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| DC 欄位 | 值 | 語言 |
|---|---|---|
| dc.contributor.advisor | 羅禮強 | zh_TW |
| dc.contributor.advisor | Lee-Chiang Lo | en |
| dc.contributor.author | 洪紹恭 | zh_TW |
| dc.contributor.author | Shao-Kung Hung | en |
| dc.date.accessioned | 2024-12-24T16:26:18Z | - |
| dc.date.available | 2024-12-25 | - |
| dc.date.copyright | 2024-12-24 | - |
| dc.date.issued | 2024 | - |
| dc.date.submitted | 2024-12-12 | - |
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| dc.identifier.uri | http://tdr.lib.ntu.edu.tw/jspui/handle/123456789/96341 | - |
| dc.description.abstract | 本篇論文分為兩部分，第一部分為對稱雙硫探針對芳香族硫醇的選擇性探討；苯硫酚是一種被廣泛應用的化合物，在工業、農業、藥品以及食品香料製程中皆有參與，然而苯硫酚也是毒性極強的環境汙染物，因此需要對工廠的製程以及汙水排放進行嚴格的管控。由於本探針中的螢光團以酯鍵連接，因此能夠透過分子內電荷轉移的形式消除其螢光，避免背景值的干擾，如此一來，在最佳條件下的放光倍率最高能達到84倍。另外，經測試發現該探針能夠區分芳香族硫醇與脂肪族硫醇，亦不會與其它硫化物鹽類有明顯的反應性。而本探針異於常見的苯硫酚探針有著酸性環境穩定性，開創了其在酸性環境下應用的可能性。
第二部分為本實驗室設計之一系列疊氮亞胺探針，此探針為硫化氫之專一性探針；由於硫化氫屬於強效的神經毒素，為避免殘留硫化氫的工業廢水造成環境汙染，本實驗室針對此情況設計了一款疊氮亞胺探針，此結構以3-(benzothiazolyl)-coumarin imine (BTCI) 作為螢光團，直接連接疊氮基作為硫化氫的專一性反應位點，經過一系列的優化過程，此探針最終具有不錯的反應速度與螢光增長倍率，並擁有可觀的選擇性及有機相溶解度。未來本實驗室將再度優化該探針進一步提高其水溶性，期望將其應用於生物體中的硫化氫內源訊號偵測。 | zh_TW |
| dc.description.abstract | This thesis is divided into two parts. The first part describes a symmetric dithiol probe developed by our laboratory. Thiophenol is a compound widely used in industrial, agricultural, pharmaceutical, and food flavoring processes. However, thiophenol is also a highly toxic environmental pollutant, necessitating strict control over factory processes and wastewater discharge. Our probe can differentiate between aromatic and aliphatic thiols, allowing for selective detection of aromatic thiols. Furthermore, the fluorescence groups of probe are connected by ester bonds, which enables the quenching of fluorescence through intramolecular charge transfer, thus minimizing background interference. Additionally, the structure with dual fluorescence groups means that one thiol molecule can produce two fluorescence groups, achieving a signal amplification effect. Under optimal conditions, the luminous efficiency can reach up to 84 times.
The second part focuses on a series of AzBTCI probes designed by our laboratory. These probes are specifically designed for hydrogen sulfide detection, as hydrogen sulfide is a potent neurotoxin. To prevent environmental pollution caused by industrial wastewater containing residual hydrogen sulfide, we have developed an AzBTCI probe tailored for this purpose. The structure of the probe uses 3-(benzothiazolyl)-coumarin imine (BTCI) as the fluorophore, directly linked to an azide group that serves as a specific reaction site for hydrogen sulfide. After a series of optimizations, the probe demonstrated a favorable raactivity, a significant increase in fluorescence intensity, and satisfactory selectivity and solubility. In the future, we aim to further optimize the probe to enhance its water solubility, with the hope of applying it to detect endogenous hydrogen sulfide signals in biological systems. | en |
| dc.description.provenance | Submitted by admin ntu (admin@lib.ntu.edu.tw) on 2024-12-24T16:26:18Z No. of bitstreams: 0 | en |
| dc.description.provenance | Made available in DSpace on 2024-12-24T16:26:18Z (GMT). No. of bitstreams: 0 | en |
| dc.description.tableofcontents | 致謝 I
摘要 II Abstract III 目次 V 圖次 VIII 表次 X 式次 X 縮寫目錄 XI 第一章 對稱雙硫探針之合成與分析 1 1.1 緒論 1 1.1.1 被忽略的危害物質—苯硫酚 1 1.1.2 針對苯硫酚的專一性檢測 2 1.1.3 雙硫結構之反應性 3 1.1.4 本實驗室之規劃 5 1.2 對稱雙硫探針之合成 5 1.2.1 對稱雙硫探針之合成 5 1.2.2 酯化步驟之優化 6 1.3 對稱雙硫探針之分析 7 1.3.1 探針、香豆素之吸收光譜 7 1.3.2 溶劑溶解度、穩定性與螢光背景比較 7 1.3.3 4-甲基-7-羥基香豆素螢光性質 8 1.3.4 pH值、溶劑含水量之穩定性測試 10 1.3.5 探針與苯硫酚的反應性並以HPLC證明中間體存在 14 1.3.6 不同 pH 值緩衝溶液之混合溶液對探針之選擇性測試 17 1.3.7 對稱雙硫探針與常見探針之比較 18 1.4 結論 19 第二章 疊氮亞胺探針之合成與分析 20 2.1 緒論 20 2.1.1 危險的硫化氫 20 2.1.2 不可或缺的硫化氫 21 2.1.3 硫化氫與疊氮基之專一性反應 23 2.1.4 本實驗室之設計 24 2.2 疊氮亞胺探針之合成 25 2.2.1 探針之逆合成分析 25 2.2.2 疊氮亞胺探針之合成 26 2.2.3 烷基化反應之優化探討 27 2.3 疊氮亞胺探針之分析 28 2.3.1 探針之吸收光譜 28 2.3.2 探針之螢光光譜 29 2.3.3 探針之選擇性測試 30 2.3.4 修飾側鏈之探針吸收與放光性質 31 2.3.5 修飾側鏈之水解速度比較 33 2.3.6 修飾側鏈之溶解度比較 34 2.4 結論 34 第三章 實驗敘述與圖譜數據 35 一般敘述 35 實驗儀器 35 反應試劑 37 有機合成實驗步驟與光譜數據 38 第四章 參考文獻 50 附錄 63 附錄一、疊氮亞胺探針之HPLC 63 附錄二、疊氮亞胺探針對不同溶劑之溶解度回歸線 64 附錄三、Compound List & NMR Spectrum 65 | - |
| dc.language.iso | zh_TW | - |
| dc.subject | 硫化氫 | zh_TW |
| dc.subject | 疊氮基 | zh_TW |
| dc.subject | 香豆素 | zh_TW |
| dc.subject | 螢光探針 | zh_TW |
| dc.subject | 雙硫分子 | zh_TW |
| dc.subject | azide | en |
| dc.subject | BTCI | en |
| dc.subject | coumarin | en |
| dc.subject | fluorescent probe | en |
| dc.subject | disulfide | en |
| dc.subject | hydrogen sulfide | en |
| dc.title | 硫氫化物化學選擇性探針的開發與應用 | zh_TW |
| dc.title | Development and Application of Chemoselective Probes for Hydrosulfide Compounds | en |
| dc.type | Thesis | - |
| dc.date.schoolyear | 113-1 | - |
| dc.description.degree | 碩士 | - |
| dc.contributor.oralexamcommittee | 鄭偉杰;林照雄 | zh_TW |
| dc.contributor.oralexamcommittee | Wei-Chieh Cheng;Chao-Hsiung Lin | en |
| dc.subject.keyword | 雙硫分子,螢光探針,香豆素,疊氮基,硫化氫, | zh_TW |
| dc.subject.keyword | disulfide,fluorescent probe,coumarin,BTCI,azide,hydrogen sulfide, | en |
| dc.relation.page | 79 | - |
| dc.identifier.doi | 10.6342/NTU202404718 | - |
| dc.rights.note | 同意授權(全球公開) | - |
| dc.date.accepted | 2024-12-13 | - |
| dc.contributor.author-college | 理學院 | - |
| dc.contributor.author-dept | 化學系 | - |
| dc.date.embargo-lift | 2030-01-01 | - |
| 顯示於系所單位： | 化學系 | |
文件中的檔案：
| 檔案 | 大小 | 格式 | |
|---|---|---|---|
| ntu-113-1.pdf 此日期後於網路公開 2030-01-01 | 7.2 MB | Adobe PDF |
系統中的文件，除了特別指名其著作權條款之外，均受到著作權保護，並且保留所有的權利。