臺灣博碩士論文加值系統

本文研究的動機是以激發態質子轉移/電子轉移為機制,作為分子的設
計與應用.主要內容分為兩大類,第一部份是冠醚(crown ether)的合成,以
及對冠醚光譜特性的研究.我所合成的冠醚形式是以15-冠醚-5(15-
crown-5)當作基底,期望合成出來的化合物能夠作為特定的金屬離子探針,
並藉由其發色團特殊的光物理性質的變化,作為對金屬離子高選擇性以及
高靈敏性的偵測系統. 第二部份是合成醋酸酯與磷酸酯(兩者均為3-
hydroxyflavone的衍生物),分別作為分析與兩種酵素的活性之用.其原理
主要是利用酵素水解醋酸酯或磷酸酯官能基後,產生3-hydroxyflavone,並
利用其激發態質子轉移的特性來分析酵素的活性.這一部份的研究主要是
希望未來能夠應用在免疫學方面作為偵測疾病的探針.

Design and synthesis of fluorogenic probes based on the
excited-stateproton/charge transfer reaction have been carried
out in this seminal study.Two major goals oriented in the future
application can be specified. The firstpart involves the
synthesis of metal ion probe, in which the 15-crown-5functional
group acts as a bsais. We expect that the degree of proton/
chargetransfer ratio be fine tuned through the formation of a
metal ion/chromophore complex, resulting in a significant change
of UV-Vis absorption and fluorescencespectra. For this case, the
design of an ultrasensitive sensitive metal ion detecting system
may be achieved. For the second part, the ester and phosphate
derivatives of 3-hydroxyflavone were synthesized to investigate
their activity in reacting with the correspondingenzymes,
esterase and alkaline phosphatase, respectively. The dissociated
product, 3-hydroxyflavone, has exceptionally high yield of
tauyomer emission resulting from the excited-state proton
transfer reaction. In contrast, the initialreagent has
negligible normal emission due to the lowest n *transition,
generatingan ideal fluorogenic system used in the enzyme-linked-
immunoassay.