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Synthesis of Glutamic Acid-based cluster galactosides and Their Binding Affinities with Liver Cells

Chinese Journal of Chemistry 2004年第5期22卷 482-486页

作者：张晓茹李英霞褚世栋丁宁李春霞管华诗 Institute of Marine Drugs and Food Ocean University of China Qingdao Shandong 266003 China

Structurally well defined di-, tri- and tetra-valent cluster galactosides were synthesized in a convenient way. Oligo-glutamic acids were assembled as scaffolds. The presence of amine groups in these three ligands is expected to couple with drugs or genes for delivery. The binding affinities of these cluster galactoses to liver cells were de-termined by in vitro binding studies. Among them, the tetravalent cluster galactose (19) showed the highest affinity to liver cell. It is therefore a promising targeting device for the specific delivery of drugs or genes to parenchymal liver cells.

关键词： glycocluster cluster galactoside multivalent effect glutamic acid

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Design of Multivalent galactoside Ligands and Their Binding to Hepatic Asialoglycoprotein Receptor

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Chinese Journal of Chemistry 2006年第8期24卷 1058-1061页

作者：张晓茹贾继龙张荣军许敏华张书圣 College of Chemistry and Molecular Engineering Qingdao Universiry of Science and Technology Qingdao Shandong 266042 China State Key Laboratry of Nuclear Medicine Jiangsu Institute of Nuclear Medicine Wuxi Jiangsu 214063 China

In an effort to find highly efficient ligands for hepatic asialoglycoprotein receptor （ASGPR）, four cluster galactosides with different scaffolds were synthesized in this paper. The affinity of these compounds for ASGPR was analyzed by binding study in vitro. The results showed that trivalent cluster galactosides behaved better than divalent analogues and the cluster galactosides with aryl groups on their scaffolds presented better binding affinity than those with aliphatic chain scaffolds.

关键词： cluster galactoside aryl group cluster effect binding affinity hydrophobic group

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