Mannosylated Poly(ethylene oxide)-b-Poly(-caprolactone) Diblock Copolymers: Synthesis, Characterization, and Interaction with a Bacterial Lectin
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- 作者：Jutta Rieger ; Francois Stoffelbach ; Di Cui ; Anne Imberty ; Emilie Lameignere ; Jean-Luc Putaux ; Robert Jé ; rô ; me ; Christine Jé ; rô ; me ; Rachel Auzé ; ly-Velty
- 刊名：Biomacromolecules
- 出版年：2007
- 出版时间：September 2007
- 年：2007
- 卷：8
- 期：9
- 页码：2717 - 2725
- 全文大小：274K
- 年卷期：v.8,no.9(September 2007)
- ISSN：1526-4602
文摘
A novel bioeliminable amphiphilic poly(ethylene oxide)-b-poly(-caprolactone) (PEO-b-PCL) diblock copolymerend-capped by a mannose residue was synthesized by sequential controlled polymerization of ethylene oxide and-caprolactone, followed by the coupling of a reactive mannose derivative to the PEO chain end. The anionicpolymerization of ethylene oxide was first initiated by potassium 2-dimethylaminoethanolate. The ring-openingpolymerization of -caprolactone was then initiated by the -hydroxy end-group of PEO previously convertedinto an Al alkoxide. Finally, the saccharidic end-group was attached by quaternization of the tertiary amine -end-group of the PEO-b-PCL with a brominated mannose derivative. The copolymer was fully characterized in termsof chemical composition and purity by high-resolution NMR spectroscopy and size exclusion chromatography.Furthermore, measurements with a pendant drop tensiometer showed that both the mannosylated copolymer andthe non-mannosylated counterpart significantly decreased the dichloromethane/water interfacial tension. Moreover,these amphiphilic copolymers formed monodisperse spherical micelles in water with an average diameter of ~11nm as measured by dynamic light scattering and cryo-transmission electron microscopy. The availability of mannoseas a specific recognition site at the surface of the micelles was proved by isothermal titration microcalorimetry(ITC), using the BclA lectin (from Burkholderia cenocepacia), which interacts selectively with -D-mannopyranoside derivatives. The thermodynamic parameters of the lectin/mannose interaction were extracted from theITC data. These colloidal systems have great potential for drug targeting and vaccine delivery systems.