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Hong, Sung You
Synthetic Organic Chemistry Laboratory
Research Interests
  • Synthetic organic chemistry, transition metals, oxidation state

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Design, synthesis and biological evaluation of carbohydrate-functionalized cyclodextrins and liposomes for hepatocyte-specific targeting

Cited 30 times inthomson ciCited 30 times inthomson ci
Title
Design, synthesis and biological evaluation of carbohydrate-functionalized cyclodextrins and liposomes for hepatocyte-specific targeting
Author
Bernardes, Goncalo J. L.Kikkeri, RaghavendraMaglinao, MahaLaurino, PaolaCollot, MayeulHong, Sung YouLepenies, BerndSeeberger, Peter H.
Issue Date
2010-11
Publisher
ROYAL SOC CHEMISTRY
Citation
ORGANIC & BIOMOLECULAR CHEMISTRY, v.8, no.21, pp.4987 - 4996
Abstract
Targeting glycan-binding receptors is an attractive strategy for cell-specific drug and gene delivery. The C-type lectin asialoglycoprotein receptor (ASGPR) is particularly suitable for liver-specific delivery due to its exclusive expression by parenchymal hepatocytes. In this study, we designed and developed an efficient synthesis of carbohydrate-functionalized beta-cyclodextrins (beta CDs) and liposomes for hepatocyte-specific delivery. For targeting of ASGPR, rhodamine B-loaded beta CDs were functionalized with glycodendrimers. Liposomes were equipped with synthetic glycolipids containing a terminal D-GalNAc residue to mediate binding to ASGPR. Uptake studies in the human hepatocellular carcinoma cell line HepG2 demonstrated that beta CDs and liposomes displaying terminal D-Gal/D-GalNAc residues were preferentially endocytosed. In contrast, uptake of beta CDs and liposomes with terminal D-Man or D-GlcNAc residues was markedly reduced. The D-Gal/D-GalNAcfunctionalized beta CDs and liposomes presented here enable hepatocyte-specific targeting. Gal-functionalized beta CDs are efficient molecular carriers to deliver doxorubicin in vitro into hepatocytes and induce apoptosis.
URI
https://scholarworks.unist.ac.kr/handle/201301/5246
URL
http://www.scopus.com/inward/record.url?partnerID=HzOxMe3b&scp=77957899290
DOI
10.1039/c0ob00372g
ISSN
1477-0520
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