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    請使用永久網址來引用或連結此文件: https://ir.lib.ncu.edu.tw/handle/987654321/99226


    題名: Synthesis of Biotinylated Silatrane via Huisgen Cycloaddition reaction for Bioconjugation Properties in Biosensors
    作者: 潘妮妮;Ni, Phan Thi Ni
    貢獻者: 化學工程與材料工程學系
    關鍵詞: One keyword per line;生物素;生物偶聯;生物感測器;矽烷偶聯物;Huisgen環加成反應;One keyword per line;Biotin;Bioconjugation;Biosensors;Silatrane;Huisgen cycloaddition reaction
    日期: 2026-01-28
    上傳時間: 2026-03-06 18:22:47 (UTC+8)
    出版者: 國立中央大學
    摘要: 生物素是一種重要的生物分子,在細胞內多種關鍵代謝反應中扮演重要角色。特別是,生物素與親和素的結合是蛋白質與配體之間最強的非共價相互作用,展現出在生物感測器應用方面的潛力。然而,生物素在基底表面的非特異性結合會增加,導致生物感測器應用數據偏差。矽烷類化合物因其在水相中優異的化學穩定性以及透過跨環N→Si配位鍵調控的水解特性,成為一種有效的表面修飾化合物。這種結合可以控制水解並在表面形成自組裝單分子層。本研究首次報導了一種新型材料-生物素-矽烷(Bi-SiT),以矽烷和生物素為基礎的優異性能,利用Huisgen環加成反應合成。疊氮化物與炔烴的反應已成為合成具有高抗菌活性的1,2,3-三唑類化合物最有效的方法之一。此外,本研究將Bi-SiT與磺基甜菜鹼矽烷(SBSiT)混合,以提供一種可用於修飾的防污功能化表面。本研究透過疊氮矽烷(N=N=N)與生物素-乙炔(C≡C)的反應合成了生物素-矽烷。利用核磁共振氫譜(1H NMR)和傅立葉變換紅外光譜(FT-IR)證實了生物素-矽烷的結構。 Bi-SiT和SBSiT混合塗層的結果表明,塗覆在矽片上的塗層具有高親水性和均勻性,這突顯了其優異的防污和功能化性能。這些性能透過測量水接觸角、塗層厚度、X射線光電子能譜(XPS)和粗糙度得到驗證。此外,利用石英晶體微天平耗散監測(QCM-d)、橢圓偏振光譜和原子力顯微鏡(AFM)證實了表面上存在生物素蛋白。將矽烷環與生物素生物分子結合的生物素-矽烷將成為生物偶聯和生物感測器領域很有前景的材料.;Biotin is known as a biomolecule that plays important roles in a variety of critical metabolic reactions in cells. Especially, avidin-biotin binding is the strongest non-covalent interaction between a protein and ligand that demonstrates the potential for biosensor applications. However, biotin can be increased the non-specific binding on the surface of substrate that led to the mistaken data for biosensor applications. Silatranes are effective compounds for surface modification because of their excellent chemical stability in the presence of water and modulated hydrolysis characteristic through a transannular N→Si dative bond. The binding can controll the hydrolysis and form self-assemble monolayers film on the surface. This study reports for the first time that a new material biotin-silatrane (Bi-SiT) is synthesized based on the combination of the outstanding properties of silatrane and biotin using Huisgen cycloaddition chemistry. The reaction of azides with alkynes has become one of the most efficient methods to synthesize 1,2,3-triazoles that display a high antimicrobial activity. Additionally, Bi-SiT has been mixed with sulfobetaine silatrane (SBSiT) to provide an antifouling and functionalised surface for modification. In this study, the synthesis of biotin-silatrane was carried out by reacting azide-silatrane (N=N=N) and biotin-acetylene (C≡C). The structures of biotin-silatrane is confirmed by 1H nuclear magnetic resonance (NMR) and Fourier transform infrared (FT-IR) spectroscopies. The results for mixed coating between BiSiT and SBSiT showed the high hydrophilicity and uniform layers that emphasize the antifouling and funtionalised properties of the surface after coating on silicon wafer, determined by measuring water contact angle, thickness, X-ray Photoelectron Spectroscopy (XPS) and roughness. In addition, the detection of avidin on the surface was confirmed by Quartz crystal microbalance with dissipation monitoring (QCM-d), ellipsometry and Atomic Force Microscopy (AFM). Biotin-silatrane with the integration of silatrane ring and biotin biomolecule will be a promising material for bioconjugation, and biosensors.
    顯示於類別:[化學工程與材料工程研究所] 博碩士論文

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