Development of chemical sensor arrays for detecting of oligopeptides.

化学传感器作为一种无需预处理的简便分析方法，其重要性日益突出。尽管已经开发了大量的金属离子传感器，但用于有机分子的传感器仍然非常有限。在这项研究中，我试图开发多组分有机分子的传感器阵列。首先，我研究了在载玻片上涂布有机底物的条件。经过广泛的筛选，我成功地将荧光团附着在修饰了氨丙基硅基的载玻片上。不幸的是，玻璃上的一些荧光团对荧光激发不稳定。我们已经探索了适用于玻璃传感器的稳定荧光团。结果表明，含丹磺酰基荧光团的化合物是非常稳定的。接下来，我们尝试以杯[4]芳烃为基础，经过13步反应合成钠离子传感器。该化合物具有作为钠离子结合位点的氨乙基化乙酰胺基、作为荧光团的丹酰基和作为猝灭剂的硝基苯基。出乎意料的是，它对液相中的钠离子没有反应。丹酰基-硝基苯基对可能不适合用于感测。我们还研究了杯[4]芳烃化合物库的合成。库中的一些肽杯[4]芳烃选择性地结合寡肽，它们在液相中充当寡肽的化学传感器。将它们固定在载玻片上也在研究中。

Chemical Sensors are of increasing importance as convenient analytical method without pretreatment. In spite of a large number of metal ion sensors have been developed, sensors for organic molecules are still very limited. In this research I attempted to develop sensor arrays for multicomponent organic molecules. First, I investigated the conditions to immobilize the organic substrate on a slide glass. After extensive screening, I succeeded to attach the fluorophores on a glass slides which modified aminopropylsilyl group. Unfortunately, some fluorophores on the glass were unstable to the fluorescence excitation. We have explored stable fluorophores suitable for sensors on glasses. As a result, the compound possessing dansyl group as a fluorophore was very stable.Next we tried to synthesize the sodium ion sensor based on a calix[4]arene in 13 steps. The compound possesses aminoethylated acetamide group as a sodium ion binding site, dancyl group as a fluorophore and nitrophenyl group as a quencher. Unexpectedly it did not respond to sodium ion in the liquid phase. The pair of dancyl - nitorphenyl may not suitable pair for the sensing. The effective pairs for sensing are currently under investigation.We also investigated to synthesize the calix[4]arene library substituted at the upper rim. Some peptidocalix[4]arenas in the library selectively bind the oligopeptide, which have acted as chemical sensors for oligopeptides in liquid phase. Immobilization of them on a slide glass is also under investigation.