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| 標題: | Synthesis of beta-cyclodextrin and poly(amido amine) dendron click cluster and its synergistic binding property |
| 作者: | Lin, Yan-Jun
Tsai, Bo-Kai
Tu, Chia-Jung
Jeng, Jingyueh
Chu, Chih-Chien
Chu, Chih-Chien? |
| 貢獻者: | 生物科技系 |
| 關鍵字: | Pamam Dendrimers
Cyclodextrins
Click Reaction
Inclusion Complexes
Chiral Recognition
Drug Delivery |
| 日期: | 2013-02 |
| 上傳時間: | 2014-05-26 10:49:45 (UTC+8) |
| 出版者: | Pergamon-Elsevier Science Ltd |
| 摘要: | In this study, we have successfully synthesized the click cluster of beta-cyclodextrin (beta-CD) and NH2-terminated poly(amido amine) (PAMAM) dendrons via efficient Cu(I)-catalyzed azide-alkyne cycloaddition (CuAAC). The highly water-soluble click cluster, namely CDG2H, was carefully characterized by various analytical tools to confirm the structure and product purity. H-1 NMR further resolved the degree of protonation at different pH, suggesting that a tetracationic peripheral attached to the primary face of beta-CD at physiological condition. This polycationic character allows CDG2H to effectively bind with anionic targets through a synergistic effect combining host-guest and electrostatic interactions. The UV-visible absorption and fluorescence spectroscopic analyses both indicated that CDG2H has relatively higher binding affinity toward anionic binaphthyl model compounds than unmodified beta-CD. In addition, because of the optically active cyclodextrin core, CDG2H still revealed significant chiral discrimination for enantiomeric binaphthyl pairs. (C) 2013 Elsevier Ltd. All rights reserved. |
| 關聯: | Tetrahedron, v.69 n.7, pp.1801-1807 |
| 顯示於類別: | [生物科技系(所)] 期刊論文
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