Design and Synthesis of Fluorescent Probes for Detection of Cyanide and Cysteine and Their Applications in Living Cells

• Main Authors: Liao, Wei-Ru, 廖葦茹
• Other Authors: Wu, Shu-Pao
• Format: Others
• Language: en_US
• Published: 2018
• Online Access: http://ndltd.ncl.edu.tw/handle/yf8ztp

碩士 === 國立交通大學 === 應用化學系碩博士班 === 106 === In this thesis, two novel fluorescent probes CyA and DNSC were synthesized for detecting cyanide and cysteine, respectively. CyA has been designed for cyanide detection. The process is based on nucleophile-attack by cyanide in the indolium group, resulting in fluorescence change. The probe CyA showed high sensitivity and selectivity for rapid detection of cyanide over other anion solution. The detection limit of CyA to cyanide is 1.05 µM. DNSC was a new cysteine fluorescence sensor, based on a two photon fluorophore, 3-hydroxychromeno[3,4-c]chromene-6,7-dione named as DC, and 2,4-dinitrobenzenesulfonyl moiety. While DNSC reacted with cysteine, the 2,4-dinitrobenzenesulfonyl moiety was cleaved and resulted in strong yellow fluorescence. DNSC showed high selectivity and sensitivity for detecting cysteine and homocysteine with detection limits 20 nM for cysteine, and 34 nM for homocysteine, respectively. Furthermore, we applied DNSC into biological experiments. DNSC showed very low cytotoxicity in HeLa cell, and can be used to detect the endogenous cysteine in HeLa cell.