
CN108752589A (en) * 2018-05-04 2018-11-06 济南大学 A kind of novel porous siloxane polymer and its application
CN109073555A (en) * 2016-04-28 2018-12-21 国立大学法人名古屋大学 The method for separating of flow cytometry fluorescence probe and fluorescence labeled cell
CN109294563A (en) * 2018-11-26 2019-02-01 南京邮电大学 A kind of super-small fluorescence mesoporous organic silicon oxide probe and preparation method and application
CN109641995A (en) * 2016-05-31 2019-04-16 香港理工大学 Luminescence generated by light nanoparticle and its synthesis and application
US10267737B2 (en) * 2016-11-30 2019-04-23 Korea Research Institute Of Bioscience And Biotechnology Near-infrared fluorescent probe for detecting alkaline phosphatase and manufacturing method thereof

Patent Citations (18)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN1898244A (en) * 2003-12-22 2007-01-17 辉瑞大药厂 Triazole derivatives as vasopressin antagonists
CN101960293A (en) * 2008-02-25 2011-01-26 皇家飞利浦电子股份有限公司 Optical sensor for measuring emission light from an analyte
US20140255696A1 (en) * 2011-12-28 2014-09-11 The Hong Kong University Of Science And Technology Biotin-Decorated Fluorescent Silica Nanoparticles With Aggregation-Induced Emission for Tumor Cell Targeting and Long-Term Tumor Cell Tracking
CN102757784A (en) * 2012-07-20 2012-10-31 江苏博睿光电有限公司 Silicate red fluorescent powder and preparation method thereof
CN103194210A (en) * 2013-04-15 2013-07-10 北京工业大学 Preparation method for SiO2-based organic-inorganic hybridized fluorescent material
CN103773060A (en) * 2014-01-06 2014-05-07 中国科学院化学研究所 Organic fluorochrome molecule and synthesis method and application thereof
KR20160095387A (en) * 2015-02-03 2016-08-11 한국세라믹기술원 Quantum dot bead sensor and manufacturing method threof
CN109073555A (en) * 2016-04-28 2018-12-21 国立大学法人名古屋大学 The method for separating of flow cytometry fluorescence probe and fluorescence labeled cell
CN109641995A (en) * 2016-05-31 2019-04-16 香港理工大学 Luminescence generated by light nanoparticle and its synthesis and application
CN108130070A (en) * 2016-11-30 2018-06-08 苏州百源基因技术有限公司 A kind of feux rouges excitation fluorescent dye and preparation method and application
US10267737B2 (en) * 2016-11-30 2019-04-23 Korea Research Institute Of Bioscience And Biotechnology Near-infrared fluorescent probe for detecting alkaline phosphatase and manufacturing method thereof
CN106883407A (en) * 2017-03-15 2017-06-23 浙江大学 A kind of non-conjugated fluorescent polymer and its preparation method and application
CN108192405A (en) * 2017-12-04 2018-06-22 苏州吉人高新材料股份有限公司 A kind of Organic-inorganic composite fluorescent powder and preparation method thereof
CN108164708A (en) * 2017-12-19 2018-06-15 济南大学 A kind of preparation method of-benzoxazinyl selfreparing elastomeric material of novel fluorescence polysiloxanes
CN108164707A (en) * 2018-01-08 2018-06-15 济南大学 A kind of novel fluorescence polysiloxane group ionic liquid and its application
CN108752589A (en) * 2018-05-04 2018-11-06 济南大学 A kind of novel porous siloxane polymer and its application
CN108727592A (en) * 2018-06-27 2018-11-02 济南大学 It is a kind of to detect aluminum ions organosilicon macromolecule fluorescence probe and its preparation method and application
CN109294563A (en) * 2018-11-26 2019-02-01 南京邮电大学 A kind of super-small fluorescence mesoporous organic silicon oxide probe and preparation method and application

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
D. AZINOVI: "Photoluminescence from silsesquioxanes R8(SiO1.5)8", 《JOURNAL OF LUMINESCENCE》 *

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