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完整後設資料紀錄
DC 欄位 | 值 | 語言 |
---|---|---|
dc.contributor.advisor | 徐善慧(Shan-hui Hsu) | |
dc.contributor.author | Geng-Hsi Wu | en |
dc.contributor.author | 吳庚熹 | zh_TW |
dc.date.accessioned | 2021-06-08T02:18:58Z | - |
dc.date.copyright | 2015-08-25 | |
dc.date.issued | 2015 | |
dc.date.submitted | 2015-08-20 | |
dc.identifier.citation | [1] Jiang X, Li J, Ding M, Tan H, Ling Q, Zhong Y, Fu Q. Synthesis and degradation of nontoxic biodegradable waterborne polyurethanes elastomer with poly(ε-caprolactone) and poly(ethylene glycol) as soft segment. Eur Polym J 2007;43:1838-1846.
[2] Coutinho FMB, Delpech MC, Alves LS. Anionic waterborne polyurethane dispersions based on hydroxyl-terminated polybutadiene and poly(propylene glycol): synthesis and characterization. J Appl Polym Sci 2001;80:566-572. [3] Lee JC, Kim BK. Basic structure-property behavior of polyurethane cationomers. J Polym Sci Part A Polym Chem 1994;32:1983-1989. [4] Zhou LJ, Yu LQ, Ding MM, Li JH, Tan H, Wang ZG, Fu Q. Synthesis and characterization of pH-sensitive biodegradable polyurethane for potential drug delivery applications. Macromolecules 2011;44:857-864. [5] Jiang X, Yu FL, Wang ZG, Li JH, Tan H, Ding MM, Fu Q. Fabrication and characterization of waterborne biodegradable polyurethanes 3-dimensional porous scaffolds for vascular tissue engineering. J Biomater Sci Polym Ed 2010;21:1637-1652. [6] Chen TK, Tien YI, Wei KH. Synthesis and characterization of novel segmented polyurethane/clay nanocomposites. Polym 2000;41:1345-1353. [7] Demir MM, Yilgor I, Yilgor E, Erman B. Electrospinning of polyurethane fibers. Polym 2002;43:3303-3309. [8] Lu YS, Larock RC. Aqueous cationic polyurethane dispersions from vegetable oils. ChemSusChem 2010;3:329-333. [9] Lu YS, Larock RC. Soybean oil-based, aqueous cationic polyurethane dispersions: synthesis and properties. Prog Org Coat 2010;69:31-37. [10] Xia Y, Zhang Z, Kessler MR, Brehm-Stecher B, Larock RC. Antibacterial soybean-oil-based cationic polyurethane coatings prepared from different amino polyols. ChemSusChem 2012;5:2221-2227. [11] Zhang M, Hemp ST, Zhang M, Allen MH Jr, Carmean RN, Moore RB, Long TE. Water-dispersible cationic polyurethanes containing pendant trialkylphosphoniums. Polym Chem 2014;5:3795-3803. [12] Lim SH, Hudson SM. Application of a fiber-reactive chitosan derivative to cotton fabric as an antimicrobial textile finish. Carbohydr Polym 2004;56:227-234. [13] Rujitanaroj P, Pimpha N, Supaphol P. Wound-dressing materials with antibacterial activity from electrospun gelatin fiber mats containing silver nanoparticles. Polym 2008;49:4723-4732. [14] Cooper A, Oldinski R, Ma H, Bryers JD, Zhang M. Chitosan-based nanofibrous membranes for antibacterial filter applications. Carbohydr Polym 2013;92:254-259. [15] Han JG, Xiang YQ, Zhu Y. New antibacterial composites: waterborne polyurethane/gold nanocomposites synthesized via self-emulsifying method. J Inorg Organomet Polym 2014;24:283-290. [16] Liu HL, Dai SA, Fu KY, Hsu SH. Antibacterial properties of silver nanoparticles in three different sizes and their nanocomposites with a new waterborne polyurethane. Int J Nanomed 2010;5:1017-1028. [17] Hsu SH, Tseng HJ, Lin YC. The biocompatibility and antibacterial properties of waterborne polyurethane-silver nanocomposites. Biomater 2010;31:6796-6808. [18] Helander IM, Nurmiaho-Lassila EL, Ahvenainen R, Rhoades J, Roller S. Chitosan disrupts the barrier properties of the outer membrane of Gram-negative bacteria. Int J Food Microbiol 2001;71:235-244. [19] No HK, Park NY, Lee SH, Meyers SP. Antibacterial activity of chitosans and chitosan oligomers with different molecular weights. Int J Food Microbiol 2002;74:65-72. [20] Fuchs AD, Tiller JC. Contact-active antimicrobial coatings derived from aqueous suspensions. Angew Chem Int Ed 2006;45:6759-6762. [21] Woo GLY, Yang ML, Yin HQ, Jaffer F, Mittelman MW, Santerre JP. Biological characterization of a novel biodegradable antimicrobial polymer synthesized with fluoroquinolones. J Biomed Mater Res A 2002;59:35-45. [22] Ikeda T, Tazuke S, Suzuki Y. Biologically active polycations, 4. Synthesis and antimicrobial activity of poly(trialkylvinylbenzylammonium chloride)s. Makromol Chem 1984;185:869-876. [23] Wang HW, Wang L, Zhang PC, Yuan L, Yu Q, Chen H. High antibacterial efficiency of pDMAEMA modified silicon nanowires arrays. Colloids Surf B 2011;83:355-359. [24] Bakhshi H, Yeganeh H, Mehdipour-Ataei S, Shokrgozar MA, Yari A, Saeedi-Eslami SN. Synthesis and characterization of antibacterial polyurethane coatings from quaternary ammonium salts functionalized soybean oil based polyols. Mater Sci Eng C 2013;33:153-164. [25] Godbey WT, Wu KK, Mikos AG. Poly(ethylenimine) and its role in gene delivery. J Control Release 1999;60:149-160. [26] De Smedt SC, Demeester J, Hennink WE. Cationic polymer based gene delivery systems. Pharm Res 2000;17:113-126. [27] Cherng JY, van de Wetering P, Talsma H, Crommelin DJA, Hennink WE. Effect of size and serum proteins on transfection efficiency of poly ((2-dimethylamino)ethyl methacrylate)-plasmid nanoparticles. Pharm Res 1996;13:1038-1042. [28] Wagner E, Zatloukal, Cotton M, Kirlappos H, Mechtler K, Curiel DT, Birnstiel ML. Coupling of adenovirus to transferrin-polylysine/DNA complexes greatly enhances receptor-mediated gene delivery and expression of transfected genes. Proc Natl Acad Sci USA, 1992;89:6099-6103. [29] Lim YB, Choi YH, Park JS. A self-destroying polycationic polymer:biodegradable poly(4-hydroxy-L-proline ester). J Am Chem Soc 1999;121:5633-5639. [30] Putnam D, Langer R. Poly(4-hydroxy-L-proline ester): low temperature polycondensation and plasmid DNA complexation. Macromolecules 1999;32:3658-3662. [31] Tseng SJ, Tang SC, Shau MD, Zeng YF, Cherng JY, Shih MF. Structural characterization and buffering capacity in relation to the transfection efficiency of biodegradable polyurethane. Bioconjug Chem 2005;16:1375-1381. [32] Shau MD, Tseng SJ, Yang TF, Cherng JY, Chin WK. Effect of molecular weight on the transfection efficiency of novel polyurethane as a biodegradable gene vector. J Biomed Mater Res A 2006;77:736-746. [33] Boussif O, Lezoulac'h F, Zanta M, Mergny M, Scherman D, Demeneix B, Behr JP. A versatile vector for gene and oligonucleotide transfer into cells in culture and in vivo: polyethylenimine, Proc Natl Acad Sci USA 1995;92:7297-7301. [34] Park S, Healy KE. Nanoparticulate DNA packaging using terpolymers of poly(lysine-g-(lactide-b-ethylene glycol)). Bioconjug Chem 2003;14:311-319. [35] Park S, Healy KE. Compositional regulation of poly(lysine-g-(lactide-b-ethylene glycol))-DNA complexation and stability. J Control Release 2004;95:639-651. [36] Yang TF, Chin WK, Cherng JY, Shau MD. Synthesis of novel biodegradable cationic polymer: N,N-diethylenediamine polyurethane as a gene carrier. Biomacromolecules 2004;5:1926-1932. [37] Jian ZY, Chang JK, Shau MD. Synthesis and characterizations of new lysine-based biodegradable cationic poly(urethane-co-ester) and study on self-assembled nanoparticles with DNA. Bioconjug chem 2009;20:774-779. [38] Chang WY, Hsiao YC, Shau MD. New cationic biodegradable poly(urethane-co-ester): synthesis, structural characterization, modification and gene delivery. J Biomater Sci Polym Ed 2012;23:27-41. [39] Hung WC, Shau MD, Kao HC, Shih MF, Cherng JY. The synthesis of cationic polyurethanes to study the effect of amines and structures on their DNA transfection potential. Biomater 2009;133:68-76. [40] Hsu SH, Hung KC, Lin YY, Su CH, Yeh HY, Jeng US, Lu CY, Dai SH, Fu WE, Lin JC. Water-based synthesis and processing of novel biodegradable elastomers for medical applications. J Mater Chem B 2014;2:5083-5092. [41] Liu XY, Ho WY, Hung WJ, Shau MD. The characteristics and transfection efficiency of cationic poly(ester-co-urethane) – short chain PEI conjugates self-asssembled with DNA. Biomater 2009;30:6665-6673. [42] Hung WC, Shau MD, Kao HC, Shih MF, Cherng JY. The synthesis of cationic polyurethanes to study the effect of amines and structures on their DNA transfection potential. J Control Release 2009;133:68-76. | |
dc.identifier.uri | http://tdr.lib.ntu.edu.tw/jspui/handle/123456789/19784 | - |
dc.description.abstract | 陽離子高分子常作為抗菌材料與基因轉染劑用途,水性製程可減少環境污染並且避免產品中溶劑殘留所帶來的風險。本研究中,以聚己內酯、二異氰酸異佛爾酮及甲基二乙醇胺,在75°C下合成水性可降解陽離子聚胺酯。在酸性水溶液環境中劇烈攪拌,形成水性分散液。水性可降解陽離子聚胺酯均勻分散於水中形成大小為80奈米的奈米粒,其界面電位約60 mV。在倒入模具中成膜後,固體聚胺酯膜的接觸角為約67°,而聚胺酯膜的界面電位為約16 mV。水性陽離子聚胺酯奈米粒及薄膜均對大腸桿菌有良好的抗菌活性,尤其奈米粒的抗菌效果在與大腸桿菌接觸3小時後,即達到100%抗菌率,水性陽離子聚胺酯薄膜則於接觸24小時後達100%抗菌率。水性可降解陽離子聚胺酯奈米粒在濃度低於1000 μg/mL時,對HEK293T細胞無明顯細胞毒性,而作為基因轉染劑時,在聚胺酯/質體混合比為12.5/1及25/1下,亦無顯著細胞毒性。在以DsRed對HEK293T細胞進行基因轉染後,於48小時測得其轉染效率約為20%。 | zh_TW |
dc.description.abstract | Cationic polymers are often used as antimicrobial materials and transfection reagents. Water-based process could reduce environmental pollution and prevent the risk of solvent residue in the final product. In this study, waterborne biodegradable cationic polyurethane (WCPU) was synthesized by reacting polycaprolactone (PCL diol), isophorone diisocyanate (IPDI), and N-methyldiethanolamine (N-MDEA) under 75°C. An aqueous dispersion of WCPU nanoparticles (NPs) could be acquired by vigorous stirring under acidic condition. The particles in the dispersion were ~80 nm in size with a zeta potential of ~60 mV. When cast into films, the contact angle of the film was ~67° and the zeta potential was ~16 mV. WCPU NPs demonstrated excellent antibacterial activity against Escherichia coli (100% inhibition with a contact time of 3 hours). Meanwhile, the antibacterial ratio of WCPU film reached 100% after 24 hours of contact. Moreover, WCPU NPs could be used as a transfection reagent without significant toxicity for concentration less than 1000 mg/mL and showed the ability to condensate plasmid DNA on the WCPU NPs. The transfection efficiency for HEK293T cells was ~20% at 48 h after the transfection. Therefore, the WCPU synthesized in this study has potential antibacterial and gene delivery applications. | en |
dc.description.provenance | Made available in DSpace on 2021-06-08T02:18:58Z (GMT). No. of bitstreams: 1 ntu-104-R02549025-1.pdf: 15947759 bytes, checksum: fba35a04ca7e2d481e187570fb9bb954 (MD5) Previous issue date: 2015 | en |
dc.description.tableofcontents | 誌謝 i
摘要 ii Abstract iii 目錄 iv 圖目錄 viii 表目錄 x 第一章 文獻回顧 1 1.1. 水性聚胺酯 1 1.2. 陽離子聚胺酯 1 1.3. 抗菌材料/抗菌複合材料 2 1.4. 基因轉染(Transfection) 3 1.4.1. 生物可降解基因載體 4 1.4.2. 聚胺酯基因轉染劑 4 1.5. 研究動機 6 第二章 研究方法 7 2.1 研究架構 7 2.2 水性陽離子聚胺酯 (Waterborne cationic polyurethane, WCPU) 7 2.2.1. 水性陽離子聚胺酯基本原料與配方設計 7 2.2.2. 水性聚胺酯合成 7 2.3 水性陽離子聚胺酯分散液基本物性鑑定 12 2.3.1. 膠體滲透層析儀 12 2.3.2. 傅立葉紅外光譜儀 12 2.3.3. 核磁共振 12 2.3.4. 熱重分析儀 13 2.3.5. 微差掃描卡 13 2.3.6. 水性陽離子聚胺酯奈米粒粒徑及界面電位分析 13 2.3.7. 穿透式電子顯微鏡 13 2.4. 水性陽離子聚胺酯膜基本材料物性鑑定 14 2.4.1. 水性陽離子聚胺酯膜製備 14 2.4.2. 親疏水性試驗 14 2.4.3. 拉伸試驗 14 2.4.4. X光繞射 15 2.5. 細胞相容性測試 15 2.5.1. 水性陽離子聚胺酯奈米粒細胞相容性測試 15 2.5.2. 水性陽離子聚胺酯薄膜細胞相容性測試 15 2.6. 抗菌試驗 18 2.6.1. 奈米粒抗菌試驗 18 2.6.2. 薄膜抗菌試驗 18 2.7. 基因轉染試驗 21 2.7.1. 質體放大及萃取 21 2.7.2. 聚胺酯/質體聚合物複合體粒徑及界面分析 21 2.7.3. 聚胺酯載體細胞毒性測試 21 2.7.4. 轉染效率 22 2.8. 統計分析 22 第三章 研究結果 24 3.1. 水性陽離子聚胺酯合成 24 3.2. 水性陽離子聚胺酯物化性質分析 24 3.2.1. 傅立葉紅外光譜儀 24 3.2.2. 膠體滲透層析儀結果分析 24 3.2.3. 核磁共振 25 3.2.4. 熱性質分析 25 3.2.5. 水性陽離子聚胺酯奈米粒粒徑及界面電位分析 25 3.3. 水性陽離子聚胺酯薄膜分析 26 3.3.1. 拉伸試驗及接觸角 26 3.3.2. X光繞射 26 3.4. 水性陽離子聚胺酯生物相容性 26 3.5. 水性陽離子聚胺酯抗菌性 27 3.6. 基因轉染 28 3.6.1. 奈米粒/質體複合體粒徑及界面電位分析 28 3.7.2. 複合體細胞相容性 28 3.7.3. 基因轉染效率 29 第四章 討論 30 4.1. 物化性質討論 30 4.1.1. 粒徑與界面電位分析 30 4.1.2. 固態界面電位及接觸角分析 30 4.1.3. 拉伸試驗 30 4.1.4. 分子量 31 4.1.5.傅立葉紅外光譜儀 31 4.1.6. 熱性質分析 32 4.1.7. X光繞射分析 32 4.2. 生物相容性分析 33 4.3. 抗菌活性 34 4.4. 基因轉染 34 4.5. 未來展望 35 第五章 結論 36 參考文獻 37 | |
dc.language.iso | zh-TW | |
dc.title | 抗菌與基因傳遞應用之水性陽離子聚胺酯合成 | zh_TW |
dc.title | Synthesis of water-based cationic polyurethane for antibacterial and gene delivery applications | en |
dc.type | Thesis | |
dc.date.schoolyear | 103-2 | |
dc.description.degree | 碩士 | |
dc.contributor.oralexamcommittee | 張振榮(Chen-Jung Chang),黃彥彰 | |
dc.subject.keyword | 可降解聚胺酯,陽離子,抗菌,基因轉染, | zh_TW |
dc.subject.keyword | Biodegradable polyurethane,cationic,antibacterial,transfection, | en |
dc.relation.page | 52 | |
dc.rights.note | 未授權 | |
dc.date.accepted | 2015-08-21 | |
dc.contributor.author-college | 工學院 | zh_TW |
dc.contributor.author-dept | 高分子科學與工程學研究所 | zh_TW |
顯示於系所單位: | 高分子科學與工程學研究所 |
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