Glycoconjugated Amphiphilic Polymers via Click-Chemistry for the Encapsulation of Quantum Dots

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• 作者：Christian Schmidtke ; Anna-Marlena Kreuziger ; Dirk Alpers ; Anna Jacobsen ; Yevgeniy Leshch ; Robin Eggers ; Hauke Kloust ; Huong Tran ; Johannes Ostermann ; Theo Schotten ; Joachim Thiem ; Julian Thimm ; Horst Weller
• 刊名：Langmuir
• 出版年：2013
• 出版时间：October 8, 2013
• 年：2013
• 卷：29
• 期：40
• 页码：12593-12600
• 全文大小：427K
• 年卷期：v.29,no.40(October 8, 2013)
• ISSN：1520-5827

文摘

Herein, we present a strategy for the glycoconjugation of nanoparticles (NPs), with a special focus on fluorescent quantum dots (QDs), recently described by us as 鈥減reassembly鈥?approach. Therein, prior to the encapsulation of diverse nanoparticles by an amphiphilic poly(isoprene)-b-poly(ethylene glycol) diblock copolymer (PI-b-PEG), the terminal PEG appendage was modified by covalently attaching a carbohydrate moiety using Huisgen-type click-chemistry. Successful functionalization was proven by NMR spectroscopy. The terminally glycoconjugated polymers were subsequently used for the encapsulation of QDs in a phase transfer process, which fully preserved fluorescence properties. Binding of these nanoconstructs to the lectin Concanavalin A (Con A) was studied via surface plasmon resonance (SPR). Depending on the carbohydrate moiety, namely, d-manno-heptulose, d-glucose, d-galactose, 2-deoxy-2-{[methylamino)carbonyl]amino}-d-glucopyranose (鈥渄es(nitroso)-streptozotocin鈥?, or d-maltose, the glycoconjugated QDs showed enhanced affinity constants due to multivalent binding effects. None of the constructs showed toxicity from 0.001 to 1 渭M (particle concentration) using standard WST and LDH assays on A549 cells.