研究生: |
鍾舜宇 Shun-Yu Chung |
---|---|
論文名稱: |
硼酸酯修飾電極-製備與探討 Boronic Acid Modified Electrode: Preparation and Characterization |
指導教授: |
王忠茂
Wang, Chong-Mou |
學位類別: |
碩士 Master |
系所名稱: |
化學系 Department of Chemistry |
論文出版年: | 2010 |
畢業學年度: | 98 |
語文別: | 中文 |
論文頁數: | 123 |
中文關鍵詞: | 硼酸 、醌 |
英文關鍵詞: | boronic acid |
論文種類: | 學術論文 |
相關次數: | 點閱:103 下載:3 |
分享至: |
查詢本校圖書館目錄 查詢臺灣博碩士論文知識加值系統 勘誤回報 |
硼酸衍生物,如3-aminophenylboronic acid (簡稱APBA),因可與醇類化合物進行反應而形成硼酸酯,本論文因而以之製備具生化應用潛力的蒽醌修飾電極。我們首先利用偶氮修飾法將APBA修飾於電極如導電ITO玻璃或石墨片(HOPG),再將醌類化合物還原成為羥基化合物,使之與硼酸鍵結形成硼酸酯而穩定吸附於電極表面,其中所修飾的醌類化合物有pyrroquinoline quinone (簡稱PQQ )、9,10-phenanthrenequinone(簡稱CCQ)以及1,10-phenanthroline-5,6-dione(簡稱NNQ)。對於這些電極,我們分別以電化學技巧與光譜分析法探討其性質與應用潛力,如對銅離子的偵測。實驗結果顯示PQQ修飾電極對Cu2+離子具有特殊親合力,因此可藉以偵測Cu2+離子,偵測極限約為500*10-6 M。
Boronic acid derivatives like 3-aminophenylboronic acid (denoted APBA) can form stable compounds with a variety of alcohols, such as dopamine and fructose. In view of the potential in this aspect, we devoted effort to fabricating chemically modified electrodes based on APBA and biochemically important electron mediator, such as pyrroquinoline quinone (PQQ) and many others like 9,10-phenanthrenequinone (CCQ), and 1,10-phenanthroline-5,6-dione (NNQ). According to electrochemical, spectroscopic and surface analyses, PQQ can be converted into PQQH2 chemically or electrochemically, and thereby forming boronic acid ester with APBA on ITO or graphite surface. The surface-bound PQQ was characterized, showing affinity to Cu2+ ion. Benefiting from this merit, Cu2+ ion could thus be detected with a level as low as 500*10-6 M.
1. Hall, D. G. Boronic Acid, 2006, Chapter 1, Wiely: New York.
2. Lai, Y.-C.; He, H. Anal. Chem. 2007, 79, 2583.
3. Yoon, H. C.; Song, S. Y. Sensors and Actuators B 2009, 140, 233.
4. Takahashi, S.; Anzai, J. I. Langmuir 2005, 21, 5102.
5. Fabre, B.; Taillebois, L. Chem. Commun. 2003, 2982.
6. Chen, A. J. Electroanal. Chem. 2006, 591, 210.
7. 蘇怡婷,國立台灣師範大學化學研究所碩士論文,2009。
8. Hauge, J.G. J. Biol. Chem. 1964, 239, 3630.
9. Anthony, C; Zatman, L. J. Biochem. J. 1967, 104, 960.
10. Salisbury, S. A.; Forrest, H. S.; Cruise, W. B.; Kennard, O. Nature 1979, 280, 843.
11. Kasahara, T.; Kato, T. Nature 2003, 422, 832.
12. Itoh, S.; Mure, M.; Ohshiro, Y. Chem. Commun. 1987, 1580.
13. Mure, M.; Suzuki, A.; Itoh, S.; Ohshiro, Y. Chem. Commun. 1990, 1608.
14. Itoh, S.; Kawakami, H. ; Fukuzumi, S. J. Am. Chem. Soc. 1997, 119, 439.
15. Itoh, S.; Kato, N.; Ohshiro, Y.; Agawa, T. Chem. Lett. 1985, 135.
16. Katz, E.; Schlereth, D. D.; Schmidt, H. L. J. Electroanal. Chem. 1994, 373, 189.
17. Arunas, R.; Katja, H.; Elisabeth, C.; Valdas, L.; Wolfgang, S. Anal. Chem. 1999, 71, 3581.
18. Akiro, S.; Kazuyoshi, T.; Nobuo, K.; Johannis, A. D.; Tokuji, I. Biochem. J. 2001, 357, 893.
19. 饒溪蓉,國立台灣師範大學化學研究所碩士論文,2006。
20. Killgore, J.; Smidt, C.; Duich, L.; Romero-Chapman, N.; Tinker, D.; Reiser, K.; Melko, M.; Hyde, D.; Rucker, R. B. Science, 1989, 245, 850.
21. Hwang, I. Plant Physiology, 2008, 146, 657.
22. Tersoff, J.; Hamann, D. R. Phys. Rev. B, 1985, 31, 805.
23. Elgler, D. M.; Schweizer, E. K. Nature 1990, 344, 524.
24. Partzsch, S. Chemica.Oggi., 2003, 70.
25. Anzai, J. I. Langmuir 2005, 21, 5102.
26. Arthur, O. Biochim. et Biophys. Acta, 2003, 1647, 143.
27. 吳曉雯,國立台灣師範大學化學研究所碩士論文,2007。
28. http://en.wikipedia.org/wiki/Scanning_tunneling_microscope.
29. http://azom.com/details.asp?ArticleID=4436.