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完整後設資料紀錄
DC 欄位 | 值 | 語言 |
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dc.contributor.advisor | 周必泰(Pi-Tai Chou) | |
dc.contributor.author | Yen-Hao Hsu | en |
dc.contributor.author | 許晏豪 | zh_TW |
dc.date.accessioned | 2021-06-16T08:04:26Z | - |
dc.date.available | 2019-07-09 | |
dc.date.copyright | 2014-07-09 | |
dc.date.issued | 2014 | |
dc.date.submitted | 2014-06-30 | |
dc.identifier.citation | 第一章參考文獻:
1. (a) Chalfie, M.; Tu, Y.; Euskirchen, G.; Ward, W. W.; Prasher, D. C. Science 1994, 263, 802. (b) Lippincott-Schwartz. J.; Patterson, G. H. Science 2003, 300, 87. (c) Ormo, M.; Cubitt, A. B.; Kallio, K.; Gross, L. A.; Tsien, R. Y.; Remington, S. J. Science 1996, 273, 1392. (d) Zimmer, M. Chem. Rev. 2002, 102, 759. (e) Tsien, R. Y. Annu. Rev. Biochem. 1998, 67, 509. (f) Sullivan, K. F.; Kay, S. A. Green Fluorescent Proteins; Academic Press: San Diego, CA, 1999. 2. (a) Hosoi, H.; Mizuno, H.; Miyawaki, A.; Tahara, T. J. Phys. Chem. B 2006, 110, 22853. (b) Agmon, N. Biophys. J. 2005, 88, 2452. (c) Stoner-Ma, D.; Jaye, A. A.; Matousek, P.; Towrie, M.; Meech, S. R.; Tonge, P. J. J. Am. Chem. Soc. 2005, 127, 2864. 3. Chen, K. Y.; Cheng, Y. M.; Lai, C. H.; Hsu, C. C.; Ho, M. L.; Lee, G. H.; Chou, P. T. J. Am. Chem. Soc. 2007, 129, 4534-4535. 4. Hsieh, C. C.; Chou, P. T.; Shih, C. W.; Chuang, W. T.; Chung, M. W.; Lee, J.; Joo, T. J. Am. Chem. Soc. 2011, 133, 2932-2943. 5. Chuang, W. T.; Hsieh, C. C.; Lai, C. H.; Lai, C. H.; Shih, C. W.; Chen, K. Y.; Hung, W. Y.; Hsu, Y. H.; Chou, P. T. J. Org. Chem. 2011, 76, 8189-8202. 6. He, X.; Bell, A. F.; Tonge, P. J. Org. Lett. 2002, 4, 1523-.1526. 7. (a) Baldridge, A; Kowalik, J.; Tolbert, L. M. Synthesis 2010, 14, 2424 – 2437. (b) Baldridge, A.; Feng, S.; Chang, Y. T.; Tolbert. L. M. ACS Comb. Sci. 2011, 13, 214-217. 8. Wu, L. X.; Burgess, K. J. Am. Chem. Soc. 2008, 130, 4089-4096. 9. (a) Fioravanti, S.; Pellacani, L.; Tardella, P. A.; Vergari, M. C. Org. Lett., 2008, 10, 1449-1451. (b) Ranu, B. C.; Jana, R.; Eur. J. Org. Chem., 2006, 17, 3767-3770. 10. Baldridge, A.; Solntsev, K.; Song, C.; Tanioka, T.; Kowalik, J.; Hardcastleb, K.; Tolbert, L. M. Chem. Commun., 2010, 46, 5686-5688. 第二章參考文獻: 1. Chen, K. Y.; Cheng, Y. M.; Lai, C. H.; Hsu, C. C.; Ho, M. L.; Lee, G. H.; Chou, P. T. J. Am. Chem. Soc. 2007, 129, 4534-4535. 2. (a) Fioravanti, S.; Pellacani, L.; Tardella, P. A.; Vergari, M. C. Org. Lett., 2008, 10, 1449-1451. (b) Ranu, B. C.; Jana, R.; Eur. J. Org. Chem., 2006, 17, 3767-3770. 3. De Gonzalo, G. ; Gotor, V.; Rioz-Martinez, A. Synthesis, 2010 , 45, 110-114. 4. (a) Sharma, V.; Lansdell, T. A.; Jin, G. Y.; Tepe, J. J. J. Med. Chem., 2004, 47, 3700-3703. (b) Sharma, V.; Tepe, J. J. Bioorg. Med. Chem. Lett., 2004, 14, 4319-4321. (c) Papeo, G.; Poster, H.; Borghi, D.; Varasi, M. Org. Lett. 2005, 7, 5641-5644. 第三章參考文獻: 1. Kwon, J. E.; Park, S. Y. Adv. Mater. 2011, 23, 3615−3642. 2. Nosenko, Y.; Wiosna-Sałyga, G.; Kunitski, M.; Petkova, I.; Singh, A,; Buma, W. J.; Thummel, R. P.; Brutschy, B.; Waluk, J. Angew. Chem. Int. Ed. 2008, 47, 6037 –6040.; (b) Wiosna-Sałyga, G.; Dobkowski, J.; Mudadu, M. S.; Sazanovich, I.; Thummel, R. P.; Waluk; J. Chemical Physics Letters, 2006, 423, 288–292.; (c) Wiosna, G.; Petkova, I.; Mudadu, M. S.; Thummel, R. P.; Waluk; J. Chemical Physics Letters, 2004, 379–383. 3. Chen, K. Y.; Cheng, Y. M.; Lai, C. H.; Hsu, C. C.; Ho, M. L.; Lee, G. H.; Chou, P. T. J. Am. Chem. Soc. 2007, 129, 4534-4535. 第四章參考文獻: 1. Chou, P.-T.; Yu, W.-S.; Chen, Y.-C.; Wei, C.-Y.; Martinez, S. S., J. Am. Chem. Soc. 1998, 120, 12927-12934. 2. Yu, W.-S.; Cheng, C.-C.; Cheng, Y.-M.; Wu, P.-C.; Song, Y.-H.; Chi, Y.; Chou, P.-T., J. Am. Chem. Soc. 2003, 125, 10800-10801. 3. (a) Chen, K. Y.; Cheng, Y. M.; Lai, C. H.; Hsu, C. C.; Ho, M. L.; Lee, G. H.; Chou, P. T. J. Am. Chem. Soc. 2007, 129, 4534-4535. (b) Hsieh, C. C.; Chou, P. T.; Shih, C. W.; Chuang, W. T.; Chung, M. W.; Lee, J.; Joo, T. J. Am. Chem. Soc. 2011, 133, 2932-2943. (c) Chuang, W. T.; Hsieh, C. C.; Lai, C. H.; Lai, C. H.; Shih, C. W.; Chen, K. Y.; Hung, W. Y.; Hsu, Y. H.; Chou, P. T. J. Org. Chem. 2011, 76, 8189-8202. 4. Iwao, M.; Takeuchi, T.; Fujikawa, N.; Fukuda, T.; Ishibashi, F. Tetrahedron Lett. 2003, 44, 4443-4446. 5. Hoang, T.; Humbert-Droz, M.; Dutronc,T.; Guenée, L.; Besnard, C.; Piguet, C. Inorg. Chem., 2013, 52, 5570-5580. 6. Yang, P. H.; Zhang, Q. Z.; Sun, W. Res. Chem. Intermed. 2012, 38, 1063-1068. | |
dc.identifier.uri | http://tdr.lib.ntu.edu.tw/jspui/handle/123456789/58005 | - |
dc.description.abstract | 在第一章裡,我們成功地利用Knoevenagel type 反應條件合成出具有雙功能性的鄰位綠色螢光蛋白質(o-HBDI)的衍生物,o-PyMeGFP,由於結構上的不穩定性,我們經過分子修正後成功地合成出o-PyPhGFP。o-PyPhGFP本身具有分子內七員環氫鍵經由激發態分子內質子轉移的過程放出607 nm的螢光。並且成功地將o-PyPhGFP與ZnCl2形成一錯合物(complex),o-PyPhGFP-Zn,並且破壞其分子內氫鍵而放出466 nm的螢光。
在第二章裡,我們利用第一章的合成路徑,並且使用5-HI和7-HI作為起始物,成功地合成出具有locked form且剛固性較高的綠色螢光蛋白質中心發色團(p-HBDI)及其結構異構物(o-HBDI)的衍生物,分別為p-LHBDI和o-LHBDI。o-LHBDI經由ESIPT的過程放出585 nm的螢光,並且將量子產率提高到0.18。我們也成功地合成出對位(para-)及鄰位(ortho-)同時具有OH基的化合物,H2BDI。H2BDI以陰離子的形式放光在557 nm且量子產率為1.3 x 10-3。 在第三章裡,我們使用1,2-dibromocyclopent-1-ene 作為起始物,來連結pyridine與pyrrole兩個基團,成功地合成出新穎且具有分子內七員環氫鍵系統的化合物,7-HB。7-HB可經由ESIPT的過程放出603 nm的螢光。我們也成功地合成出將7-HB甲基化的化合物,7-NCH3。 在第四章裡,我們成功地合出三個可能具有分子內八員環氫鍵系統的化合物,分別為8-HB-1、8-HB-2、8-HB-3。 | zh_TW |
dc.description.abstract | In part I, we successfully obtained the bifunctional ortho- green fluorescence protein (o-HBDI) derivative, o-PyMeGFP, synthesized by Knoevenagel type reaction. Due to unstable conformation of o-MePyGFP; However, we successfully synthesized o-PyPhGFP via molecular adjustment. o-PyPhGFP underwent excited-state intramolecular proton transfer process via seven-membered-ring hydrogen-bonding system and its emssion at 607 nm. Also, ZnCl2 was reacted with o-PyPhGFP to form a complex, which destructed intramolecular H-bond and obtained blue emission.
In part II, according synthetic route from chapter1, 5-HI and 7-HI were used as starting reactants to obtain a structurally locked GFP core chromophore p-LHBDI, its ortho-derivative, o-LHBDI underwent ESIPT process and enhanced the quantum yield (up to 0.18) at 585 nm. We also synthesized H2BDI possessing both para- and ortho- hydroxyl groups. Anionic H2BDI rendered its emission at 557 nm and quantum yield of 1.3 x 10-3. In part III, 1,2-dibromocyclopent-1-ene was used as starting reactant to link pyridine and pyrrole to obtain the novel compound, 7-HB, possessing intramolecular seven-membered-ring H-bond system. 7-HB rendered tautomer emission at 603 nm. Also, we obtained the methylated compound, 7-NCH3. In part IV, three compounds (8-HB-1, 8-HB-2 and 8-HB-3) which were successfully synthesized may have intramolecular eight-membered-ring H-bond system. | en |
dc.description.provenance | Made available in DSpace on 2021-06-16T08:04:26Z (GMT). No. of bitstreams: 1 ntu-103-R01223130-1.pdf: 5370181 bytes, checksum: c307306bee61997ba53c911fb237a48e (MD5) Previous issue date: 2014 | en |
dc.description.tableofcontents | 摘要 i
Abstract ii 目錄 iii 第一章 1 1-1 緒論 1 1-2 實驗設計 6 1-3 實驗結果與討論 7 1-4 結論 12 1-5 合成步驟 13 1-6 參考文獻 18 第二章 20 2-1 緒論 20 2-2 實驗設計 21 2-3 實驗結果與討論 22 2-4結論 29 2-5 合成步驟 30 2-6 參考文獻 34 第三章 35 3-1 緒論 35 3-2 實驗設計 37 3-3 實驗結果與討論 38 3-4 結論 40 3-5 合成步驟 41 3-6 參考文獻 43 第四章 44 4-1 緒論 44 4-2 實驗設計 45 4-3 實驗結果與討論 47 4-4 結論 49 4-5 合成步驟 50 4-6 參考文獻 55 附錄 56 | |
dc.language.iso | zh-TW | |
dc.title | 合成具七員環氫鍵系統的激發態分子內質子轉移化合物 | zh_TW |
dc.title | Synthesis of Excited-State Intramolecular Proton Transfer Compounds via Seven-Membered-Ring Hydrogen Bonding System | en |
dc.type | Thesis | |
dc.date.schoolyear | 102-2 | |
dc.description.degree | 碩士 | |
dc.contributor.oralexamcommittee | 康佳正(Chia-Cheng Kang),何美霖(Mei-Lin Ho) | |
dc.subject.keyword | 綠色螢光蛋白質,分子內氫鍵, | zh_TW |
dc.subject.keyword | Green Fluorescence Protein,ESIPT, | en |
dc.relation.page | 105 | |
dc.rights.note | 有償授權 | |
dc.date.accepted | 2014-06-30 | |
dc.contributor.author-college | 理學院 | zh_TW |
dc.contributor.author-dept | 化學研究所 | zh_TW |
顯示於系所單位: | 化學系 |
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