現在位置首頁 > 博碩士論文 > 詳目
論文中文名稱:新氧化還原化合物的合成與及其運用於電化學即時PCR檢測 [以論文名稱查詢館藏系統]
論文英文名稱:Synthesis New Dyad Probe for DNA Detection [以論文名稱查詢館藏系統]
院校名稱:臺北科技大學
學院名稱:工程學院
系所名稱:生物科技研究所
畢業學年度:101
出版年度:102
中文姓名:吳勇潮
英文姓名:Yung-Chao Wu
研究生學號:100688016
學位類別:碩士
語文別:中文
口試日期:2013-06-20
論文頁數:76
指導教授中文名:黃聲東
指導教授英文名:Sheng-Tung Huang
口試委員中文名:郭憲壽;林俊茂
口試委員英文名:Hsien-Shou Kuo;Chun-Mao Lin
中文關鍵詞:電化學PCR蔥醌吡咯
英文關鍵詞:ElectrochemicalPCRanthraquinonepyrrole
論文中文摘要:DNA是生物體內扮演著傳承遺傳訊息的分子,藉由檢測DNA的定性和定量,可以運用於疾病檢測、基因篩檢、預防醫學等方向上,本篇論文研究即是將電化學運用於此方向上,我們期望利用電化學的方式測定DNA的濃度,達到迅速、低成本、高靈敏等優點,藉由氧化還原訊號,我們證明了蒽醌-吡咯(Anthraquinone-pyrrole)系列化合物和DNA濃度的相關特定性,此外,我們亦利用電化學方式檢測,建立出兩種有可能的結合方式。電化學的高靈敏性也讓我們成功地運用檢測極低濃度的DNA分子,蒽醌-吡咯系列分子將可以被廣泛的運用於電化學DNA分子檢測分析上,藉由結合PCR來同時達到定性和定量的目的。
論文英文摘要:Deoxyribonucleic acid is an informational molecule encoding the genetic instructions used in the development and functioning of all known living organisms. DNA preparation is carried out in a variety of fields, including medical science, biotechnology, and genetically modified food. Because DNA amount is usually little, Polymerase chain reaction (PCR) become a key technology in the DNA preparation. There are several reports of the biomedicinal applications of the anthraquinone derivatives and poly-pyrrole natural products which possess potential DNA binding. We design DNA sensor molecule by assembling a an-thraquinone-pyrrole complexes fo DNA concentration determination. We prove that anthraquinone pyrrole dyad of compounds related to specific DNA concentration. In addition, we use electrochemical methods to establish a hypothesis of two kinds of ways. The method which used anthraquinone derivatives for redox probe has more advantages : high sensitivity, cost effectivity, more reliability and fast detection ability compared to traditional method.
論文目次:目錄
第一章序論 1
1.1 前言 1
1.2去氧核醣核酸 (DNA) 1
1.2.1 聚合酶連鎖反應 (polymerase chain reaction ,PCR) 3
1.3去氧核醣核酸檢測 4
1.4電化學 5
1.4.1 循環伏安法(Cyclic voltammetry ,CV) 6
1.5分子探針設計 7
1.5.1 蒽醌(Anthraquinone) 8
1.5.2 吡咯(Pyrrole) 10
1.6 目標和策略 11
第二章 實驗方法與設備 15
2.1 實驗儀器 15
2.2 實驗藥品 16
2.3 實驗藥品合成 18
2.3.1 Pyrrole合成 18
2.3.2 Amine-Boc合成 20
2.3. 3 Anthraquinon合成 21
2.3.4 Anthraquinone 系列合成 21
2.4 PCR條件測試 26
2.5 DNA濃度檢測 27
2.6 PCR檢測流程 28
2.7循環伏安法(CV)檢測DNA 29
2.8 循環伏安法分析測試 30
第三章 結果與討論 31
3.1分子鑑定 31
3.2 PCR分析 34
3.3 CV分析 36
3.3.1 AQ-Amide 38
3.3.2 AQ-Amine 40
3.3.3 AQ-pyr-1 41
3.3.4 AQ-pyr-2 42
3.3.5 AQ-pyr-3 44
3.3.6 MB 45
3.4 逐步CV檢測-結合特異性 46
3.4.1 AQ-Amine 46
3.4.2 AQ-pyr-1 48
3.4.3 AQ-pyr-2 49
3.4.4 AQ-pyr-3 50
第四章 結論 54
論文參考文獻:[1] [a] Y. Aiba, J. Sumaoka and M. Komiyama, Chem. Soc. Rev., 2011, 40,5657; [b] B. Gyurcsik and A. Czene, Future Med. Chem., 2011, 3, 1935;[c] J. H. Wen, C. Y. Li, Z. R. Geng, X. Y. Ma and Z. L. Wang, Chem.Commun., 2011, 47, 11330; [d] J. J. Zhang and C. M. Che, Chem.Commun., 2012, 48, 3388; [e] J. J. Zhang, Y. Shao, L. Wei, Y. Li,X. Sheng, F. Liu and G. Y. Lu, Sci. China, Ser. B: Chem., 2009, 52, 402;[f ] R. E. Mewis and S. J. Archibald, Coord. Chem. Rev., 2010, 254,1686; [g] D. M. Noll, T. M. Mason and P. S. Miller, Chem. Rev., 2006,106, 277; [h] J. R. Morrow and O. Iranzo, Curr. Opin. Chem. Biol., 2004,8, 192; [i] Q. Jiang, N. Xiao, P. F. Shi, Y. G. Zhu and Z. J. Guo, Coord.Chem. Rev., 2007, 251, 1951.
[2] Ivandini, T. A.; Honda, K.; Rao, T. N.; Fujishima, A.; Einaga, Y. Talanta 2007, 71, 648.
[3] Li, J. F.; Dong, C. Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 2009, 71, 1938.
[4] Ramirez, C.; Gregori, J.; Buti, M.; Tabernero, D.; Camos, S.; Casillas, R.; Quer, J.; Esteban, R.; Homs, M.; Rodriguez-Frias, F. Antiviral research 2013, 98, 273.
[5] Nakamura, K.; Akiyama, H.; Takahashi, Y.; Kobayashi, T.; Noguchi, A.;Ohmori, K.; Kasahara, M.; Kitta, K.; Nakazawa, H.; Kondo, K.; Teshima, R. Food chemistry 2013, 136, 895.
[6] Xiao,Y.,Lubin,A.A.,Heeger,A.J.,Plaxco,K.W. AngewandteChemie 2005 44,5456–5459.
[7] Y.,Piorek,B.D.,Plaxco,K.W.,Heeger,A.J.,2005b.Journalofthe Amer-ican Chemical Society127,17990–17991. Yu,
[8] H.Z.,Luo,C.Y.,Sankar,C.G.,Sen,D.AnalyticalChemistry,2003,75, 390 2 –3907.
[9] Zayats,M.,Huang,Y.,Gill,R.,Ma,C.A.,Willner,I. JournaloftheAmeri-can Chemical Society 2006, 128,13666..
[10] Raoof, J. B.; Baghayeri, M.; Ojani, R. Colloids and surfaces. B, Biointerfaces 2012, 95, 121.
[11] Tarinc, D.; Golcu, A.; Tumer, M.; Karaoglu, T.; Ozsoz, M. Synthesis and Reactivity in Inorganic, Metal-Organic, and Nano-Metal Chemistry 2013, 43, 140.
[12] An, H.; Jin, B. Biotechnology advances 2012, 30, 1721.
[13] Ozgen Arun, O.; Yılmaz, F.; Muratoğlu, K. Food Control 2013, 32, 525.
[14] Gadkar, V. J., & Filion, M. New developments in quantitative real-time polymerase chain reaction technology. Current Issues in Molecular Biology, 2014, 16[1], 1-6.
[15] McCullum, E. O.; Williams, B. A.; Zhang, J.; Chaput, J. C. Methods in molecular biology 2010, 634, 103.
[16] Stephens, D. E.; Singh, S.; Permaul, K. FEMS microbiology letters 2009, 293, 42.
[17] Tong, D.; Chen, Y.; Ou, X.; Chen, W.; Liu, S.; Zhang, Y.; Sun, H. Annals of Human Biology 2013, 40, 191.
[18] Schreiber, J.; Nierhaus, A.; Braune, S. A.; de Heer, G.; Kluge, S. Medizinische Klinik, Intensivmedizin und Notfallmedizin 2013.
[19] Schmidt, T. L.; Heckel, A. Small 2009, 5, 1517.
[20] Pfeiffer, P.; Armelin, E.; Estrany, F.; Valle, L.; Cho, L. Y.; Aleman, C. Journal of Polymer Research 2007, 15, 225.
[21] Wei, L.; Shao, Y.; Zhou, M.; Hu, H. W.; Lu, G. Y. Organic & biomolecular chemistry 2012, 10, 8484.
[22] Mavis Agbandje, T. C. J., Robert McKenna, Anthony P. Reszka, and Stephen Neidle J. Med. Chem 1992, 35, 1418.
[23] Kazuki Kobayashi1, S. N., Masayuki Nishida1, Midori Hirai4, Takeshi Azuma1, Hiromi Yoshida5,6,Yoshiyuki Mizushina5,6,* and Masaru Yoshida1,2,3,* Med Chem 2011, 7, 37.
[24] Jeevitha, D.; Amarnath, K. Colloids and surfaces. B, Biointerfaces 2013, 101, 126.
[25] Chiang, J.-H.; Yang, J.-S.; Ma, C.-Y.; Yang, M.-D.; Huang, H.-Y.; Hsia, T.-C.; Kuo, H.-M.; Wu, P.-P.; Lee, T.-H.; Chung, J.-G. Chemical Research in Toxicology 2010, 24, 20.
[26] Kazuki Kobayashi1, S. N., Masayuki Nishida1, Midori Hirai4, Takeshi Azuma1, Hiromi Yoshida5,6,Yoshiyuki Mizushina5,6,* and Masaru Yoshida1,2,3,* Med Chem 2011, 7, 37.
[27] Bryce, N. S.; Zhang, J. Z.; Whan, R. M.; Yamamoto, N.; Hambley, T. W. Chem Commun [Camb] 2009, 2673.
[28] Hsu, S.-C.; Chung, J.-G. BioMedicine 2012, 2, 108.
[29] Takahashi, R.; Bando, T.; Sugiyama, H. Bioorganic & medicinal chemistry 2003, 11, 2503.
[30] Xiong, X.; Zhang, Y.; Gao, X.; Dong, Z.; Li, L.; Ji, C.; Fu, L.; Luo, X.; Liu, H.; Mei, C. Investigational new drugs 2010, 28, 26.
[31] Eldaroti, H. H.; Gadir, S. A.; Refat, M. S.; Adam, A. M. Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 2013, 109, 259.
[32] 曾茂源 study on the electrochemical detection of trimethyltin chloride and tributyltin chloride,2003,
[33] [a]R. S. Nicholson and I. Shain, Anal. Chem., 36:706,1964.[b] F. C. Anson, Electroanalytical Chemistry, p. 55, ACS Audio Course Manual, American Chemical Society, Washington, D. C., 1976.[c]R. S. Nicholson, Anal. Chem., 37:1351 1965.[d] Anal. Chem., 37:178 1965.[e] Anal. Chem., 37:190 1965.[f]M. L. Olmstead and R. S. Nicholson, Anal. Chem., 38:150 1966.[g] D. S. Polcyn and I. Shain, Anal. Chem., 38:370 1966.[h] Anal. Chem., 38:376 1966
[34] Palecek, E.; Bartosik, M. Chemical reviews 2012, 112, 3427.
[35] Erdem, A.; Ozkanariksoysal, D.; Karadeniz, H.; Kara, P.; Sengonul, A.; Sayiner, A.; Ozsoz, M. Electrochemistry Communications 2005, 7, 815.
[37] Meng, X.; Xu, M.; Zhu, J.; Yin, H.; Ai, S. Electrochimica Acta 2012, 71, 233.
[36] Hejazi, M. S.; Pournaghi-Azar, M. H.; Alipour, E.; Karimi, F. Biosensors & bioelectronics 2008, 23, 1588.
[37] Kumar, R.; Lown, J. W. Organic & biomolecular chemistry 2003, 1, 2630.
[38] Thomas, M.; Varshney, U.; Bhattacharya, S. European Journal of Organic Chemistry 2002, 3604.
[39] Vooturi, S. K.; Cheung, C. M.; Rybak, M. J.; Firestine, S. M. Journal of medicinal chemistry 2009, 52, 5020.
[40] de Groot, F. M. H. New Approaches in Selective Chemotherapy with Tumor-activated Prodrugs; Ipskamp, 2002.
[41] Suzuki, T.; Ichioka, K.; Higuchi, H.; Kawai, H.; Fujiwara, K.; Ohkita, M.; Tsuji, T.; Takahashi, Y. The Journal of Organic Chemistry 2005, 70, 5592.
[42] Degrand, C.; Miller, L. L. Journal of Electroanalytical Chemistry and Interfacial Electrochemistry 1981, 117, 267.
[43] Kuo, D. H.; Cheng, J. T.; Tu, Y. S.; Kuo, S. C. Chinese Pharmaceutical Journal 1996, 48, 313.
[44] Samejima, T.; Yang, J. T. Biochemistry 1964, 3, 613.
[45] Wang, Y.; Yang, Z.; Wright, S. C.; Larrick, J. W. Letters in Drug Design and Discovery 2007, 4, 37.
[46] Rao, K. E.; Bathini, Y.; Lown, J. W. Journal of Organic Chemistry 1990, 55, 728.
[47] Vooturi, S. K.; Firestine, S. M. Journal of Combinatorial Chemistry 2010, 12, 151.
[48] Huang, S. T.; Liao, J. S.; Fang, H. W.; Lin, C. M. Bioorganic & medicinal chemistry letters 2008, 18, 99.
[49] Wong, E. L. S.; Erohkin, P.; Gooding, J. J. Electrochemistry Communications 2004, 6, 648.
[50] Wilson, B.; Fernandez, M. J.; Lorente, A.; Grant, K. B. Organic & biomolecular chemistry 2008, 6, 4026.
[51] Shahabadi, N.; Moghadam, N. H. p. Journal of Luminescence 2013, 134, 629.
[52] Praseuth, D.; Guieysse, A. L.; Helene, C. Biochimica et Biophysica Acta [BBA] - Gene Structure and Expression 1999, 1489, 181.
[53] Li, W.-Y.; Lu, Z.-H.; Xu, J.-G.; Guo, X.-Q.; Zhu, Q.-Z. Supramolecular Science 1998, 5, 747.
[54] Armitage, B.; Schuster, G. B.; Koch, T.; Frydenlund, H.; Orum, H. Nucleic acids research 1998, 26, 715.
[55] Kan, Y.; Armitage, B.; Schuster, G. B. Biochemistry 1997, 36, 1461.
[56] Patterson, A.; Caprio, F.; Vallee-Belisle, A.; Moscone, D.; Plaxco, K. W.; Palleschi, G.; Ricci, F. Analytical chemistry 2010, 82, 9109.
[57] Brunet, E.; Corgnali, M.; Cannata, F.; Perrouault, L.; Giovannangeli, C. Nucleic acids research 2006, 34, 4546.
[58] Belousov, E. S.; Afonina, I. A.; Podyminogin, M. A.; Gamper, H. B.; Reed, M. W.; Wydro, R. M.; Meyer, R. B. Nucleic acids research 1997, 25, 3440.
[59] Heo, N. S.; Zheng, S.; Yang, M.; Lee, S. J.; Lee, S. Y.; Kim, H. J.; Park, J. Y.; Lee, C. S.; Park, T. J. Sensors [Basel] 2012, 12, 10097.
[60] Li, H.; Sun, Z.; Zhong, W.; Hao, N.; Xu, D.; Chen, H.-Y. Analytical chemistry 2010, 82, 5477.
[61] Erdem, A.; Ozkanariksoysal, D.; Karadeniz, H.; Kara, P.; Sengonul, A.; Sayiner, A.; Ozsoz, M. Electrochemistry Communications 2005, 7, 815.
[62] Mandong, G.; Yanqing, L.; Hongxia, G.; Xiaoqin, W.; Lifang, F. Bioelectrochemistry 2007, 70, 245.
[63] Schreiber, J.; Nierhaus, A.; Braune, S. A.; de Heer, G.; Kluge, S. Medizinische Klinik, Intensivmedizin und Notfallmedizin 2013.
[64] Kara, P.; Cavdar, S.; Meric, B.; Erensoy, S.; Ozsoz, M. Bioelectrochemistry 2007, 71, 204
論文全文使用權限:不同意授權