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

doi:10.1016/j.tet.2012.12.073

CNU IR > Pharmacy and Science > Dept. of Biotechnology (including master's program) > Periodical Articles > Item 310902800/27937

Please use this identifier to cite or link to this item: https://ir.cnu.edu.tw/handle/310902800/27937

Title:	Synthesis of beta-cyclodextrin and poly(amido amine) dendron click cluster and its synergistic binding property
Authors:	Lin, Yan-Jun Tsai, Bo-Kai Tu, Chia-Jung Jeng, Jingyueh Chu, Chih-Chien Chu, Chih-Chien?
Contributors:	生物科技系
Keywords:	Pamam Dendrimers Cyclodextrins Click Reaction Inclusion Complexes Chiral Recognition Drug Delivery
Date:	2013-02
Issue Date:	2014-05-26 10:49:45 (UTC+8)
Publisher:	Pergamon-Elsevier Science Ltd
Abstract:	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.
Relation:	Tetrahedron, v.69 n.7, pp.1801-1807
Appears in Collections:	[Dept. of Biotechnology (including master's program)] Periodical Articles

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