合成含苯並噻唑及三氮唑吡啶結構單元之雙光子螢 光探針並探討其在細胞顯微成像應用上的潛能;Synthesis of Two-photon Fluorescent Probes based on Benzothiazole and Triazolopyridine Units and Evaluation of Their Potentiality as Cell-imaging Agents under Microscopy

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題名:	合成含苯並噻唑及三氮唑吡啶結構單元之雙光子螢光探針並探討其在細胞顯微成像應用上的潛能;Synthesis of Two-photon Fluorescent Probes based on Benzothiazole and Triazolopyridine Units and Evaluation of Their Potentiality as Cell-imaging Agents under Microscopy
作者:	許祐瑄;Hsu, Yu-Hsuan
貢獻者:	化學學系
關鍵詞:	雙光子;螢光探針
日期:	2022-08-29
上傳時間:	2022-10-04 11:00:58 (UTC+8)
出版者:	國立中央大學
摘要:	在化學及生物跨領域的合作中，合成螢光探針，以及利用螢光探針可視化生物體內的胞器狀況，是非常重要的技術。本篇論文以合成出可標記脂滴與溶酶體的小分子雙光子螢光探針為目標，主要設計的方向有以下三點：分子量不能過大、有良好的量子產率及雙光子激發效率，以及對特定胞器的標記能力。透過線性及非線性光學實驗量測，可以分析出分子之光學性質，找出其與結構之關聯性。本篇論文合成不同的條形分子，結構分別為 Donor-π-Acceptor 及 Donor-Acceptor-Donor 兩種，透過更換不同的推拉電子基，經過分析與探討分子結構與其光學性質，我們可以歸納得到以下幾種結論： (1) 對同一系列分子而言，分子的共軛特性與其雙光子激發效率間可能分別存在著不同的關聯性。例如：分子的共軛長度增加有助於明顯提升雙光子表現。 (2) 拉電子基也同樣會影響雙光子激發效率，例如：相較於三氮唑吡啶 (triazolopyridine)，以苯並噻唑 (benzothiazole) 作為拉電子基團，可使分子整體具有較高之雙光子激發效率。 (3) Donor-Acceptor-Donor 之結構使分子不管在何種溶劑下皆有較高的量子產率，且也有較好之雙光子激發效率。接著進行細胞實驗，判定各螢光探針於細胞內染色狀況，藉由染色結果尋找適合於未來開發的雙光子螢光探針類型。;Interdisciplinary research at the chemistry/ biology interface, synthesiz ing fluorescent probes and using them to visualize organelle status in organ isms are very important technology. This paper synthesized small molecules two photon capable of labelling lipid droplets and lysosomes. The main design directions have the following three points: molecular weight should not be too large, have good quan tum yield and two-photon excitation efficiency, and labelling capabilities of specific organelles. Molecules can be analyzed through linear and nonlinear optical experimental measurements of optical properties and their correla tion with the structure. This paper synthesizes molecules which have two different structures: Donor-π-Acceptor and Donor Acceptor-Donor. By re placing different push-pull electron groups after analyzing and discussing the molecular structure and its optical properties, we can generalize the following conclusions: (1) The increased conjugate length helps to improve the two-photon perfor mance significantly. (2) The electron withdrawing group also affects the two-photon excitation efficiency, such as: compared with triazolopyridine, benzothiazole as elec tron withdrawing group can give the whole molecule a higher two-photon excitation efficiency. (3) The structure of Donor-Acceptor-Donor makes the molecule no matter what kind of solvent all have higher quantum yields and better two-photon excitation efficiency. Next, cell experiments are performed to determine the intracellular staining of each fluorescent probe. In this case, we will search for two-photon fluorescent probes suitable for future development based on the staining re sults
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