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http://tdr.lib.ntu.edu.tw/jspui/handle/123456789/53629完整後設資料紀錄
| DC 欄位 | 值 | 語言 |
|---|---|---|
| dc.contributor.advisor | 羅禮強(Lee-Chiang Lo) | |
| dc.contributor.author | Miao-Ru Kang | en |
| dc.contributor.author | 康妙如 | zh_TW |
| dc.date.accessioned | 2021-06-16T02:26:37Z | - |
| dc.date.available | 2020-08-21 | |
| dc.date.copyright | 2020-08-21 | |
| dc.date.issued | 2020 | |
| dc.date.submitted | 2020-08-13 | |
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| dc.identifier.uri | http://tdr.lib.ntu.edu.tw/jspui/handle/123456789/53629 | - |
| dc.description.abstract | 化學反應都須考慮到溶解度、選擇性和後續反應混合物的純化問題，因此在過去的許多合成策略中，都以此為出發點進行改良與探討。在本論文中，也有效應用氟化學及點擊化學去解決合成中所遇到的困境。 第一部份利用氟化學的特性，我們致力於新型氟相標記物的開發，成功合成兩種不同的氟相標記物，分別為單條氟鏈的苯甲基硫醇，及具對稱性的雙氟鏈苯甲基硫醇。並且將雙氟鏈氟相標記物應用於環酯肽的合成，同時也合成雙酯肽作為建構單元，以利後續實驗的進行及實驗條件上的優化。藉此驗證其在胜肽合成上的可應用性。 第二部份是利用點擊化學合成葉酸衍生物，葉酸已在成像、診斷和癌症治療等領域進行了廣泛的研究。但是，葉酸的結合常受到其獨特的溶解性和選擇性的限制。所以將葉酸修飾上環辛炔的結構，然後將功能性分子的部分修飾成疊氮化合物。在本論文中成功合成葉酸-BCN化合物，及原紫質、鋅紫質及鈷紫質的疊氮化合物。最後再以點擊化學的方式將兩個片段進行結合，也預期此合成策略可以有效解決具有相同性質之衍生物合成。 | zh_TW |
| dc.description.abstract | Chemical reactions must take into account the solubility, selectivity, and purification of reaction mixture. In the past, there are many synthetic strategies that used these factors as a starting point for improvement and discussion. In this thesis, fluorous chemistry and click chemistry are effectively applied to solve the dilemma encountered in the current synthesis. In the first part, we devoted to the development of new fluorous tags by using the characteristics of fluorous chemistry. Herein, two different fluorous tags are successfully synthesized, which are mono-fluorous thiol and symmetrical di-flourous thiol. In addition, the di-flourous thiol is applied to the synthesis of cyclodepsipeptide. At the same time, the depsipeptide is also synthesized as a building block to facilitate subsequent experiments and optimize the experimental conditions, to demonstrate the potential of this methodology in peptide synthesis. The second part is the synthesis of folic acid derivatives using click chemistry. Folic acid has been extensively studied in the field of imaging or diagnosis and the treatment of cancers. However, conjugation of folic acid is limited by its unique solubility and selectivity issues. Herein is provided a small folic acid conjugate with cyclooctyne, and the functional molecule is derived as an azide compound. In this thesis, we successfully synthesized folate-BCN conjugate, protoporphyrin, zinc protoporphyrin and cobalt protoporphyrin bearing azide. Finally, two molecules are conjugated by click reaction. It is also expected that this synthetic strategy can effectively solve the synthesis of derivatives with the same properties. | en |
| dc.description.provenance | Made available in DSpace on 2021-06-16T02:26:37Z (GMT). No. of bitstreams: 1 U0001-0408202020205900.pdf: 5126946 bytes, checksum: 644abeb1de496685a4e7dcc8de720523 (MD5) Previous issue date: 2020 | en |
| dc.description.tableofcontents | 謝誌 I 摘要 II Abstract III 圖目錄 IX 表目錄 XI 反應式目錄 XII 縮寫及符號目錄 XIII 第一章 新型氟相標籤的開發 1 1.1 緒論 1 1.1.1 氟化學的介紹 1 1.1.2 氟化合物及溶劑的性質 3 1.1.3 氟化合物的純化及分離 3 1.1.4 氟化學的應用 6 1.1.5 實驗目的 7 1.1.6 目標分子 8 1.2 結果與討論 9 1.2.1 氟相標記物之逆合成分析 9 1.2.2合成分析及討論 10 1.2.2.1 化合物4之合成 10 1.2.2.2 化合物11之合成路徑A 11 1.2.3 氟相標記物與胺基酸之反應 13 1.2.4 化合物11之合成路徑B 16 1.2.5 結論 19 第二章 環酯肽 20 2.1 環酯肽的介紹 20 2.1.1 環酯肽的生物合成 21 2.1.2 環六酯肽 (Cyclohexadepsipeptides) 22 2.1.3 Enniatin B 23 2.1.4 Enniatin B的相關研究 23 2.1.5 實驗目的 25 2.2 結果與討論 26 2.2.1雙酯肽 (depsipeptide) 的合成 26 2.2.2化合物19之合成 29 2.2.3氟相標籤與環酯肽之合成 31 2.2.4結論 32 第三章 應用點擊化學於葉酸衍生物之合成 33 3.1 緒論 33 3.1.1 葉酸的介紹 33 2.1.2 葉酸受體介導的遞送途徑 34 3.1.3 紫質 (porphyrin) 的介紹 35 3.1.3.1 原紫質 (protoporphyrin IX) 的介紹 35 3.1.3.2 其他金屬紫質及其應用 37 3.1.4 實驗目的 38 3.2結果與討論 40 3.2.1 目標分子之逆合成分析 40 3.2.2合成分析及討論 41 3.2.2.1 化合物24之合成 41 3.2.3功能性分子之設計 44 3.2.3.1 化合物27之合成 45 3.2.3.2 化合物28及化合物29之合成 45 3.2.4化合物30之合成 48 3.2.5結論 49 第四章 實驗部分 50 4.1 一般敘述 50 4.2 有機合成實驗步驟及光譜數據 51 參考文獻 73 附錄 81 | |
| dc.language.iso | zh-TW | |
| dc.subject | 點擊化學 | zh_TW |
| dc.subject | 氟相標籤 | zh_TW |
| dc.subject | 環酯肽 | zh_TW |
| dc.subject | 葉酸衍生物 | zh_TW |
| dc.subject | 原紫質 | zh_TW |
| dc.subject | 金屬紫質 | zh_TW |
| dc.subject | fluorous tag | en |
| dc.subject | click reaction. | en |
| dc.subject | metal-protoporphyrin | en |
| dc.subject | protoporphyrin | en |
| dc.subject | folic acid derivatives | en |
| dc.subject | cyclic depsipeptides | en |
| dc.title | 氟化學以及點擊化學在合成策略上的探討 | zh_TW |
| dc.title | Investigations on the synthetic strategies utilizing fluorous chemistry and click chemistry | en |
| dc.type | Thesis | |
| dc.date.schoolyear | 108-2 | |
| dc.description.degree | 碩士 | |
| dc.contributor.oralexamcommittee | 蔡蘊明(Yeun-Min Tsai),李文山(Wen-Shan Li),鄭偉杰(Wei-Chieh Cheng) | |
| dc.subject.keyword | 氟相標籤,環酯肽,葉酸衍生物,原紫質,金屬紫質,點擊化學, | zh_TW |
| dc.subject.keyword | fluorous tag,cyclic depsipeptides,folic acid derivatives,protoporphyrin,metal-protoporphyrin,click reaction., | en |
| dc.relation.page | 101 | |
| dc.identifier.doi | 10.6342/NTU202002413 | |
| dc.rights.note | 有償授權 | |
| dc.date.accepted | 2020-08-13 | |
| 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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