Synthesis and cell-imaging applications of water-soluble BODIPY dyes
- Issued Date
- 2019
- Abstract
- A series of poly(ethylene glycol) (PEG)-modified water-soluble boron dipyrromethene (BODIPY) dyes (EtBODPEG and BOD-PEG) were synthesized and their photophysical properties in various solutions were investigated. The presence of ethyl groups at the 2,6-positions of the BODIPY core in EtBOD-PEG resulted in bathochromic shifts in both the absorption and emission spectra relative to those of the unsubstituted BOD-PEG. Importantly, bulky di-branched PEG chains were introduced at the meso position of the BODIPY core, leading to enhanced solubilities and high fluorescence quantum yields in aqueous solutions. The water-soluble BODIPY dyes were explored for their applicability in fluorescent bio-imaging using MCF-7 human breast cancer cells. The dyes were cell-permeable and were concentrated in cellular cytoplasm area, suggesting that they have potential applications as bio-imaging agents.
- Alternative Title
- 수용성 BODIPY 염료의 합성과 세포이미징 응용
- Alternative Author(s)
- Badon Isabel Wen
- Department
- 일반대학원 자연과학
- Advisor
- 김호중
- Awarded Date
- 2019-08
- Table Of Contents
- Table of Contents
Table of Contents i
LIST OF PUBLICATIONS iv
LIST OF TABLES v
LIST OF PICTURES vi
LIST OF FIGURES vii
ABSTRACT ix
1. Introduction 1
1.1. Basic Principles of Fluorescence 1
1.2. Stokes shift 2
1.3. Inner Filter Effect 3
1.4. Fluorescence Lifetime 3
1.5 Fluorescence Quantum Yield 4
1.6 Fluorophore Structure and Property 5
2 BODIPY dyes 6
2.1 Synthesis and General Features 6
2.2 BODIPY dyes for bioimaging 9
2.3 Near-Infrared BODIPY dyes 11
2.4 Other BODIPY dyes with enhanced photophysical properties 12
CHAPTER 2: Synthesis and Photophysical Characterization of Highly Water-Soluble PEGylated BODIPY Derivatives for Cellular Imaging
1 Introduction 14
2 Experimental 15
2.1 Synthesis of halogenated dyes 16
2.2 Synthesis of poly(ethylene glycol) methyl ether tosylate 17
2.3 Synthesis of ethyl-3,5-dialkoxy benzoate 17
2.4 Synthesis of 3,5-dialkoxy benzoic acid 17
2.5 Synthesis of PEGylated BODIPY dyes 18
2.6 Cell proliferation assay 18
2.7 Confocal microscopy 19
3 Results and Discussion 19
3.1 Synthesis 19
3.2 Photophysical Properties 20
3.3 Cell viability and Imaging 24
4 Conclusion 25
CHAPTER 3: Multi-Responsive Hydrogels Functionalized with a Photochromic Spiropyran-Conjugated Chitosan Network
1 Introduction 35
2 Experimental 36
2.1 Synthesis of SP-functionalized IPN Hydrogel 37
2.2 Isomerization of spiropyran when exposed to light and gases 37
3 Results and Discussion 38
4 Conclusion 41
References 43
Acknowledgments 49
- Degree
- Master
- Publisher
- 조선대학교 일반대학원
- Citation
- 바돈 이사벨 웬. (2019). Synthesis and cell-imaging applications of water-soluble BODIPY dyes.
- Type
- Dissertation
- URI
- https://oak.chosun.ac.kr/handle/2020.oak/13926
http://chosun.dcollection.net/common/orgView/200000267391
- Appears in Collections:
- General Graduate School > 3. Theses(Master)
- Files in This Item:
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