Synthesis of beta-cyclodextrin and poly(amido amine) dendron click cluster and its synergistic binding property

doi:10.1016/j.tet.2012.12.073

Chia Nan University of Pharmacy & Science Institutional Repository > 藥理學院 > 生物科技系(所) > 期刊論文 > Item 310902800/27937

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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
显示于类别:	[生物科技系(所)] 期刊論文

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