Immobilization of a functionalized poly(ethylene glycol) onto β-cyclodextrin-coated surfaces by formation of inclusion complexes: Application to the coupling of proteins
✍ Scribed by M. Guerrouache; C. Karakasyan; C. Gaillet; M. Canva; M. C. Millot
- Publisher
- John Wiley and Sons
- Year
- 2006
- Tongue
- English
- Weight
- 147 KB
- Volume
- 100
- Category
- Article
- ISSN
- 0021-8995
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✦ Synopsis
Abstract
The aim of this study was the immobilization of COOH‐modified poly(ethylene glycol) (PEG) layers onto β‐cyclodextrin‐coated surfaces by formation of inclusion complexes, in view of biosensors applications. To this end, PEGs with one phenyladamantyl and one carboxylic end group (Ad‐PEG‐COOH) were prepared according to a three‐step procedure. After modification of PEG with 4‐toluenesulfonylchloride, the reaction of the tosyl intermediate with the alcoholate of 4‐(1‐adamantyl)‐phenol was carried out in tetrahydrofuran to avoid the formation of by‐products. Then, it was shown by high performance liquid chromatography that the association between β‐cyclodextrin cavities and Ad‐PEG‐COOH polymers was not hindered by the presence of the COOH group. Last, the Ad‐PEG‐COOH polymer was immobilized onto β‐cyclodextrin‐coated gold surfaces by formation of inclusion complexes. The immobilization was performed in water, at room temperature, with a rapid kinetics. After activation of COOH groups with N‐hydroxysuccinimide, β‐lactoglobulin was coupled to the biocompatible PEG layer. Functionalization of the gold surface with β‐cyclodextrin cavities, immobilization of Ad‐PEG‐COOH onto the surface, and coupling of the protein to the reactive PEG layer were followed in real time by surface plasmon resonance imaging system. © 2006 Wiley Periodicals, Inc. J Appl Polym Sci 100: 2362–2370, 2006