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    Please use this identifier to cite or link to this item: http://ir.lib.ncu.edu.tw/handle/987654321/5995

    Title: 以毛細管電泳法與電灑游離質譜法探討內包錯合物之研究;Application of Capillary electrophoresis and Electrospray Ionization Mass Spectrometry to study of Inclusion Complexes
    Authors: 陳玫慧;Mei-Hui Chen
    Contributors: 化學研究所
    Keywords: 內包錯合物;inclusion complexes
    Date: 2004-06-24
    Issue Date: 2009-09-22 10:11:37 (UTC+8)
    Publisher: 國立中央大學圖書館
    Abstract: 內包錯合物(inclusion complexes)或主-客錯合物(host-guest complexes)之間的作用機制是由一個具有空腔結構的主分子與一個客分子錯合形成非共價鍵錯合物(non-covalent bond complex)。一般常見的主分子(host molecule)為冠狀醚類(crown ether)、環芃(cyclophane)和環糊精(cyclodextrin,CD),而環糊精為最常被使用。 在適當的條件下,毛細管環糊精修飾電泳法能有效分離七種萘磺酸鹽位置異構物,然而對於位置異構物與環糊精之錯合情形和遷移行為並不完全了解。因此,希望利用毛細管環糊精修飾電泳法進一步了解環糊精與位置異構物在水溶液中之鍵結作用情形,並估算多種分析物與環糊精在水溶液中之結合常數。因毛細管電泳法不能得知環糊精與分析物是以何種化學計量形成內包錯合物(如1:1或1:2的結合),且缺乏分子量和結構資訊,因此可利用電灑游離質譜法(Electrospray Ionization Mass Spectrometry,ESI-MS)來量測內包錯合物之分子離子峰以補足此缺點。 電灑游離質譜法屬於一種較溫和、低能量的游離方法,測定非共價鍵錯合物時,可以直接量測整體錯合物的分子離子峰,由信號強弱,可得知非共價鍵相互作用力的相對強度。本研究利用環糊精作為酵素模型,可先模擬?-、?-、或?-環糊精與萘磺酸鹽類位置異構物間相互作用力,在ESI-MS質譜圖中可得知環糊精與萘磺酸鹽類位置異構物,會形成1:1化學計量之錯合物。此外,從結合常數及質譜圖中可得知,?-環糊精對磺酸鹽類位置異構物是最具有選擇性;而?-環糊精對磺酸鹽類位置異構物的選擇性是最差的。且取代基在b位置的磺酸鹽類位置異構物與環糊精具有較好之結合作用力。利用毛細管電泳法量測結合常數,若搭配ESI-MS技術準確地檢測內包錯合物的總分子量,可以更確認內包錯合物的形成機制。 The formation of non-covalent inclusion complexes, also called host-guest complexes, was complexation between guest analyte and host molecule which was a truncated cone with a hollow cylindrical cavity in the center. Generally, most used host molecules were crown ethers, cyclophanes, and cyclodextrins(CDs). And CDs were commonly used host molecules. In suitable condition, seven positional naphthalenesulfonate isomers could be separated by Capillary Electrophoresis (CE). However, the behavior of migration and complexation between isomers and CDs didn’t be understood clearly. CE could be used simultaneously to determine the formation constants of a set of analytes in a mixed solution. The interaction of naphthalenesulfonate derivatives with CDs and the inclusion complex formation constants were evaluated in more detail. Due to lacking of molecular weight and structure information CE could not provide. Electrospray ionization mass spectrometry (ESI-MS) was used to study the non-covalent bond complexes complementally. The gentle ionization process of ESI allowed the intact complexes to be directly detected by mass spectrometry. Stoichiometry of the complex could be easily obtained from the mass spectrum which showed the molecular weight of the complex. CDs have been frequently used as enzyme models, which could simulate the interaction between ?-、?-、?-CD and positional naphthalenesulfonate isomers. The ESI-MS spectrum results showed that the most stable inclusion complexes were formed with 1:1 Stoichiometry. Furthermore, formation constants and mass spectra proved that inclusion complexes between ?-position substituted analytes and ?-CD enhanced the stability of complexes greatly. The formation constants of analytes were successfully studied by CE, and the combination of using ESI-MS technique for detection of the non-covalent bond complexes molecular weight confirmed the formation of inclusion complexes advancedly to complement the CE method.
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