研究生: |
邱勝暉 Sheng-Hui Chiu |
---|---|
論文名稱: |
微波輔助異原子摻雜水相碳量子點之製備及其生醫應用 Rapid microwave-assisted synthesis of heteroatom-doped carbon quantum dot for tumor-targeted bioimaging and anticancer drug delivery applications |
指導教授: |
張家耀
Jia-Yaw Chang |
口試委員: |
何郡軒
Jinn-Hsuan Ho 黃志清 Chih-Ching Huang |
學位類別: |
碩士 Master |
系所名稱: |
工程學院 - 化學工程系 Department of Chemical Engineering |
論文出版年: | 2016 |
畢業學年度: | 104 |
語文別: | 中文 |
論文頁數: | 165 |
中文關鍵詞: | 碳量子點 、異原子摻雜 、生物顯影 、磁振顯影 |
外文關鍵詞: | carbon quantum dot, heteroatom doping, bioimaging, magnetic resonance imaging |
相關次數: | 點閱:565 下載:0 |
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本研究以微波輔助水熱法合成低毒性之碳量子點(Carbon quantum dot,CQD),藉由異原子摻雜提升碳量子點之螢光強度以及賦予碳量子點新穎特性。
第一部分:選擇硫(Sulphur,S)、硼(Boron,B)與磷(Phosphorous,P)作為摻雜至碳量子點結構之異原子,提升其螢光量子產率,並藉由不同的實驗參數以得到合成之最適化條件,僅需10 min反應時間即可得到螢光量子產率高達55%之P摻雜碳量子點(P-CQD),且具有良好的螢光穩定性。接著以玻尿酸(Hualuronic acid,HA)作為功能性分子,藉由EDC/sulfo-NHS化學系統將玻尿酸與P-CQD結合形成P-CQD-HA,透過與小鼠黑色素瘤細胞(B16F1)表面玻尿酸受體之專一性作用,P-CQD-HA可經由B16F1表面玻尿酸受體介導之胞飲作用而進入細胞內,達到螢光標靶顯影之效果。最後藉由斑馬魚活體實驗證實P-CQD-HA應用於生物體內螢光顯影之可行性。
第二部分: 選擇釓(Gadolinium,Gd)作為摻雜至碳量子點結構之異原子,Gd為順磁性材料,可作為磁振顯影之正向T1顯影劑而使顯影圖更加明亮。藉由微波輔助加熱之水熱法,僅需10 min反應時間即可得Gd異原子摻雜之磁性碳量子點(GdCQD),相較於市售Gd-DTPA,本研究製備之GdCQD具有更明顯的影像對比效果,於T1之遲緩速率值(r1)為9.02 mM-1s-1,搭配碳量子點本身具有的優異螢光特性,GdCQD可同時提供螢光顯影與磁振顯影而達到雙重顯影功能。接著藉由EDC/sulfo-NHS化學系統使GdCQD共價鍵結葉酸分子(Folic acid,FA)而形成GdCQD-FA,研究結果顯示GdCQD-FA具有低生物毒性,且可透過子宮頸癌細胞(Hela)表面葉酸受體介導之胞飲作用而進入細胞內,同時提供癌細胞標靶、螢光顯影與磁振顯影之功能,於斑馬魚活體實驗之結果也證實GdCQD-FA應用於生物體內螢光顯影之可行性。最後,藉由GdCQD-FA與抗癌藥物Doxorubicin (DOX)間之-作用力將DOX附載於碳量子點上(GdCQD-FA/DOX),其附載量可達75%,GdCQD-FA/DOX可透過Hela表面葉酸受體介導之胞飲作用而進入細胞內,並藉由癌細胞內pH值變化驅動DOX釋放,使其能夠作為藥物載體並達到藥物治療之效果。
Carbon quantum dot (CQD) exhibits unique properties such as tunable fluorescence, high photostability, chemical inertness, low toxicity, and biocompatibility, which are beneficial for bioimaging application. Herein, we synthesized heteroatom doped CQD by using a one-pot microwave method. Doping heteroatom elements into CQD could modulate the fluorescent properties and improve the functionality.
Part Ⅰ
Sulphur (S), boron (B), and phosphorous (P) heteroatom doped CQD (S-CQD, B-CQD, and P-CQD) were synthesized within 10 min by using a one-pot microwave method. Doping S, B, and P heteroatom into CQD could increase the quantum yield from 5.9% to 22.5, 24.9, and 51.7%, respectively. P-CQD was conjugated with hyaluronic acid forming P-CQD-HA for targeting fluorescence imaging. The in vitro and in vivo studies confirmed the high biocompatibility and low toxicity of P-CQD-HA. The targeting capabilities of P-CQD-HA were confirmed in B16F1 and HeLa cells using in vitro fluorescence imaging. Additionally, we successfully demonstrated in vivo fluorescence imaging of the P-CQD-HA, using zebrafish as an animal model.
Part Ⅱ
Gadolinium (Gd) heteroatom doped CQD (GdCQD) was synthesized within 10 min by using a one-pot microwave method. Our results showed that the synthesized multifunctional GdCQD has excellent structural, fluorescent, and magnetic properties. GdCQD enhanced the MR response as compared to that for commercial Gd-DTPA. The multifunctional GdCQD was conjugated with folic acid forming GdCQD-FA for targeting dual modal fluorescence/magnetic resonance (MR) imaging. The in vitro and in vivo studies confirmed the high biocompatibility and low toxicity of GdCQD-FA. The targeting capabilities of GdCQD-FA were confirmed in HeLa and HePG2 cells using in vitro fluorescence and MR dual modality imaging. We successfully demonstrated in vivo fluorescence imaging of the GdCQD-FA, using zebrafish as an animal model. Additionally, an anticancer drug, doxorubicin (DOX), was incorporated into the nanocomposite forming GdCQD-FA/DOX, which enables targeted drug delivery. Importantly, the prepared multifunctional GdCQD-FA/DOX showed a high quantity of DOX loading capacity (about 75%) and pH-sensitive drug release. The uptake into cancer cells and the intracellular location of the GdCQD-FA/DOX were observed by confocal laser scanning microscopy. Therefore, the GdCQD-FA/DOX nanocomposite is a promising strategy for potential application as a dual modal diagnosis agent and drug delivery system for chemotherapy.
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