並列タイトル等生物科学分析のためのチオフェン誘導体システムの研究
一般注記Thiophene is one of the most popular π-conjugated heterocyclic compounds and consists of a five membered ring with a formula of C_4H_4S. The name originates from combination of two Greek words theion and phaino meaning sulfur and shinning, respectively. Thiophene and its derivatives are widely used in many fields because the electrical and optical properties can be easily modified by the molecular design. In this thesis, new derivatives were designed for electrochemical and photochemical outputs and they were used as analytical tools. In the thesis, CHAPTER 1 described the general introduction of conducting polymers and their optical and biological applications. Thiophene and its functional derivatives as electrochemical and photochemical sensing probes for biological and environment-sensitive analysis were discussed. In the CHAPTER 2, for quantitative detection of protein an electro-polymerizable probe was designed. As a detection target, trypsin which is an important biomarker of pancreatic cancer and nutritional disorders was chosen. The protein-specific ligand benzamidine was conjugated with thiophene. The synthesized probe was successfully electro-polymerized and the resultant current was measured using cyclic voltammetry according to the concentration of proteins. Three hundred nanomolar concentration of trypsin was electrochemically detectable by the developed technique. Considering the convenience of electro-chemical method, the analytical principle will be useful for various purposes. In the CHAPTER 3, polythiophene nanoparticles were designed for aqueous environment-sensitive probes. The nanoparticles (diameter: 170 nm) exhibited stable and reversible multi-chromic responses in the presence of three different external stimuli involving solvent (tetrahydrofuran), temperature (20 - 90℃), and acid/base (hydrobromic acid and ammonia) in aqueous media. These chromic responses were proven to be due to the change in π-conjugation length of main chain of the polythiophene units in the nanoparticles. The environmental changes could be observed by naked eye, because the nanoparticles clearly turned from yellow to violet. The sensitivity of nanoparticles remained stable even after eight months.
首都大学東京, 2017-03-25, 博士（理学）
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