Design and Synthesis of Colorimetric / Fluorometric Chemosensors and its Application
- Abstract
- In chapter 1, Among heavy atoms, cadmium ion is well known for one of the most dangerous and hazardous metal ions. Once this metal is absorbed in humans bodies, it will stay in the body throughout life. For that reason, various chemical technics have been used to detect cadmium ion. We introduced polydiacetylenes (PDAs) which have attracted much attention as smart materials due to their fascinating properties. PDAs exhibit sensitive and dramatic response to external stimuli. By utilizing this, we developed a chemosensor for detection of cadmium ion via a series experiments and synthesis. Concretely we conjugated relatively small head group which is linked to mono 2-picolylamine (MP) moiety for increasing ratio of chelate. The PDA-MP solutions consisting of PCDA-MP and PCDA in a 5 : 1 ratio with high content chelate display color transition toward Cd2+ in aqueous solutions.
In chapter 2, we synthesized 1,3-Bis(dicyanomethylidene)indan derivatives. Due to existing of electron poor moiety in this molecule, addition of -electron and electron rich group builds D--A (Donor-electron-Accepter) system. This system can switch optical properties such as charge distribution and bandgap value and so on. Based on this characteristics, we applied 1,3-Bis(dicyanomethylidene)indan derivatives for chemosensor and cancer therapy.
First, we developed a chemosensor for hydrogen sulfide (H2S) detection. H2S has been well-known for uncomfortable rotten egg smell and serious toxicity. Additionally, human with halitosis (bad breath) has higher concentration of H2S than healthy individual which cause unpleasant odor. We recognized the necessity of chemosensor for detection H2S. Thus we synthesized chemosensor 1 and sensing ability of 1 was demonstrated in solution via some experiments.
Second, 1,3-Bis(dicyanomethylidene)indan derivative was developed for photothermal therapy (PTT). Photothermal agents (PTT agent) can locally increase temperature for tumor ablation and offer advantages in terms of low toxicity to normal cell, controlling the preparation and so on. We synthesized PTT agent based on intramolecular rotor which caused decrease of radiative decay and fluorescence while incrase of non-radiative decay and photothermal effect.
In chapter 3, rhodamine family which includes xanthene moiety has many advantages in terms of high quantum yield, long excitation wavelength, good solubility in aqueous solution and so on. Herein, we developed novel synthesis method of pyronin which is xanthene derivatives. Known method of functionalization to pyronin is needed long reaction time and harsh condition. We monitored characteristic of aryl substituted pyronin dye (PN) as fluoresenct probe. Probe PN showed turn off-on of fluorescence system with biothiols based intramolecular charge transfer (ICT) process. Additionally, PN was confirmed well working in cell environment and high permeability to mitochondria by confocal microscopy
- Issued Date
- 2021
- Awarded Date
- 2021. 2
- Type
- Dissertation
- Publisher
- 부경대학교
- Affiliation
- 부경대학교 대학원
- Department
- 대학원 4차산업융합바이오닉스공학과
- Advisor
- Songyi Lee
- Table Of Contents
- 1. CHAPTER I. Colorimetric Detection of Cadmium Ion Based on Polydiacetylenes Containg 2-picolyamide 1
1.1. Introduction 1
1.2. Results and discussion 3
1.3. Conclusion 11
1.4. Experimental section 12
1.5. References 16
1.6. Appendix 17
2. CHAPTER II. Applications of 1,3-Bis(dicyanomethylidene)indan Derivatives for Chemosensor and Cancer Therapy 20
2.1. CHAPTER II-A. Chemosensor with Donor-π electron-Accepter System for Detection H2S based on Acid-Base Reaction 21
2.1.1. Introduction 21
2.1.2. Results and discussion 23
2.1.3. Conclusion 32
2.1.4. Experimental section 33
2.2. CHAPTER II-B. Synthesis of Photothermal Agent based on Intramolecular Rotation for Cancer Therapy 35
2.2.1. Introduction 35
2.2.2. Results and discussion 37
2.2.3. Conclusion 41
2.2.4. Experimental section 42
2.3. References 44
2.4. Appendix 47
3. CHAPTER III. Novel Synthesis method of Pyronin derivatives and application for detection of biotiols in living cell 50
3.1. Introduction 50
3.2. Results and discussion 52
3.3. Conclusion 59
3.4. Experimental section 60
3.5. References 63
3.6. Appendix 64
- Degree
- Master
- Appears in Collections:
- 대학원 > 4차산업융합바이오닉스공학과
- Files in This Item:
-
-
There are no files associated with this item.
-
Items in Repository are protected by copyright, with all rights reserved, unless otherwise indicated.