title: Responsive glyco-poly(2-oxazoline)s: synthesis, cloud point tuning, and lectin binding.
abstract: A new sugar-substituted 2-oxazoline monomer was prepared using the copper-catalyzed alkyne-azide cycloaddition (CuAAC) reaction. Its copolymerization with 2-ethyl-2-oxazoline as well as 2-(dec-9-enyl)-2-oxazoline, yielding well-defined copolymers with the possibility to tune the properties by thiol-ene "click" reactions, is described. Extensive solubility studies on the corresponding glycocopolymers demonstrated that the lower critical solution temperature behavior and pH-responsiveness of these copolymers can be adjusted in water and phosphate-buffered saline (PBS) depending on the choice of the thiol. By conjugation of 2,3,4,6-tetra-O-acetyl-1-thio-β-d-glucopyranose and subsequent deprotection of the sugar moieties, the hydrophilicity of the copolymer could be increased significantly, allowing a cloud-point tuning in the physiological range. Furthermore, the binding capability of the glycosylated copoly(2-oxazoline) to concanavalin A was investigated.
authors: Laboratory of Organic and Macromolecular Chemistry (IOMC) and Jena Center for Soft Matter (JCSM), Friedrich-Schiller-University Jena, Humboldtstr. 10, 07743 Jena, Germany.
authors: Kristian
authors: K
authors: Kempe
authors: Christine
authors: C
authors: Weber
authors: Krzysztof
authors: K
authors: Babiuch
authors: Michael
authors: M
authors: Gottschaldt
authors: Richard
authors: R
authors: Hoogenboom
authors: Ulrich S
authors: US
authors: Schubert