乙炔連接之苯胺−口奈啶共軛分子與鳥糞嘌呤之分子辨識研究

Abstract

摘要 本論文主要對於生物界中的重要受質鳥糞嘌呤設計合成出具多重氫鍵結合的受體：乙炔連接之1,8-口奈啶-苯胺共軛分子APENA、Ac-APENA 和Me-APENA，並對於其光物理性質、結合能力的評估以及相關研究加以討論。化合物Ac-APENA 和Me-APENA 對於嘌呤類的鳥糞嘌呤衍生物，皆具有選擇性的辨識作用。鳥糞嘌呤（G-10）可與Ac-APENA 與Me-APENA 產生結合，造成螢光淬熄，經計算得知結合常數相當高（64200 與90800 M-1），而A-10 無法與Ac-APENA以及Me-APENA 結合造成螢光光譜的變化。我們利用螢光光譜測定，比其他實驗方法靈敏許多，此高效率螢光感測器將有助於生物有機相關研究之應用。

Abstract In this thesis we develop the hydrogen-bonding receptors based on the ethynyl-linked aniline−naphthyridene molecules（APENA、Ac-APENA and Me-APENA ） for the biologically important Guanine substrate. We investigate their photophysical properties, binding affinity and the related experiments. The receptors Ac-APENA and Me-APENA show good and selective binding affinity for guanine derivatives. The binding of Ac-APENA and Me-APENA with Guanine（G-10）causes fluorescence quench. The calculation indicates the binding affinity is very high, Ka = 64200 and 90800 M-1 for Ac-APENA and Me-APENA, respectively. These molecules can not bind with A-10, and no fluorescence change was ovserved. These efficient fluorescent chemosensors are potentially useful in bioorganic chemical researches.