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研究生： 許毓芸
Hsu, Yu-Yun
論文名稱： 利用環糊精與聚胺酸兩親分子形成之熱感型水膠
Thermo-Responsive Supramolecular Hydrogels Formed by Cyclodextrin and Peptide Amphiphiles
指導教授： 詹正雄
Jan, Jeng-Shiung
學位類別： 碩士
Master
系所名稱： 工學院 - 化學工程學系
Department of Chemical Engineering
論文出版年： 2015
畢業學年度： 103
語文別： 中文
論文頁數： 73
中文關鍵詞： 包嵌複合體 、溫度應答 、環糊精 、聚胺基酸 、兩親分子
外文關鍵詞： inclusion complex, thermo-responsive, cyclodextrins, peptides, amphiphiles
相關次數： 點閱：140  下載：1 
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    • 本研究利用環糊精(cyclodextrins，CDs)與聚胺基酸兩親分子(peptide amphiphiles)形成包嵌複合體(inclusion complex)，製備溫度敏感型的水膠。藉由改變疏水鏈長度、胺基酸單體的種類、環糊精的種類、聚胺基酸/環糊精比例與聚胺基酸濃度以調控水膠的物理性質，如轉化溫度與成膠濃度等，並藉由各種實驗分析探討聚胺基酸與環糊精的分子間作用力，以及分子間的排列方式。本實驗以具有直碳鏈的一級胺作為起始劑，對胺基酸進行開環聚合反應，得到不同親疏水鏈段長度的聚胺基酸兩親分子，其聚合度約為20，接近聚合反應時的單體與起始劑的比值。研究水膠的凝膠－溶膠轉化溫度與水膠濃度的關係，以流變儀驗證水膠性質與溫度的關係，並比較不同水膠的黏彈性質。為了研究聚胺基酸與環糊精之間的疏水作用力與氫鍵作用力，以及兩者形成水膠後在空間中的排列方式，以1H NMR證明環糊精可串入碳鏈而形成包嵌複合體，並以XRD確認環糊精的分子間氫鍵與結晶性質。由FTIR分析聚胺基酸鏈在加入環糊精後的二級結構變化，其中C16Thr20與β-CD形成的水膠有較高比例的分子間氫鍵，具有較高的凝膠－溶膠轉化溫度。以SAXS分析聚胺基酸與環糊精的堆疊方式，其中C12Thr20與α-CD形成雙層(lamellar)堆疊，C16Thr20與β-CD則無特定的堆疊方式。

    In this study, we reported the preparation of thermo-responsive supramolecular hydrogels via inclusion complexation between cyclodextrins (CDs) and peptide amphiphiles (PAs). Alkylamine were used as the macroinitiator of ring-opening polymerization (ROP) to synthesize PAs. CDs threaded onto alkyl chain and form inclusion complex. The network structure of hydrogels was composed of hydrophobic interactions between alkyl chain and inner cavity of CDs, hydrogen bonding between CDs and side chain of PAs. The gel-sol transition temperature and gelation concentration were tuned by alkyl chain length, type of amino acids and CDs, the molar ratio of CDs and PAs. The secondary structure of peptides was mainly random coil. C12Thr20+α-CD hydrogels formed lamellar packing and the one bilayer thickness decreased with increasing temperature. The intelligent hydrogels could be promising in tissue engineering.

    摘要 I Extended Abstract II 誌謝 VIII 目錄 X 表目錄 XIV 圖目錄 XV 第一章 緒論 1 1.1　前言 1 1.1.1　生醫材料 1 1.1.2　聚胺基酸與蛋白質 2 1.1.3　水膠 3 1.1.4　包嵌複合體 3 1.2　研究動機與目的 4 第二章 文獻回顧 5 2.1　聚胺基酸 5 2.1.1　蛋白質與胺基酸 5 2.1.2　胺基酸之基本性質 5 2.1.3　蛋白質之結構 7 2.1.4　胺基酸之聚合 10 2.2　水膠 12 2.2.1　水膠之定義 12 2.2.2　水膠之種類 12 2.2.3　聚胺基酸水膠應用於生物材料 14 2.3　包嵌複合體 15 2.3.1　環糊精發展史 15 2.3.2　主體－客體化學 16 2.3.3　環糊精之包嵌複合作用 17 2.3.4　以環糊精製備智慧型水膠 19 第三章 實驗方法與步驟 21 3.1　實驗藥品 21 3.2　實驗儀器與原理 23 3.2.1　液態核磁共振儀 23 3.2.2　基質輔助雷射脫附游離飛行時間質譜儀 23 3.2.3　X光繞射儀 24 3.2.4　流變儀 24 3.2.5　傅立葉轉換紅外線光譜儀 24 3.2.6　小角度X光散射儀 26 3.3　聚胺基酸之合成 27 3.3.1　N-carboxylanhydrides (NCAs)開環聚合法 27 3.3.2　乾燥溶劑 27 3.3.3　Z-L-lysine、benzyl-L-glutamate NCAs之製備 27 3.3.4　N-Boc-O-benzyl-L-threonine NCAs之製備 28 3.3.5　以一級胺對NCAs開環合成聚胺基酸 29 3.3.6　去除聚胺基酸之保護基Z group 29 3.3.7　去除聚胺基酸之保護基benzyl group 29 3.4　超分子(supramolecular)水膠之性質測試 30 3.4.1　以聚胺基酸與環糊精製備水膠 30 3.4.2　聚胺基酸與環糊精之包嵌複合性質 30 3.4.3　包嵌複合體之結晶性質 31 3.4.4　凝膠－溶膠轉化溫度 31 3.4.5　超分子水膠之流變性質 31 3.4.6　聚胺基酸之二級結構 32 3.4.7　聚胺基酸之堆疊 32 第四章 結果與討論 33 4.1　聚胺基酸之合成分析 33 4.1.1　聚胺基酸之聚合度 33 4.1.2　聚胺基酸之分子量 38 4.2　聚胺基酸與環糊精之包嵌複合性質 41 4.2.1　超分子水膠之形成 41 4.2.2　聚胺基酸與環糊精之疏水作用力 45 4.2.3　包嵌複合體之結晶性質 48 4.3　超分子水膠之物理性質 51 4.3.1　水膠濃度與溫度之關係 51 4.3.2　超分子水膠之流變性質 52 4.4　超分子水膠之結構 55 4.4.1　聚胺基酸之二級結構 55 4.4.2　聚胺基酸之堆疊 57 第五章 結論 61 參考文獻 62

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